Page last updated: 2024-11-11

benzonitrile, 4-(2-(2-((2r)-2-methyl-1-pyrrolidinyl)ethyl)-5-benzofuranyl)-

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Cross-References

ID SourceID
PubMed CID9818903
CHEMBL ID351231
SCHEMBL ID118976
MeSH IDM0480813

Synonyms (34)

Synonym
abt 239
gtpl1218
4-[2-[2-[(2r)-2-methylpyrrolidin-1-yl]ethyl]-1-benzofuran-5-yl]benzonitrile
abt239
abt-239
(r)-4-(2-(2-(2-methylpyrrolidin-1-yl)ethyl)benzofuran-5-yl)benzonitrile
4-{2-[2-((r)-2-methyl-pyrrolidin-1-yl)-ethyl]-benzofuran-5-yl}-benzonitrile
bdbm50139391
CHEMBL351231 ,
460746-46-7
benzonitrile, 4-[2-[2-[(2r)-2-methyl-1-pyrrolidinyl]ethyl]-5-benzofuranyl]-
unii-86h6b395pi
(r)-4-(2-(2-(2-methyl-1-pyrrolidinyl)ethyl)-1-benzofuran-5-yl)benzonitrile
86h6b395pi ,
benzonitrile, 4-(2-(2-((2r)-2-methyl-1-pyrrolidinyl)ethyl)-5-benzofuranyl)-
4-(2-(2-(2-methyl-1-pyrrolidinyl)ethyl)-1-benzofuran-5-yl)benzonitrile
AKOS015891396
(r)-4-(2-(2-(2-methylpyrrolidinyl)ethyl)benzofuran-5-yl)benzonitrile
SCHEMBL118976
4-(2-{2-[(2r)-2-methylpyrrolidinyl]ethyl}-1-benzofuran-5-yl)benzonitrile
4-(2-{2-[(2r)-2-methyl-1-pyrrolidinyl]ethyl}-1-benzofuran-5-yl)benzonitrile
KFHYZKCRXNRKRC-MRXNPFEDSA-N
HY-12195
DTXSID00196710
CS-5904
NCGC00386570-01
4-(2-{2-[(2r)-2-methylpyrrolidinyl]ethyl}-benzofuran-5-yl)benzonitrile
Q4650421
Z1816526082
abt-239 (tartrate)
D94991
4-(2-{2-[(2r)-2-methylpyrrolidin-1-yl]ethyl}-
benzofuran-5-yl)benzonitrile
AS-76470

Research Excerpts

Compound-Compound Interactions

ExcerptReferenceRelevance
" As ciproxifan and thioperamide are inhibitors of cytochrome P450 enzymes, responsible for metabolizing risperidone and haloperidol, the possibility that the augmentation of antipsychotics by imidazoles resulted from drug-drug interactions was tested."( Lack of cataleptogenic potentiation with non-imidazole H3 receptor antagonists reveals potential drug-drug interactions between imidazole-based H3 receptor antagonists and antipsychotic drugs.
Ballard, ME; Cowart, M; Decker, MW; Esbenshade, TA; Faghih, R; Fox, GB; Hancock, AA; Pan, L; Roberts, S; Rueter, LE; Zhang, M, 2005
)
0.33

Bioavailability

ExcerptReferenceRelevance
" ABT-239 demonstrates good pharmacokinetic characteristics in rat, dog, and monkey with t1/2 values ranging from 4 to 29 h, corresponding with clearance values and metabolic turnover in liver microsomes from these species, and good oral bioavailability ranging from 52 to 89%."( Pharmacological properties of ABT-239 [4-(2-{2-[(2R)-2-Methylpyrrolidinyl]ethyl}-benzofuran-5-yl)benzonitrile]: I. Potent and selective histamine H3 receptor antagonist with drug-like properties.
Bennani, YL; Cowart, MD; Denny, LI; Esbenshade, TA; Fox, GB; Hancock, AA; Kang, CH; Krueger, KM; Marsh, K; Miller, TR; Pan, L; Sullivan, JP; Wetter, J; Witte, DG; Yao, BB, 2005
)
0.33
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019
)
0.51

