Page last updated: 2024-11-04

benextramine

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Description

benextramine: RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID2317
CHEMBL ID19060
SCHEMBL ID467278
MeSH IDM0095255

Synonyms (24)

Synonym
n'-[(2-methoxyphenyl)methyl]-n-[2-[2-[6-[(2-methoxyphenyl)methylamino]hexylamino]ethyldisulfanyl]ethyl]hexane-1,6-diamine
n~1~-(2-methoxybenzyl)-n~6~-(2-((2-((6-((2-methoxybenzyl)amino)hexyl)amino)ethyl)dithio)ethyl)-1,6-hexanediamine
benextramine
68535-69-3
nsc364369
CHEMBL19060 ,
n,n'-bis(o-methoxybenzylaminohexyl)cystamine
n-(2-methoxy-benzyl)-n''-(2-{2-[6-(2-methoxy-benzylamino)-hexylamino]-ethyldisulfanyl}-ethyl)-hexane-1,6-diamine (bhc, benextramine)
n1-(2-methoxybenzyl)-n6-(2-(2-(2-(6-(2-methoxybenzylamino)hexylamino)ethyl)disulfanyl)ethyl)hexane-1,6-diamine
n-(2-methoxy-benzyl)-n''-(2-{2-[6-(2-methoxy-benzylamino)-hexylamino]-ethyldisulfanyl}-ethyl)-hexane-1,6-diamine
n-(2-methoxy-benzyl)-n''-(2-{2-[6-(2-methoxy-benzylamino)-hexylamino]-ethyldisulfanyl}-ethyl)-hexane-1,6-diamine .4hcl
bdbm50020168
1n-(2-methoxybenzyl)-6n-(2-{2-[6-(2-methoxybenzylamino)hexylamino]ethyldisulfanyl}ethyl)-1,6-hexanediamine
2ugy4etx3l ,
1,6-hexanediamine, n,n''-(dithiodi-2,1-ethanediyl)bis(n'-((2-methoxyphenyl)methyl)-
n,n'-bis-(o-methoxybenzylaminohexyl)-cystamine
n,n'-bmbac
69790-18-7
n,n''-(dithiodi-2,1-ethanediyl)bis(n'-(2-methoxyphenylmethyl)-1,6-hexanediamine) tetrahydrochloride
unii-2ugy4etx3l
DTXSID80220082
SCHEMBL467278
n1,n1'-(dithiodi-2,1-ethanediyl)bis(n6-((2-methoxyphenyl)methyl)-1,6-hexanediamine
1,6-hexanediamine, n1,n1'-(dithiodi-2,1-ethanediyl)bis(n6-((2-methoxyphenyl)methyl)-

Research Excerpts

Overview

Benextramine is a tetraamine disulfide mainly known as irreversible α-adrenergic antagonist. It is able to hit additional targets involved in neurodegeneration.

ExcerptReferenceRelevance
"Benextramine is a tetraamine disulfide mainly known as irreversible α-adrenergic antagonist, but able to hit additional targets involved in neurodegeneration."( Benextramine and derivatives as novel human monoamine oxidases inhibitors: an integrated approach.
Cozza, G; Di Paolo, ML; Milelli, A; Minarini, A; Minniti, E; Rosini, M; Sarno, S; Ursini, F; Zonta, F, 2019
)
2.68
"Benextramine is a useful tool to estimate turnover of alpha 2-adrenergic receptors under normal and pathological situations using the approach described in the present paper."( Alpha 2-adrenergic receptor turnover in adipose tissue and kidney: irreversible blockade of alpha 2-adrenergic receptors by benextramine.
Berlan, M; Lafontan, M; Taouis, M, 1987
)
1.2

Treatment

Benextramine treatment attenuated the inhibitory effects of progesterone on receptivity. The presence of 3 x 10(-10) M Ang II caused a modest leftward shift of the NE dose-response curve.

