Chemistry:Benorilate
From HandWiki
Short description: Chemical compound
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| Routes of administration | Oral |
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| Formula | C17H15NO5 |
| Molar mass | 313.309 g·mol−1 |
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Benorilate (INN), or benorylate, is an ester-linked codrug of aspirin with paracetamol. It is used as an anti-inflammatory and antipyretic medication. In the treatment of childhood fever, it has been shown to be inferior to paracetamol and aspirin taken separately. In addition, because it is converted to aspirin, benorylate is not recommended in children due to concerns about Reye syndrome.[1]
Synthesis
Acetyl salicoyl chloride (1) is reacted with paracetamol (2) to give benorilate (3).[2][3][4][5]
Partial saponification of benorilate leads to acetaminosalol (phenetsal).[6]
References
- ↑ "Oral antipyretic therapy: evaluation of benorylate, an ester of acetylsalicylic acid and paracetamol". European Journal of Pediatrics 121 (1): 15–20. December 1975. doi:10.1007/bf00464391. PMID 2478.
- ↑ Thieme
- ↑ NL6504517 idem Andrew Robertson, U.S. Patent 3,431,293 (1969 to Sterling Drug Inc)
- ↑ Mario Portelli & Giorgio Renzi, DE patent 2402231 (1974 to Whitefin Holding SA)
- ↑ Huang Xiaocheng, et al. CN patent 111056968 (2020 to Guangxi University of Science and Technology)
- ↑ "Evaluation of glycolamide esters and various other esters of aspirin as true aspirin prodrugs". Journal of Medicinal Chemistry 32 (3): 727–734. March 1989. doi:10.1021/jm00123a040. PMID 2918521.
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