【药物名称】NSC-693569
化学结构式(Chemical Structure):
参考文献No.28668
标题:Glutathione N-hydroxycarbamoyl thioesters and method of inhibiting neoplastic growth
作者:Creighton, D.J.; Hamilton, D.S. (University of Maryland)
来源:US 5616563; WO 9600061
合成路线图解说明:

Treatment of 4-chlorophenyl chloroformate (I) with N-(4-chlorophenyl) hydroxylamine (II) produced the N-hydroxycarbamate (III). This was condensed with glutathione (IV) to afford thiocarbamate (V). Finally, both carboxylate groups of (V) were esterified in ethanolic HCl to provide the target diethyl ester.

参考文献No.487963
标题:Mechanism-based competitive inhibitors of glyoxalase I: Intracellular delivery, in vitro antitumor activities, and stabilities in human serum and mouse serum
作者:Kavarana, M.J.; Kovaleva, E.G.; Creighton, D.J.; Wollman, M.B.; Eiseman, J.L.
来源:J Med Chem 1999,42(2),221
合成路线图解说明:

Treatment of 4-chlorophenyl chloroformate (I) with N-(4-chlorophenyl) hydroxylamine (II) produced the N-hydroxycarbamate (III). This was condensed with glutathione (IV) to afford thiocarbamate (V). Finally, both carboxylate groups of (V) were esterified in ethanolic HCl to provide the target diethyl ester.

参考文献No.557609
标题:S-(N-Aryl-N-hydroxycarbamoyl)glutathione derivatives are tight-binding inhibitors of Glyoxalase I and Slow Substrates for Glyoxalase II
作者:Muthy, N.S.R.K.
来源:J Med Chem 1994,37(14),2161-2166
合成路线图解说明:

Treatment of 4-chlorophenyl chloroformate (I) with N-(4-chlorophenyl) hydroxylamine (II) produced the N-hydroxycarbamate (III). This was condensed with glutathione (IV) to afford thiocarbamate (V). Finally, both carboxylate groups of (V) were esterified in ethanolic HCl to provide the target diethyl ester.

参考文献No.591720
标题:Pharmacokinetics and antitumor properties in tumor-bearing mice of an enediol analogue inhibitor of glyoxalase I
作者:Sharkey, E.M.; O'Neill, H.B.; Kavarana, M.J.; Wang, H.; Creighton, D.J.; Sentz, D.L.; Eiseman, J.L.
来源:Cancer Chemotherapy and Pharmacology 2000,46(2),156
合成路线图解说明:

Treatment of 4-chlorophenyl chloroformate (I) with N-(4-chlorophenyl) hydroxylamine (II) produced the N-hydroxycarbamate (III). This was condensed with glutathione (IV) to afford thiocarbamate (V). Finally, both carboxylate groups of (V) were esterified in ethanolic HCl to provide the target diethyl ester.

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