1-methyl-4-{6-thiatricyclo[8.4.0.03,7]tetradeca-1(14),3(7),4,10,12-pentaen-2-ylidene}piperidine

• ChemBase编号: 130384
• 分子式: C19H21NS
• 平均质量: 295.44174
• 单一同位素质量: 295.13947068
• SMILES: s1c2c(cc1)C(=C1CCN(C)CC1)c1c(cccc1)CC2
• Canonical SMILES: CN1CCC(=C2c3ccsc3CCc3c2cccc3)CC1
• InChI: InChI=1S/C19H21NS/c1-20-11-8-15(9-12-20)19-16-5-3-2-4-14(16)6-7-18-17(19)10-13-21-18/h2-5,10,13H,6-9,11-12H2,1H3
• InChIKey: FIADGNVRKBPQEU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-methyl-4-{6-thiatricyclo[8.4.0.0^3,^7]tetradeca-1(14),3(7),4,10,12-pentaen-2-ylidene}piperidine; 1-methyl-4-{6-thiatricyclo[8.4.0.0^3,^7]tetradeca-1(10),3(7),4,11,13-pentaen-2-ylidene}piperidine
• IUPAC传统名: litec
• 别名: Pizotifen; Pizotyline; 4-(9,10-Dihydro-4H-benzo[4,5]cyclohepta[1,2-b]thien-4-ylidene)-1-methylpiperidine; Pizotifen; Pizotifen; 4-(9,10-Dihydro-4H-benzo[4,5]cyclohepta[1,2-b]thien-4-ylidene)-1-methylpiperidine; 4-(1-Methyl-4-piperidylidene)-9,10-dihydro-4H-benzo[4,5]cyclohepta[1,2-b]thiophene; BC 105; Litec; Polomigran; Sandomigran; Pizotyline

登记号

• CAS号: 15574-96-6
• EC号: 239-632-9
• MDL号: MFCD00864192
• PubChem SID: 162224663
• PubChem CID: 27400
• ATC码: N02CX01
• CHEMBL: 294951
• Chemspider ID: 25497
• IUPHAR配体索引: 93
• KEGG ID: D05523
• 美国药典/FDA物质标识码: 0BY8440V3N
• 维基百科标题: Pizotifen

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 2.054434
• LogD (pH = 7.4): 3.8149393
• Log P: 4.4922447
• 摩尔折射率: 101.1015 cm^3
• 极化性: 34.915295 Å^3
• 极化表面积: 3.24 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; DMSO: ≥8 mg/mL; Methanol
• 外观: powder; White to Off-White Solid
• 熔点: 140-142°C

安全信息

• 保存条件: Refrigerator
• RTECS编号: TM7165000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 63-22
• 安全公开号: 36/37
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Warning
• GHS危险声明: H302-H361
• GHS警示性声明: P281
• 保存温度: room temp

药理学性质

• 给药途径: Oral
• 生物利用度: 78%
• 排泄: 18% feces, 55% urine (both as metabolites).
• 半衰期: 23h
• 代谢: Glucuronidation (main route). N-glucuronide accounts for >50% of plasma and 60–70% of urinary excreted drug
• 蛋白结合率: 91%
• 妊娠期药物分类: B1 (Australia)

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H21NS

详细说明

Sigma Aldrich - B9688

Biochem/physiol Actions
Pizotifen is a serotonin antagonist acting mainly at the 5-HT1, 5-HT2A and 5HT2C receptors with some antihistamine activity. It is used for the prevention of vascular headache including migraine and cluster headache.

Toronto Research Chemicals - P552800

Serotonin antagonist structurally related to Cyproheptadine. Antimigraine; appetite stimulant.

参考文献

• Geraud, G., et al.: Clin. Ther., 26, 1305 (2004)
• Bolay, H., et al.: Nat. Med., 8, 136 (2004)
• Scher, A., et al.: Pain, 106, 81 (2004)
• Richter, F., et al.: J. Cereb. Blood Flow Metab., 25, 1225 (2004)