FENAMIC ACID

Details

Stereochemistry	ACHIRAL
Molecular Formula	C13H11NO2
Molecular Weight	213.2319
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C1=CC=CC=C1NC2=CC=CC=C2

InChI

InChIKey=ZWJINEZUASEZBH-UHFFFAOYSA-N

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)

HIDE SMILES / InChI

Molecular Formula	C13H11NO2
Molecular Weight	213.2319
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Protein kinase A-regulated L-type calcium current 1 Target ID: Protein kinase A-regulated L-type calcium current Sources: https://www.ncbi.nlm.nih.gov/pubmed/8796127	Inhibitor 8504
chloride channel activity 4 Target ID: GO:0005254 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11484773 \| https://www.ncbi.nlm.nih.gov/pubmed/8796127	Blocker 555

PubMed

Title	Date	PubMed
Synthesis and analgesic activity of 2-phenoxybenzoic acid and N-phenylanthranilic acid hydrazides.	2006-06	16755013
Changes in ion transport in inflammatory disease.	2006-03-29	16571116
Second-order calibration of excitation-emission matrix fluorescence spectra for the determination of N-phenylanthranilic acid derivatives.	2006-03	16608576
Efficient high performance liquid chromatograph/ultraviolet method for determination of diclofenac and 4'-hydroxydiclofenac in rat serum.	2006-01-18	16301007
Serotonin induces pulmonary artery smooth muscle cell migration.	2006-01-12	16316635
Activation and inhibition of kidney CLC-K chloride channels by fenamates.	2006-01	16244177
Ionic mechanism of forskolin-induced liquid secretion by porcine bronchi.	2006-01	16183670
The underlying cellular mechanism in the effect of tetramethylpyrazine on the anion secretion of colonic mucosa.	2005-12	16332302
The block of CFTR by scorpion venom is state-dependent.	2005-12	16183882
Fenamates and diltiazem modulate lipid-sensitive mechano-gated 2P domain K(+) channels.	2005-12	16075240
Disruption of CFTR chloride channel alters mechanical properties and cAMP-dependent Cl- transport of mouse aortic smooth muscle cells.	2005-10-15	16081479
Duodenal secretion in humans mediated by the EP4 receptor subtype.	2005-10	16168007
Calcium and chloride channel activation by angiotensin II-AT1 receptors in preglomerular vascular smooth muscle cells.	2005-10	15942047
Ionic currents in multidrug resistant K562 human leukemic cells.	2005-09	16038730
Chloride efflux in unstimulated Leydig cells causes autonomous cAMP production and stimulatory/inhibitory steroidogenesis with an efflux inhibitor.	2005-08	15913686
Activating cystic fibrosis transmembrane conductance regulator channels with pore blocker analogs.	2005-06-24	15857825
4-Chlorobenzo[F]isoquinoline (CBIQ), a novel activator of CFTR and DeltaF508 CFTR.	2005-06-01	15921678
Prediction of genotoxicity of chemical compounds by statistical learning methods.	2005-06	15962942
Characterization of active ion transport across primary rabbit corneal epithelial cell layers (RCrECL) cultured at an air-interface.	2005-06	15939039
Infrared studies of the polymorphic states of the fenamates.	2005-03-09	15740911
[Synthesis, characterization and fluorescence properties of binary and ternary rare earth complexes with N-phenylanthranilic acid and 1, 10-phenanthroline].	2005-03	16013324
Functional interaction between CFTR and Cx45 gap junction channels expressed in oocytes.	2005-02	15986093
Development of nonsteroidal anti-inflammatory drug analogs and steroid carboxylates selective for human aldo-keto reductase isoforms: potential antineoplastic agents that work independently of cyclooxygenase isozymes.	2005-01	15475569
Extracellular acidification elicits a chloride current that shares characteristics with ICl(swell).	2004-11	15306547
Time-dependent interactions of glibenclamide with CFTR: kinetically complex block of macroscopic currents.	2004-10-01	15711774
Hydroxyl radical activation of a Ca(2+)-sensitive nonselective cation channel involved in epithelial cell necrosis.	2004-10	15163619
Functional characterization of muscarinic receptor subtypes in human duodenal secretion.	2004-09	15329058
Discovery of glycine hydrazide pore-occluding CFTR inhibitors: mechanism, structure-activity analysis, and in vivo efficacy.	2004-08	15277574
PGE2 stimulates Cl- secretion in murine M-1 cortical collecting duct cells in an autocrine manner.	2004-07	15127302
1H-Nuclear magnetic resonance pattern recognition studies with N-phenylanthranilic acid in the rat: time- and dose-related metabolic effects.	2004-06-16	15195679
Regulation of the cystic fibrosis transmembrane conductance regulator channel by beta-adrenergic agonists and vasoactive intestinal peptide in rat smooth muscle cells and its role in vasorelaxation.	2004-05-14	15020588
Absorption of taurocholic acid by the ileum of normal and transgenic DeltaF508 cystic fibrosis mice.	2004-04	15099439
Halide fluxes in epithelial cells measured with an automated cell plate reader.	2004-02-01	14715281
Diphenylamine-2-carboxylic acid potentiates the cyclic nucleotides-mediated relaxation of porcine coronary artery: possible involvement of the inhibitory effect on the efflux of cyclic nucleotides.	2004-02	15135328
Epigallocatechin-3-gallate increases intracellular [Ca2+] in U87 cells mainly by influx of extracellular Ca2+ and partly by release of intracellular stores.	2004-02	14647974
Investigations of pharmacologic properties of the renal CLC-K1 chloride channel co-expressed with barttin by the use of 2-(p-Chlorophenoxy)propionic acid derivatives and other structurally unrelated chloride channels blockers.	2004-01	14694153
Direct block of the cystic fibrosis transmembrane conductance regulator Cl(-) channel by niflumic acid.	2003-12-12	14668136
Luminal space enlargement by carbachol in rat parotid intralobular ducts.	2003-10	12974684
Oxygen consumption and chloride secretion in rat distal colon isolated mucosa.	2003-09	14560999
Isoprostane-mediated secretion from human airway epithelial cells.	2003-08	12869634
Characterization of Ca2+-activated Cl- currents in mouse kidney inner medullary collecting duct cells.	2003-08	12724129
Comparative pharmacology of the activity of wild-type and G551D mutated CFTR chloride channel: effect of the benzimidazolone derivative NS004.	2003-07-15	14502435
The effect of nitric oxide on the permeability of nasal epithelial cells from healthy and asthmatic donors.	2003-07	12883446
Swelling-activated chloride and potassium conductance in primary cultures of mouse proximal tubules. Implication of KCNE1 protein.	2003-06-01	12962276
Calcium-activated cationic channel in rat sensory neurons.	2003-06	12823470
A Novel voltage-dependent chloride current activated by extracellular acidic pH in cultured rat Sertoli cells.	2003-05-23	12637509
Ca2+-activated Cl- channel currents in rat ventral prostate epithelial cells.	2003-05-01	12661037
Active NaCl absorption across posterior gills of hyperosmoregulating Chasmagnathus granulatus.	2003-03	12582144
A novel chloride conductance activated by extracellular ATP in mouse parotid acinar cells.	2003-02-15	12562938
Pharmacological suppression of rat distal colon chloride secretion requires two blockers.	2003	14708459

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:52:23 GMT 2025` Edited by `admin` on `Mon Mar 31 19:52:23 GMT 2025`
Record UNII	952VN06WBB
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

N-PHENYLANTHRANILIC ACID

Preferred Name

English

FENAMIC ACID

Common Name

English

2-(PHENYLAMINO)BENZOIC ACID

Systematic Name

English

DIPHENYLAMINE-2-CARBOXYLIC ACID

Common Name

English

2-ANILINOBENZOIC ACID

Systematic Name

English

N-PHENYLANTHRANILIC ACID [MI]

Common Name

English

NSC-215211

Code

English

Code System Code Type Description

CAS

91-40-7