ExcerptReferenceRelevance
"Benextramine pretreatment followed by membrane washing demonstrated that benextramine inhibited irreversibly both high and low affinity sites."( Binding profile of benextramine at neuropeptide Y receptor subtypes in rat brain areas.
Bolognesi, ML; Donatini, A; Ferri, S; Melchiorre, C; Romualdi, P, 1994
)
1.34
"Benextramine treatment attenuated the inhibitory effects of progesterone on receptivity (lordosis quotients and percent of responding animals) without affecting either proceptive or rejection behaviors."( Benextramine, a putative neuropeptide Y receptor antagonist, attenuates the termination of receptivity.
Clark, JT, 1992
)
2.45
"In benextramine-pretreated vessels, the presence of 3 x 10(-10) M Ang II caused a modest leftward shift of the NE dose-response curve but increased the maximal responses to all NE concentrations by 200% to 800%."( Angiotensin II amplification of alpha-adrenergic vasoconstriction: role of receptor reserve.
Purdy, RE; Weber, MA, 1988
)
0.79
"Benextramine treatment of fat cell, kidney, and brain membranes reduced or completely suppressed, in an irreversible manner, [3H] clonidine and [3H]yohimbine binding without modifying adenosine (A1-receptor) and beta-adrenergic receptor sites."( Alpha 2-adrenergic receptor turnover in adipose tissue and kidney: irreversible blockade of alpha 2-adrenergic receptors by benextramine.
Berlan, M; Lafontan, M; Taouis, M, 1987
)
1.2
"Pretreatment with benextramine greatly diminished the effect of clonidine."( Reversible inhibition of neuronal uptake by benextramine, an irreversible presynaptic alpha-adrenoceptor antagonist.
Angus, JA; Lew, MJ, 1984
)
0.85

Bioavailability

ExcerptReferenceRelevance
" Compound 15 was identified as a selective and high affinity NPY5 antagonist with good oral bioavailability in mice (42%) and rats (92%)."( Discovery of Lu AA33810: a highly selective and potent NPY5 antagonist with in vivo efficacy in a model of mood disorder.
Andersen, K; Chandrasena, G; Desai, M; Jubian, V; Lu, Y; Marzabadi, MR; Noble, SA; Packiarajan, M; Walker, MW; Wiborg, O; Wolinsky, TD; Wong, WC; Zhong, H, 2011
)
0.37

Dosage Studied

Benextramine (3, 6 and 12 mg/Kg) displaced the dose-response curve to methoxamine to the right. The dose- response curve to intra-arterial noradrenaline (after beta-adrenoceptor blockade) was shifted rightwards about ten fold by benextamine.

