6-chloro-10-(piperazin-1-yl)-2,9-diazatricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaene

• ChemBase编号: 126913
• 分子式: C17H17ClN4
• 平均质量: 312.79668
• 单一同位素质量: 312.11417424
• SMILES: Clc1ccc2Nc3ccccc3C(=Nc2c1)N1CCNCC1
• Canonical SMILES: Clc1ccc2c(c1)N=C(N1CCNCC1)c1c(N2)cccc1
• InChI: InChI=1S/C17H17ClN4/c18-12-5-6-15-16(11-12)21-17(22-9-7-19-8-10-22)13-3-1-2-4-14(13)20-15/h1-6,11,19-20H,7-10H2
• InChIKey: JNNOSTQEZICQQP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 6-chloro-10-(piperazin-1-yl)-2,9-diazatricyclo[9.4.0.0^3,^8]pentadeca-1(15),3,5,7,9,11,13-heptaene; 6-chloro-10-(piperazin-1-yl)-2,9-diazatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene
• IUPAC传统名: NDMC; 6-chloro-10-(piperazin-1-yl)-2,9-diazatricyclo[9.4.0.0^3,^8]pentadeca-1(11),3(8),4,6,9,12,14-heptaene
• 别名: Desmethylclozapine; 8-Chloro-11-(1-piperazinyl)-5H-dibenzo[B,E][1,4]diazepine; N-Desmethyl Clozapine; 8-Chloro-11-piperazinyl-5H-dibenzo[b,e][1,4]diazepine; Norclozapine; Normethylclozapine; N-Desmethylclozapine

登记号

• CAS号: 6104-71-8
• MDL号: MFCD00210189
• PubChem SID: 24893957; 162221239
• PubChem CID: 2820
• CHEMBL: 845
• Chemspider ID: 14126465
• 维基百科标题: Desmethylclozapine

理论计算性质

• Acid pKa: 15.900137
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 0.02458695
• LogD (pH = 7.4): 1.5816934
• Log P: 3.017193
• 摩尔折射率: 92.0618 cm^3
• 极化性: 34.018467 Å^3
• 极化表面积: 39.66 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; Ethanol
• 外观: Yellow Solid
• 熔点: >120°C (dec.)

安全信息

• 保存条件: -20°C Freezer
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/22-36/37/38
• 安全公开号: 22-36-45
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H315-H319-H332-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 给药途径: Oral
• 法定药品分级: Uncontrolled
• 相关基因信息: human ... KCNH1(3756)

详细说明

Sigma Aldrich - D5676

Biochem/physiol Actions
Major metabolite of clozapine; potent 5-HT2 serotonin receptor antagonist and a ligand for the cloned 5-HT6 and 5-HT7 serotonin receptors. Also an allosteric potentiator of M1 muscarinic receptors.

Toronto Research Chemicals - D292000

A major metabolite of Clozapine (C587500). A potent and selective 5-HT2C serotonin receptor antogonist.

参考文献

• Kuoppamaki, M. et al.: Eur. J. Pharm. Mol. Pharm. Sect., 245, 179 (1993)
• Olessen, O.V., et al.: J. Chromatog., 622, 39 (1993)
• Pirmohamed, M., et al.: J. Pharmacol. Exp. Ther., 272, 984 (1995)