methyl 2-(2-chloroacetyl)-1-methyl-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-1-carboxylate

• ChemBase编号: 155038
• 分子式: C16H17ClN2O3
• 平均质量: 320.77078
• 单一同位素质量: 320.09277009
• SMILES: CC1(c2c(c3ccccc3[nH]2)CCN1C(=O)CCl)C(=O)OC
• Canonical SMILES: ClCC(=O)N1CCc2c(C1(C)C(=O)OC)[nH]c1c2cccc1
• InChI: InChI=1S/C16H17ClN2O3/c1-16(15(21)22-2)14-11(7-8-19(16)13(20)9-17)10-5-3-4-6-12(10)18-14/h3-6,18H,7-9H2,1-2H3
• InChIKey: BCSIRYFYAKLJDK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: methyl 2-(2-chloroacetyl)-1-methyl-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-1-carboxylate
• IUPAC传统名: methyl 2-(2-chloroacetyl)-1-methyl-3H,4H,9H-pyrido[3,4-b]indole-1-carboxylate
• 别名: 2-(2-Chloroacetyl)-2,3,4,9-tetrahydro-1-methyl-1H-pyrido[3,4-b]indole-1-carboxylic acid methyl ester; Methyl 2-(2-chloroacetyl)-1-methyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-1-carboxylate; PDI inhibitor 16F16

登记号

• CAS号: 922507-80-0
• MDL号: MFCD20134198
• PubChem SID: 162249176
• PubChem CID: 4555562

理论计算性质

• Acid pKa: 14.979968
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 2.006132
• LogD (pH = 7.4): 2.006132
• Log P: 2.006132
• 摩尔折射率: 83.211 cm^3
• 极化性: 33.32899 Å^3
• 极化表面积: 62.4 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: ≥12 mg/mL
• 外观: white to tan powder

安全信息

• 德国WGK号: 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C16H17ClN2O3

详细说明

Sigma Aldrich - SML0021

Biochem/physiol Actions
16F16 is a protein disulfide isomerase (PDI) inhibitor, first identified in a screen for compounds that prevent apoptosis induced by mutant huntingtin protein. 16F16 not only suppressed apoptosis induced by the misfolded protein mutant hungtingtin, it also protected rat neurons from cell death triggered by Aβ peptide. The actions of this inhibitor helped to identify a new mechanism in which a cell death pathway is regulated by protein misfolding via PDI upregulation.