ExcerptRelevanceReference
" The second approach was a detailed comparison between alpha 2-receptor occupancy by [3H] UK 14304 and the cyclic AMP inhibitory dose-response curve to this agonist in cells incubated also under conditions avoiding cyclic AMP breakdown."( Evidence against the "spare" receptor nature of alpha 2-adrenoceptors in hamster white fat cells.
Dieudonne, MN; Giudicelli, Y; Pecquery, R, 1990
)
0.28
" Benextramine (3, 6 and 12 mg/Kg) displaced the dose-response curve to methoxamine to the right."( Benextramine and nifedipine distinguish between sub-classes of alpha 1-adrenoceptors.
Tabrizchi, R; Triggle, CR, 1989
)
2.63
" In the presence of Ang II, the NE dose-response curve shifted to the left twofold and the maximal response was not changed."( Angiotensin II amplification of alpha-adrenergic vasoconstriction: role of receptor reserve.
Purdy, RE; Weber, MA, 1988
)
0.27
" Isolated aortic rings were mounted in tissue baths for the measurement of isometric contraction and 5-HT dose-response curves were obtained in the presence and absence of receptor antagonists."( Receptors for 5-hydroxytryptamine in rabbit blood vessels: activation of alpha adrenoceptors in rabbit thoracic aorta.
Murray, DL; Purdy, RE; Stupecky, GL, 1987
)
0.27
" The dose-response curve to intra-arterial noradrenaline (after beta-adrenoceptor blockade) was shifted rightwards about ten fold by benextramine (10 mg kg-1) and by phenoxybenzamine (5 mg kg-1)."( Lack of involvement of alpha-adrenoceptors in sympathetic neural vasoconstriction in the hindquarters of the rabbit.
Hirst, GD; Lew, MJ, 1987
)
0.48
" In rabbit isolated saphenous vein, cumulative dose-response curves to various NPY agonists were obtained."( Discrimination by benextramine between the NPY-Y1 receptor subtypes present in rabbit isolated vas deferens and saphenous vein.
Corsi, M; Palea, S; Rimland, JM; Trist, DG, 1995
)
0.63
" Next, we determined norepinephrine dose-response relations before and after prazosin, yohimbine, and benextramine."( Effects of maturation on alpha-adrenergic receptor affinity and occupancy in small cerebral arteries.
Elliott, SR; Pearce, WJ, 1994
)
0.5
" Furthermore, NPY was without effect on the dose-response curve to ATP in resting conditions."( Failure of the putative neuropeptide Y antagonists, benextramine and PYX-2, to inhibit Y2 receptors in rat isolated prostatic vas deferens.
Corsi, M; Palea, S; Ratti, E; Rimland, JM; Trist, DG, 1995
)
0.54
" The competitive alpha1-adrenoceptor antagonists produced dextral shifts of the dose-response curves to NA in longitudinal and circular muscle."( Discrimination by SZL49 between contractions evoked by noradrenaline in longitudinal and circular muscle of human vas deferens.
Amobi, NI; Guillebaud, J; Kaisary, AV; Smith, IC; Turner, E, 2002
)
0.31
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (12)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
CholinesteraseHomo sapiens (human)IC50 (µMol)6.16590.00001.559910.0000AID44422; AID44423
Alpha-1B adrenergic receptorRattus norvegicus (Norway rat)IC50 (µMol)4.02000.00021.874210.0000AID33131
Alpha-2B adrenergic receptorRattus norvegicus (Norway rat)IC50 (µMol)4.02000.00031.09147.7625AID33131
Alpha-2C adrenergic receptorRattus norvegicus (Norway rat)IC50 (µMol)4.02000.00031.09147.7625AID33131
AcetylcholinesteraseHomo sapiens (human)IC50 (µMol)7.24290.00000.933210.0000AID314091; AID31771; AID31775
Alpha-2A adrenergic receptorRattus norvegicus (Norway rat)IC50 (µMol)4.02000.00031.06917.7625AID33131
Alpha-1D adrenergic receptorRattus norvegicus (Norway rat)IC50 (µMol)4.02000.00021.270410.0000AID33131
Neuropeptide Y receptor type 1Homo sapiens (human)Ki1.80000.00010.22952.3150AID620857
Adenosine receptor A2aRattus norvegicus (Norway rat)IC50 (µMol)4.02000.00120.48289.0000AID33131
Alpha-1A adrenergic receptorRattus norvegicus (Norway rat)IC50 (µMol)4.02000.00001.819410.0000AID33131
Neuropeptide Y receptor type 5Homo sapiens (human)Ki5.00000.00151.66775.0000AID620858
Carboxylic ester hydrolase Rattus norvegicus (Norway rat)IC50 (µMol)6.16590.00041.48119.8700AID44422
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (48)

