Benorilate

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Benorilate
Clinical data
Routes of
administration
Oral
ATC code
Identifiers
  • 4-acetamidophenyl 2-(acetyloxy)benzoate
JSmol)
  • O=C(C)Oc2ccccc2C(=O)Oc1ccc(NC(C)=O)cc1
  • InChI=1S/C17H15NO5/c1-11(19)18-13-7-9-14(10-8-13)23-17(21)15-5-3-4-6-16(15)22-12(2)20/h3-10H,1-2H3,(H,18,19) ☒N
  • Key:FEJKLNWAOXSSNR-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

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]

Synthesis of benorilate

Partial saponification of benorilate leads to acetaminosalol (phenetsal).[6]

References

  1. S2CID 21112438
    .
  2. ^ Thieme
  3. ^ NL6504517 idem Andrew Robertson, U.S. patent 3,431,293 (1969 to Sterling Drug Inc)
  4. ^ Mario Portelli & Giorgio Renzi, DE 2402231  (1974 to Whitefin Holding SA)
  5. ^ Huang Xiaocheng, et al. CN 111056968  (2020 to Guangxi University of Science and Technology)
  6. PMID 2918521
    .