Cetraxate
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| AHFS/Drugs.com | International Drug Names |
| Routes of administration | Oral |
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| Formula | C17H23NO4 |
| Molar mass | 305.374 g·mol−1 |
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Cetraxate (INN) is an oral gastrointestinal medication which has a cytoprotective effect.[1][2]
Synthesis
[edit]Cetraxate is a prodrug of tranexamic acid. The latter is a hemostatic agent because it inhibits the activation of plasminogen to plasmin. The result is to prevent excess loss of blood in gastrointestinal ulcers. The synthesis begins with the esterification of 3-(p-hydroxyphenyl)propionic acid (1) by trans-4-cyanocyclohexanecarbonyl chloride (2). The product (3) is reduced to cetraxate (4) by catalytic hydrogenation with hydrogen and Raney nickel.[3][4]
References
[edit]- ^ Kurebayashi Y, Ikeda T, Osada Y (January 1988). "Cytoprotective action of cetraxate against HCl.ethanol-induced gastric lesion in rats". Jpn. J. Pharmacol. 46 (1): 17–25. doi:10.1254/jjp.46.17. PMID 3367546.
- ^ Ishimori A, Yamagata S, Taima T (1979). "Effect of p-hydroxyphenyl-propionic ester of tranexamic acid hydrochloride (Cetraxate) on peptic ulcer. Multi-center clinical study". Arzneimittelforschung. 29 (10): 1625–32. PMID 391240.
- ^ Japan Kokai, 59/134,758 (1984)
- ^ Svahn, Carl M.; Merenyi, Ferenc; Karlson, Lennart (1986-04-01). "Tranexamic acid derivatives with enhanced absorption". Journal of Medicinal Chemistry. 29 (4): 448–453. doi:10.1021/jm00154a004. ISSN 0022-2623.
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