Cimicoxib
Grundinformationen
- CAS
265114-23-6- Standard-SMILES
COc1ccc(-c2c(Cl)ncn2-c2ccc(S(N)(=O)=O)cc2)cc1F- InChIKey
KYXDNECMRLFQMZ-UHFFFAOYSA-N- Summenformel
- C16H13ClFN3O3S
- Durchschnittliche Molmasse
- 381,8 g/mol
- Monoisotopische Masse
- 381,03501818
Überblick
Cimicoxib is an imidazole substituted at positions 1, 4 and 5 by 4-aminosulfonylphenyl, chloro and 3-fluoro-4-methyoxyphenyl groups respectively. A selective cyclooxygenase 2 inhibitor, it is used in veterinary medicine for the control of pain and inflammation associated with osteoarthritis in dogs. It has a role as a non-steroidal anti-inflammatory drug and a cyclooxygenase 2 inhibitor. It is a member of imidazoles, a sulfonamide, an aromatic ether, an organochlorine compound and an organofluorine compound.
Namen und Bezeichner
- Bevorzugter Name
- Cimicoxib
- IUPAC
- 4-[4-chloro-5-(3-fluoro-4-methoxyphenyl)imidazol-1-yl]benzenesulfonamide
- Englischer Name
- 4-[4-chloro-5-(3-fluoro-4-methoxy-phenyl)imidazol-1-yl]benzenesulfonam ide
- Summenformel
- C16H13ClFN3O3S
- Molmasse
- 381.81
Namen und Synonyme
Cimicoxib265114-23-6CimalgexUR-88804-(4-Chloro-5-(3-fluoro-4-methoxyphenyl)-1H-imidazol-1-yl)benzenesulfonamideW7FHJ107MCCimicoxib (ema epar: veterinary)4-[4-chloro-5-(3-fluoro-4-methoxyphenyl)-1H-imidazol-1-yl]benzenesulfonamideCHEBI:76127DTXSID30181093cimicoxibum4-(4-chloro-5-(3-fluoro-4-methoxyphenyl)-1H-imidazol-1-yl)benzene-1-sulfonamide
Weitere Namen anzeigen
UR8880Propyphenazone-dUR-8880 (Cimicoxib)trade name: CimalgexCimicoxib, 10 mM in DMSO4-[4-chloro-5-(3-fluoro-4-methoxy-phenyl)imidazol-1-yl]benzenesulfonam ide4-(4-chloro-5-(3-fluoro-4-Methoxyphenyl)-1H-iMidazol-1-yl)benzene sulfonaMide
4-[4-chloro-5-(3-fluoro-4-methoxyphenyl)-1H-imidazol-1-yl]benzene-1-sulfonamideRefChem:126164DTXCID40103584Cimicoxib [INN]4-[4-chloro-5-(3-fluoro-4-methoxyphenyl)imidazol-1-yl]benzenesulfonamideCHEMBL435381UR 8880;UR-8880;UR8880Benzenesulfonamide, 4-[4-chloro-5-(3-fluoro-4-methoxyphenyl)-1H-imidazol-1-yl]-
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,9
- Polarare Oberfläche (TPSA)
- 95,6 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 25
- Formalladung
- 0
- Komplexität
- 553
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Listed in ZINC15
Animal DrugsEMA approved medicines: Veterinary medicine
Physikochemische Eigenschaften
- Schmelzpunkt
- 211 · 211-212 °C
- Siedepunkt
- 593.1 · 593.1±60.0 °C(Predicted)
- Dichte
- 1.49 · 1.49±0.1 g/cm3(Predicted)
- storage temp.
- Refrigerator
- Löslichkeit
- DMSO (Sparingly), Methanol (Slightly)
- Aggregatzustand
- Solid
- pka
- 9.78 · 9.78±0.10(Predicted)
- Farbe
- White to Off-White
- InChI
- InChI=1S/C16H13ClFN3O3S/c1-24-14-7-2-10(8-13(14)18)15-16(17)20-9-21(15)11-3-5-12(6-4-11)25(19,22)23/h2-9H,1H3,(H2,19,22,23)
- InChIKey
- KYXDNECMRLFQMZ-UHFFFAOYSA-N
- SMILES
- C1(S(N)(=O)=O)=CC=C(N2C=NC(Cl)=C2C2=CC=C(OC)C(F)=C2)C=C1
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Danger
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P203, P233, P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P284, P302+P352, P304+P340, P305+P354+P338, P308+P316, P317, P318, P319, P321, P332+P317, P333+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Gefahrenhinweise
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Sicherheitsdaten
- Alarmwort
- Achtung
- Gefahrenhinweise
- Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H315
Chemie und Industrie
Pharmakologische Informationen
ATC CodeQM - Musculo-skeletal system
Mechanism of Action
Depression and schizophrenia are inflammatory diseases. Increased levels of pro-inflammatory cytokines and prostaglandin E (PGE) have repeatedly been described in major depression. COX-2 inhibitors inhibit production of both. Cimicoxib is a selective COX-2 inhibitor. The mechanism by which some COX-2 inhibitors work in depression could be linked to their anti-inflammatory mechanisms.
Anwendungen
BeschreibungCimicoxib is a non-steroidal anti-inflammatory drug (NSAID) that inhibits COX-2 selectively over COX-1 (IC50s = 0.005 and 3.3 μM, respectively). It inhibits paw swelling by 93% in a rat model of adjuvant-induced arthritis when administered at a dose of 1 mg/kg. Cimicoxib (3 mg/kg, p.o.) inhibits carrageenan-induced decreases in paw withdrawal latency in the hot plate test in a rat model of hyperalgesia. Formulations containing cimicoxib have been used in the treatment of pain and inflammation associated with osteoarthritis or surgery in dogs.
VerwendenCimicoxib is a long-acting COX-2 Inhibitor and is developed as a non-steroidal anti-inflammatory veterinary drug used to treat dogs with inflammation and pain associated with osteoarthritis.
Anbieter23 Anbieter
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
上海冬洋生物科技有限公司0512-13601744364 13601744364 · [email protected]
Hangzhou Sage Chemical Co., Ltd.+86057186818502 13588463833 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）
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