Talniflumate
Grundinformationen
- CAS
66898-62-2- Standard-SMILES
O=C1OC(OC(=O)c2cccnc2Nc2cccc(C(F)(F)F)c2)c2ccccc21- InChIKey
ANMLJLFWUCQGKZ-UHFFFAOYSA-N- Summenformel
- C21H13F3N2O4
- Durchschnittliche Molmasse
- 414,3 g/mol
- Monoisotopische Masse
- 414,08274139
Namen und Bezeichner
- Bevorzugter Name
- Talniflumate
- IUPAC
- (3-oxo-1H-2-benzofuran-1-yl) 2-[3-(trifluoromethyl)anilino]pyridine-3-carboxylate
- Englischer Name
- Talniflumate
- Summenformel
- C21H13F3N2O4
- Molmasse
- 414.33
Namen und Synonyme
Talniflumate66898-62-2SomalgenTalniflumatoBA 7602-06TalniflumatumDTXSID3046740Ba-7602-06JFK78S0U9SDTXCID1026740RefChem:8910403-oxo-1,3-dihydro-2-benzofuran-1-yl 2-((3-(trifluoromethyl)phenyl)amino)pyridine-3-carboxylate
Weitere Namen anzeigen
ba7602-06Talniflumate, >=99%Talniflumate (BA 7602-06)TALNIFLUMATE(INTERMEDIATE)Talniflumate, 10 mM in DMSOphthalidyl2-(3-trifluoromethylanilino)nicotinate2-(α,α,α-Trifluoro-m-toluidino)nicotinic acid phthalidyl esterphthalidyl2-(alpha,alpha,alpha-trifluoro-m-toluidino)nicotinate
LomucinTalniflumatum [INN-Latin]UNII-JFK78S0U9S3-Oxo-1,3-dihydroisobenzofuran-1-yl 2-((3-(trifluoromethyl)phenyl)amino)nicotinateMFCD00866135Phthalidyl 2-(3-trifluoromethylanilino)nicotinateBA7602-06; SomalgenNCGC00167754-01
Datenbank-Bezeichner
- CAS
66898-62-2- PubChem CID
- 48229
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 5,3
- Polarare Oberfläche (TPSA)
- 77,5 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 9
- Frei drehbare Bindungen
- 5
- Schwere Atome
- 30
- Formalladung
- 0
- Komplexität
- 644
Experimentelle und physikochemische Eigenschaften
LogP4.47
Solubility5
Boiling Point454
Melting Point177
Physikochemische Eigenschaften
- Schmelzpunkt
- 165 · 165-167°C
- Siedepunkt
- 534.6 · 534.6±50.0 °C(Predicted)
- Dichte
- 1.49 · 1.49±0.1 g/cm3(Predicted)
- storage temp.
- 4 °C · Store at +4°C
- Löslichkeit
- Chlorform (Slightly), DMSO (Slightly), Methanol (Slightly)
- pka
- 2.72 · 2.72±0.10(Predicted)
- Aggregatzustand
- Solid
- Farbe
- Off-White to Pale Yellow
- Merck
- 14 · 14,9044
- Stabilität
- Acid Sensitive, Moisture Sensitive
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- wgk
- WGK 3
- hs_code
- 2933.39.9200
- RTECS-Nr.
- QT2999200
- Toxizität
- LD50 orally in rats: 12000 mg/kg (Los)
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
Protein BindingNiflumic acid, the active form of Talniflumate, is weak acid that is strongly bound to plasma proteins. Bioavailability was 100% in a study of 12 volunteers. It is a weak acid, strongly bound to plasma proteins.
Pharmacodynamics
Talniflumate is metabolized to its prodrug, niflumic acid, which has several pharmacodynamic effects. Firstly, it blocks synthesis of mucin. Secondly, talniflumate blocks prostaglandin synthesis by cyclooxygenases, which aids in pain and inflammation management.
Mechanism of Action
Talniflumate is a strong and selective inhibitor of core mucin-synthesizing enzyme GCNT3 (core 2 b-1,6 N-acetylglucosaminyltransferase). Talniflumate decreases gene expression of GCNT3 and production of mucins in vivo and in vitro. Talniflumate improves response of pancreatic tumors to gefitinib (chemotherapy drug). Talniflumate is a strong calcium-activated chloride channel (CaCC) blocker.
Biological Half-LifeApproximately 2h in 12 subjects
Metabolism/MetabolitesExtensive liver metabolism.
Absorption, Distribution and Excretion
In 12 subjects after a single oral administration, total plasma clearance of the main metabolite, niflumic acid, averaged 45 ml/min giving a distribution volume of 0.12 l/kg on average.
This drug undergoes extensive first pass effect.
Anwendungen
VerwendenTalniflumate is a nonaspirin and nonsteroidal anti-inflammatory drug.
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