(2S)-2-[4-(4-bromophenyl)benzenesulfonamido]-3-methylbutanoic acid hydrate

• ChemBase编号: 154459
• 分子式: C17H20BrNO5S
• 平均质量: 430.3134
• 单一同位素质量: 429.02455575
• SMILES: CC(C)[C@@H](C(=O)O)NS(=O)(=O)c1ccc(cc1)c1ccc(cc1)Br.O
• Canonical SMILES: Brc1ccc(cc1)c1ccc(cc1)S(=O)(=O)N[C@H](C(=O)O)C(C)C.O
• InChI: InChI=1S/C17H18BrNO4S.H2O/c1-11(2)16(17(20)21)19-24(22,23)15-9-5-13(6-10-15)12-3-7-14(18)8-4-12;/h3-11,16,19H,1-2H3,(H,20,21);1H2/t16-;/m0./s1
• InChIKey: LUKRECOTGXWIDO-NTISSMGPSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-[4-(4-bromophenyl)benzenesulfonamido]-3-methylbutanoic acid hydrate
• IUPAC传统名: (2S)-2-[4-(4-bromophenyl)benzenesulfonamido]-3-methylbutanoic acid hydrate
• 别名: (S)-2-(4′-Bromo-biphenyl-4-sulfonylamino)-3-methyl-butyric acid hydrate; PD166793 hydrate

登记号

• MDL号: MFCD12912437
• PubChem SID: 162248598
• PubChem CID: 71311869

理论计算性质

• Acid pKa: 3.3274448
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 1.9963862
• LogD (pH = 7.4): 0.7323953
• Log P: 4.1531734
• 摩尔折射率: 95.4457 cm^3
• 极化性: 39.020336 Å^3
• 极化表面积: 83.47 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: solid

安全信息

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

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H18BrNO4S · xH2O

详细说明

Sigma Aldrich - P0047

Biochem/physiol Actions
PD166793 is a broad spectrum, but class-selective, MMP inhibitor (low nM at MMP-2 & 3 and low μM at MMP-1, 7 & 9). Adding PD166793 to the high-fat diet substantially reduced the rise in blood glucose. The improvement of glucose homeostasis in PD166793-treated ZDF rats was a result of the enhancement of β-cell function. It prevents β-cell dysfunction and diabetes in female ZDF rats on a high-fat diet. It has been shown to block left ventricular remodeling and dysfunction in a rat model of heart failure. Preservation of normoglycemia and normal glucose tolerance in compound PD166793-treated animals is accompanied by preservation of the high serum insulin levels that are a consequence of the insulin resistance present in these animals. It is not reversing insulin resistance these animals. The most striking effect of the compound is on pancreatic insulin content and β-cell volume.