Dosage Studied

ExcerptRelevanceReference
" Efficacy in this model was maintained for 3 to 6 h and following repeated dosing with ABT-239."( Pharmacological properties of ABT-239 [4-(2-{2-[(2R)-2-Methylpyrrolidinyl]ethyl}-benzofuran-5-yl)benzonitrile]: II. Neurophysiological characterization and broad preclinical efficacy in cognition and schizophrenia of a potent and selective histamine H3 re
Ballard, ME; Bennani, YL; Bitner, RS; Browman, KE; Buckley, MJ; Cowart, MD; Decker, MW; Drescher, KU; Esbenshade, TA; Faghih, R; Fox, GB; Hancock, AA; Komater, VA; Krueger, KM; Lemaire, M; Marsh, K; Miner, H; Pan, JB; Porsolt, RD; Radek, RJ; Rueter, LE; Sullivan, JP; Wetter, J; Yao, BB; Zhang, M, 2005
)
0.33
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (4)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
cytochrome P450 2D6Homo sapiens (human)Potency13.45040.00108.379861.1304AID1645840
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Potassium voltage-gated channel subfamily H member 2Homo sapiens (human)IC50 (µMol)1.60000.00091.901410.0000AID616657
Potassium voltage-gated channel subfamily H member 2Homo sapiens (human)Ki0.40000.00211.840710.0000AID483431
Histamine H3 receptorRattus norvegicus (Norway rat)Ki0.00400.00010.29638.5110AID239562; AID239987; AID254439; AID302561; AID302564; AID305749; AID421583; AID483430; AID611518; AID622486; AID692493; AID89566; AID89863
Histamine H3 receptorHomo sapiens (human)IC50 (µMol)0.00060.00050.46685.9000AID389212
Histamine H3 receptorHomo sapiens (human)Ki0.00170.00010.33998.5110AID239591; AID239988; AID254441; AID290795; AID302560; AID305748; AID341508; AID375418; AID421582; AID483429; AID599203; AID611517; AID616658; AID622483; AID692494; AID86462; AID86612
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Histamine H3 receptorRattus norvegicus (Norway rat)EC50 (µMol)0.01740.00201.55926.2000AID302566
Histamine H3 receptorHomo sapiens (human)EC50 (µMol)0.00130.00000.09473.1623AID302565
Histamine H3 receptorHomo sapiens (human)Kd0.01290.00010.01380.0631AID599205
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Histamine H3 receptorHomo sapiens (human)Kb0.00720.00020.20972.0000AID302562; AID302563
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (27)

Processvia Protein(s)Taxonomy
regulation of heart rate by cardiac conductionPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of heart rate by hormonePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of membrane potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
positive regulation of DNA-templated transcriptionPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
potassium ion homeostasisPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
cardiac muscle contractionPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of membrane repolarizationPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of ventricular cardiac muscle cell membrane repolarizationPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
cellular response to xenobiotic stimulusPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
potassium ion transmembrane transportPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
ventricular cardiac muscle cell action potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
membrane repolarizationPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
membrane depolarization during action potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
membrane repolarization during action potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
membrane repolarization during cardiac muscle cell action potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of heart rate by cardiac conductionPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
potassium ion export across plasma membranePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
membrane repolarization during ventricular cardiac muscle cell action potentialPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
regulation of potassium ion transmembrane transportPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
negative regulation of potassium ion transmembrane transportPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
positive regulation of potassium ion transmembrane transportPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
negative regulation of potassium ion export across plasma membranePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
potassium ion import across plasma membranePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
neurotransmitter secretionHistamine H3 receptorHomo sapiens (human)
G protein-coupled serotonin receptor signaling pathwayHistamine H3 receptorHomo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerHistamine H3 receptorHomo sapiens (human)
chemical synaptic transmissionHistamine H3 receptorHomo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled acetylcholine receptor signaling pathwayHistamine H3 receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (15)

Processvia Protein(s)Taxonomy
transcription cis-regulatory region bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
inward rectifier potassium channel activityPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
voltage-gated potassium channel activityPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
delayed rectifier potassium channel activityPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
protein bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
ubiquitin protein ligase bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
identical protein bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
protein homodimerization activityPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
C3HC4-type RING finger domain bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
voltage-gated potassium channel activity involved in cardiac muscle cell action potential repolarizationPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
scaffold protein bindingPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
voltage-gated potassium channel activity involved in ventricular cardiac muscle cell action potential repolarizationPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
histamine receptor activityHistamine H3 receptorHomo sapiens (human)
G protein-coupled acetylcholine receptor activityHistamine H3 receptorHomo sapiens (human)
G protein-coupled serotonin receptor activityHistamine H3 receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (8)

