Hexobendine
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ECHA InfoCard | 100.000.173 |
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Formula | C30H44N2O10 |
Molar mass | 592.686 g·mol−1 |
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Hexobendine is a vasodilator that acts as an adenosine reuptake inhibitor.[1]
Synthesis
![](http://upload.wikimedia.org/wikipedia/commons/thumb/f/f1/Hexobendine_synthesis.svg/500px-Hexobendine_synthesis.svg.png)
The reaction between 3,4,5-trimethoxybenzoyl chloride [4521-61-3] (1) and 3-chloropropanol [627-30-5] (2) gives the corresponding ester, i.e. 3-chloropropyl 3,4,5-trimethoxybenzoate, CID:12350731 [1029-24-9] (3). The last step involves the reaction between two molar equivalents of 3 with one molar equivalent of N,N’-dimethylethanediamine [110-70-3] (4) completing the synthesis of hexobendine (5).
See also
References
- ^ Kolassa N, Pfleger K (January 1975). "Adenosine uptake by erythrocytes of man, rat and guinea-pig and its inhibition by hexobendine and dipyridamole". Biochemical Pharmacology. 24 (1): 154–6. doi:10.1016/0006-2952(75)90331-7. PMID 1168469.[permanent dead link]
- ^ AT231432 idem Schlogl Karl, Kraupp Otto, U.S. patent 3,267,103 (1964 & 1966 to Chemie Linz Ag).