Processvia Protein(s)Taxonomy
xenobiotic metabolic processCholinesteraseHomo sapiens (human)
learningCholinesteraseHomo sapiens (human)
negative regulation of cell population proliferationCholinesteraseHomo sapiens (human)
neuroblast differentiationCholinesteraseHomo sapiens (human)
peptide hormone processingCholinesteraseHomo sapiens (human)
response to alkaloidCholinesteraseHomo sapiens (human)
cocaine metabolic processCholinesteraseHomo sapiens (human)
negative regulation of synaptic transmissionCholinesteraseHomo sapiens (human)
response to glucocorticoidCholinesteraseHomo sapiens (human)
response to folic acidCholinesteraseHomo sapiens (human)
choline metabolic processCholinesteraseHomo sapiens (human)
acetylcholine catabolic processCholinesteraseHomo sapiens (human)
acetylcholine catabolic process in synaptic cleftAcetylcholinesteraseHomo sapiens (human)
regulation of receptor recyclingAcetylcholinesteraseHomo sapiens (human)
osteoblast developmentAcetylcholinesteraseHomo sapiens (human)
acetylcholine catabolic processAcetylcholinesteraseHomo sapiens (human)
cell adhesionAcetylcholinesteraseHomo sapiens (human)
nervous system developmentAcetylcholinesteraseHomo sapiens (human)
synapse assemblyAcetylcholinesteraseHomo sapiens (human)
receptor internalizationAcetylcholinesteraseHomo sapiens (human)
negative regulation of synaptic transmission, cholinergicAcetylcholinesteraseHomo sapiens (human)
amyloid precursor protein metabolic processAcetylcholinesteraseHomo sapiens (human)
positive regulation of protein secretionAcetylcholinesteraseHomo sapiens (human)
retina development in camera-type eyeAcetylcholinesteraseHomo sapiens (human)
acetylcholine receptor signaling pathwayAcetylcholinesteraseHomo sapiens (human)
positive regulation of cold-induced thermogenesisAcetylcholinesteraseHomo sapiens (human)
outflow tract morphogenesisNeuropeptide Y receptor type 1Homo sapiens (human)
glucose metabolic processNeuropeptide Y receptor type 1Homo sapiens (human)
G protein-coupled receptor signaling pathway, coupled to cyclic nucleotide second messengerNeuropeptide Y receptor type 1Homo sapiens (human)
adenylate cyclase-inhibiting G protein-coupled receptor signaling pathwayNeuropeptide Y receptor type 1Homo sapiens (human)
neuropeptide signaling pathwayNeuropeptide Y receptor type 1Homo sapiens (human)
locomotory behaviorNeuropeptide Y receptor type 1Homo sapiens (human)
feeding behaviorNeuropeptide Y receptor type 1Homo sapiens (human)
regulation of blood pressureNeuropeptide Y receptor type 1Homo sapiens (human)
sensory perception of painNeuropeptide Y receptor type 1Homo sapiens (human)
regulation of multicellular organism growthNeuropeptide Y receptor type 1Homo sapiens (human)
positive regulation of acute inflammatory responseNeuropeptide Y receptor type 5Homo sapiens (human)
negative regulation of acute inflammatory response to antigenic stimulusNeuropeptide Y receptor type 5Homo sapiens (human)
outflow tract morphogenesisNeuropeptide Y receptor type 5Homo sapiens (human)
cardiac left ventricle morphogenesisNeuropeptide Y receptor type 5Homo sapiens (human)
neuropeptide signaling pathwayNeuropeptide Y receptor type 5Homo sapiens (human)
negative regulation of glutamate secretionNeuropeptide Y receptor type 5Homo sapiens (human)
negative regulation of synaptic transmission, GABAergicNeuropeptide Y receptor type 5Homo sapiens (human)
eating behaviorNeuropeptide Y receptor type 5Homo sapiens (human)
negative regulation of apoptotic processNeuropeptide Y receptor type 5Homo sapiens (human)
positive regulation of smooth muscle cell proliferationNeuropeptide Y receptor type 5Homo sapiens (human)
generation of ovulation cycle rhythmNeuropeptide Y receptor type 5Homo sapiens (human)
positive regulation of ERK1 and ERK2 cascadeNeuropeptide Y receptor type 5Homo sapiens (human)
synaptic signaling via neuropeptideNeuropeptide Y receptor type 5Homo sapiens (human)
chemical synaptic transmissionNeuropeptide Y receptor type 5Homo sapiens (human)
G protein-coupled receptor signaling pathwayNeuropeptide Y receptor type 5Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (21)

