Cinepazet
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| ECHA InfoCard | 100.041.738 |
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| Formula | C20H28N2O6 |
| Molar mass | 392.452 g·mol−1 |
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| Density | 1.172 g/cm3 |
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Cinepazet is a vasodilator and is an ethyl ester derivative of cinepazic acid.[1]
Synthesis
The alkylation between benzylpiperazine (1) and ethyl chloroacetate (2) gives ethyl 2-(4-benzylpiperazin-1-yl)acetate [23173-76-4] (3). The benzyl protecting group is easily cleaved by catalytic hydrogenation giving ethyl 2-(piperazin-1-yl)acetate [40004-08-8] (4). The Schotten-Baumann reaction with 3,4,5-trimethoxycinnamoyl chloride [4521-61-3] (5) gives the amide, and hence completing the synthesis of Cinepazet (6).
References
- ^ Morton IK, Hall JM (1999). "Cinepazet". Concise Dictionary of Pharmacological Agents : Properties and Synonyms. Dordrecht: Springer Netherlands. p. 77. ISBN 9789401144391.
- ^ Raynaud, G.; Pourias, B.; Fauran, F.; Turin, M.; 1977, U.S. patent 4,029,650 (1977 to Delalande S. A.).
- ^ GB1168108 idem Claude Fauran, Gerard Huguet, Guy Raynaud, Bernard Pourrias, Michel Turin, U.S. patent 3,590,034 (1971 to Delalande Sa).
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