References of 2-ethoxy-4-[2-[[(1S)-3-methyl-1-(2-piperidin-1-ylphenyl)butyl]amino]-2-
oxoethyl]benzoic acid
Title: Repaglinide
CAS Registry Number: 135062-02-1
CAS Name: 2-Ethoxy-4-[2-[[(1
S)-3-methyl-1-[2-(1-piperidinyl)phenyl]butyl]amino]-2-oxoethyl]benzoic acid
Synonyms: (+)-2-ethoxy-a-[[(
S)-a-isobutyl-
o-piperidinobenzyl]carbamoyl]-
p-toluic acid; (
S)-(+)-2-ethoxy-4-[
N-[1-(2-piperidinophenyl)-3-methyl-1-butyl]aminocarbonylmethyl]benzoic acid
Manufacturers' Codes: AG-EE-623 ZW
Trademarks: Novonorm (Novo Nordisk); Prandin (Novo Nordisk)
Molecular Formula: C27H36N2O4
Molecular Weight: 452.59
Percent Composition: C 71.65%, H 8.02%, N 6.19%, O 14.14%
Literature References: Non-sulfonylurea oral hypoglycemic agent. Prepn: W. Grell
et al., WO 9300337 (1993 to Thomae). HPLC determn of racemate in human plasma: A. Greischel
et al., J. Chromatogr. 568, 246 (1991). Clinical pharmacokinetics: F. J. Ampudia-Blasco
et al., Diabetologia 37, 703 (1994). Comparative clinical evaluation in NIDDM: B. H. R. Wolffenbuttel
et al., Eur. J. Clin. Pharmacol. 45, 113 (1993).
Properties: White, odorless, crystalline powder. Crystals from ethanol/water (2:1), mp 126-128°. Crystals from neutralized water, mp 130-131°. [a]D20 +6.97° (c = 0.975 in methanol); [a]D20 +7.45° (c = 1.06 in methanol). LD50 orally in rats: >1 g/kg (Grell).
Melting point: mp 126-128°; mp 130-131°
Optical Rotation: [a]D20 +6.97° (c = 0.975 in methanol); [a]D20 +7.45° (c = 1.06 in methanol)
Toxicity data: LD50 orally in rats: >1 g/kg (Grell)
Therap-Cat: Antidiabetic.
Keywords: Antidiabetic.