5-chloro-3-ethyl-N-{2-[4-(piperidin-1-yl)phenyl]ethyl}-1H-indole-2-carboxamide

• ChemBase编号: 73142
• 分子式: C24H28ClN3O
• 平均质量: 409.95162
• 单一同位素质量: 409.19209021
• SMILES: c1(ccc2c(c1)c(c([nH]2)C(=O)NCCc1ccc(cc1)N1CCCCC1)CC)Cl
• Canonical SMILES: CCc1c([nH]c2c1cc(Cl)cc2)C(=O)NCCc1ccc(cc1)N1CCCCC1
• InChI: InChI=1S/C24H28ClN3O/c1-2-20-21-16-18(25)8-11-22(21)27-23(20)24(29)26-13-12-17-6-9-19(10-7-17)28-14-4-3-5-15-28/h6-11,16,27H,2-5,12-15H2,1H3,(H,26,29)
• InChIKey: AHFZDNYNXFMRFQ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-chloro-3-ethyl-N-{2-[4-(piperidin-1-yl)phenyl]ethyl}-1H-indole-2-carboxamide
• IUPAC传统名: 5-chloro-3-ethyl-N-{2-[4-(piperidin-1-yl)phenyl]ethyl}-1H-indole-2-carboxamide
• 别名: Org27569; Org 27569; 5-Chloro-3-ethyl-1H-indole-2-carboxylic acid [2-(4-piperidin-1-ylphenyl)ethyl]amide; Org 27569; 5-chloro-3-ethyl-1H-indole-2-carboxylic acid [2-(4-piperidin-1-yl-phenyl)-ethyl]-amide

登记号

• CAS号: 868273-06-7
• EC号: 278-169-7
• MDL号: MFCD11045300
• PubChem SID: 162038062
• PubChem CID: 44828492
• Chemspider ID: 22369629
• 维基百科标题: Org_27569

理论计算性质

• Acid pKa: 13.328563
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): 5.316665
• LogD (pH = 7.4): 5.5949
• Log P: 5.5999045
• 摩尔折射率: 121.3823 cm^3
• 极化性: 46.747425 Å^3
• 极化表面积: 48.13 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO: >5 mg/mL; H2O: <2 mg/mL
• 外观: white powder

安全信息

• 保存条件: -20°C
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

药理学性质

• 作用靶点: CB receptor

产品相关信息

• 纯度: ≥98% (HPLC)
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C24H28ClN3O

详细说明

Selleck Chemicals - S1534

Research Area: Cancer
Biological Activity:
Org 27569 is an allosteric modulator of CB1 cannabinoid receptor. It significantly increases the binding of CB1 receptor agonist [3H]-CP 55,940 (pKB = 5.67) and causes a significant decrease in specific binding of CB1 receptor inverse agonist SR141716A (Rimonabant; pKB = 5.95); in the reporter gene assay behaves as insurmountable CP 55,940 antagonist; pKB = 7.57 at CB1 receptors in mouse vas deferens. [1][2]

Sigma Aldrich - O8014

Biochem/physiol Actions
Org 27569 is an allosteric modulator of CB1 cannabinoid receptor. It significantly increases the binding of CB1 receptor agonist [3H]-CP 55,940 (pKB = 5.67) and causes a significant decrease in specific binding of CB1 receptor inverse agonist SR141716A (Rimonabant; pKB = 5.95); in the reporter gene assay behaves as insurmountable CP 55,940 antagonist; pKB = 7.57 at CB1 receptors in mouse vas deferens

参考文献

• Ross RA. Trends Pharmacol Sci. 2007 Nov;28(11):567-72