(2E)-but-2-enedioic acid; 2-(1-methylpiperidin-4-ylidene)-6-thiatricyclo[8.4.0.0^{3,7}]tetradeca-1(10),3(7),4,11,13-pentaen-8-one

• ChemBase编号: 73233
• 分子式: C23H23NO5S
• 平均质量: 425.49742
• 单一同位素质量: 425.12969384
• SMILES: c12C(=O)Cc3c(C(=C4CCN(CC4)C)c1ccs2)cccc3.C(=O)(/C=C/C(=O)O)O
• Canonical SMILES: CN1CCC(=C2c3ccccc3CC(=O)c3c2ccs3)CC1.OC(=O)/C=C/C(=O)O
• InChI: InChI=1S/C19H19NOS.C4H4O4/c1-20-9-6-13(7-10-20)18-15-5-3-2-4-14(15)12-17(21)19-16(18)8-11-22-19;5-3(6)1-2-4(7)8/h2-5,8,11H,6-7,9-10,12H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1+
• InChIKey: YNQQEYBLVYAWNX-WLHGVMLRSA-N

名称和登记号

名称

• IUPAC标准名: (2E)-but-2-enedioic acid; 2-(1-methylpiperidin-4-ylidene)-6-thiatricyclo[8.4.0.0^{3,7}]tetradeca-1(10),3(7),4,11,13-pentaen-8-one; (2E)-but-2-enedioic acid; 2-(1-methylpiperidin-4-ylidene)-6-thiatricyclo[8.4.0.0^3,^7]tetradeca-1(14),3(7),4,10,12-pentaen-8-one; (2E)-but-2-enedioic acid; 2-(1-methylpiperidin-4-ylidene)-6-thiatricyclo[8.4.0.0^3,^7]tetradeca-1(10),3(7),4,11,13-pentaen-8-one; 2-(1-methylpiperidin-4-ylidene)-6-thiatricyclo[8.4.0.0^{3,7}]tetradeca-1(10),3(7),4,11,13-pentaen-8-one; but-2-enedioic acid
• IUPAC传统名: fumaric acid; ketotifen; butenedioic acid; ketotifen
• 别名: Zaditor; Ketotifen fumarate; Ketotifen fumarate salt; 4,9-Dihydro-4-(1-methyl-4-piperidinylidene)-10H-benzo[4,5]cyclohepta[1,2-b]thiophen-10-one (2E)-2-Butenedioate; Ketotifen Hydrogen Fumarate; Totifen; Zaditen; Zasten; KETOTIFEN

登记号

• CAS号: 34580-14-8
• EC号: 252-100-0
• MDL号: MFCD00079394
• PubChem SID: 24278506; 162038153
• PubChem CID: 5282408

理论计算性质

• Acid pKa: 12.299357
• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.6982583
• LogD (pH = 7.4): 3.1556277
• Log P: 3.3478694
• 摩尔折射率: 101.734 cm^3
• 极化性: 35.112392 Å^3
• 极化表面积: 20.31 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Off-White Solid
• 熔点: 188-190°C (dec.)

安全信息

• 保存条件: -20°C; Refrigerator; Room Temperature (15-30°C)
• RTECS编号: DE8260000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22; R:22
• 安全公开号: 36; S:36/37/39
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

药理学性质

• 作用靶点: histamine
• 相关基因信息: human ... HRH1(3269), PDE7B(27115)

产品相关信息

• 成盐信息: fumarate

详细说明

MP Biomedicals - 02155155

Fumarate Salt An H1 Histamine receptor antagonist that inhibits the anaphylactic release of histamine.

Selleck Chemicals - S2024

Biological Activity:
Ketotifen fumarate (Zaditor) is a fumarate acid salt of ketotifen which is a H1-antihistamine and mast cell stabilizer. In its ophthalmic form, ketotifen fumarate is used to treat allergic conjunctivitis, or the itchy red eyes caused by allergies. In its oral form, Ketotifen fumarate (Zaditor) is used to inhibit asthma attacks. Side effects of ketotifen fumarate include drowsiness, weight gain, dry mouth, irritability, and increased nosebleeds. [1]References on Ketotifen fumarate (Zaditor)[1] http://en.wikipedia.org/wiki/Ketotifen, ,

Sigma Aldrich - K2628

Biochem/physiol Actions
H1 histamine receptor antagonist.

Toronto Research Chemicals - K315100

Ketotifen is used as an antiasthmatic. Ketotifen is an antiallergic agent.

参考文献

• http://en.wikipedia.org/wiki/Ketotifen
• Tsuji, F., et al.: Biol. Pharm. Bull., 33, 1050 (2010)
• Al O., et al.: J., Mol., Liq., 155, 103 (2010)
• Uccello-Barretta, G., et al.: Int. J. Pharm., 395, 122 (2010)