2-[6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dipropylacetamide

• ChemBase编号: 154963
• 分子式: C21H23Cl2N3O
• 平均质量: 404.33282
• 单一同位素质量: 403.12181773
• SMILES: CCCN(CCC)C(=O)Cc1c(nc2n1cc(cc2)Cl)c1ccc(cc1)Cl
• Canonical SMILES: CCCN(C(=O)Cc1c(nc2n1cc(Cl)cc2)c1ccc(cc1)Cl)CCC
• InChI: InChI=1S/C21H23Cl2N3O/c1-3-11-25(12-4-2)20(27)13-18-21(15-5-7-16(22)8-6-15)24-19-10-9-17(23)14-26(18)19/h5-10,14H,3-4,11-13H2,1-2H3
• InChIKey: JRTIDHTUMYMPRU-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-[6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl]-N,N-dipropylacetamide
• IUPAC传统名: alpidem
• 别名: 6-Chloro-2-(4-chlorophenyl)-N,N-dipropyl-imidazo[1,2-a]pyridine-3-acetamide; 6-Chloro-2-(p-chlorophenyl)-N,N-dipropylimidazo(1,2-a)pyridine-3-acetamide; Ananxyl; SL 80.0342-00; Alpidem; Alpidem

登记号

• CAS号: 82626-01-5
• MDL号: MFCD00866978
• PubChem SID: 162249101
• PubChem CID: 54897

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 4.7436113
• LogD (pH = 7.4): 4.954002
• Log P: 4.9575343
• 摩尔折射率: 111.6561 cm^3
• 极化性: 43.907253 Å^3
• 极化表面积: 37.61 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: Dichloromethane; DMSO: ≥10 mg/mL; Methanol
• 外观: White to Off-White Solid; white to tan powder
• 熔点: 136-138°C

安全信息

• 保存条件: Refrigerator
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C21H23Cl2N3O

详细说明

Sigma Aldrich - A1862

Biochem/physiol Actions
Alpidem is a potent antagonist of peripheral benzodiazepine receptor (PBR) that is located on the outer mitochondrial membrane and interacts with the mitochondrial permeability transition (MPT) pore. Alpidem is an anxiolytic drug from the imidazopyridine family. Alpidem acts selectively on the α3 receptor subtype and to a lesser extent at the α1 subtype (Kd of 0.33nM and 1.67nM respectively), of the benzodiazepine receptor.

Toronto Research Chemicals - A575560

A peripheral benzodiazepine GABAA receptor ligand, a new anxiolytic.

参考文献

• Rietjens, I., et al.: C
• Min, D., et al.: Pharmacotherapy, 12, 68 (1992)
• Rothwell, C., et al.: J. Toxicol. Sci., 27, 35 (1992)
• Gonzalez-Diaz, H., et al.: Bioorg. Med. Chem. Lett., 15, 1651 (1992)
• Boelsterli, U., et al.: Curr. Drug Metab., 7, 715 (1992)