Ethenzamide

Ethenzamide (2-ethoxybenzamide) is a common analgesic and anti-inflammatory drug that is used for the relief of fever, headaches, and other minor aches and pains.[1][2] It is also an ingredient in numerous cold medications and many prescription analgesics.[3] It is used as an over-the-counter drug in Japan, often in combination with caffeine and acetaminophen, where it is marketed for uses including toothache, menstrual cramps, headache, and fever.[4]

Ethenzamide
Clinical data
ATC code
Identifiers
IUPAC name
  • 2-ethoxybenzamide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.012.133
Chemical and physical data
FormulaC9H11NO2
Molar mass165.192 g·mol−1
3D model (JSmol)
SMILES
  • O=C(c1ccccc1OCC)N
InChI
  • InChI=1S/C9H11NO2/c1-2-12-8-6-4-3-5-7(8)9(10)11/h3-6H,2H2,1H3,(H2,10,11) Y
  • Key:SBNKFTQSBPKMBZ-UHFFFAOYSA-N Y
  (verify)

It is metabolized in vivo into salicylamide.[5]

References
  1. Darias V, Bravo L, Abdallah SS, Sánchez Mateo CC, Expósito-Orta MA, Lissavetsky J, Manzanares J (February 1992). "Synthesis and preliminary pharmacological study of thiophene analogues of the antipyretic and analgesic agent ethenzamide". Archiv der Pharmazie. 325 (2): 83–7. doi:10.1002/ardp.19923250206. PMID 1605721. S2CID 28098596.
  2. Wang PJ, Guo HR (2004). "Frequent analgesics consumption in migraineurs: Comparison between chronic and episodic migraineurs". The Journal of Headache and Pain. 5 (1): 30–35. doi:10.1007/s10194-004-0065-x. PMC 3452147.
  3. ChemChart
  4. "OTC Pain Relief Medicine in Japan". Life Abroad. Retrieved March 22, 2021.
  5. "エテンザミド" [Ethenzamide] (in Japanese). Retrieved March 22, 2021.
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