Processvia Protein(s)Taxonomy
plasma membranePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
cell surfacePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
perinuclear region of cytoplasmPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
voltage-gated potassium channel complexPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
inward rectifier potassium channel complexPotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
plasma membranePotassium voltage-gated channel subfamily H member 2Homo sapiens (human)
plasma membraneHistamine H3 receptorHomo sapiens (human)
presynapseHistamine H3 receptorHomo sapiens (human)
plasma membraneHistamine H3 receptorHomo sapiens (human)
synapseHistamine H3 receptorHomo sapiens (human)
dendriteHistamine H3 receptorHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (117)

Assay IDTitleYearJournalArticle
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1347159Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347160Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID616659Lipophilicity, log D of the compound2011Bioorganic & medicinal chemistry letters, Sep-15, Volume: 21, Issue:18
Novel and highly potent histamine H3 receptor ligands. Part 1: withdrawing of hERG activity.
AID302569Clearance in rat at 1 mg/kg, iv2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID302562Antagonist activity at human histamine H3 receptor expressed with Galphaq/i5 in HEL239 cells assessed as reduction of RAMH-induced intracellular calcium2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID290795Binding affinity to human histamine H3 receptor2007Bioorganic & medicinal chemistry letters, Jul-01, Volume: 17, Issue:13
A new class of histamine H3 receptor antagonists derived from ligand based design.
AID616658Displacement of [125I]Iodoproxyfan from human recombinant histamine H3 receptor by Competitive binding assay2011Bioorganic & medicinal chemistry letters, Sep-15, Volume: 21, Issue:18
Novel and highly potent histamine H3 receptor ligands. Part 1: withdrawing of hERG activity.
AID253633Area under plasma concentration curve of the compound upon p.o. dose of 1 mg/kg in rats2005Journal of medicinal chemistry, Oct-06, Volume: 48, Issue:20
Synthesis and SAR of 5-amino- and 5-(aminomethyl)benzofuran histamine H3 receptor antagonists with improved potency.
AID302575Protein binding in dog plasma2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID622483Displacement of [3H]-NAMH from human histamine H3 receptor expressed in CHO cells2011Bioorganic & medicinal chemistry letters, Oct-15, Volume: 21, Issue:20
Synthesis and structure-activity relationships of 4,5-fused pyridazinones as histamine H₃ receptor antagonists.
AID483431Displacement of [3H]dofetilide from human ERG expressed in HEK293 cells2010Bioorganic & medicinal chemistry letters, Jun-01, Volume: 20, Issue:11
In vitro studies on a class of quinoline containing histamine H3 antagonists.
AID236518Clearance was observed in monkey after intravenous administration of 1-5 mg/kg2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID389212Antagonist activity at human cloned histamine H3 receptor expressed in CHO-K1 cells assessed as inhibition of R-alpha-methylhistamine-induced [35S]GTPgammaS binding2008Journal of medicinal chemistry, Nov-13, Volume: 51, Issue:21
Synthesis and evaluation of structurally constrained quinazolinone derivatives as potent and selective histamine H3 receptor inverse agonists.
AID237276Half life was observed in monkey after intravenous administration of 3-5 mg/kg; (n=3)2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID622486Displacement of [3H]-NAMH from rat histamine H3 receptor expressed in CHO cells2011Bioorganic & medicinal chemistry letters, Oct-15, Volume: 21, Issue:20
Synthesis and structure-activity relationships of 4,5-fused pyridazinones as histamine H₃ receptor antagonists.
AID341508Displacement of [3H]RAMH from human histamine H3 receptor expressed in CHO cells2008Bioorganic & medicinal chemistry letters, Aug-01, Volume: 18, Issue:15
Refinement of histamine H3 ligands pharmacophore model leads to a new class of potent and selective naphthalene inverse agonists.
AID237264Half life was observed in rat after intravenous administration of 3-5 mg/kg; (n=3)2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID305748Displacement of [3H]N-alpha-methylhistamine from human cloned histamine H3 receptor expressed in C6 cells2007Bioorganic & medicinal chemistry letters, Mar-01, Volume: 17, Issue:5
