deschloroepibatidine profile

deschloroepibatidine: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	10154265
CHEMBL ID	56817
SCHEMBL ID	8047370
MeSH ID	M0494145

Synonym
CHEMBL56817 ,
deschloroepibatidine
2-(pyridin-3-yl)-7-aza-bicyclo[2.2.1]heptane
bdbm50100717
SCHEMBL8047370
2-(3-pyridyl)-7-azabicyclo[2.2.1]heptane
2-pyridin-3-yl-7-azabicyclo[2.2.1]heptane

Protein Targets (5)

Inhibition Measurements

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Neuronal acetylcholine receptor subunit alpha-3	Rattus norvegicus (Norway rat)	Ki	0.0055	0.0000	0.3522	10.0000	AID146007; AID146163
Neuronal acetylcholine receptor subunit alpha-4	Rattus norvegicus (Norway rat)	Ki	0.0005	0.0000	0.1234	5.5000	AID146610; AID146619; AID146773; AID225735; AID3056
Neuronal acetylcholine receptor subunit alpha-2	Rattus norvegicus (Norway rat)	Ki	0.0017	0.0000	0.0423	0.4500	AID145982; AID145989
Neuronal acetylcholine receptor subunit beta-2	Rattus norvegicus (Norway rat)	Ki	0.0000	0.0000	0.1082	5.5000	AID145982; AID146007; AID146610; AID146619; AID225735; AID3056
Neuronal acetylcholine receptor subunit beta-4	Rattus norvegicus (Norway rat)	Ki	0.0058	0.0000	0.2963	10.0000	AID145989; AID146163; AID146773
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Neuronal acetylcholine receptor subunit alpha-3	Rattus norvegicus (Norway rat)	EC50 (µMol)	0.4873	0.0000	1.0116	10.0000	AID146158; AID240192
Neuronal acetylcholine receptor subunit alpha-4	Rattus norvegicus (Norway rat)	EC50 (µMol)	2.9680	0.0140	2.2724	10.0000	AID146477; AID146770
Neuronal acetylcholine receptor subunit beta-2	Rattus norvegicus (Norway rat)	EC50 (µMol)	3.6300	0.0140	2.3104	10.0000	AID146477
Neuronal acetylcholine receptor subunit beta-4	Rattus norvegicus (Norway rat)	EC50 (µMol)	0.6110	0.0000	1.0101	10.0000	AID146158; AID146770; AID240192
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (29)