Processvia Protein(s)Taxonomy
amyloid-beta bindingCholinesteraseHomo sapiens (human)
catalytic activityCholinesteraseHomo sapiens (human)
acetylcholinesterase activityCholinesteraseHomo sapiens (human)
cholinesterase activityCholinesteraseHomo sapiens (human)
protein bindingCholinesteraseHomo sapiens (human)
hydrolase activity, acting on ester bondsCholinesteraseHomo sapiens (human)
enzyme bindingCholinesteraseHomo sapiens (human)
choline bindingCholinesteraseHomo sapiens (human)
identical protein bindingCholinesteraseHomo sapiens (human)
amyloid-beta bindingAcetylcholinesteraseHomo sapiens (human)
acetylcholinesterase activityAcetylcholinesteraseHomo sapiens (human)
cholinesterase activityAcetylcholinesteraseHomo sapiens (human)
protein bindingAcetylcholinesteraseHomo sapiens (human)
collagen bindingAcetylcholinesteraseHomo sapiens (human)
hydrolase activityAcetylcholinesteraseHomo sapiens (human)
serine hydrolase activityAcetylcholinesteraseHomo sapiens (human)
acetylcholine bindingAcetylcholinesteraseHomo sapiens (human)
protein homodimerization activityAcetylcholinesteraseHomo sapiens (human)
laminin bindingAcetylcholinesteraseHomo sapiens (human)
peptide YY receptor activityNeuropeptide Y receptor type 1Homo sapiens (human)
pancreatic polypeptide receptor activityNeuropeptide Y receptor type 1Homo sapiens (human)
neuropeptide Y receptor activityNeuropeptide Y receptor type 1Homo sapiens (human)
protein bindingNeuropeptide Y receptor type 1Homo sapiens (human)
neuropeptide receptor activityNeuropeptide Y receptor type 1Homo sapiens (human)
neuropeptide bindingNeuropeptide Y receptor type 1Homo sapiens (human)
G protein-coupled adenosine receptor activityAdenosine receptor A2aRattus norvegicus (Norway rat)
neuropeptide Y receptor activityNeuropeptide Y receptor type 5Homo sapiens (human)
pancreatic polypeptide receptor activityNeuropeptide Y receptor type 5Homo sapiens (human)
peptide YY receptor activityNeuropeptide Y receptor type 5Homo sapiens (human)
neuropeptide bindingNeuropeptide Y receptor type 5Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (20)

Processvia Protein(s)Taxonomy
extracellular regionCholinesteraseHomo sapiens (human)
nuclear envelope lumenCholinesteraseHomo sapiens (human)
endoplasmic reticulum lumenCholinesteraseHomo sapiens (human)
blood microparticleCholinesteraseHomo sapiens (human)
plasma membraneCholinesteraseHomo sapiens (human)
extracellular spaceCholinesteraseHomo sapiens (human)
extracellular regionAcetylcholinesteraseHomo sapiens (human)
basement membraneAcetylcholinesteraseHomo sapiens (human)
extracellular spaceAcetylcholinesteraseHomo sapiens (human)
nucleusAcetylcholinesteraseHomo sapiens (human)
Golgi apparatusAcetylcholinesteraseHomo sapiens (human)
plasma membraneAcetylcholinesteraseHomo sapiens (human)
cell surfaceAcetylcholinesteraseHomo sapiens (human)
membraneAcetylcholinesteraseHomo sapiens (human)
neuromuscular junctionAcetylcholinesteraseHomo sapiens (human)
synaptic cleftAcetylcholinesteraseHomo sapiens (human)
synapseAcetylcholinesteraseHomo sapiens (human)
perinuclear region of cytoplasmAcetylcholinesteraseHomo sapiens (human)
side of membraneAcetylcholinesteraseHomo sapiens (human)
plasma membraneNeuropeptide Y receptor type 1Homo sapiens (human)
plasma membraneNeuropeptide Y receptor type 1Homo sapiens (human)
neuron projectionNeuropeptide Y receptor type 1Homo sapiens (human)
Golgi membraneAdenosine receptor A2aRattus norvegicus (Norway rat)
plasma membraneNeuropeptide Y receptor type 5Homo sapiens (human)
presynapseNeuropeptide Y receptor type 5Homo sapiens (human)
GABA-ergic synapseNeuropeptide Y receptor type 5Homo sapiens (human)
plasma membraneNeuropeptide Y receptor type 5Homo sapiens (human)
neuron projectionNeuropeptide Y receptor type 5Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (36)