4-[6-(2-Aminoethyl)naphthalen-2-yl]benzonitriles are potent histamine H3 receptor antagonists with high CNS penetration.
AID237554Volume of distribution was observed in rat after intravenous administration of 1-5 mg/kg2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID239988In vitro binding affinity was determined as displacement of [3H]N-R-methylhistamine from C6 cell membranes expressing human histamine H3 receptor2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID302572Ratio of drug level in brain to blood in mouse at 1 mg/kg, ip2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID86612Binding potency was determined by displacement of [3H]N-alpha-methyl histamine from cloned human histamine H3 receptor expressed in C6 cells2004Bioorganic & medicinal chemistry letters, Feb-09, Volume: 14, Issue:3
A new class of potent non-imidazole H(3) antagonists: 2-aminoethylbenzofurans.
AID611518Displacement of [3H]NAMH from rat histamine H3 receptor expressed in CHO cells2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Discovery and characterization of 6-{4-[3-(R)-2-methylpyrrolidin-1-yl)propoxy]phenyl}-2H-pyridazin-3-one (CEP-26401, irdabisant): a potent, selective histamine H3 receptor inverse agonist.
AID692497Oral bioavailability in monkey at 1 mg/kg2011Journal of medicinal chemistry, Jan-13, Volume: 54, Issue:1
Histamine H3 receptor as a drug discovery target.
AID611517Displacement of [3H]NAMH from human histamine H3 receptor expressed in CHO cells2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Discovery and characterization of 6-{4-[3-(R)-2-methylpyrrolidin-1-yl)propoxy]phenyl}-2H-pyridazin-3-one (CEP-26401, irdabisant): a potent, selective histamine H3 receptor inverse agonist.
AID302560Displacement of [3H]-N-alpha methyl histamine from human H3 receptor expressed in C6 cells2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID302574Ratio of drug level in brain to blood in rat at 1 mg/kg, iv2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID239591In vitro binding affinity was determined as displacement of [3H]N-R-methylhistamine from C6 cell membranes expressing human histamine H3 receptor2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID780100Awakening activity in rat assessed as increased wakefulness at 10 mg/kg, po after 3 to 4 hrs2013Bioorganic & medicinal chemistry letters, Nov-15, Volume: 23, Issue:22
Discovery of a potent, selective, and orally bioavailable histamine H3 receptor antagonist SAR110068 for the treatment of sleep-wake disorders.
AID89863Binding potency was determined by displacement of [3H]N-alpha-methyl histamine from histamine H3 receptor of rat cortical membranes2004Bioorganic & medicinal chemistry letters, Feb-09, Volume: 14, Issue:3
A new class of potent non-imidazole H(3) antagonists: 2-aminoethylbenzofurans.
AID237553Volume of distribution was observed in dog after intravenous administration of 1-5 mg/kg2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID305753Clearance in rat brain at 1 mg/kg, iv2007Bioorganic & medicinal chemistry letters, Mar-01, Volume: 17, Issue:5
4-[6-(2-Aminoethyl)naphthalen-2-yl]benzonitriles are potent histamine H3 receptor antagonists with high CNS penetration.
AID305750Half life in rat at 1 mg/kg, iv2007Bioorganic & medicinal chemistry letters, Mar-01, Volume: 17, Issue:5
4-[6-(2-Aminoethyl)naphthalen-2-yl]benzonitriles are potent histamine H3 receptor antagonists with high CNS penetration.
AID236516Clearance was observed in dog after intravenous administration of 1-5 mg/kg2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID599203Displacement of [3H]N-alpha-methylhistamine from human histamine H3 receptor expressed in SK-N-MC cells2009European journal of medicinal chemistry, Nov, Volume: 44, Issue:11
Heterocyclic replacement of the central phenyl core of diamine-based histamine H3 receptor antagonists.
AID302563Antagonist activity at human histamine H3 receptor expressed in HEK239 cells assessed as inhibition of RAMH-stimulated [35S]GTP-gamma-S binding2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID244036Inhibition of CYP1A2 at 20 uM assessed by effect on rate of oxidation of phenacetin O-deethylation upon incubation with human liver microsomes2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID253632Area under plasma concentration curve of the compound upon i.v. dose of 1 mg/kg in rats2005Journal of medicinal chemistry, Oct-06, Volume: 48, Issue:20
