GLICARAMIDE

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 Search

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

Molecular Formula	C30H42N6O5S
Molecular Weight	598.757
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://pubchem.ncbi.nlm.nih.gov/compound/Glicaramide | https://www.researchgate.net/publication/18808182_Potential_antidiabetic_agents_Pyrazolo34-bpyridines
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

Substance Class	Chemical Created by `admin` on `Sat Dec 16 16:16:11 UTC 2023` Edited by `admin` on `Sat Dec 16 16:16:11 UTC 2023`
Record UNII	UK5SR22C8Q
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GLICARAMIDE

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