U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C15H18N4O
Molecular Weight 270.3296
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FACINICLINE

SMILES

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

InChI

InChIKey=TXCYUSKWBHUVEP-CYBMUJFWSA-N
InChI=1S/C15H18N4O/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)/t13-/m1/s1

HIDE SMILES / InChI
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.

Approval Year

PubMed

PubMed

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

Patents

Name Type Language
FACINICLINE
INN   WHO-DD  
INN  
Official Name English
1H-INDAZOLE-3-CARBOXAMIDE, N-(3S)-1-AZABICYCLO(2.2.2)OCT-3-YL-
Systematic Name English
MEM-3454 FREE BASE
Code English
N-((3S)-1-AZABICYCLO(2.2.2)OCTAN-3-YL)-1H-INDAZOLE-3-CARBOXAMIDE
Systematic Name English
RG3487 FREE BASE
Code English
facinicline [INN]
Common Name English
MEM 3454 FREE BASE
Code English
Facinicline [WHO-DD]
Common Name English
RO-5313534 FREE BASE
Code English
MEM3454 FREE BASE
Code English
RG-3487 FREE BASE
Code English
Code System Code Type Description
NCI_THESAURUS
C166923
Created by admin on Fri Dec 15 22:10:38 GMT 2023 , Edited by admin on Fri Dec 15 22:10:38 GMT 2023
PRIMARY
CAS
677306-35-3
Created by admin on Fri Dec 15 22:10:38 GMT 2023 , Edited by admin on Fri Dec 15 22:10:38 GMT 2023
PRIMARY
EPA CompTox
DTXSID90218011
Created by admin on Fri Dec 15 22:10:38 GMT 2023 , Edited by admin on Fri Dec 15 22:10:38 GMT 2023
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DRUG BANK
DB05586
Created by admin on Fri Dec 15 22:10:38 GMT 2023 , Edited by admin on Fri Dec 15 22:10:38 GMT 2023
PRIMARY
PUBCHEM
9970357
Created by admin on Fri Dec 15 22:10:38 GMT 2023 , Edited by admin on Fri Dec 15 22:10:38 GMT 2023
PRIMARY
FDA UNII
6A6FX0J03K
Created by admin on Fri Dec 15 22:10:38 GMT 2023 , Edited by admin on Fri Dec 15 22:10:38 GMT 2023
PRIMARY
SMS_ID
300000034250
Created by admin on Fri Dec 15 22:10:38 GMT 2023 , Edited by admin on Fri Dec 15 22:10:38 GMT 2023
PRIMARY
INN
9456
Created by admin on Fri Dec 15 22:10:38 GMT 2023 , Edited by admin on Fri Dec 15 22:10:38 GMT 2023
PRIMARY