Synthesis and SAR of 5-amino- and 5-(aminomethyl)benzofuran histamine H3 receptor antagonists with improved potency.
AID599205Antagonist activity at human histamine H3 receptor expressed in SK-N-MC cells assessed as inhibition of forskolin stimulated cAMP accumulation after 6 hrs2009European journal of medicinal chemistry, Nov, Volume: 44, Issue:11
Heterocyclic replacement of the central phenyl core of diamine-based histamine H3 receptor antagonists.
AID611522Bioavailability in fasted Sprague-Dawley rat at 1 mg/kg, iv after 6 to 24 hrs by LC-MS/MS analysis2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Discovery and characterization of 6-{4-[3-(R)-2-methylpyrrolidin-1-yl)propoxy]phenyl}-2H-pyridazin-3-one (CEP-26401, irdabisant): a potent, selective histamine H3 receptor inverse agonist.
AID305754Cmax in rat at 1 mg/kg, po2007Bioorganic & medicinal chemistry letters, Mar-01, Volume: 17, Issue:5
4-[6-(2-Aminoethyl)naphthalen-2-yl]benzonitriles are potent histamine H3 receptor antagonists with high CNS penetration.
AID246006Lowest dose to induce CNS side effects was assessed in a general behavioral screen in rats2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID244034Inhibition of CYP3A4 at 2 uM assessed by effect on rate of oxidation of terfenadine hydroxylation upon incubation with human liver microsomes2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID244057Inhibition of CYP2D6 at 20 uM assessed by effect on rate of oxidation of dextromethorphan O-demethylation upon incubation with human liver microsomes2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID692495Oral bioavailability in rat at 1 mg/kg2011Journal of medicinal chemistry, Jan-13, Volume: 54, Issue:1
Histamine H3 receptor as a drug discovery target.
AID237263Half life was observed in dog after intravenous administration of 3-5 mg/kg; (n=3)2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID305749Displacement of [3H]N-alpha-methylhistamine from histamine H3 receptor in rat cortical membranes2007Bioorganic & medicinal chemistry letters, Mar-01, Volume: 17, Issue:5
4-[6-(2-Aminoethyl)naphthalen-2-yl]benzonitriles are potent histamine H3 receptor antagonists with high CNS penetration.
AID239987In vitro binding affinity was determined as displacement of [3H]N-R-methylhistamine from C6 cell membranes expressing rat histamine H3 receptor2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID236099Bioavailability in dog (dose 1-5 mg/kg i.v.)2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID305757Oral bioavailability in rat at 1 mg/kg2007Bioorganic & medicinal chemistry letters, Mar-01, Volume: 17, Issue:5
4-[6-(2-Aminoethyl)naphthalen-2-yl]benzonitriles are potent histamine H3 receptor antagonists with high CNS penetration.
AID302578Protein binding in rat plasma2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID305756AUC (0 to infinity) in rat at 1 mg/kg, po2007Bioorganic & medicinal chemistry letters, Mar-01, Volume: 17, Issue:5
4-[6-(2-Aminoethyl)naphthalen-2-yl]benzonitriles are potent histamine H3 receptor antagonists with high CNS penetration.
AID616657Displacement of [3H]dofetilide from human recombinant ERG by Competitive binding assay2011Bioorganic & medicinal chemistry letters, Sep-15, Volume: 21, Issue:18
Novel and highly potent histamine H3 receptor ligands. Part 1: withdrawing of hERG activity.
AID239893Tested for its ability to block human histamine H3 receptor activation by the agonist R-alpha-methyl histamine in a [Ca2+] flux assay2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID302564Antagonist activity at rat histamine H3 receptor expressed in HEK239 cells assessed as inhibition of RAMH-stimulated [35S]GTP-gamma-S binding2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID237820Concentration in brain of rats after 1 hr of intravenous administration2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID244029Inhibition of CYP2A6 at 2 uM, assessed by effect on rate of oxidation of coumarin 7-hydroxylation upon incubation with human liver microsomes2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID692496Oral bioavailability in dog at 1 mg/kg2011Journal of medicinal chemistry, Jan-13, Volume: 54, Issue:1
Histamine H3 receptor as a drug discovery target.
