Mefeclorazine
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| Formula | C20H25ClN2O2 |
| Molar mass | 360.88 g·mol−1 |
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Mefeclorazine (INN) is a neuroleptic (antipsychotic) of the phenethylamine and arylpiperazine groups.[1][2][3]
Part of mefeclorazine's chemical structure is based on 3,4-dimethoxyphenethylamine (DMPEA or homoveratrylamine), which has structural similarity to the neurotransmitter dopamine.[1] Mefeclorazine was invented by Jack Mills of Eli Lilly in 1958.[4] Although it is not known to have ever been used clinically,[1] it is based on a chemically rational synthetic design.
The ortho-chlorophenylpiperazine (oCPP) moiety forms part of the molecular structure.[1] This precursor finds dual use in the synthesis of the arylpiperazines enpiprazole and KMUP-1.
See also
See also
References
- ^ a b c d Elks J, Ganellin CR (1990). Dictionary of drugs: Chemical Data, Structures, and Bibliographies (First ed.). Dordrecht: Springer. ISBN 978-1-4757-2085-3.
Mefeclorazine, INN 1-(2-Chlorophenyl)-4-(3,4-dimethoxyphenethyl)-piperazine. SD 218-06 [1243-33-0] [...] C20H25ClN202 M 360.883 M-00061 Neuroleptic agent. [...]
- ^ Ratouis R, Boissier JR, Dumont C (January 1965). "Synthesis and Pharmacological Study of New Piperazine Derivatives. II. Phenethylpiperazines". Journal of Medicinal Chemistry. 8 (1): 104–107. doi:10.1021/jm00325a021. PMID 14287237.
- ^ Boissier JR (1963). "A new class of neuroleptics: N, N'-disubstituted piperazines". Psychopharmacol. Methods. Proc. Symp. 1961. Prague: 92–100.
- ^ US 2927924, Mills J, "Phenethyl substituted piperazines", issued 8 March 1960, assigned to Eli Lilly & Co.