基本情報
- CAS
265114-23-6- 標準SMILES
COc1ccc(-c2c(Cl)ncn2-c2ccc(S(N)(=O)=O)cc2)cc1F- InChIKey
KYXDNECMRLFQMZ-UHFFFAOYSA-N- 分子式
- C16H13ClFN3O3S
- 平均分子量
- 381.8 g/mol
- 単同位体質量
- 381.03501818
概要
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.
名称と識別子
- 優先名称
- Cimicoxib
- IUPAC
- 4-[4-chloro-5-(3-fluoro-4-methoxyphenyl)imidazol-1-yl]benzenesulfonamide
- 現地名
- シミコキシブ
- 英語名
- 4-[4-chloro-5-(3-fluoro-4-methoxy-phenyl)imidazol-1-yl]benzenesulfonam ide
- 分子式
- C16H13ClFN3O3S
- 分子量
- 381.81
名称と別名
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
名称をさらに表示
シミコキシブ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]-
物性
構造計算による物性
- XLogP
- 2.9
- 極性表面積
- 95.6 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 6
- 回転可能結合数
- 4
- 重原子数
- 25
- 形式電荷
- 0
- 複雑度
- 553
実験および物理化学的性質
DrugsPharmaceuticals -> Listed in ZINC15
Animal DrugsEMA approved medicines: Veterinary medicine
物理化学的性質
- 融点
- 211 · 211-212 °C
- 沸点
- 593.1 · 593.1±60.0 °C(Predicted)
- 比重(密度)
- 1.49 · 1.49±0.1 g/cm3(Predicted)
- 貯蔵温度
- Refrigerator
- 溶解性
- DMSO（少量）、メタノール（少量）
- 外見
- 個体
- 酸解離定数(Pka)
- 9.78 · 9.78±0.10(Predicted)
- 色
- ホワイトからオフホワイト
- 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
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
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.
危険有害性情報
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
安全データ
- 危険有害性情報
- コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード H315
化学と産業
薬理情報
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.
応用分野
説明Cimicoxib 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.
使用Cimicoxib 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.
サプライヤー23 社
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）021-58432009 400-005-6266 · [email protected]
関連反応
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化合物ノート
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