2-((2,3-Dimethylphenyl)amino)-benzoesäure

Mefenamic acid  Struktur
61-68-7
CAS-Nr.
61-68-7
Bezeichnung:
2-((2,3-Dimethylphenyl)amino)-benzoesäure
Englisch Name:
Mefenamic acid
Synonyma:
Mefenamic;Mefanamic acid;MEFENAMATE;Ponstel;Ponstan;ac.mefenamico;Mephenamic acid;Mefenamic Acid (200 mg);in-M;HL 1
CBNumber:
CB5472051
Summenformel:
C15H15NO2
Molgewicht:
241.29
MOL-Datei:
61-68-7.mol

2-((2,3-Dimethylphenyl)amino)-benzoesäure Eigenschaften

Schmelzpunkt:
230 °C
Siedepunkt:
384.06°C (rough estimate)
Dichte
1.0944 (rough estimate)
Brechungsindex
1.5200 (estimate)
storage temp. 
2-8°C
Löslichkeit
Practically insoluble in water, slightly soluble in ethanol (96 per cent) and in methylene chloride. It dissolves in dilute solutions of alkali hydroxides
pka
4.2(at 25℃)
Farbe
White to Pale Yellow
Wasserlöslichkeit
It is soluble in acetone, chloroform, dichloromethane, methanol. Insoluble in water.
Merck 
14,5798
InChIKey
HYYBABOKPJLUIN-UHFFFAOYSA-N
LogP
5.120
CAS Datenbank
61-68-7(CAS DataBase Reference)
NIST chemische Informationen
Mefenamic acid(61-68-7)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn
R-Sätze: 22-40-20/21/22
S-Sätze: 22-36
WGK Germany  3
RTECS-Nr. CB4550000
HS Code  28142000
Giftige Stoffe Daten 61-68-7(Hazardous Substances Data)
Toxizität LD50 orally in mice, rats: 630, 790 mg/kg (Jahn, Adrian)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung P264, P270, P301+P312, P330, P501
Sicherheit

2-((2,3-Dimethylphenyl)amino)-benzoesäure Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R22:Gesundheitsschädlich beim Verschlucken.
R40:Verdacht auf krebserzeugende Wirkung.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.

S-Sätze Betriebsanweisung:

S22:Staub nicht einatmen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Chemische Eigenschaften

white or light yellow crystalline powder, odorless, insoluble in water, slightly soluble in ethanol, chloroform, slightly soluble in ether. Melting point 230-231°C, mefenamic acid is an anti-inflammatory analgesic with antipyretic, analgesic and anti-inflammatory effects.

Verwenden

Mefenamic acid is used for the same indications as flufenamic acid. Synonyms for this drug are parkemed, ponstan, ponstel, and others.

Definition

ChEBI: An aminobenzoic acid that is anthranilic acid in which one of the hydrogens attached to the nitrogen is replaced by a 2,3-dimethylphenyl group. Although classed as a non-steroidal anti-inflammatory drug, its anti-inflammatory properties are considered to b minor. It is used to relieve mild to moderate pain, including headaches, dental pain, osteoarthritis and rheumatoid arthritis.

Indications

Mefenamic acid (Ponstel) is indicated only for analgesia and primary dysmenorrhea when therapy will not exceed 1 week.

Allgemeine Beschreibung

Mefenamic acid (Ponstel, Ponstan) is one of the oldestNSAIDs, introduced into the market in 1967 for mild tomoderate pain and for primary dysmenorrhea. It is rapidly absorbed with peak plasma levels occurring 2 to 4 hoursafter oral administration. It undergoes hepatic benzylic hydroxylationof its 3'methyl group regioselectively into twoinactive metabolites, 3'-hydroxymethylmefenamic acid andthe 3'carboxylate metabolite (via further oxidation of thebenzylic alcohol group). The parent drugs and these metabolitesare conjugated with glucuronic acid and excreted primarilyin the urine. Thus, although patients with knownliver deficiency may be given lower doses, it is contraindicatedin patients with preexisting renal dysfunction.
Common side effects associated with its use include diarrhea,drowsiness, and headache. The possibility of blood disordershas also prompted limitation of its administration to 7days. It is not recommended for children or during pregnancy.

