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

Details

Stereochemistry ACHIRAL
Molecular Formula C30H42N6O5S
Molecular Weight 598.757
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLICARAMIDE

SMILES

CCN1N=C(C)C2=C1N=CC(C(=O)NCCC3=CC=C(C=C3)S(=O)(=O)NC(=O)NC4CCCCC4)=C2OCCC(C)C

InChI

InChIKey=DIBGLVNSPMMGHO-UHFFFAOYSA-N
InChI=1S/C30H42N6O5S/c1-5-36-28-26(21(4)34-36)27(41-18-16-20(2)3)25(19-32-28)29(37)31-17-15-22-11-13-24(14-12-22)42(39,40)35-30(38)33-23-9-7-6-8-10-23/h11-14,19-20,23H,5-10,15-18H2,1-4H3,(H,31,37)(H2,33,35,38)

HIDE SMILES / InChI

Description
Curator's Comment: Only titles, no abstract/paper: https://www.ncbi.nlm.nih.gov/pubmed/4358224 | https://www.ncbi.nlm.nih.gov/pubmed/4479785 No direct source: https://books.google.com/books?id=FC9pDtB_tz0C&pg=PA202&dq#v=onepage&q&f=false

Glicaramide is a compound with anti-diabetic (hypoglycemic) activity. It is a second-generation sulfonylurea with a structure similar to glibenclamide, but with 2-methoxy-5-chlorobenzyl replaced by a cyclic acyl group. Peroxisome proliferator-activated receptor gamma (PPARgamma) agonistic activity of glicaramide has been observed as well. Glicaramide has been suggested to have more pronounced extra-pancreatic effects than glibenclamide or tolbutamide.

Approval Year

Name Type Language
GLICARAMIDE
INN  
INN  
Official Name English
glicaramide [INN]
Common Name English
1-CYCLOHEXYL-3-((P-(2-(1-ETHYL-4-(ISOPENTYLOXY)-3-METHYL-1H-PYRAZOLO(3,4-.BETA.)PYRIDINE-5-CARBOXAMIDO)ETHYL)PHENYL)SULFONYL)UREA
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C97936
Created by admin on Sat Dec 16 16:16:11 GMT 2023 , Edited by admin on Sat Dec 16 16:16:11 GMT 2023
Code System Code Type Description
CAS
36980-34-4
Created by admin on Sat Dec 16 16:16:11 GMT 2023 , Edited by admin on Sat Dec 16 16:16:11 GMT 2023
PRIMARY
MESH
C007848
Created by admin on Sat Dec 16 16:16:11 GMT 2023 , Edited by admin on Sat Dec 16 16:16:11 GMT 2023
PRIMARY
PUBCHEM
65799
Created by admin on Sat Dec 16 16:16:11 GMT 2023 , Edited by admin on Sat Dec 16 16:16:11 GMT 2023
PRIMARY
SMS_ID
100000084200
Created by admin on Sat Dec 16 16:16:11 GMT 2023 , Edited by admin on Sat Dec 16 16:16:11 GMT 2023
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WIKIPEDIA
Glicaramide
Created by admin on Sat Dec 16 16:16:11 GMT 2023 , Edited by admin on Sat Dec 16 16:16:11 GMT 2023
PRIMARY
EVMPD
SUB07919MIG
Created by admin on Sat Dec 16 16:16:11 GMT 2023 , Edited by admin on Sat Dec 16 16:16:11 GMT 2023
PRIMARY
INN
3244
Created by admin on Sat Dec 16 16:16:11 GMT 2023 , Edited by admin on Sat Dec 16 16:16:11 GMT 2023
PRIMARY
EPA CompTox
DTXSID60190471
Created by admin on Sat Dec 16 16:16:11 GMT 2023 , Edited by admin on Sat Dec 16 16:16:11 GMT 2023
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FDA UNII
UK5SR22C8Q
Created by admin on Sat Dec 16 16:16:11 GMT 2023 , Edited by admin on Sat Dec 16 16:16:11 GMT 2023
PRIMARY
ChEMBL
CHEMBL2106430
Created by admin on Sat Dec 16 16:16:11 GMT 2023 , Edited by admin on Sat Dec 16 16:16:11 GMT 2023
PRIMARY
NCI_THESAURUS
C72945
Created by admin on Sat Dec 16 16:16:11 GMT 2023 , Edited by admin on Sat Dec 16 16:16:11 GMT 2023
PRIMARY