AID246008Tested for their ability to enhance learning in the rat pups using inhibitory avoidance acquisition model2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID305752AUC (0 to infinity) in rat at 1 mg/kg, iv2007Bioorganic & medicinal chemistry letters, Mar-01, Volume: 17, Issue:5
4-[6-(2-Aminoethyl)naphthalen-2-yl]benzonitriles are potent histamine H3 receptor antagonists with high CNS penetration.
AID421582Displacement of [3H]N-alpha methyl histamine from human cloned histamine H3 receptor expressed in C6 cells2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Design of a new histamine H3 receptor antagonist chemotype: (3aR,6aR)-5-alkyl-1-aryl-octahydropyrrolo[3,4-b]pyrroles, synthesis, and structure-activity relationships.
AID244037Inhibition of CYP2C9 at 20 uM assessed by its effect on rate of oxidation of Tolbutamide hydroxylation upon incubation with human liver microsomes2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID421583Displacement of [3H]N-alpha methyl histamine from rat cortical membrane histamine H3 receptor2009Journal of medicinal chemistry, Aug-13, Volume: 52, Issue:15
Design of a new histamine H3 receptor antagonist chemotype: (3aR,6aR)-5-alkyl-1-aryl-octahydropyrrolo[3,4-b]pyrroles, synthesis, and structure-activity relationships.
AID236517Clearance was observed in rat after intravenous administration of 1-5 mg/kg2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID302573Drug level in rat brain at 1 mg/kg, iv2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID302567Half life in rat at 1 mg/kg, iv2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID302570Oral bioavailability in rat at 1 mg/kg2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID244033Inhibition of CYP2C9 at 2 uM assessed by effect on rate of oxidation of Tolbutamide hydroxylation upon incubation with human liver microsomes2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID244032Inhibition of CYP2A6 at 20 uM assessed by effect on rate of oxidation of coumarin 7-hydroxylation upon incubation with human liver microsomes2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID611525Ratio of drug uptake in brain to plasma of fasted Sprague-Dawley rat at 1 mg/kg, iv after 6 to 24 hrs by LC-MS/MS analysis2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Discovery and characterization of 6-{4-[3-(R)-2-methylpyrrolidin-1-yl)propoxy]phenyl}-2H-pyridazin-3-one (CEP-26401, irdabisant): a potent, selective histamine H3 receptor inverse agonist.
AID89566Binding potency was determined by displacement of [3H]N-alpha-methyl histamine from histamine H3 receptor of rat cortical membranes2004Bioorganic & medicinal chemistry letters, Feb-09, Volume: 14, Issue:3
A new class of potent non-imidazole H(3) antagonists: 2-aminoethylbenzofurans.
AID305758Ratio of drug level in brain to plasma in rat at 5 mg/kg, iv2007Bioorganic & medicinal chemistry letters, Mar-01, Volume: 17, Issue:5
4-[6-(2-Aminoethyl)naphthalen-2-yl]benzonitriles are potent histamine H3 receptor antagonists with high CNS penetration.
AID302577Protein binding in monkey plasma2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID237555Volume of distribution was observed in monkey after intravenous administration of 1-5 mg/kg2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID305755Half life in rat at 1 mg/kg, po2007Bioorganic & medicinal chemistry letters, Mar-01, Volume: 17, Issue:5
4-[6-(2-Aminoethyl)naphthalen-2-yl]benzonitriles are potent histamine H3 receptor antagonists with high CNS penetration.
AID302571Drug level in mouse brain at 1 mg/kg, ip2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID302566Agonist activity at rat histamine H3 receptor expressed in HEK239 cells assessed as reduction of basal [35S]GTP-gamma-S binding2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID692493Binding affinity to rat cortical histamine H3 receptor2011Journal of medicinal chemistry, Jan-13, Volume: 54, Issue:1
Histamine H3 receptor as a drug discovery target.
AID244047Inhibition of CYP2E1 at 20 uM assessed by effect on rate of oxidation of chlorzoxazone 6-hydroxylation upon incubation with human liver microsomes2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID611520Terminal half life in fasted Sprague-Dawley rat at 1 mg/kg, iv after 6 to 24 hrs by LC-MS/MS analysis2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Discovery and characterization of 6-{4-[3-(R)-2-methylpyrrolidin-1-yl)propoxy]phenyl}-2H-pyridazin-3-one (CEP-26401, irdabisant): a potent, selective histamine H3 receptor inverse agonist.
