Benorilate

Chemical compound From Wikipedia, the free encyclopedia

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]

ATC code
Quick facts Clinical data, Routes ofadministration ...
Benorilate
Clinical data
Routes of
administration
Oral
ATC code
Identifiers
  • 4-acetamidophenyl 2-(acetyloxy)benzoate
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.023.340 Edit this at Wikidata
Chemical and physical data
FormulaC17H15NO5
Molar mass313.309 g·mol−1
3D model (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
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Synthesis

Acetylsalicoyl chloride (1) condenses with paracetamol (2) to give benorilate (3).[2][3][4][5]

Synthesis of benorilate

Alkaline hydrolysis of the acetyl ester moiety of benorilate yields another pharmaceutical, acetaminosalol (phenetsal).[6]

References

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