Compounds > f-a 85380
Page last updated: 2024-12-08

f-a 85380

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

Description

2-fluoro-3-(2(S)-azetidinylmethoxy)pyridine: a ligand for imaging cerebral nicotinic acetylcholine receptors with positron emission tomography [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID10241442
CHEMBL ID308538
SCHEMBL ID1220341
MeSH IDM0306567

Synonyms (23)

Synonym
CHEMBL308538 ,
bdbm50263094
(s)-3-(azetidin-2-ylmethoxy)-2-[18f]fluoropyridine
(s)-3-(azetidin-2-ylmethoxy)-2-fluoropyridine
bdbm50066788
3-((s)-1-azetidin-2-ylmethoxy)-2-fluoro-pyridine
AKOS006285963
J1.007.103H ,
f-a-85380
2-fluoro-3-(2(s)-azetidinylmethoxy)pyridine
SCHEMBL1220341
2-fluoro-a-85380
(2s)-2-(((2-fluoropyridine-3-yl)oxy)methyl)azetidine
pyridine, 3-((2s)-2-azetidinylmethoxy)-2-fluoro
unii-xy1c8j4wgf
XY1C8J4WGF ,
2-fluoro-3-(((2s)-2-azetidinyl)methoxy)pyridine
a-85380, 2-fluoro
186588-98-7
2-fluoro-a 85380
3-[[(2s)-azetidin-2-yl]methoxy]-2-fluoropyridine
Q27294050
PD178402
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (5)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Neuronal acetylcholine receptor subunit alpha-3Rattus norvegicus (Norway rat)Ki1.85150.00000.352210.0000AID427650; AID427651
Neuronal acetylcholine receptor subunit alpha-4Rattus norvegicus (Norway rat)Ki0.09560.00000.12345.5000AID427652; AID427654
Neuronal acetylcholine receptor subunit alpha-2Rattus norvegicus (Norway rat)Ki0.09070.00000.04230.4500AID427648; AID427649
Neuronal acetylcholine receptor subunit beta-2Rattus norvegicus (Norway rat)Ki0.00220.00000.10825.5000AID427650; AID427652
Neuronal acetylcholine receptor subunit beta-4Rattus norvegicus (Norway rat)Ki1.35670.00000.296310.0000AID427649; AID427651; AID427654
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (21)

