3-(2-iodobenzoyl)-1-[(1-methylpiperidin-2-yl)methyl]-1H-indole

• ChemBase编号: 125769
• 分子式: C22H23IN2O
• 平均质量: 458.33529
• 单一同位素质量: 458.08551137
• SMILES: Ic1ccccc1C(=O)c1cn(CC2CCCCN2C)c2c1cccc2
• Canonical SMILES: CN1CCCCC1Cn1cc(c2c1cccc2)C(=O)c1ccccc1I
• InChI: InChI=1S/C22H23IN2O/c1-24-13-7-6-8-16(24)14-25-15-19(17-9-3-5-12-21(17)25)22(26)18-10-2-4-11-20(18)23/h2-5,9-12,15-16H,6-8,13-14H2,1H3
• InChIKey: KSLCYQTUSSEGPT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-(2-iodobenzoyl)-1-[(1-methylpiperidin-2-yl)methyl]-1H-indole
• IUPAC传统名: 3-(2-iodobenzoyl)-1-[(1-methylpiperidin-2-yl)methyl]indole
• 别名: AM-2233; (2-Iodophenyl)[1-[(1-methyl-2-piperidinyl)methyl]-1H-indol-3-yl]methanone; 1-[(N-Methyl-2-piperidinyl)methyl]-3-(2-iodobenzoyl)-1H-indole; (2-Iodophenyl)(1-((1-methylpiperidin-2-yl)methyl)-1H-indol-3-yl)methanone

登记号

• CAS号: 444912-75-8
• MDL号: MFCD21603816
• PubChem SID: 162220116
• PubChem CID: 10226340
• CHEMBL: 364266
• Chemspider ID: 8401830
• 维基百科标题: AM-2233

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 2.6296546
• LogD (pH = 7.4): 4.351269
• Log P: 5.612759
• 摩尔折射率: 115.8105 cm^3
• 极化性: 45.704346 Å^3
• 极化表面积: 25.24 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform
• 外观: WHite Solid
• 熔点: 144-146°C

安全信息

• 保存条件: Controlled Substance, -20°C Freezer

药理学性质

• 法定药品分级: Temporary Class Drug (NZ)

产品相关信息

• 纯度: 95+%

详细说明

Toronto Research Chemicals - A575850

A potent cannabinergic indole analogues as radioiodinatable brain imaging agents for the CB1 cannabinoid receptor. (AM2233) had a very high affinity for the rat CB1 receptor, with most of the affinity residing with the (R)-enantiomer.

参考文献

• Neumeyer, J., et al.: J. Med. Chem., 33, 521 (1990)
• D'Ambra, T., et al.: Bioorg. Med. Chem. Lett., 6, 17 (1990)
• Schatz, A., et al.: Toxicol. Appl. Pharmacol., 142, 278 (1990)