4-{[4-(acetyloxy)phenyl](pyridin-2-yl)methyl}phenyl acetate

• ChemBase编号: 109149
• 分子式: C22H19NO4
• 平均质量: 361.39056
• 单一同位素质量: 361.13140809
• SMILES: CC(=O)Oc1ccc(cc1)C(c1ccc(OC(=O)C)cc1)c1ccccn1
• Canonical SMILES: CC(=O)Oc1ccc(cc1)C(c1ccccn1)c1ccc(cc1)OC(=O)C
• InChI: InChI=1S/C22H19NO4/c1-15(24)26-19-10-6-17(7-11-19)22(21-5-3-4-14-23-21)18-8-12-20(13-9-18)27-16(2)25/h3-14,22H,1-2H3
• InChIKey: KHOITXIGCFIULA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-{[4-(acetyloxy)phenyl](pyridin-2-yl)methyl}phenyl acetate
• IUPAC传统名: bicol; 4-{[4-(acetyloxy)phenyl](pyridin-2-yl)methyl}phenyl acetate
• 别名: 比沙可啶; 4,4'-DIACETOXYDIPHENYLPYRIDYL-2-METHANE; Bisacodyl; 4,4'-(2-Pyridinylmethylene)bisphenol 1,1'-Diacetate; 4,4'-(2-Pyridylmethylene)diphenol Diacetate; Bicol; Bis(p-acetoxyphenyl)-2-pyridylmethane; Brocalax; Broxalax; Dulcolax; Perilax; Stadalax; Bisacodyl; Acetphenolpicoline; Eufrecton; (Pyridin-2-ylmethylene)bis(4,1-phenylene) diacetate

登记号

• CAS号: 603-50-9; 30652-11-0
• EC号: 210-044-4
• MDL号: MFCD00038039
• PubChem SID: 24891588; 162094983
• PubChem CID: 2391
• ATC码: A06AG02; A06AB02
• CHEMBL: 942
• Chemspider ID: 2299
• KEGG ID: D00245
• 美国药典/FDA物质标识码: 10X0709Y6I
• 维基百科标题: Bisacodyl
• Medline Plus: a601027

理论计算性质

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 3.5969257
• LogD (pH = 7.4): 3.6123946
• Log P: 3.6125956
• 摩尔折射率: 100.1488 cm^3
• 极化性: 39.222076 Å^3
• 极化表面积: 65.49 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform
• 外观: White Solid
• 熔点: 132-134°C

安全信息

• 保存条件: Refrigerator
• RTECS编号: SM8750000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

药理学性质

• 作用靶点: Others
• 给药途径: Oral, rectal
• 生物利用度: 15%
• 排泄: primarily in the feces, systemically absorbed drug is excreted in the urine
• 半衰期: 16 Hours
• 代谢: Hepatic (CYP450-mediated)
• 法定药品分级: OTC
• 妊娠期药物分类: C
• 相关基因信息: human ... CHRM4(1132)
• 生物活性机理: Alters electrolyte secretion; Alters water secretion; Stimulates myenteric-plexus

产品相关信息

• 纯度: 95+%
• 级别: analytical standard, for drug analysis
• 成盐信息: Free Base
• 应用领域: Cathartic; Laxative
• Empirical Formula (Hill Notation): C22H19NO4

详细说明

MP Biomedicals - 05210023

MP Biomedicals Rare Chemical collection

Toronto Research Chemicals - B400800

Cathartic.

参考文献

• Schmidt, et al.: Arzneim.-Forsch., 3, 19 (1953)
• Wald, A., et al.: J. Clin. Gastroenterol., 36, 386 (1953)
• Schmidt, L. et al., Arzneim.-Forsch., 1953, 3, 19; 1956, 6, 22, (pharmacol)
• Schultz, O.E. et al., Arch. Pharm. (Weinheim, Ger.), 1955, 288, 234, (synth, pharmacol)
• Rubinstein, K. et al., Acta Chem. Scand., 1958, 12, 1274, (synth)
• Bruzzese, T. et al., Farmaco, Ed. Sci., 1973, 28, 121, (props)
• Sund, R.B., Norv. Pharm. Acta, 1983, 45, 125, (rev)
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 6443
• Martindale, The Extra Pharmacopoeia, 31st edn., Pharmaceutical Press, 1996, 1205-120