Assay ID	Title	Year	Journal	Article
AID225737	Functional potency measured as maximum stimulation at rat Nicotinic acetylcholine receptor alpha4-beta2 expressed in Xenopus oocytes	2004	Bioorganic & medicinal chemistry letters, Apr-19, Volume: 14, Issue:8	Epibatidine structure-activity relationships.
AID146007	Binding affinity towards rat Nicotinic acetylcholine receptor alpha3-beta2 expressed in Xenopus oocytes using [3H]epibatidine as radioligand	2004	Bioorganic & medicinal chemistry letters, Apr-19, Volume: 14, Issue:8	Epibatidine structure-activity relationships.
AID240192	Effective concentration against alpha3-beta4 nicotinic acetylcholine receptor (nAChR) expressed in Xenopus oocytes	2005	Journal of medicinal chemistry, Aug-11, Volume: 48, Issue:16	Ligand selectivity for the acetylcholine binding site of the rat alpha4beta2 and alpha3beta4 nicotinic subtypes investigated by molecular docking.
AID239611	Displacement of [3H]epibatidine from Alpha3 Beta4 Nicotinic acetylcholine receptor of rat brain homogenates	2005	Journal of medicinal chemistry, Aug-11, Volume: 48, Issue:16	Ligand selectivity for the acetylcholine binding site of the rat alpha4beta2 and alpha3beta4 nicotinic subtypes investigated by molecular docking.
AID3056	In vitro binding affinity towards (alpha-4)2(beta-2)3 neuronal nicotinic acetylcholine receptor in P2 membrane fractions of rat forebrain	2003	Journal of medicinal chemistry, May-22, Volume: 46, Issue:11	3D QSAR analyses-guided rational design of novel ligands for the (alpha4)2(beta2)3 nicotinic acetylcholine receptor.
AID146477	Functional potency measured as stimulation at rat Nicotinic acetylcholine receptor alpha4-beta2 expressed in Xenopus oocytes	2004	Bioorganic & medicinal chemistry letters, Apr-19, Volume: 14, Issue:8	Epibatidine structure-activity relationships.
AID322331	Displacement of [3H]epibatidine from alpha-4-beta-2 nAChR in rat cerebral cortex	2008	Bioorganic & medicinal chemistry, Jan-15, Volume: 16, Issue:2	Synthesis, nicotinic acetylcholine receptor binding, and pharmacological properties of 3'-(substituted phenyl)deschloroepibatidine analogs.
AID146163	Binding affinity towards rat Nicotinic acetylcholine receptor alpha3-beta4 expressed in Xenopus oocytes using [3H]epibatidine as radioligand	2004	Bioorganic & medicinal chemistry letters, Apr-19, Volume: 14, Issue:8	Epibatidine structure-activity relationships.
AID146476	Non-specific binding in presence of 300 uM nicotine at nicotinic acetylcholine receptor alpha4-beta2 in rat cerebral cortex membranes	2001	Journal of medicinal chemistry, Jun-21, Volume: 44, Issue:13	Synthesis, nicotinic acetylcholine receptor binding, and antinociceptive properties of 2-exo-2-(2'-substituted 5'-pyridinyl)-7-azabicyclo[2.2.1]heptanes. Epibatidine analogues.
AID239589	Displacement of [3H]-cytisine from Alpha4-beta2 Nicotinic acetylcholine receptor of rat brain homogenates	2005	Journal of medicinal chemistry, Aug-11, Volume: 48, Issue:16	Ligand selectivity for the acetylcholine binding site of the rat alpha4beta2 and alpha3beta4 nicotinic subtypes investigated by molecular docking.
AID146164	Functional potency measured as maximum stimulation at rat Nicotinic acetylcholine receptor alpha3-beta4 expressed in Xenopus oocytes	2004	Bioorganic & medicinal chemistry letters, Apr-19, Volume: 14, Issue:8	Epibatidine structure-activity relationships.
AID242877	Maximal response against Nicotinic acetylcholine receptor alpha4-beta2	2005	Journal of medicinal chemistry, Jul-28, Volume: 48, Issue:15	Neuronal nicotinic acetylcholine receptors: structural revelations, target identifications, and therapeutic inspirations.
AID146773	Binding affinity towards rat Nicotinic acetylcholine receptor alpha4-beta4 expressed in Xenopus oocytes using [3H]epibatidine as radioligand	2004	Bioorganic & medicinal chemistry letters, Apr-19, Volume: 14, Issue:8	Epibatidine structure-activity relationships.
AID225735	Inhibition of [3H]nicotine binding to alpha4-beta2 nACh receptor from rat membranes from ref 18	2004	Bioorganic & medicinal chemistry letters, Apr-19, Volume: 14, Issue:8	Epibatidine structure-activity relationships.
AID146473	Inhibition of [3H]epibatidine binding at the nicotinic acetylcholine receptor alpha4-beta2 in male rat cerebral cortex	2001	Journal of medicinal chemistry, Jun-21, Volume: 44, Issue:13	Synthesis, nicotinic acetylcholine receptor binding, and antinociceptive properties of 2-exo-2-(2'-substituted 5'-pyridinyl)-7-azabicyclo[2.2.1]heptanes. Epibatidine analogues.
