Trifluperidol
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Trifluperidol is a typical antipsychotic of the butyrophenone chemical class. It has general properties similar to those of haloperidol, but is considerably more potent by weight, and causes relatively more severe side effects, especially tardive dyskinesia and other extrapyramidal effects. It is used in the treatment of psychoses including mania and schizophrenia. It was discovered at Janssen Pharmaceutica in 1959.[1][2]
Synthesis
The Grignard reaction between 1-benzyl-4-piperidone [3612-20-2] (1) and 3-bromobenzotrifluoride [401-78-5] (2) gives 1-benzyl-4-(3-(trifluoromethyl)phenyl)piperidin-4-ol, CID:12718203 (3). Catalytic hydrogenation removes the benzyl protecting group to give 4-[3-(trifluoromethyl)phenyl]-4-piperidinol [2249-28-7] (4). Alkylation with 4-Chloro-4'-fluorobutyrophenone [3874-54-2] (5) introduces the sidechain and hence completed the synthesis of Trifluperidol (6).
See also
References
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- ↑ GB895309 idem P. Adriaan J. Janssen, U.S. patent 3438991 (1969 to Res Lab Dr C Janssen Nv).
- ↑ 彭响亮, <templatestyles src="Citation/styles.css"/>Template:Citation/make linkScript error: No such module "Check for unknown parameters". (2016 to Chengdu Zhongheng Huatie Technology Co Ltd).
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