Chemistry:Feclemine
From HandWiki
Feclemine (phenetamine) is a spasmolytic drug.[1]
Synthesis
The chemical synthesis is discussed:[2]
Sodamide is used to alkylate cyclohexylphenylacetonitrile [3893-23-0] (1) (also used for drofenine) with 2-chloro-N,N,N',N'-tetraethylpropane-1,3-diamine [3492-54-4] (HCl: [94465-65-3]) to give (2). Some rearrangement is possible to give a mixture of regioisomers. Sodamide catalyzed cleavage of the nitrile group in a separate step then completes the synthesis of feclemine (3).
References
- ↑ "Method for evaluating spasmolytic activity of drugs on the bile duct". The Journal of Pharmacy and Pharmacology 17 (7): 405–408. July 1965. doi:10.1111/j.2042-7158.1965.tb07695.x. PMID 4379262.
- ↑ "Antispasmodics with musculotropic action derived from 1,3-bis(dialkylamino)propane". Industrie Chimique Belge 20: 733–745. 1955.
- ↑ 3.0 3.1 "[Basically alkylated imides of naphthalene-1,4,5,8-tetracarboxylic acid and their chemotherapeutic effects]" (in German). Arzneimittel-Forschung 21 (6): 739–763. June 1971. PMID 4998088.
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