基本情報
- CAS
34580-14-8- 標準SMILES
CN1CCC(=C2c3ccccc3CC(=O)c3sccc32)CC1.O=C(O)/C=C/C(=O)O- InChIKey
YNQQEYBLVYAWNX-WLHGVMLRSA-N- 分子式
- C23H23NO5S
- 平均分子量
- 425.5 g/mol
- 単同位体質量
- 425.12969401
概要
Ketotifen Fumarate is the fumarate salt of ketotifen, a cycloheptathiophene derivative with anti-allergic activity. Ketotifen selectively blocks histamine (H1) receptors and prevents the typical symptoms caused by histamine release. This agent also interferes with the release of inflammatory mediators from mast cells involved in hypersensitivity reactions, thereby decreasing chemotaxis and activation of eosinophils.
名称と識別子
- 優先名称
- Ketotifen Fumarate
- IUPAC
- (E)-but-2-enedioic acid;2-(1-methylpiperidin-4-ylidene)-6-thiatricyclo[8.4.0.03,7]tetradeca-1(14),3(7),4,10,12-pentaen-8-one
- 現地名
- ケトチフェンフマル酸塩
- 英語名
- Ketotifen fumarate
- 分子式
- C23H23NO5S
- 分子量
- 425.5
名称と別名
KETOTIFEN FUMARATE34580-14-8ZaditenKetotifen hydrogen fumarateZaditorAlawayHC 20,511 fumarateKetotifen (as fumarate)HC-20511 fumarateHBD503WOROItchy EyeEye Itch
名称をさらに表示
キセブレンケトテン-DSサラチンHC20-511フマラートベナピーアレルキフデズワルトドラケルン4,9-ジヒドロ-4-(1-メチル-4-ピペリジニリデン)-10H-ベンゾ[4,5]シクロヘプタ[1,2-b]チオフェン-10-オン·(E)-2-ブテン二酸ザルチフェンケトテンケトチフェンフマラートトチフェンメラボンアレギーSアナチフェンケトチロンフマルフェンザジテンザトチテンKetotifene fumarate4,9-Dihydro-4-(1-methyl-4-piperidylidene)-10H-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one fumarateketotifen fuMaratKETOTIFEN FUMARATE EP10H-Benzo4,5cyclohepta1,2-bthiophen-10-one, 4,9-dihydro-4-(1-methyl-4-piperidinylidene)-, (2E)-2-butenedioate (1:1)
物性
構造計算による物性
- 極性表面積
- 123 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 7
- 回転可能結合数
- 2
- 重原子数
- 30
- 形式電荷
- 0
- 複雑度
- 595
実験および物理化学的性質
Human Drugs
Breast Feeding; Lactation; Milk, Human; Anti-Allergic Agents; Antihistamines; Antipruritics
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Collision Cross Section177.1 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 融点
- 192 C · 192 C
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 水に微溶、メタノールに微溶、アセトニトリルに微溶。
- 外見
- Solid
- 色
- ホワイト～ペールベージュ
- PH
- pH (10g/l, 25℃) : 3.0～4.0
- 水溶解度
- 水 (10 mg/ml)、DMSO (100 mM)、メタノールに可溶。
- Merck
- 14 · 14,5307
- 主な用途
- 医薬品（低分子化合物）
- InChIKey
- YNQQEYBLVYAWNX-WLHGVMLRSA-N
- SMILES
- C1(=C2/CCN(C)CC/2)\C2=C(C=CC=C2)CC(=O)C2SC=CC\1=2.C(/C(=O)O)=C\C(=O)O
- CAS データベース
- 34580 · 34580-14-8(CAS DataBase Reference)
化学的性質
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
This chemical does not meet GHS hazard criteria for 51% (53 of 104) of all reports.
Warning
H302 (49%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 104 reports by companies from 4 notifications to the ECHA C&L Inventory.
危険有害性情報
Regulatory InformationKetotifen fumarate: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 10H-Benzo[4,5]cyclohepta[1,2-b]thiophen-10-one, 4,9-dihydro-4-(1-methyl-4-piperidinylidene)-, (E)-2-butenedioate (1:1): Human health tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (49%)
毒性情報
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
安全データ
- wgk
- 3
- rtecs
- DE8260000
- 毒性
- child,TDLo,oral,200ug/kg (0.2mg/kg),Drug Safety. Vol. 7, Pg. 387, 1992.
- hs_code
- 29349990
- risk_code
- 22-36/37/38-23/24/25
- hazard_code
- Xn,T
- safety_code
- 36-45-36/37/39-26
化学と産業
薬理情報
FDA Pharmacological Classification
KETOTIFEN FUMARATE
Histamine-1 Receptor Inhibitor [EPC]; Histamine H1 Receptor Antagonists [MoA]
MeSH Pharmacological Classification
Agents, usually topical, that relieve itching (pruritus).
Drugs that selectively bind to but do not activate histamine H1 receptors, thereby blocking the actions of endogenous histamine. Included here are the classical antihistaminics that antagonize or prevent the action of histamine mainly in immediate hypersensitivity. They act in the bronchi, capillaries, and some other smooth muscles, and are used to prevent or allay motion sickness, seasonal rhinitis, and allergic dermatitis and to induce somnolence. The effects of blocking central nervous system H1 receptors are not as well understood.
Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475)
応用分野
用途薬理研究用。
用途抗ヒスタミン作用及びケミカ ルメディエーター遊離抑制作用を示します。
用途抗ヒスタミン作用及びケミカ ルメディエーター遊離抑制作用を示します。
説明Ketotifen is a histamine H1 receptor antagonist (Ki = 1.3 nM) and mast cell stabilizer. It is selective for H1 receptors over H2 and H3 receptors (Kis = 987 and 2,500 nM, respectively). Ketotifen (50 and 100 μM) inhibits degranulation of rat peritoneal mast cells induced by compound 48/80 . It inhibits the passive cutaneous anaphylaxis (PCA) reaction in rats by 54.6% when administered orally at a dose of 20 mg/kg. Ketotifen (30 mg/kg) inhibits the quick phase airway response in a rat ovalbumin-induced immediate airway response model. Formulations containing ketotifen have been used in the treatment of itching associated with allergic conjunctivitis.
使用Ketotifen fumarate salt has been used: for mast cell product antagonism, as a positive control in β-hexosaminidase release assay, as mast cell stabilizer to treat pregnant dams added to ad libitum drinking water
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