Chemistry:Tiropramide
From HandWiki
Tiropramide is the International nonproprietary name of an antispasmodic drug.[1]
Synthesis
- upright=2
The acylation of racemic tyrosine (1) with benzoyl chloride gives N,O-dibenzoyl-tyrosine (2). Amide formation with dipropylamine (3) using the mixed anhydride method gives the intermediate (4). Hydrolysis of the phenolic ester with sodium hydroxide forms (5), which is alkylated with ClCH
2CH
2N(CH
2CH
3)
2 to produce the ether tiropramide.[2][3]
References
- ↑ "Mechanism of smooth muscle relaxation by tiropramide". The Journal of Pharmacy and Pharmacology 33 (1): 19–24. January 1981. doi:10.1111/j.2042-7158.1981.tb13694.x. PMID 6114146.
- ↑ Francesco Makovec, Luigi Rovati, Paolo Senin, U.S. Patent 4,004,008 (1977 to Rotta Research Laboratorium S.P.A.)
- ↑ "Tiropramide". Thieme. https://pharmaceutical-substances.thieme.com/ps/search-results?docUri=KD-20-0113.
 |  |
