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Fenamic acid

From Wikipedia, the free encyclopedia
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 InfoCard100.001.879Edit 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 mass213.23 g/mol
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Fenamic acid is anorganic compound, which, especially in its ester form, is calledfenamate.[1]: 458  serves as a parent structure for severalnonsteroidal anti-inflammatory drugs (NSAIDs), includingmefenamic acid,tolfenamic acid,flufenamic acid, andmeclofenamic acid. These drugs are commonly referred to as "anthranilic acid derivatives" or "fenamates" because fenamic acid is a derivative ofanthranilic acid.[2]: 235 [3]: 17 [2]

Fenamic acid can be synthesized from2-chlorobenzoic acid and can be converted intoacridone.[4]

References

[edit]
  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, 2006ISBN 9780781746731
  2. ^abSriram 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.
pyrazolones /
pyrazolidines
salicylates
acetic acid derivatives
and related substances
oxicams
propionic acid
derivatives (profens)
n-arylanthranilic
acids (fenamates)
COX-2 inhibitors
(coxibs)
other
NSAID
combinations
Key:underline indicates initially developed first-in-class compound of specific group;#WHO-Essential Medicines;withdrawn drugs;veterinary use.
Receptor
(ligands)
DP (D2)Tooltip Prostaglandin D2 receptor
DP1Tooltip Prostaglandin D2 receptor 1
DP2Tooltip Prostaglandin D2 receptor 2
EP (E2)Tooltip Prostaglandin E2 receptor
EP1Tooltip Prostaglandin EP1 receptor
EP2Tooltip Prostaglandin EP2 receptor
EP3Tooltip Prostaglandin EP3 receptor
EP4Tooltip Prostaglandin EP4 receptor
Unsorted
FP (F)Tooltip Prostaglandin F receptor
IP (I2)Tooltip Prostacyclin receptor
TP (TXA2)Tooltip Thromboxane receptor
Unsorted
Enzyme
(inhibitors)
COX
(
PTGS)
PGD2STooltip Prostaglandin D synthase
PGESTooltip Prostaglandin E synthase
PGFSTooltip Prostaglandin F synthase
PGI2STooltip Prostacyclin synthase
TXASTooltip Thromboxane A synthase
Others
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