Tiropramide
Chemical compound
From Wikipedia, the free encyclopedia
Tiropramide is the International nonproprietary name of an antispasmodic drug.[1]
Other namesN-[3-[4-(2-Diethylaminoethoxy)phenyl]-1-(dipropylamino)-1-oxopropan-2-yl]benzamide
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| Other names | N-[3-[4-(2-Diethylaminoethoxy)phenyl]-1-(dipropylamino)-1-oxopropan-2-yl]benzamide |
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| Formula | C28H41N3O3 |
| Molar mass | 467.654 g·mol−1 |
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Synthesis
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 ClCH2CH2N(CH2CH3)2 to produce the ether tiropramide.[2][3]