AID302561Displacement of [3H]-N-alpha methyl histamine from rat H3 receptor expressed in C6 cells2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID86462Binding potency was determined by displacement of [3H]N-alpha-methyl histamine from cloned human histamine H3 receptor expressed in C6 cells2004Bioorganic & medicinal chemistry letters, Feb-09, Volume: 14, Issue:3
A new class of potent non-imidazole H(3) antagonists: 2-aminoethylbenzofurans.
AID244052Inhibition of CYP2C19 at 2 uM assessed by effect on rate of oxidation of S-mephenytoin 4'-hydroxylation upon incubation with human liver microsomes2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID253550Oral bioavailability in rat (dose 1 mg/kg)2005Journal of medicinal chemistry, Oct-06, Volume: 48, Issue:20
Synthesis and SAR of 5-amino- and 5-(aminomethyl)benzofuran histamine H3 receptor antagonists with improved potency.
AID254441In vitro binding affinity for human histamine H3 receptor using [3H]N-alpha-methylhistamine2005Journal of medicinal chemistry, Oct-06, Volume: 48, Issue:20
Synthesis and SAR of 5-amino- and 5-(aminomethyl)benzofuran histamine H3 receptor antagonists with improved potency.
AID780098Awakening activity in rat assessed as decrease of theta rhythm at 10 mg/kg, po after 3 to 4 hrs2013Bioorganic & medicinal chemistry letters, Nov-15, Volume: 23, Issue:22
Discovery of a potent, selective, and orally bioavailable histamine H3 receptor antagonist SAR110068 for the treatment of sleep-wake disorders.
AID244056Inhibition of CYP2C19 at 20 uM assessed by effect on rate of oxidation of S-mephenytoin 4'-hydroxylation upon incubation with human liver microsomes2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID244031Inhibition of CYP1A2 at 2 uM assessed by effect on rate of oxidation of phenacetin O-deethylation upon incubation with human liver microsomes2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID236100Oral bioavailability in rat (dose 1-5 mg/kg i.v.)2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID246007Tested for their ability to enhance memory in the adult rats using social recognition memory test2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID244053Inhibition of CYP2D6 at 2 uM assessed by effect on rate of oxidation of dextromethorphan O-demethylation upon incubation with human liver microsomes2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID236104Oral bioavailability in monkey (dose 1-5 mg/kg i.v.)2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID244044Inhibition of CYP2E1 at 2 uM assessed by effect on rate of oxidation of chlorzoxazone 6-hydroxylation upon incubation with human liver microsomes2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID692494Binding affinity to human histamine H3 receptor2011Journal of medicinal chemistry, Jan-13, Volume: 54, Issue:1
Histamine H3 receptor as a drug discovery target.
AID253709Maximum plasma concentration upon p.o. dose of 1 mg/kg in rats2005Journal of medicinal chemistry, Oct-06, Volume: 48, Issue:20
Synthesis and SAR of 5-amino- and 5-(aminomethyl)benzofuran histamine H3 receptor antagonists with improved potency.
AID611521Systemic clearance in fasted Sprague-Dawley rat at 1 mg/kg, iv after 6 to 24 hrs by LC-MS/MS analysis2011Journal of medicinal chemistry, Jul-14, Volume: 54, Issue:13
Discovery and characterization of 6-{4-[3-(R)-2-methylpyrrolidin-1-yl)propoxy]phenyl}-2H-pyridazin-3-one (CEP-26401, irdabisant): a potent, selective histamine H3 receptor inverse agonist.
AID302565Agonist activity at human histamine H3 receptor expressed in HEK239 cells assessed as reduction of basal [35S]GTP-gamma-S binding2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID302576Protein binding in human plasma2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID253809Terminal half life upon i.v. dose of 1 mg/kg in rats2005Journal of medicinal chemistry, Oct-06, Volume: 48, Issue:20
Synthesis and SAR of 5-amino- and 5-(aminomethyl)benzofuran histamine H3 receptor antagonists with improved potency.
AID254439In vitro binding affinity for rat histamine H3 receptor using [3H]N-alpha-methylhistamine2005Journal of medicinal chemistry, Oct-06, Volume: 48, Issue:20
Synthesis and SAR of 5-amino- and 5-(aminomethyl)benzofuran histamine H3 receptor antagonists with improved potency.