AID242876	Maximal response against Nicotinic acetylcholine receptor alpha3-beta4	2005	Journal of medicinal chemistry, Jul-28, Volume: 48, Issue:15	Neuronal nicotinic acetylcholine receptors: structural revelations, target identifications, and therapeutic inspirations.
AID146774	Functional potency measured as maximum stimulation at rat Nicotinic acetylcholine receptor alpha4-beta4 expressed in Xenopus oocytes	2004	Bioorganic & medicinal chemistry letters, Apr-19, Volume: 14, Issue:8	Epibatidine structure-activity relationships.
AID146158	Functional potency measured as stimulation at rat Nicotinic acetylcholine receptor alpha3-beta4 expressed in Xenopus oocytes	2004	Bioorganic & medicinal chemistry letters, Apr-19, Volume: 14, Issue:8	Epibatidine structure-activity relationships.
AID129297	Antinociception by tail-flick test in male ICR mice after intrathecal (i.t.) injection	2001	Journal of medicinal chemistry, Jun-21, Volume: 44, Issue:13	Synthesis, nicotinic acetylcholine receptor binding, and antinociceptive properties of 2-exo-2-(2'-substituted 5'-pyridinyl)-7-azabicyclo[2.2.1]heptanes. Epibatidine analogues.
AID145982	Binding affinity towards rat alpha2-beta2 neuronal nAChR expressed in Xenopus oocytes using [3H]epibatidine as radioligand	2004	Bioorganic & medicinal chemistry letters, Apr-19, Volume: 14, Issue:8	Epibatidine structure-activity relationships.
AID146619	Inhibition of [3H]epibatidine binding to alpha4-beta2 nACh receptor from rat membranes from ref 16	2004	Bioorganic & medicinal chemistry letters, Apr-19, Volume: 14, Issue:8	Epibatidine structure-activity relationships.
AID322334	Antinociceptive activity in sc dosed acute pain mouse model by tail flick method	2008	Bioorganic & medicinal chemistry, Jan-15, Volume: 16, Issue:2	Synthesis, nicotinic acetylcholine receptor binding, and pharmacological properties of 3'-(substituted phenyl)deschloroepibatidine analogs.
AID253373	Lethal dose against rodents; Range = 12-120 nmol/kg	2005	Journal of medicinal chemistry, Aug-11, Volume: 48, Issue:16	Ligand selectivity for the acetylcholine binding site of the rat alpha4beta2 and alpha3beta4 nicotinic subtypes investigated by molecular docking.
AID129320	Antinociceptive activity was tested in the mouse tail-flick test	2004	Bioorganic & medicinal chemistry letters, Apr-19, Volume: 14, Issue:8	Epibatidine structure-activity relationships.
AID146610	Binding affinity towards rat Nicotinic acetylcholine receptor alpha4-beta2 expressed in Xenopus oocytes using [3H]epibatidine as radioligand	2004	Bioorganic & medicinal chemistry letters, Apr-19, Volume: 14, Issue:8	Epibatidine structure-activity relationships.
AID226647	Hill slope value of the compound	2001	Journal of medicinal chemistry, Jun-21, Volume: 44, Issue:13	Synthesis, nicotinic acetylcholine receptor binding, and antinociceptive properties of 2-exo-2-(2'-substituted 5'-pyridinyl)-7-azabicyclo[2.2.1]heptanes. Epibatidine analogues.
AID146770	Functional potency measured as stimulation at rat Nicotinic acetylcholine receptor alpha4-beta4 expressed in Xenopus oocytes	2004	Bioorganic & medicinal chemistry letters, Apr-19, Volume: 14, Issue:8	Epibatidine structure-activity relationships.
AID242878	Maximal response against Nicotinic acetylcholine receptor alpha4-beta4	2005	Journal of medicinal chemistry, Jul-28, Volume: 48, Issue:15	Neuronal nicotinic acetylcholine receptors: structural revelations, target identifications, and therapeutic inspirations.
AID145989	Binding affinity towards rat Nicotinic acetylcholine receptor alpha2-beta4 expressed in Xenopus oocytes using [3H]epibatidine as radioligand	2004	Bioorganic & medicinal chemistry letters, Apr-19, Volume: 14, Issue:8	Epibatidine structure-activity relationships.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	8 (66.67)	29.6817
2010's	3 (25.00)	24.3611
2020's	1 (8.33)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	2 (16.67%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	10 (83.33%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
choline [no description available]	3.12	1	cholines	allergen; Daphnia magna metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; neurotransmitter; nutrient; plant metabolite; Saccharomyces cerevisiae metabolite
bupropion Bupropion: A propiophenone-derived antidepressant and antismoking agent that inhibits the uptake of DOPAMINE.. bupropion : An aromatic ketone that is propiophenone carrying a tert-butylamino group at position 2 and a chloro substituent at position 3 on the phenyl ring.	3.12	1	aromatic ketone; monochlorobenzenes; secondary amino compound	antidepressant; environmental contaminant; xenobiotic
