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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H15N3O.ClH
Molecular Weight 229.707
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of SABCOMELINE HYDROCHLORIDE

SMILES

Cl.[H][C@@]1(CN2CCC1CC2)C(\C#N)=N\OC

InChI

InChIKey=INJWRVWKJFJRFO-SCRZZQONSA-N
InChI=1S/C10H15N3O.ClH/c1-14-12-10(6-11)9-7-13-4-2-8(9)3-5-13;/h8-9H,2-5,7H2,1H3;1H/b12-10+;/t9-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C10H15N3O
Molecular Weight 193.2456
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 1
Optical Activity UNSPECIFIED

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

Sabcomeline (SB-202026) is a potent and functionally selective M1 receptor partial agonist that originally was developed by GlaxoSmithKline. Sabcomeline had been in phase III clinical trials for the treatment of Alzheimer's disease and phase II for schizophrenia and major depressive disorder. In addition, it was studied for patients with Type 2 diabetes mellitus. However, due to poor results, the development of this drug was discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Low-affinity M(2) receptor binding state mediates mouse atrial bradycardia: comparative effects of carbamylcholine and the M(1) receptor agonists sabcomeline and xanomeline.
2001 Mar
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:34:51 UTC 2023
Edited
by admin
on Fri Dec 15 15:34:51 UTC 2023
Record UNII
A24BK93DRR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SABCOMELINE HYDROCHLORIDE
MI   USAN   WHO-DD  
USAN  
Official Name English
SABCOMELINE HYDROCHLORIDE [MI]
Common Name English
(.ALPHA.Z,3R)-.ALPHA.-(METHOXYIMINO)-1-AZABICYCLO(2.2.2)OCTANE-3-ACETONITRILE HYDROCHLORIDE
Systematic Name English
Sabcomeline hydrochloride [WHO-DD]
Common Name English
SABCOMELINE HYDROCHLORIDE [USAN]
Common Name English
MEMRIC
Brand Name English
1-AZABICYCLO(2.2.2)OCTANE-3-ACETONITRILE, .ALPHA.-(METHOXYIMINO)-, HYDROCHLORIDE (1:1), (.ALPHA.Z,3R)-
Systematic Name English
SABCOMELINE HYDROCHLORIDE, (+)-
Common Name English
SB-202026-A
Code English
Classification Tree Code System Code
NCI_THESAURUS C47796
Created by admin on Fri Dec 15 15:34:51 UTC 2023 , Edited by admin on Fri Dec 15 15:34:51 UTC 2023
Code System Code Type Description
FDA UNII
A24BK93DRR
Created by admin on Fri Dec 15 15:34:51 UTC 2023 , Edited by admin on Fri Dec 15 15:34:51 UTC 2023
PRIMARY
CAS
159912-58-0
Created by admin on Fri Dec 15 15:34:51 UTC 2023 , Edited by admin on Fri Dec 15 15:34:51 UTC 2023
PRIMARY
PUBCHEM
9577994
Created by admin on Fri Dec 15 15:34:51 UTC 2023 , Edited by admin on Fri Dec 15 15:34:51 UTC 2023
PRIMARY
ChEMBL
CHEMBL134641
Created by admin on Fri Dec 15 15:34:51 UTC 2023 , Edited by admin on Fri Dec 15 15:34:51 UTC 2023
PRIMARY
MERCK INDEX
m9714
Created by admin on Fri Dec 15 15:34:51 UTC 2023 , Edited by admin on Fri Dec 15 15:34:51 UTC 2023
PRIMARY Merck Index
USAN
JJ-70
Created by admin on Fri Dec 15 15:34:51 UTC 2023 , Edited by admin on Fri Dec 15 15:34:51 UTC 2023
PRIMARY
NCI_THESAURUS
C152279
Created by admin on Fri Dec 15 15:34:51 UTC 2023 , Edited by admin on Fri Dec 15 15:34:51 UTC 2023
PRIMARY
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PARENT -> SALT/SOLVATE
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ACTIVE MOIETY