Method of manufacturing glimepiride and the respective...

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

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C548S534000

Reexamination Certificate

active

10546238

ABSTRACT:
A method of manufacturing glimepiride of formula I wherein trans-4-methylcyclohexylamine pivalate of formula VII is reacted, either directly or after conversion to trans-4-methylcyclohexylamine or to its another salt, with an alkyl [4-(2-{[(3-ethyl-4-methyl-2-oxo-2,5-dihydro-1H-pyrrol-1 yl)carbonyl]amino)ethyl)phenyl]-sulfonyl carbamate of general formula IV wherein R is a C1-C5 alkyl, giving glimepiride of formula I, trans-4-Methylcyclohexylamine pivalate of formula VII

REFERENCES:
patent: 0 031 058 (1981-07-01), None
Chinese Journal of Medicinal Chemistry, vol. 10(2), pp. 134-137 (2000).
Deng, Yong et al: “Studies on synthetic process of glimepiride, new hypoglycemic agent”, Chinese Journal of Medicinal Chemistry, vol. 10, No. 2, pp. 134-137, Jun. 2000, XP008033170.
Weyer, R. et al: “Acylureidoalkylphenylsulfonylureas with blood glucose lowering efficacy”, Arzneimittel-Forschung, vol. 38, No. 8, pp. 1079-1080, 1988, XP-001194548.
Shirahata, Akira et al: “Trans-4-methylcyclohexylamine, a potent new inhibitor of spermidine synthase”, Chemical & Pharmaceutical Bulletin, vol. 36, No. 8, pp. 3220-3222, 1988, XP-002290042.

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