Fenamic acid

Fenamic acid
Ball-and-stick model of fenamic acid
Names
Preferred IUPAC name
2-Anilinobenzoic acid
Other names
N-phenylanthranilic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.879 Edit this at Wikidata
UNII
  • InChI=1S/C13H11NO2/c15-13(16)11-8-4-5-9-12(11)14-10-6-2-1-3-7-10/h1-9,14H,(H,15,16) ☒N
    Key: ZWJINEZUASEZBH-UHFFFAOYSA-N ☒N
  • InChI=1/C13H11NO2/c15-13(16)11-8-4-5-9-12(11)14-10-6-2-1-3-7-10/h1-9,14H,(H,15,16)
    Key: ZWJINEZUASEZBH-UHFFFAOYAQ
  • C1=CC=C(C=C1)NC2=CC=CC=C2C(=O)O
Properties
C13H11NO2
Molar mass 213.23 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Fenamic acid is an organic compound, which, especially in its ester form, is called fenamate.[1]: 458  serves as a parent structure for several nonsteroidal anti-inflammatory drugs (NSAIDs), including mefenamic acid, tolfenamic acid, flufenamic acid, and meclofenamic acid. These drugs are commonly referred to as "anthranilic acid derivatives" or "fenamates" because fenamic acid is a derivative of anthranilic acid.[2]: 235 [3]: 17 [2]

Fenamic acid can be synthesized from 2-chlorobenzoic acid and can be converted into acridone.[4]

References

  1. ^ Gupta, PK. Drug NomenclatureUnited States Adopted Names. Ch 27 in Remington: The Science and Practice of Pharmacy, Vol 1. Eds. David B. Troy, Paul Beringer. Lippincott Williams & Wilkins, 2006 ISBN 9780781746731
  2. ^ a b Sriram D, Yogeeswari P. Medicinal Chemistry, 2nd Edition. Pearson Education India, 2010. ISBN 9788131731444
  3. ^ Auburn University course material. Jack DeRuiter, Principles of Drug Action 2, Fall 2002 1: Non-Steroidal Antiinflammatory Drugs (NSAIDS)
  4. ^ C. F. H. Allen, G. H. W. McKee (1939). "Acridone". Organic Syntheses. 2: 6. doi:10.15227/orgsyn.019.0006.