Compounds > 3-bromocytisine
Page last updated: 2024-08-02 08:14:27

3-bromocytisine

Description

3-bromocytisine: structure in first source [MeSH]

Cross-References

ID SourceID
PubMed CID15519735
CHEMBL ID365956
SCHEMBL ID20164035
MeSH IDM0404190

Synonyms (22)

Synonym
CHEMBL365956 ,
(-)-9-bromocytisine
3-bromocytisine
(1r,5s)-9-bromo-1,2,3,4,5,6-hexahydro-1,5-methano-pyrido[1,2-a][1,5]diazocin-8-one
bdbm50329578
(1r,5s)-9-bromo-1,2,3,4,5,6-hexahydro-1,5-methano-8h-pyrido[1,2-a][1,5]diazocin-8-one
207390-14-5
AKOS024457677
(1r,5s)-9-bromo-1,2,3,4,5,6-hexahydro-8h-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one
Q15405282
PL64C996QA ,
(-)-3-bromocytisine
(1r,5s)-9-bromo-1,2,3,4,5,6-hexahydro-1,5-methano-8h-pyrido(1,2-a)(1,5)diazocin-8-one
1,5-methano-8h-pyrido(1,2-a)(1,5)diazocin-8-one, 9-bromo-1,2,3,4,5,6-hexahydro-, (1r,5s)-
1,5-methano-8h-pyrido(1,2-a)(1,5)diazocin-8-one, 9-bromo-1,2,3,4,5,6-hexahydro-, (1r-cis)-
unii-pl64c996qa
SCHEMBL20164035
HY-107684
CS-0029172
(1r,9s)-5-bromo-7,11-diazatricyclo[7.3.1.02,7]trideca-2,4-dien-6-one
(1r,9s)-5-bromo-7,11-diazatricyclo[7.3.1.0?,?]trideca-2,4-dien-6-one
PD069997

Protein Targets (4)

Inhibition Measurements

ProteinTaxonomyMeasurementAverage (mM)Bioassay(s)
Neuronal acetylcholine receptor subunit alpha-4Rattus norvegicus (Norway rat)IC500.0003AID484912
Neuronal acetylcholine receptor subunit beta-2Rattus norvegicus (Norway rat)IC500.0003AID484912
Neuronal acetylcholine receptor subunit beta-4Homo sapiens (human)IC500.0156AID460748
Neuronal acetylcholine receptor subunit alpha-3Homo sapiens (human)IC500.0156AID431144; AID460748

Bioassays (8)

Assay IDTitleYearJournalArticle
AID527075Displacement of [125I]alpha-Bungarotoxin from alpha7 nAchR in rat brain cell membrane2010Bioorganic & medicinal chemistry letters, Nov-15, Volume: 20, Issue:22
ISSN: 1464-3405		Identification of 9-fluoro substituted (-)-cytisine derivatives as ligands with high affinity for nicotinic receptors.
AID242877Maximal response against Nicotinic acetylcholine receptor alpha4-beta22005Journal of medicinal chemistry, Jul-28, Volume: 48, Issue:15
ISSN: 0022-2623		Neuronal nicotinic acetylcholine receptors: structural revelations, target identifications, and therapeutic inspirations.
AID484912Displacement of [3H]epibatidine from rat alpha4beta2 nAChR2010Bioorganic & medicinal chemistry letters, Jun-15, Volume: 20, Issue:12
ISSN: 1464-3405		In silico characterization of cytisinoids docked into an acetylcholine binding protein.
AID431144Displacement of [3H]epibatidine from alpha3 nAChR in human IMR32 cells2009Bioorganic & medicinal chemistry letters, Aug-15, Volume: 19, Issue:16
ISSN: 1464-3405		Synthesis and SAR studies of 1,4-diazabicyclo[3.2.2]nonane phenyl carbamates--subtype selective, high affinity alpha7 nicotinic acetylcholine receptor agonists.
AID242872Maximal response against Nicotinic acetylcholine receptor alpha 72005Journal of medicinal chemistry, Jul-28, Volume: 48, Issue:15
ISSN: 0022-2623		Neuronal nicotinic acetylcholine receptors: structural revelations, target identifications, and therapeutic inspirations.
AID242878Maximal response against Nicotinic acetylcholine receptor alpha4-beta42005Journal of medicinal chemistry, Jul-28, Volume: 48, Issue:15
ISSN: 0022-2623		Neuronal nicotinic acetylcholine receptors: structural revelations, target identifications, and therapeutic inspirations.
AID460748Displacement of [3H]epibatidine from alpha3beta4 nAChR expressed in IMR32 cells2010Journal of medicinal chemistry, Feb-11, Volume: 53, Issue:3
ISSN: 1520-4804		Discovery of 4-(5-methyloxazolo[4,5-b]pyridin-2-yl)-1,4-diazabicyclo[3.2.2]nonane (CP-810,123), a novel alpha 7 nicotinic acetylcholine receptor agonist for the treatment of cognitive disorders in schizophrenia: synthesis, SAR development, and in vivo eff
AID527074Displacement of [3H]cytisine from rat alpha4beta2 nAChR in rat brain cell membrane2010Bioorganic & medicinal chemistry letters, Nov-15, Volume: 20, Issue:22
ISSN: 1464-3405		Identification of 9-fluoro substituted (-)-cytisine derivatives as ligands with high affinity for nicotinic receptors.

