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Clinical data | |
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Other names | N-[3-[4-(2-Diethylaminoethoxy)phenyl]-1-(dipropylamino)-1-oxopropan-2-yl]benzamide |
AHFS/ Drugs.com | International Drug Names |
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ChemSpider | |
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CompTox Dashboard ( EPA) | |
Chemical and physical data | |
Formula | C28H41N3O3 |
Molar mass | 467.654 g·mol−1 |
3D model ( JSmol) | |
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(verify) |
Tiropramide is the International nonproprietary name of an antispasmodic drug. [1]
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]
![]() | |
Clinical data | |
---|---|
Other names | N-[3-[4-(2-Diethylaminoethoxy)phenyl]-1-(dipropylamino)-1-oxopropan-2-yl]benzamide |
AHFS/ Drugs.com | International Drug Names |
ATC code | |
Identifiers | |
| |
CAS Number | |
PubChem CID | |
ChemSpider | |
UNII | |
KEGG | |
ChEMBL | |
CompTox Dashboard ( EPA) | |
Chemical and physical data | |
Formula | C28H41N3O3 |
Molar mass | 467.654 g·mol−1 |
3D model ( JSmol) | |
| |
| |
(verify) |
Tiropramide is the International nonproprietary name of an antispasmodic drug. [1]
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]