Title:  Repaglinide 
CAS Registry Number:  135062-02-1 
CAS Name:  2-Ethoxy-4-[2-[[(1S)-3-methyl-1-[2-(1-piperidinyl)phenyl]butyl]amino]-2-oxoethyl]benzoic acid 
Additional Names:  (+)-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.   |