1-pentyl-3-(2,2,3,3-tetramethylcyclopropanecarbonyl)-1H-indole

• ChemBase编号: 176277
• 分子式: C21H29NO
• 平均质量: 311.46106
• 单一同位素质量: 311.22491455
• SMILES: c12c(cccc1)c(cn2CCCCC)C(=O)C1C(C1(C)C)(C)C
• Canonical SMILES: CCCCCn1cc(c2c1cccc2)C(=O)C1C(C1(C)C)(C)C
• InChI: InChI=1S/C21H29NO/c1-6-7-10-13-22-14-16(15-11-8-9-12-17(15)22)18(23)19-20(2,3)21(19,4)5/h8-9,11-12,14,19H,6-7,10,13H2,1-5H3
• InChIKey: NBMMIBNZVQFQEO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-pentyl-3-(2,2,3,3-tetramethylcyclopropanecarbonyl)-1H-indole
• IUPAC传统名: 1-pentyl-3-(2,2,3,3-tetramethylcyclopropanecarbonyl)indole
• 别名: (1-Pentyl-1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone(UR-144); (1-Pentyl-1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone

登记号

• CAS号: 1199943-44-6
• PubChem SID: 164232187
• PubChem CID: 44626619

理论计算性质

• Acid pKa: 19.064417
• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 5.575728
• LogD (pH = 7.4): 5.575728
• Log P: 5.575728
• 摩尔折射率: 96.3652 cm^3
• 极化性: 38.80875 Å^3
• 极化表面积: 22.0 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

产品相关信息

• 纯度: 95+%

详细说明

Toronto Research Chemicals - P227525

(1-Pentyl-1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone is an Indol-3-ylcycloalkyl Ketone with high affinity for the CB2 cannabinoid receptor. Tetramethylcyclopropyl group was found to lead to high affinity CB2 agonists.

参考文献

• Malan, T., et al.: Curr. Opin. Pharmacol., 3, 62 (2003)
• Cabral, G., et al.: J. Leukocyte Biol., 78, 1192 (2003)
• Beltramo, M., et al.: Eur. J. Neurosci., 23, 1530 (2003)
• Dziadulewicz, E., et al.: J. Med. Chem., 50, 3851 (2003)