GLIFLUMIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C25H29FN4O4S
Molecular Weight	500.586
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC=C(F)C=C1[C@H](C)NC(=O)CC2=CC=C(C=C2)S(=O)(=O)NC3=NC=C(CC(C)C)C=N3

InChI

InChIKey=CKOLETHYECDWSS-KRWDZBQOSA-N

InChI=1S/C25H29FN4O4S/c1-16(2)11-19-14-27-25(28-15-19)30-35(32,33)21-8-5-18(6-9-21)12-24(31)29-17(3)22-13-20(26)7-10-23(22)34-4/h5-10,13-17H,11-12H2,1-4H3,(H,29,31)(H,27,28,30)/t17-/m0/s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/809367 | https://www.ncbi.nlm.nih.gov/pubmed/895007 | https://www.ncbi.nlm.nih.gov/pubmed/566105

Gliflumide is a compound with a long-lasting hypoglycemic effect. This blood glucose lowering sulfonamide has shown a large decrease of blood glucose levels in healthy volunteers who where administered the drug orally or intravenously. A very similar reaction but delayed and prolonged response was observed for this drug compared to other insulin secretion-stimulating compounds (such as glibenclamide). High affinity of gliflumide to plasma proteins has been suggested to contribute to this delayed activity.

Approval Year

Name

Type

Language

GLIFLUMIDE

Official Name

English

gliflumide [INN]

Common Name

English

BENZENEACETAMIDE, N-(1-(5-FLUORO-2-METHOXYPHENYL)ETHYL)-4-(((5-(2-METHYLPROPYL)-2-PYRIMIDINYL)AMINO)SULFONYL)-, (S)-(-)-

Common Name

English

SH 3.1168

Code

English

GLIFLUMIDE [USAN]

Common Name

English

(-)-(S)-N-(5-FLUORO-2-METHOXY-.ALPHA.-METHYLBENZYL)-2-(P-((5-ISOBUTYL-2-PYRIMIDINYL)SULFAMOYL)PHENYL)ACETAMIDE

Common Name

English

SH-3.1168

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C29711