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's5 (50.00)29.6817
2010's4 (40.00)24.3611
2020's1 (10.00)2.80

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (10.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other9 (90.00%)84.16%
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
choline
1
cholinesallergen;
Daphnia magna metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
neurotransmitter;
nutrient;
plant metabolite;
Saccharomyces cerevisiae metabolite		2005200519.0low000100
bupropion
1
aromatic ketone;
monochlorobenzenes;
secondary amino compound		antidepressant;
environmental contaminant;
xenobiotic		2005200519.0low000100
epibatidine
1
alkaloid2005200519.0low000100
dimethylphenylpiperazinium iodide
1
piperazines2005200519.0low000100
mecamylamine
1
primary aliphatic amine2005200519.0low000100
cytisine
3
alkaloid;
bridged compound;
lactam;
organic heterotricyclic compound;
secondary amino compound		nicotinic acetylcholine receptor agonist;
phytotoxin;
plant metabolite		2005201015.7medium000300
nicotine
2
3-(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		2005200917.0low000200
abt 594
1
2005200519.0medium000100
a 85380
1
2005200519.0low000100
3-(2,4-dimethoxybenzylidene)anabaseine
1
dimethoxybenzene2005200519.0low000100
ssr180711
1
2009200915.0low000100
ispronicline
1
2005200519.0low000100
deschloroepibatidine
1
2005200519.0medium000100
dianicline
1
2005200519.0medium000100
SubstanceStudiesClassesRolesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
cytosine
1
aminopyrimidine;
pyrimidine nucleobase;
pyrimidone		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite		2006200618.0low000100
hexamethonium
1
quaternary ammonium salt2006200618.0low000100
oxidopamine
1
benzenetriol;
catecholamine;
primary amino compound		drug metabolite;
human metabolite;
neurotoxin		2008200816.0low000100
chlorisondamine
1
isoindoles2010201014.0low000100
cytisine
4
alkaloid;
bridged compound;
lactam;
organic heterotricyclic compound;
secondary amino compound		nicotinic acetylcholine receptor agonist;
phytotoxin;
plant metabolite		2001202314.5medium000301
5-bromocytosine
1
2006200618.0low000100
nicotine
2
3-(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		200820238.5low000101
epibatidine
1
2001200123.0low000100
methyllycaconitine
1
2001200123.0low000100
aconitine
1
2001200123.0low000100
ConditionIndicatedStudiesFirst YearLast YearAverage AgeRelationship StrengthTrialspre-19901990's2000's2010'spost-2020
Autosomal Dominant Juvenile Parkinson Disease0
1
2008200816.0medium000100
Cognition Disorders0
1
2010201014.0medium000100
Dementia Praecox0
1
2010201014.0medium000100
Disease Models, Animal0
1
2008200816.0medium000100
Parkinsonian Disorders0
1
2008200816.0medium000100
Schizophrenia0
1
2010201014.0medium000100

Bioavailability (1)

ArticleYear
Discovery of 4-(5-methyloxazolo[4,5-b]pyridin-2-yl)-1,4-diazabicyclo[3.2.2]nonane (CP-810,123), a novel alpha 7 nicotinic acetylcholine receptor agonist for the treatment of cognitive disorders in schizophrenia: synthesis, SAR development, and in vivo eff
Journal of medicinal chemistry, , Feb-11, Volume: 53, Issue:3		2010