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Details

Stereochemistry ACHIRAL
Molecular Formula C20H27N5O5S
Molecular Weight 449.524
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLISOXEPIDE

SMILES

CC1=CC(=NO1)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NN3CCCCCC3

InChI

InChIKey=ZKUDBRCEOBOWLF-UHFFFAOYSA-N
InChI=1S/C20H27N5O5S/c1-15-14-18(23-30-15)19(26)21-11-10-16-6-8-17(9-7-16)31(28,29)24-20(27)22-25-12-4-2-3-5-13-25/h6-9,14H,2-5,10-13H2,1H3,(H,21,26)(H2,22,24,27)

HIDE SMILES / InChI

Molecular Formula C20H27N5O5S
Molecular Weight 449.524
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Glisoxepide (BS 4231) is a sulfonylurea compound with glucose-lowering activity. Glisoxepide is a specific inhibitor of the L- aspartate/L-glutamate antiport system. Glisoxepide also inhibits transport of bile acids into hepatocytes

Approval Year

PubMed

PubMed

TitleDatePubMed
Screening, library-assisted identification and validated quantification of oral antidiabetics of the sulfonylurea-type in plasma by atmospheric pressure chemical ionization liquid chromatography-mass spectrometry.
2002 Jun 15
Antidiabetic sulphonylureas activate mitochondrial permeability transition in rat skeletal muscle.
2005 Jul
Identification and quantification of 8 sulfonylureas with clinical toxicology interest by liquid chromatography-ion-trap tandem mass spectrometry and library searching.
2005 Sep
Bepridil, an antiarrhythmic drug, opens mitochondrial KATP channels, blocks sarcolemmal KATP channels, and confers cardioprotection.
2006 Jan
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:29:35 GMT 2023
Edited
by admin
on Fri Dec 15 15:29:35 GMT 2023
Record UNII
H7SC0I332I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GLISOXEPIDE
INN   MART.   WHO-DD  
INN  
Official Name English
BAY-B-4231
Code English
1-(HEXAHYDRO-1H-AZEPIN-1-YL)-3-((P-(2-(5-METHYL-3-ISOXAZOLECARBOXAMIDO)ETHYL)PHENYL)SULFONYL)UREA
Common Name English
RP-22410
Code English
FBB-4231
Code English
FBB 4231
Code English
GLISOXEPIDE [MART.]
Common Name English
GLISOXEPID [MI]
Common Name English
RP 22410
Code English
glisoxepide [INN]
Common Name English
BAY B 4231
Code English
Glisoxepide [WHO-DD]
Common Name English
Classification Tree Code System Code
WHO-VATC QA10BB11
Created by admin on Fri Dec 15 15:29:35 GMT 2023 , Edited by admin on Fri Dec 15 15:29:35 GMT 2023
NCI_THESAURUS C97936
Created by admin on Fri Dec 15 15:29:35 GMT 2023 , Edited by admin on Fri Dec 15 15:29:35 GMT 2023
WHO-ATC A10BB11
Created by admin on Fri Dec 15 15:29:35 GMT 2023 , Edited by admin on Fri Dec 15 15:29:35 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C72801
Created by admin on Fri Dec 15 15:29:35 GMT 2023 , Edited by admin on Fri Dec 15 15:29:35 GMT 2023
PRIMARY
CAS
25046-79-1
Created by admin on Fri Dec 15 15:29:35 GMT 2023 , Edited by admin on Fri Dec 15 15:29:35 GMT 2023
PRIMARY
ECHA (EC/EINECS)
246-579-5
Created by admin on Fri Dec 15 15:29:35 GMT 2023 , Edited by admin on Fri Dec 15 15:29:35 GMT 2023
PRIMARY
SMS_ID
100000084205
Created by admin on Fri Dec 15 15:29:35 GMT 2023 , Edited by admin on Fri Dec 15 15:29:35 GMT 2023
PRIMARY
DRUG BANK
DB01289
Created by admin on Fri Dec 15 15:29:35 GMT 2023 , Edited by admin on Fri Dec 15 15:29:35 GMT 2023
PRIMARY
PUBCHEM
32778
Created by admin on Fri Dec 15 15:29:35 GMT 2023 , Edited by admin on Fri Dec 15 15:29:35 GMT 2023
PRIMARY
INN
2923
Created by admin on Fri Dec 15 15:29:35 GMT 2023 , Edited by admin on Fri Dec 15 15:29:35 GMT 2023
PRIMARY
FDA UNII
H7SC0I332I
Created by admin on Fri Dec 15 15:29:35 GMT 2023 , Edited by admin on Fri Dec 15 15:29:35 GMT 2023
PRIMARY
MERCK INDEX
m5749
Created by admin on Fri Dec 15 15:29:35 GMT 2023 , Edited by admin on Fri Dec 15 15:29:35 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID9023097
Created by admin on Fri Dec 15 15:29:35 GMT 2023 , Edited by admin on Fri Dec 15 15:29:35 GMT 2023
PRIMARY
DRUG CENTRAL
1305
Created by admin on Fri Dec 15 15:29:35 GMT 2023 , Edited by admin on Fri Dec 15 15:29:35 GMT 2023
PRIMARY
WIKIPEDIA
GLISOXEPIDE
Created by admin on Fri Dec 15 15:29:35 GMT 2023 , Edited by admin on Fri Dec 15 15:29:35 GMT 2023
PRIMARY
ChEMBL
CHEMBL2106618
Created by admin on Fri Dec 15 15:29:35 GMT 2023 , Edited by admin on Fri Dec 15 15:29:35 GMT 2023
PRIMARY
EVMPD
SUB07933MIG
Created by admin on Fri Dec 15 15:29:35 GMT 2023 , Edited by admin on Fri Dec 15 15:29:35 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY