2-((3-(Trifluormethyl)phenyl)-amino)benzoesäure

Flufenamic Acid

HCID 3371CAS 530-78-9
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Grundinformationen

Standard-SMILES
O=C(O)c1ccccc1Nc1cccc(C(F)(F)F)c1
InChIKey
LPEPZBJOKDYZAD-UHFFFAOYSA-N
Summenformel
C14H10F3NO2
Durchschnittliche Molmasse
281,23 g/mol
Monoisotopische Masse
281,06636322

Überblick

Flufenamic acid is an aromatic amino acid consisting of anthranilic acid carrying an N-(trifluoromethyl)phenyl substituent. An analgesic and anti-inflammatory, it is used in rheumatic disorders. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic, an antipyretic and an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor. It is an aromatic amino acid and an organofluorine compound. It is functionally related to an anthranilic acid, a (trifluoromethyl)benzene and a diphenylamine. It is a conjugate acid of a flufenamate.

Namen und Bezeichner

Bevorzugter Name
Flufenamic Acid
IUPAC
2-[3-(trifluoromethyl)anilino]benzoic acid
Lokaler Name
2-((3-(Trifluormethyl)phenyl)-amino)benzoesäure
Englischer Name
Flufenamic acid
Summenformel
C14H10F3NO2
Molmasse
281.23

Namen und Synonyme

flufenamic acid530-78-9ArlefFluphenamic acidAchless2-((3-(Trifluoromethyl)phenyl)amino)benzoic acidAcido flufenamicoN-(3-Trifluoromethylphenyl)anthranilic acidFlufenaminsaeureMeralenAcide flufenamique2-{[3-(trifluoromethyl)phenyl]amino}benzoic acid
Weitere Namen anzeigen
FAFFAFlufenamicX25CyaYFARRci440ANT-1
2-[3-(Trifluoromethyl)anilino]benzoic acidCI 440NSC-82699Acidum flufenamicum2-[[3-(Trifluoromethyl)phenyl]amino]benzoic acidCN-27,5543'-Trifluoromethyldiphenylamine-2-carboxylic acidINF-1837

Datenbank-Bezeichner

CAS
530-78-9
PubChem CID
3371
DTXSID
DTXSID7023063
ChEMBL
CHEMBL23588
ChEBI
CHEBI:42638
UNII
60GCX7Y6BH
EC Number
208-494-1
Nikkaji
J2.064H

Eigenschaften

Berechnete Struktureigenschaften

XLogP
5,2
Polarare Oberfläche (TPSA)
49,3 Ų
H-Brücken-Donoren
2
H-Brücken-Akzeptoren
6
Frei drehbare Bindungen
3
Schwere Atome
20

Experimentelle und physikochemische Eigenschaften

PFASPFAS -> PFAS identified in REACH Regulation EC No. 1272/2008
Drugs · 3 Einträge

Pharmaceuticals

Pharmaceuticals -> Musculo-skeletal system -> Anti-inflammatory and antirheumatic products

Pharmaceuticals -> Listed in ZINC15

LogP4.47
Solubility>42.2 [ug/mL] (The mean of the results at pH 7.4)
Human DrugsPharmaceuticals
Dissociation Constants4.09

Physikochemische Eigenschaften

Schmelzpunkt
132 · 132-135 °C(lit.)
Siedepunkt
373.9 · 373.9±42.0 °C(Predicted)
Dichte
1.338 · 1.3380 (estimate)
Dampfdruck
0 Pa · 0Pa at 25℃
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit
11 · soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide. The solubility of flufenamic acid in these solvents is approximately 11, 39, and 59 mg/ml, respectively.

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 0.8% (1 of 120) of reports.

Danger

H301 (95.8%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 120 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationREACH registered substance: Flufenamic acid (EC: 208-494-1)
Other Safety InformationIMAP assessments - Benzoic acid, 2-[[3-(trifluoromethyl)phenyl]amino]-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 3 (95.8%)

Sicherheitsdaten

wgk
3
ridadr
UN 2811 6.1/PG 3
hs_code
29224999
RTECS-Nr.
CB4375000
risk_code
22-36/38
Toxizität
LD50 in mice: 715 mg/kg orally (Zoni)

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

M - Musculo-skeletal system

QM - Musculo-skeletal system

MeSH Pharmacological ClassificationSubstances that reduce or suppress INFLAMMATION.

Verwendung und Herstellung

UsesUse (kg; approx.) in Germany (2009): >250
Use ClassificationPharmaceuticals
Anwendungen · 1 Eintrag

VerwendenFlufenamic acid is used for moderate pain and dysmenorrhea, but it should not be used for more than 1 week due to the possibility of nephrotoxicity, gastrointestinal toxicity, and anemia. It is frequently used in combination with the anticoagulant warfarin, the effect of which is strengthened when combined with flufenamic acid.

Vor- und nachgelagerte Produkte

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
Hong Kong Tiansheng New Material Trading Co., Ltd+8617320695765 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

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