Clinical Use

Mefenamic acid is synthesized from o-chlorobenzoic acid and 2,3-dimethylaniline under catalytic conditions. Mefenamic acid is the only fenamic acid derivative that produces analgesia centrally and peripherally. Mefenamic acid is indicated for the short-term relief of moderate pain and for primary dysmenorrhea.

Stoffwechsel

Mefenamic acid is absorbed rapidly following oral administration, with peak plasma levels being attained within 2 to 4 hours. It is highly bound to plasma proteins (78.5%) and has a plasma half-life of 2 to 4 hours. Metabolism occurs through regioselective oxidation of the 3′-methyl group and glucuronidation of mefenamic acid and its metabolites. Urinary excretion accounts for approximately 50 to 55% of an administered dose, with unchanged drug accounting for 6%, the 3′-hydroxymethyl metabolite (primarily as the glucuronide) accounting for 25%, and the remaining 20% as the dicarboxylic acid (of which 30% is the glucuronide conjugate). These metabolites are essentially inactive.

2-((2,3-Dimethylphenyl)amino)-benzoesäure Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


2-((2,3-Dimethylphenyl)amino)-benzoesäure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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61-68-7(2-((2,3-Dimethylphenyl)amino)-benzoesäure)Verwandte Suche:


  • in-M
  • Lysalgo
  • Mefacit
  • Mefenacid
  • Ponstan forte
  • ponstanforte
  • Ponstil
  • Ponstyl
  • Pontal
  • Tamany Bonsan
  • Tanston
  • Vialidon
  • 2-[(2,3-DIMETHYLPHENYL)AMINO]BENZOIC ACID
  • 2-(2,3-XYLIDINO)BENZOIC ACID
  • METHENAMIC ACID
  • MEFENAMIC ACID
  • LABOTEST-BB LT00134660
  • MEFENAMIC ACID BP98
  • MEFENAMIC ACID /2-( (2,3-DIMETHYLPHENYL) AMINO ) BENZOIC ACID
  • 2',3'-dimethyl-2-diphenylaminecarboxylic acid
  • Nitrous acid, lead(2+) salt
  • Ac. mefenamico [Italian]
  • Acide mefenamique [French]
  • Mefedolo
  • 2-(2,3-Dimethylanilino)benzoic acid
  • n-2,3-xylyl-anthranilicaci
  • Namphen
  • Parkemed
  • Ponalar
  • Ponstel (TN)
  • Mefenamic acid, >=99%
  • Mefenamic Acid ,CI-473, Penstel, Ponstan, Pontal, Ponstyl, Tanston, Vialidin
  • N-[(2,3-DIMETHYLPHENYL)AMINO]BENZOIC ACID
  • N-(2,3-DIMETHYLPHENYL)ANTHRANILIC ACID
  • n-(2,3-xylyl)anthranilic acid
  • Mefenaminsaeure
  • mephenamicacid
  • Mephenaminic acid
  • mephenaminicacid
  • N-(2,3-Xylyl)-2-aminobenzoic acid
  • n-(2,3-xylyl)-2-aminobenzoicacid
  • n-(2,3-xylyl)-anthranilicaci
  • 2-((2,3-dimethyl(phenyl)amino)-benzoicaci
  • 2-((2,3-dimethylphenyl)amino)-benzoicaci
  • N-(2,3-Dimethylphenyl)anthranilic Acid 2-(2,3-Dimethylphenylamino)benzoic Acid 2-(2,3-Xylidino)benzoic Acid
  • CI 473,CN-35355
  • Mefenamic acid Solution, 100ppm
  • MefenaMic Aicd (API)
  • 2’,3’-dimethyl-2-diphenylaminecarboxylicaci
  • 2-Diphenylaminecarboxylic acid, 2',3'-dimethyl-
  • Acide mefenamique
  • acidemefenamique
  • AGN-1255
  • Anthranilic acid, N-2,3-xylyl-
  • Bafameritin-M
  • Bafhameritin-M
  • Benzoic acid, 2-[(2,3-dimethylphenyl)amino]-
  • Bonabol
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