Assay IDTitleYearJournalArticle
AID317108Reversal of inhibition of mouse neuroblast cell migration from subventricular zone tissue explants in presence of PR212008Bioorganic & medicinal chemistry letters, Jan-01, Volume: 18, Issue:1
Discovery of new small molecules that influence neuroblast cell migration from the subventricular zone.
AID184230Irreversible inhibition against Norepinephrine (NE)-induced response in rat vas deferens with benextramine (BHC) as standard at a concentration of 2 x 10e-5 M1987Journal of medicinal chemistry, Jul, Volume: 30, Issue:7
Structure-activity relationships among di- and tetramine disulfides related to benextramine.
AID317107Inhibition of mouse neuroblast cell migration from subventricular zone tissue explants after 24 hrs2008Bioorganic & medicinal chemistry letters, Jan-01, Volume: 18, Issue:1
Discovery of new small molecules that influence neuroblast cell migration from the subventricular zone.
AID195547Relative potency in displacing 1 nM [3H]NPY from benextramine-sensitive rat brain NPYsites1994Journal of medicinal chemistry, Jul-08, Volume: 37, Issue:14
Nonpeptide peptidomimetic antagonists of the neuropeptide Y receptor: benextramine analogs with selectivity for the peripheral Y2 receptor.
AID36775Alpha-2 adrenergic receptor blocking activity by antagonism of clonidine induced depression of twitch response of field stimulated prostatic portion of rat vas deferens1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Structure-activity relationships among benextramine-related tetraamine disulfides. Chain length effect on alpha-adrenoreceptor blocking activity.
AID44746Inhibition of epinephrine induced human blood platelet aggregation1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Structure-activity relationships among benextramine-related tetraamine disulfides. Chain length effect on alpha-adrenoreceptor blocking activity.
AID33128Antagonistic blocking activity at alpha adrenergic receptor by NE induced contractions of the epididymal portion of isolated rat vas deferens at the dose of 20 uM1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
Structure-activity relationships among benextramine-related tetraamine disulfides at peripheral alpha-adrenoreceptors.
AID146047Percentage of maximum displacement of of 1.0 nM [3H]NPY from rat brain membranes homogenates using 1.0 uM NPY to determine specific binding1994Journal of medicinal chemistry, Jul-08, Volume: 37, Issue:14
Nonpeptide peptidomimetic antagonists of the neuropeptide Y receptor: benextramine analogs with selectivity for the peripheral Y2 receptor.
AID219105Relative potency of compound at alpha-adrenoceptor to that of benextramine was measured by ability to antagonize the effect of epinephrine on the contractions of the electrically stimulated rat vas deferens1993Journal of medicinal chemistry, Jan-22, Volume: 36, Issue:2
Benextramine-neuropeptide Y receptor interactions: contribution of the benzylic moieties to [3H]neuropeptide Y displacement activity.
AID142248Antagonistic potency of compound towards Muscarinic acetylcholine receptor M2 in guinea pig left atrium.2003Journal of medicinal chemistry, Mar-13, Volume: 46, Issue:6
Structure-activity relationships of acetylcholinesterase noncovalent inhibitors based on a polyamine backbone. 2. Role of the substituents on the phenyl ring and nitrogen atoms of caproctamine.
AID31637Selectivity towards acetylcholinesterase over butyrylcholinesterase2003Journal of medicinal chemistry, Mar-13, Volume: 46, Issue:6
Structure-activity relationships of acetylcholinesterase noncovalent inhibitors based on a polyamine backbone. 2. Role of the substituents on the phenyl ring and nitrogen atoms of caproctamine.
AID44745Inhibition of ADP induced human blood platelet aggregation1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Structure-activity relationships among benextramine-related tetraamine disulfides. Chain length effect on alpha-adrenoreceptor blocking activity.
