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Fenamic acid
Names
Preferred IUPAC name
Other names
N-phenylanthranilic acid
Identifiers
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard
100.001.879
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
C13 H11 NO2
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).
Chemical compound
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
^ 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
^
a
b Sriram D, Yogeeswari P.
Medicinal Chemistry, 2nd Edition . Pearson Education India, 2010.
ISBN
9788131731444
^ Auburn University course material. Jack DeRuiter, Principles of Drug Action 2, Fall 2002 1:
Non-Steroidal Antiinflammatory Drugs (NSAIDS)
^ C. F. H. Allen, G. H. W. McKee (1939). "Acridone". Organic Syntheses . 2 : 6.
doi :
10.15227/orgsyn.019.0006 .
Receptor (
ligands )
DP (D2 ) Tooltip Prostaglandin D2 receptor
DP1 Tooltip Prostaglandin D2 receptor 1
DP2 Tooltip Prostaglandin D2 receptor 2
EP (E2 ) Tooltip Prostaglandin E2 receptor
EP1 Tooltip Prostaglandin EP1 receptor
EP2 Tooltip Prostaglandin EP2 receptor
EP3 Tooltip Prostaglandin EP3 receptor
EP4 Tooltip Prostaglandin EP4 receptor Unsorted
FP (F2α ) Tooltip Prostaglandin F receptor
IP (I2 ) Tooltip Prostacyclin receptor
TP (TXA2 ) Tooltip Thromboxane receptor Unsorted
Enzyme (
inhibitors )
COX (
PTGS )
PGD2 S Tooltip Prostaglandin D synthase
PGES Tooltip Prostaglandin E synthase
PGFS Tooltip Prostaglandin F synthase
PGI2 S Tooltip Prostacyclin synthase
TXAS Tooltip Thromboxane A synthase
Others