Assay IDTitleYearJournalArticle
AID145678Ability of compound to compete with 50 pM of 5-[125I]iodo-A-85,380 for receptor binding sites in rat brain membranes at room temperature2004Journal of medicinal chemistry, May-06, Volume: 47, Issue:10
5-substituted derivatives of 6-halogeno-3-((2-(S)-azetidinyl)methoxy)pyridine and 6-halogeno-3-((2-(S)-pyrrolidinyl)methoxy)pyridine with low picomolar affinity for alpha4beta2 nicotinic acetylcholine receptor and wide range of lipophilicity: potential pr
AID427648Displacement of [3H]epibatidine from rat alpha2beta2 nicotinic receptor expressed in human HEK293 cells by liquid scintillation counting2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Synthesis and biological evaluation of novel carbon-11 labeled pyridyl ethers: candidate ligands for in vivo imaging of alpha4beta2 nicotinic acetylcholine receptors (alpha4beta2-nAChRs) in the brain with positron emission tomography.
AID427655Selectivity ratio of Ki for rat alpha3beta4 nicotinic receptor to Ki for rat alpha4beta2 nicotinic receptor2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Synthesis and biological evaluation of novel carbon-11 labeled pyridyl ethers: candidate ligands for in vivo imaging of alpha4beta2 nicotinic acetylcholine receptors (alpha4beta2-nAChRs) in the brain with positron emission tomography.
AID14401Biodistribution in rat thalamus, expressed as percent I.D./g tissue1999Journal of medicinal chemistry, Jun-17, Volume: 42, Issue:12
Synthesis and nicotinic acetylcholine receptor in vivo binding properties of 2-fluoro-3-[2(S)-2-azetidinylmethoxy]pyridine: a new positron emission tomography ligand for nicotinic receptors.
AID146611Binding affinity towards Nicotinic acetylcholine receptor alpha4-beta2 in rat brain using [3H]-cytisine as radioligand1998Bioorganic & medicinal chemistry letters, Oct-06, Volume: 8, Issue:19
Structure-activity studies related to ABT-594, a potent nonopioid analgesic agent: effect of pyridine and azetidine ring substitutions on nicotinic acetylcholine receptor binding affinity and analgesic activity in mice.
AID145348Binding affinity towards human Nicotinic acetylcholine receptor was determined using [3H]-cytisine1999Journal of medicinal chemistry, Jun-17, Volume: 42, Issue:12
Synthesis and nicotinic acetylcholine receptor in vivo binding properties of 2-fluoro-3-[2(S)-2-azetidinylmethoxy]pyridine: a new positron emission tomography ligand for nicotinic receptors.
AID427647Octanol-water partition coefficient, log D at pH 7.4 by shake flask method2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Synthesis and biological evaluation of novel carbon-11 labeled pyridyl ethers: candidate ligands for in vivo imaging of alpha4beta2 nicotinic acetylcholine receptors (alpha4beta2-nAChRs) in the brain with positron emission tomography.
AID132950Analgesic activity in a mouse hot plate assay1998Bioorganic & medicinal chemistry letters, Oct-06, Volume: 8, Issue:19
Structure-activity studies related to ABT-594, a potent nonopioid analgesic agent: effect of pyridine and azetidine ring substitutions on nicotinic acetylcholine receptor binding affinity and analgesic activity in mice.
AID427651Displacement of [3H]epibatidine from rat alpha3beta4 nicotinic receptor expressed in human HEK293 cells by liquid scintillation counting2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Synthesis and biological evaluation of novel carbon-11 labeled pyridyl ethers: candidate ligands for in vivo imaging of alpha4beta2 nicotinic acetylcholine receptors (alpha4beta2-nAChRs) in the brain with positron emission tomography.
AID14399Biodistribution in rat cerebellum, expressed as percent I.D./g tissue1999Journal of medicinal chemistry, Jun-17, Volume: 42, Issue:12
Synthesis and nicotinic acetylcholine receptor in vivo binding properties of 2-fluoro-3-[2(S)-2-azetidinylmethoxy]pyridine: a new positron emission tomography ligand for nicotinic receptors.
AID21871Calculated partition coefficient (clogP)2004Journal of medicinal chemistry, May-06, Volume: 47, Issue:10
5-substituted derivatives of 6-halogeno-3-((2-(S)-azetidinyl)methoxy)pyridine and 6-halogeno-3-((2-(S)-pyrrolidinyl)methoxy)pyridine with low picomolar affinity for alpha4beta2 nicotinic acetylcholine receptor and wide range of lipophilicity: potential pr
AID21870Calculated partition coefficient (clogD7.4)2004Journal of medicinal chemistry, May-06, Volume: 47, Issue:10
5-substituted derivatives of 6-halogeno-3-((2-(S)-azetidinyl)methoxy)pyridine and 6-halogeno-3-((2-(S)-pyrrolidinyl)methoxy)pyridine with low picomolar affinity for alpha4beta2 nicotinic acetylcholine receptor and wide range of lipophilicity: potential pr
AID220120Binding affinity for alpha4 beta-2 nAChR using [3H]epibatidine in rat brain1998Journal of medicinal chemistry, Sep-10, Volume: 41, Issue:19
2-, 5-, and 6-Halo-3-(2(S)-azetidinylmethoxy)pyridines: synthesis, affinity for nicotinic acetylcholine receptors, and molecular modeling.
AID427652Displacement of [3H]epibatidine from rat alpha4beta2 nicotinic receptor expressed in human HEK293 cells by liquid scintillation counting2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Synthesis and biological evaluation of novel carbon-11 labeled pyridyl ethers: candidate ligands for in vivo imaging of alpha4beta2 nicotinic acetylcholine receptors (alpha4beta2-nAChRs) in the brain with positron emission tomography.
AID716958Displacement of [3H]epibatidine from alpha4beta2 nAChR in rat brain homogenate by scintillation counting2012Bioorganic & medicinal chemistry letters, Dec-15, Volume: 22, Issue:24
Synthesis and evaluation of 3-¹²³I-iodo-5-[2-(S)-3-pyrrolinylmethoxy]-pyridine (niodene) as a potential nicotinic α4β2 receptor imaging agent.
