1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide

• ChemBase编号: 125776
• 分子式: C22H21Cl2IN4O
• 平均质量: 555.23881
• 单一同位素质量: 554.01371467
• SMILES: O=C(NN1CCCCC1)c1nn(c2ccc(Cl)cc2Cl)c(c2ccc(I)cc2)c1C
• Canonical SMILES: Ic1ccc(cc1)c1c(C)c(nn1c1ccc(cc1Cl)Cl)C(=O)NN1CCCCC1
• InChI: InChI=1S/C22H21Cl2IN4O/c1-14-20(22(30)27-28-11-3-2-4-12-28)26-29(19-10-7-16(23)13-18(19)24)21(14)15-5-8-17(25)9-6-15/h5-10,13H,2-4,11-12H2,1H3,(H,27,30)
• InChIKey: BUZAJRPLUGXRAB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide
• IUPAC传统名: 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(piperidin-1-yl)pyrazole-3-carboxamide
• 别名: AM 251; 1-(2,4-Dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-1-piperidinyl-1H-pyrazole-3-carboxamide; AM251; AM251

登记号

• CAS号: 183232-66-8
• MDL号: MFCD01861181
• PubChem SID: 162220123; 24891069
• PubChem CID: 2125
• CHEMBL: 285932
• Chemspider ID: 2040
• IUPHAR配体索引: 744
• 维基百科标题: AM251

理论计算性质

• Acid pKa: 12.421545
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 6.2328315
• LogD (pH = 7.4): 6.2328925
• Log P: 6.2328973
• 摩尔折射率: 131.3885 cm^3
• 极化性: 51.616596 Å^3
• 极化表面积: 50.16 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: DMSO: >10 mg/mL; H2O: insoluble
• 外观: white solid

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 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: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 作用靶点: Cannabinoid Receptor
• 相关基因信息: mouse ... Cnr1(12801), Cnr2(12802)rat ... Cnr1(25248)

产品相关信息

• 纯度: >98% (HPLC)
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C22H21N4OCl2I

详细说明

Sigma Aldrich - A6226

Biochem/physiol Actions
AM251 is a CB1 cannabinoid receptor antagonist.
Other Notes
Salt content may vary.
Application
AM251, a CB1 cannabinoid receptor antagonist, has been used in a study to determine its interaction with hippocampal neurons to enhance spatial memory in mice.

Toronto Research Chemicals - A575805

Inhibitor of CB1 receptors. AM 251is a biarylpyrazole compound which has been considered for many years as the prototypical cannabinoid (CB) receptor antagonist

参考文献

• Kesser, C., et al.: Mol. Cell. Endocrinol., 302, 108 (2009)
• Araujo, J., et al.: Pharmacol., 83, 170 (2009)
• Malysz, J., et al.: Eur. J. Pharmacol., 603, 12 (2009)