FACINICLINE HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C15H18N4O.ClH
Molecular Weight	306.791
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.O=C(N[C@@H]1CN2CCC1CC2)C3=NNC4=C3C=CC=C4

InChI

InChIKey=CMRLNEYJEPELSM-BTQNPOSSSA-N

InChI=1S/C15H18N4O.ClH/c20-15(14-11-3-1-2-4-12(11)17-18-14)16-13-9-19-7-5-10(13)6-8-19;/h1-4,10,13H,5-9H2,(H,16,20)(H,17,18);1H/t13-;/m1./s1

HIDE SMILES / InChI

Description
Sources: https://adisinsight.springer.com/drugs/800022293 | https://adisinsight.springer.com/drugs/800026997 | https://www.alzforum.org/therapeutics/rg3487 | https://pipelinereview.com/index.php/2008121924266/Small-Molecules/Memory-Pharmaceuticals-Reports-Phase-1-Data-for-R4996/MEM-63908.html | https://www.ncbi.nlm.nih.gov/pubmed/20959364 | https://www.ncbi.nlm.nih.gov/pubmed/24549101 | https://www.ncbi.nlm.nih.gov/pubmed/24317442

Facinicline (MEM-63908 or R-4996) is a selective nicotinic alpha-7 receptor (α7nAChR) partial agonist. It also has properties of a serotonin 3 receptor antagonist. It has hydrochloride form: RG3487 (formerly MEM3454). Facinicline enhances DA efflux by nAChR stimulation, whereas ACh efflux is primarily mediated via 5-HT3 receptor antagonism. It improves cognition and sensorimotor gating in rodents. It has been tested in Alzheimer's disease and cognitive symptoms of schizophrenia.

CNS Activity

Originator

Approval Year

PubMed

Title	Date	PubMed
RG3487, a novel nicotinic α7 receptor partial agonist, improves cognition and sensorimotor gating in rodents.	2011 Jan	20959364
A randomized, placebo-controlled study investigating the nicotinic α7 agonist, RG3487, for cognitive deficits in schizophrenia.	2014 Jun	24549101
The alpha-7 nicotinic receptor partial agonist/5-HT3 antagonist RG3487 enhances cortical and hippocampal dopamine and acetylcholine release.	2014 May	24317442

Patents

Name

Type

Language

FACINICLINE HYDROCHLORIDE

Common Name

English

N-((3S)-1-AZABICYCLO(2.2.2)OCT-3-YL)-1H-INDAZOLE-3-CARBOXAMIDE HYDROCHLORIDE

Systematic Name

English

RG-3487

Code

English

MEM 3454

Code

English

1H-INDAZOLE-3-CARBOXAMIDE, N-(3S)-1-AZABICYCLO(2.2.2)OCT-3-YL-, MONOHYDROCHLORIDE

Systematic Name

English

RG3487

Code

English

1H-INDAZOLE-3-CARBOXAMIDE, N-(3S)-1-AZABICYCLO(2.2.2)OCT-3-YL-, HYDROCHLORIDE (1:1)

Systematic Name

English

MEM-3454

Code

English

Code System Code Type Description

CAS

677305-02-1