nickel Nickel: A trace element with the atomic symbol Ni, atomic number 28, and atomic weight 58.69. It is a cofactor of the enzyme UREASE.. nickel ion : A nickel atom having a net electric charge.. nickel atom : Chemical element (nickel group element atom) with atomic number 28.	2.02	1	metal allergen; nickel group element atom	epitope; micronutrient
3-(1-methylpyrrolidin-2-yl)pyridine 3-(1-methylpyrrolidin-2-yl)pyridine : An N-alkylpyrrolidine that consists of N-methylpyrrolidine bearing a pyridin-3-yl substituent at position 2.	2	1	N-alkylpyrrolidine; pyridine alkaloid; pyrrolidine alkaloid
epibatidine [no description available]	9.73	5	alkaloid
dimethylphenylpiperazinium iodide [no description available]	3.12	1	piperazines
mecamylamine Mecamylamine: A nicotinic antagonist that is well absorbed from the gastrointestinal tract and crosses the blood-brain barrier. Mecamylamine has been used as a ganglionic blocker in treating hypertension, but, like most ganglionic blockers, is more often used now as a research tool.	3.12	1	primary aliphatic amine
cytisine [no description available]	3.52	2	alkaloid; 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.	4.74	5	3-(1-methylpyrrolidin-2-yl)pyridine	anxiolytic drug; biomarker; immunomodulator; mitogen; neurotoxin; nicotinic acetylcholine receptor agonist; peripheral nervous system drug; phytogenic insecticide; plant metabolite; psychotropic drug; teratogenic agent; xenobiotic
epibatidine epibatidine: a powerful, though toxic, pain killer produced by the poison arrow frog, Epipedobates tricolor; structure given in first source; more potent than morphine but acts at nicotine rather than opiate receptors	2.06	1
3-methyl-5-(1-methyl-2-pyrrolidinyl)isoxazole 3-methyl-5-(1-methyl-2-pyrrolidinyl)isoxazole: structure in first source	2.02	1
pseudonicotine pseudonicotine: structure. (R)-nicotine : A 3-(1-methylpyrrolidin-2-yl)pyridine in which the chiral centre has R-configuration.	3.12	1	3-(1-methylpyrrolidin-2-yl)pyridine
varenicline Varenicline: A benzazepine derivative that functions as an ALPHA4-BETA2 NICOTINIC RECEPTOR partial agonist. It is used for SMOKING CESSATION.. varenicline : An organic heterotetracyclic compound that acts as a partial agonist for nicotinic cholinergic receptors and is used (in the form of its tartate salt) as an aid to giving up smoking.	2.04	1
6-hydroxynicotine [no description available]	2	1	monohydroxypyridine
anatoxin a anatoxin a: found in Anabaena; was indexed to cyanobacterial toxin (MARINE TOXINS) 1978-2006; also see anatoxin-a(s)	2.01	1	tropane alkaloid
ferruginine ferruginine: norferruginine is a nicotinic acetylcholine receptor agonist; structure in first source	2.01	1
epibatidine [no description available]	3.51	2
abt 594 [no description available]	3.12	1
5-(6-chloro-3-pyridinyl)-9-azabicyclo[4.2.1]non-4-ene [no description available]	2.01	1	azepine
a 85380 A 85380: structure given in first source; A-85380 is the S-enantiomer; A-159470 is the R-enantiomer	3.12	1
3-(2,4-dimethoxybenzylidene)anabaseine 3-(2,4-dimethoxybenzylidene)anabaseine: an alpha7nAChR nicotinic receptor agonist	3.12	1	dimethoxybenzene
ispronicline ispronicline: a neuronal nicotinic acetylcholine receptor modulator; has antidepressant, neuroprotective, and cognitive effects; structure in first source	3.12	1
dianicline dianicline: an alpha4beta2 nicotinic receptor agonist; may be useful as an aid in quitting smoking; structure in first source	3.12	1
n-methylepibatidine N-methylepibatidine: structure in first source	3.52	2
3-bromocytisine 3-bromocytisine: structure in first source	3.12	1

Condition	Relationship Strength	Studies
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.48	2
Ache [description not available]	2.04	1
Pain An unpleasant sensation induced by noxious stimuli which are detected by NERVE ENDINGS of NOCICEPTIVE NEURONS.	2.04	1
Allodynia [description not available]	2.13	1

deschloroepibatidine

Description

Cross-References

Synonyms (7)

Protein Targets (5)

Inhibition Measurements

Activation Measurements

Bioassays (29)

Research

Studies (12)

Study Types

deschloroepibatidine

Description

Cross-References

Synonyms (7)

Protein Targets (5)

Inhibition Measurements

Activation Measurements

Bioassays (29)

Research

Studies (12)

Study Types

Related Drugs (25)

Related Conditions (4)