2-hydroxypropane-1,2,3-tricarboxylic acid 2-[2-(diethylamino)ethoxy]ethyl 1-phenylcyclopentane-1-carboxylate

• ChemBase编号: 134259
• 分子式: C26H39NO10
• 平均质量: 525.58856
• 单一同位素质量: 525.25739645
• SMILES: CCN(CC)CCOCCOC(=O)C1(CCCC1)c1ccccc1.C(C(=O)O)C(CC(=O)O)(C(=O)O)O
• Canonical SMILES: OC(=O)C(CC(=O)O)(CC(=O)O)O.CCN(CCOCCOC(=O)C1(CCCC1)c1ccccc1)CC
• InChI: InChI=1S/C20H31NO3.C6H8O7/c1-3-21(4-2)14-15-23-16-17-24-19(22)20(12-8-9-13-20)18-10-6-5-7-11-18;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-7,10-11H,3-4,8-9,12-17H2,1-2H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)
• InChIKey: AKJDEXBCRLOVTH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-hydroxypropane-1,2,3-tricarboxylic acid 2-[2-(diethylamino)ethoxy]ethyl 1-phenylcyclopentane-1-carboxylate
• IUPAC传统名: citro; pentoxyverine
• 别名: 1-Phenylcyclopentanecarboxylic acid 2-(2-diethylaminoethoxy)ethyl ester citrate salt; Carbetapentane citrate salt; 1-phenyl-Cyclopentanecarboxylic Acid 2-[2-(Diethylamino)ethoxy]ethyl Ester Citrate; 1-Phenylcyclopentane-1-carboxylic Acid Diethylaminoethoxyethyl Ester Citrate; 2-(Diethylaminoethoxy)ethyl 1-Phenyl-1-cyclopentanecarboxylate Citrate; Atussil Citrate; Carbetapentane Citrate; Pentoxiverine Citrate; Pentoxyverine Citrate

登记号

• CAS号: 23142-01-0
• EC号: 245-449-5
• MDL号: MFCD00055697
• PubChem SID: 162228536; 24277965
• PubChem CID: 90010

理论计算性质

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 0.606898
• LogD (pH = 7.4): 1.961526
• Log P: 3.9665852
• 摩尔折射率: 97.1698 cm^3
• 极化性: 38.364464 Å^3
• 极化表面积: 38.77 Å^2
• 可自由旋转的化学键: 16
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO; H2O: soluble; Methanol
• 外观: White to Off-White Solid
• 熔点: 84-86°C

安全信息

• 保存条件: Refrigerator
• RTECS编号: GY3500000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22-36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H312-H315-H319-H332-H335
• GHS警示性声明: P261-P280-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 相关基因信息: human ... OPRL1(4987), OPRS1(10280)

详细说明

Sigma Aldrich - C4662

Biochem/physiol Actions
High affinity σ1 agonist; ORL1 antagonist; antitussive.

Toronto Research Chemicals - P276600

An over-the-counter cough suppressant.

参考文献

• Deisemann, H., et al.: J. Cardiovas. Pharmacol., 52, 494 (2008)
• Herrera, Y., et al.: J. Pharmacol. Exper. Ther., 327, 491 (2008)
• Dresen, S., et al.: Anal. Bioanal. Chem., 396, 2425 (2008)