References of 2-[(5Z)-5-[(E)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-
1,3-thiazolidin-3-yl]acetic acid
Title: Epalrestat
CAS Registry Number: 82159-09-9
CAS Name: (5
Z)-5-[(2
E)-2-Methyl-3-phenyl-2-propenylidene]-4-oxo-2-thioxo-3-thiazolidineacetic acid
Synonyms: 5-[
(E,E)-b-methylcinnamylidene]-4-oxo-2-thioxo-3-thiazolidineacetic acid; 3-carboxymethyl-5-(2-methylcinnamylidene)rhodanine
Manufacturers' Codes: ONO-2235
Trademarks: Kinedak (Ono); Sorbistat (Ono)
Molecular Formula: C15H13NO3S2
Molecular Weight: 319.40
Percent Composition: C 56.41%, H 4.10%, N 4.39%, O 15.03%, S 20.08%
Literature References: Aldose reductase inhibitor. Prepn: T. Tadao
et al., EP 47109;
eidem, US 4464382 (1982, 1984 both to Ono Pharmaceutical). Inhibitory effect on aldose reductase
in vitro: H. Terashima
et al., J. Pharmacol. Exp. Ther. 229, 226 (1983). Effect on motor nerve conduction and sorbitol levels in diabetic rats: R. Kikkawa
et al., Diabetologia 24, 290 (1983). Effect in rats on peripheral nerve dysfunction:
eidem, Metabolism 33, 212 (1984); on retinal microangiopathy: K. Kojima
et al., Jpn. J. Ophthalmol. 29, 99 (1985).
Properties: Crystals from ethanol-water, mp 210-217°.
Melting point: mp 210-217°
Derivative Type: N-Methyl-D-glucamine salt
Molecular Formula: C22H30N2O8S2
Molecular Weight: 514.61
Percent Composition: C 51.35%, H 5.88%, N 5.44%, O 24.87%, S 12.46%
Properties: Crystals from methanol, mp 163-165°.
Melting point: mp 163-165°
Therap-Cat: Treatment of diabetic neuropathy.
Keywords: Aldose Reductase Inhibitor.