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

Details

Stereochemistry ACHIRAL
Molecular Formula C13H19NOS.ClH
Molecular Weight 273.822
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SIB-1553A HYDROCHLORIDE

SMILES

Cl.CN1CCCC1CCSC2=CC=C(O)C=C2

InChI

InChIKey=RJSVKPQKXSMZMT-UHFFFAOYSA-N
InChI=1S/C13H19NOS.ClH/c1-14-9-2-3-11(14)8-10-16-13-6-4-12(15)5-7-13;/h4-7,11,15H,2-3,8-10H2,1H3;1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C13H19NOS
Molecular Weight 237.361
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

PubMed

PubMed

TitleDatePubMed
Strain-dependent effects of cognitive enhancers in the mouse.
2008-04
Effects of (+/-)-4-[[2-(1-methyl-2-pyrrolidinyl)ethyl]thio]phenol hydrochloride (SIB-1553A), a selective ligand for nicotinic acetylcholine receptors, in tests of visual attention and distractibility in rats and monkeys.
2002-04
SIB-1553A, (+/-)-4-[[2-(1-methyl-2-pyrrolidinyl)ethyl]thio]phenol hydrochloride, a subtype-selective ligand for nicotinic acetylcholine receptors with putative cognitive-enhancing properties: effects on working and reference memory performances in aged rodents and nonhuman primates.
2001-10
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 20:57:31 GMT 2025
Edited
by admin
on Mon Mar 31 20:57:31 GMT 2025
Record UNII
JV7CWP9EAF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SIB-1553A HYDROCHLORIDE
Code English
4-(2-(1-METHYLPYRROLIDIN-2-YL)ETHYLSULFANYL)PHENOL HYDROCHLORIDE
Preferred Name English
PHENOL, 4-((2-(1-METHYL-2-PYRROLIDINYL)ETHYL)THIO)-, HYDROCHLORIDE (1:1)
Systematic Name English
Code System Code Type Description
FDA UNII
JV7CWP9EAF
Created by admin on Mon Mar 31 20:57:31 GMT 2025 , Edited by admin on Mon Mar 31 20:57:31 GMT 2025
PRIMARY
PUBCHEM
9881989
Created by admin on Mon Mar 31 20:57:31 GMT 2025 , Edited by admin on Mon Mar 31 20:57:31 GMT 2025
PRIMARY
CAS
191611-89-9
Created by admin on Mon Mar 31 20:57:31 GMT 2025 , Edited by admin on Mon Mar 31 20:57:31 GMT 2025
PRIMARY