AID79859Ability to reverse the D-tubocurarine-induced neuromuscular blockade in guinea pig left atrium.2003Journal of medicinal chemistry, Mar-13, Volume: 46, Issue:6
Structure-activity relationships of acetylcholinesterase noncovalent inhibitors based on a polyamine backbone. 2. Role of the substituents on the phenyl ring and nitrogen atoms of caproctamine.
AID33131Inhibitory activity against alpha adrenergic receptor in rat1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
Structure-activity relationships among benextramine-related tetraamine disulfides at peripheral alpha-adrenoreceptors.
AID233592Ratio of IC50 towards alpha1 to alpha-2 receptors of rat vas deferens1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Structure-activity relationships among benextramine-related tetraamine disulfides. Chain length effect on alpha-adrenoreceptor blocking activity.
AID142126Antagonistic potency against Muscarinic acetylcholine receptor M2 (1 uM) receptor; nd= Not determined1998Journal of medicinal chemistry, Oct-22, Volume: 41, Issue:22
Acetylcholinesterase noncovalent inhibitors based on a polyamine backbone for potential use against Alzheimer's disease.
AID317090Inhibition of mouse neuroblast cell migration from subventricular zone tissue explants at 34 uM after 48 hrs relative to control2008Bioorganic & medicinal chemistry letters, Jan-01, Volume: 18, Issue:1
Discovery of new small molecules that influence neuroblast cell migration from the subventricular zone.
AID197105Alpha-1-adrenoceptor blocking activity by antagonism of (-)-norepinephrine induced contractions of epididymal portion of rat vas deferens1988Journal of medicinal chemistry, Sep, Volume: 31, Issue:9
Structure-activity relationships among benextramine-related tetraamine disulfides. Chain length effect on alpha-adrenoreceptor blocking activity.
AID317106Inhibition of PR21-stimulated mouse neuroblast cell migration from subventricular zone tissue explants after 24 hrs2008Bioorganic & medicinal chemistry letters, Jan-01, Volume: 18, Issue:1
Discovery of new small molecules that influence neuroblast cell migration from the subventricular zone.
AID620857Binding affinity to NPY1 receptor2011Bioorganic & medicinal chemistry letters, Sep-15, Volume: 21, Issue:18
Discovery of Lu AA33810: a highly selective and potent NPY5 antagonist with in vivo efficacy in a model of mood disorder.
AID31771Inhibitory concentration against acetylcholinesterase from human erythrocytes2003Journal of medicinal chemistry, Mar-13, Volume: 46, Issue:6
Structure-activity relationships of acetylcholinesterase noncovalent inhibitors based on a polyamine backbone. 2. Role of the substituents on the phenyl ring and nitrogen atoms of caproctamine.
AID186992Antimuscarinic activity against carbachol induced response in rat jejunum1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
Structure-activity relationships among benextramine-related tetraamine disulfides at peripheral alpha-adrenoreceptors.
AID146048Concentration producing half maximal displacement of [3H]NPY specific binding from benextramine sensitive NPY binding sites in rat brain membranes1994Journal of medicinal chemistry, Jul-08, Volume: 37, Issue:14
Nonpeptide peptidomimetic antagonists of the neuropeptide Y receptor: benextramine analogs with selectivity for the peripheral Y2 receptor.
AID141204Antagonistic potency against Muscarinic acetylcholine receptor M3 (10 uM); nd= Not determined1998Journal of medicinal chemistry, Oct-22, Volume: 41, Issue:22
Acetylcholinesterase noncovalent inhibitors based on a polyamine backbone for potential use against Alzheimer's disease.
AID317089Inhibition of mouse neuroblast cell migration from subventricular zone tissue explants at 68 uM after 48 hrs relative to control2008Bioorganic & medicinal chemistry letters, Jan-01, Volume: 18, Issue:1