AID244038Inhibition of CYP3A4 at 20 uM assessed by effect on rate of oxidation of terfenadine hydroxylation upon incubation with human liver microsomes2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID305751Volume of distribution in rat at terminal phase at 1 mg/kg, iv2007Bioorganic & medicinal chemistry letters, Mar-01, Volume: 17, Issue:5
4-[6-(2-Aminoethyl)naphthalen-2-yl]benzonitriles are potent histamine H3 receptor antagonists with high CNS penetration.
AID239562In vitro binding affinity was determined as displacement of [3H]N-R-methylhistamine from C6 cell membranes expressing rat histamine H3 receptor2005Journal of medicinal chemistry, Jan-13, Volume: 48, Issue:1
4-(2-[2-(2(R)-methylpyrrolidin-1-yl)ethyl]benzofuran-5-yl)benzonitrile and related 2-aminoethylbenzofuran H3 receptor antagonists potently enhance cognition and attention.
AID253810Terminal half life upon p.o. dose of 1 mg/kg in rats2005Journal of medicinal chemistry, Oct-06, Volume: 48, Issue:20
Synthesis and SAR of 5-amino- and 5-(aminomethyl)benzofuran histamine H3 receptor antagonists with improved potency.
AID483430Displacement of [3H]N-alpha-methylhistamine from rat cloned histamine H3 receptor2010Bioorganic & medicinal chemistry letters, Jun-01, Volume: 20, Issue:11
In vitro studies on a class of quinoline containing histamine H3 antagonists.
AID302568Volume of distribution in rat at 1 mg/kg, iv2007Journal of medicinal chemistry, Nov-01, Volume: 50, Issue:22
Synthesis, potency, and in vivo profiles of quinoline containing histamine H3 receptor inverse agonists.
AID375418Binding affinity to histamine H3 receptor2009Journal of medicinal chemistry, Jul-09, Volume: 52, Issue:13
5-hydroxyindole-2-carboxylic acid amides: novel histamine-3 receptor inverse agonists for the treatment of obesity.
AID253576Plasma clearance upon i.v. dose of 1 mg/kg in rats2005Journal of medicinal chemistry, Oct-06, Volume: 48, Issue:20
Synthesis and SAR of 5-amino- and 5-(aminomethyl)benzofuran histamine H3 receptor antagonists with improved potency.
AID483429Displacement of [3H]N-alpha-methylhistamine from human cloned histamine H3 receptor2010Bioorganic & medicinal chemistry letters, Jun-01, Volume: 20, Issue:11
In vitro studies on a class of quinoline containing histamine H3 antagonists.
AID483432Selectivity ratio of Ki for human cloned histamine H3 receptor over Ki for human ERG2010Bioorganic & medicinal chemistry letters, Jun-01, Volume: 20, Issue:11
In vitro studies on a class of quinoline containing histamine H3 antagonists.
AID1346037Human H1 receptor (Histamine receptors)2005The Journal of pharmacology and experimental therapeutics, Apr, Volume: 313, Issue:1
Pharmacological properties of ABT-239 [4-(2-{2-[(2R)-2-Methylpyrrolidinyl]ethyl}-benzofuran-5-yl)benzonitrile]: I. Potent and selective histamine H3 receptor antagonist with drug-like properties.
AID1346017Rat H3 receptor (Histamine receptors)2005The Journal of pharmacology and experimental therapeutics, Apr, Volume: 313, Issue:1
Pharmacological properties of ABT-239 [4-(2-{2-[(2R)-2-Methylpyrrolidinyl]ethyl}-benzofuran-5-yl)benzonitrile]: I. Potent and selective histamine H3 receptor antagonist with drug-like properties.
AID1346095Human H2 receptor (Histamine receptors)2005The Journal of pharmacology and experimental therapeutics, Apr, Volume: 313, Issue:1
Pharmacological properties of ABT-239 [4-(2-{2-[(2R)-2-Methylpyrrolidinyl]ethyl}-benzofuran-5-yl)benzonitrile]: I. Potent and selective histamine H3 receptor antagonist with drug-like properties.
AID1346107Human H3 receptor (Histamine receptors)2005The Journal of pharmacology and experimental therapeutics, Apr, Volume: 313, Issue:1
Pharmacological properties of ABT-239 [4-(2-{2-[(2R)-2-Methylpyrrolidinyl]ethyl}-benzofuran-5-yl)benzonitrile]: I. Potent and selective histamine H3 receptor antagonist with drug-like properties.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (33)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's16 (48.48)29.6817
2010's15 (45.45)24.3611
2020's2 (6.06)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 10.86

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index10.86 (24.57)
Research Supply Index3.56 (2.92)
Research Growth Index4.41 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (10.86)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (2.94%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other33 (97.06%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]