AID427654Displacement of [3H]epibatidine from rat alpha4beta4 nicotinic receptor expressed in human HEK293 cells by liquid scintillation counting2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Synthesis and biological evaluation of novel carbon-11 labeled pyridyl ethers: candidate ligands for in vivo imaging of alpha4beta2 nicotinic acetylcholine receptors (alpha4beta2-nAChRs) in the brain with positron emission tomography.
AID427650Displacement of [3H]epibatidine from rat alpha3beta2 nicotinic receptor expressed in human HEK293 cells by liquid scintillation counting2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Synthesis and biological evaluation of novel carbon-11 labeled pyridyl ethers: candidate ligands for in vivo imaging of alpha4beta2 nicotinic acetylcholine receptors (alpha4beta2-nAChRs) in the brain with positron emission tomography.
AID14400Biodistribution in rat superior coliculus, expressed as percent I.D./g tissue1999Journal of medicinal chemistry, Jun-17, Volume: 42, Issue:12
Synthesis and nicotinic acetylcholine receptor in vivo binding properties of 2-fluoro-3-[2(S)-2-azetidinylmethoxy]pyridine: a new positron emission tomography ligand for nicotinic receptors.
AID427653Ratio of compound Ki to epibatidine Ki for rat alpha4beta2 nicotinic receptor expressed in human HEK293 cells2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Synthesis and biological evaluation of novel carbon-11 labeled pyridyl ethers: candidate ligands for in vivo imaging of alpha4beta2 nicotinic acetylcholine receptors (alpha4beta2-nAChRs) in the brain with positron emission tomography.
AID427649Displacement of [3H]epibatidine from rat alpha2beta4 nicotinic receptor expressed in human HEK293 cells by liquid scintillation counting2009Bioorganic & medicinal chemistry, Jul-01, Volume: 17, Issue:13
Synthesis and biological evaluation of novel carbon-11 labeled pyridyl ethers: candidate ligands for in vivo imaging of alpha4beta2 nicotinic acetylcholine receptors (alpha4beta2-nAChRs) in the brain with positron emission tomography.
AID145349Binding affinity towards human Nicotinic acetylcholine receptor was determined using [3H]epibatidine1999Journal of medicinal chemistry, Jun-17, Volume: 42, Issue:12
Synthesis and nicotinic acetylcholine receptor in vivo binding properties of 2-fluoro-3-[2(S)-2-azetidinylmethoxy]pyridine: a new positron emission tomography ligand for nicotinic receptors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (11)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (27.27)18.2507
2000's7 (63.64)29.6817
2010's1 (9.09)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (9.09%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other10 (90.91%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
epibatidine
[no description available]		2.7130alkaloid
granisetron
[no description available]		210aromatic amide;
indazoles
physostigmine
Physostigmine: A cholinesterase inhibitor that is rapidly absorbed through membranes. It can be applied topically to the conjunctiva. It also can cross the blood-brain barrier and is used when central nervous system effects are desired, as in the treatment of severe anticholinergic toxicity.		210carbamate ester;
indole alkaloid		antidote to curare poisoning;
EC 3.1.1.8 (cholinesterase) inhibitor;
miotic
cytisine
[no description available]		210alkaloid;
bridged compound;
lactam;
organic heterotricyclic compound;
secondary amino compound		nicotinic acetylcholine receptor agonist;
phytotoxin;
plant metabolite
nicotine
(S)-nicotine : A 3-(1-methylpyrrolidin-2-yl)pyridine in which the chiral centre has S-configuration. The naturally occurring and most active enantiomer of nicotine, isolated from Nicotiana tabacum.		5.43513-(1-methylpyrrolidin-2-yl)pyridineanxiolytic drug;
biomarker;
immunomodulator;
mitogen;
neurotoxin;
nicotinic acetylcholine receptor agonist;
peripheral nervous system drug;
phytogenic insecticide;
plant metabolite;
psychotropic drug;
teratogenic agent;
xenobiotic
abt 594
[no description available]		1.9910
a 85380
A 85380: structure given in first source; A-85380 is the S-enantiomer; A-159470 is the R-enantiomer		2.6930
5-ia-85380
[no description available]		2.4320aromatic ether
ConditionIndicatedRelationship StrengthStudiesTrials
Acute Confusional Senile Dementia
[description not available]		02.0410
Cognition Disorders
Disorders characterized by disturbances in mental processes related to learning, thinking, reasoning, and judgment.		02.0410
Alzheimer Disease
A degenerative disease of the BRAIN characterized by the insidious onset of DEMENTIA. Impairment of MEMORY, judgment, attention span, and problem solving skills are followed by severe APRAXIAS and a global loss of cognitive abilities. The condition primarily occurs after age 60, and is marked pathologically by severe cortical atrophy and the triad of SENILE PLAQUES; NEUROFIBRILLARY TANGLES; and NEUROPIL THREADS. (From Adams et al., Principles of Neurology, 6th ed, pp1049-57)		02.0410
Drug Withdrawal Symptoms
[description not available]		04.7421
Nicotine Addiction
[description not available]		04.7421
Substance Withdrawal Syndrome
Physiological and psychological symptoms associated with withdrawal from the use of a drug after prolonged administration or habituation. The concept includes withdrawal from smoking or drinking, as well as withdrawal from an administered drug.		04.7421
Tobacco Use Disorder
Tobacco used to the detriment of a person's health or social functioning. Tobacco dependence is included.		04.7421
Smoking Cessation
Discontinuing the habit of SMOKING.		03.4311
Body Weight
The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.		02.0210