Discovery of new small molecules that influence neuroblast cell migration from the subventricular zone.
AID620858Binding affinity to NPY5 receptor2011Bioorganic & medicinal chemistry letters, Sep-15, Volume: 21, Issue:18
Discovery of Lu AA33810: a highly selective and potent NPY5 antagonist with in vivo efficacy in a model of mood disorder.
AID31775Inhibition of acetylcholinesterase (AChE) of human erythrocytes1998Journal of medicinal chemistry, Oct-22, Volume: 41, Issue:22
Acetylcholinesterase noncovalent inhibitors based on a polyamine backbone for potential use against Alzheimer's disease.
AID44422Inhibitory concentration against butyrylcholinesterase from human serum2003Journal of medicinal chemistry, Mar-13, Volume: 46, Issue:6
Structure-activity relationships of acetylcholinesterase noncovalent inhibitors based on a polyamine backbone. 2. Role of the substituents on the phenyl ring and nitrogen atoms of caproctamine.
AID314091Inhibition of human AchE2008Journal of medicinal chemistry, Feb-14, Volume: 51, Issue:3
Multi-target-directed ligands to combat neurodegenerative diseases.
AID146051Displacement of [3H]NPY from rat brain NPY receptor compared to benextramine1993Journal of medicinal chemistry, Jan-22, Volume: 36, Issue:2
Benextramine-neuropeptide Y receptor interactions: contribution of the benzylic moieties to [3H]neuropeptide Y displacement activity.
AID44423Inhibition of Butyrylcholinesterase (BChE) of human erythrocytes [-log IC50 (uM)]1998Journal of medicinal chemistry, Oct-22, Volume: 41, Issue:22
Acetylcholinesterase noncovalent inhibitors based on a polyamine backbone for potential use against Alzheimer's disease.
AID146050Binding affinity against rat NPY receptor by using [3H]NPY as radioligand1993Journal of medicinal chemistry, Jan-22, Volume: 36, Issue:2
Benextramine-neuropeptide Y receptor interactions: contribution of the benzylic moieties to [3H]neuropeptide Y displacement activity.
AID25333Apparent dissociation constant of compound was evaluated; n.d. indicates not determined2003Journal of medicinal chemistry, Mar-13, Volume: 46, Issue:6
Structure-activity relationships of acetylcholinesterase noncovalent inhibitors based on a polyamine backbone. 2. Role of the substituents on the phenyl ring and nitrogen atoms of caproctamine.
AID140901Antagonistic potency against Muscarinic acetylcholine receptor M1; nd= Not determined1998Journal of medicinal chemistry, Oct-22, Volume: 41, Issue:22
Acetylcholinesterase noncovalent inhibitors based on a polyamine backbone for potential use against Alzheimer's disease.
AID317091Inhibition of mouse neuroblast cell migration from subventricular zone tissue explants at 6.8 uM after 48 hrs relative to control2008Bioorganic & medicinal chemistry letters, Jan-01, Volume: 18, Issue:1
Discovery of new small molecules that influence neuroblast cell migration from the subventricular zone.
AID184232Irreversible inhibition against Norepinephrine (NE)-induced response in rat vas deferens with benextramine (BHC) as standard at a concentration of 6 x 10e-6 M1987Journal of medicinal chemistry, Jul, Volume: 30, Issue:7
Structure-activity relationships among di- and tetramine disulfides related to benextramine.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (83)

TimeframeStudies, This Drug (%)All Drugs %
pre-199035 (42.17)18.7374
1990's34 (40.96)18.2507
2000's10 (12.05)29.6817
2010's4 (4.82)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 19.02

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index19.02 (24.57)
Research Supply Index4.44 (2.92)
Research Growth Index4.16 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (19.02)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (3.57%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other81 (96.43%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]