(R)-2-(1-chloro-4-hydroxyisoquinoline-3-carboxamido)-4-methylpentanoic acid | 1450821-62-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (R)-2-(1-chloro-4-hydroxyisoquinoline-3-carboxamido)-4-methylpentanoic acid
• 英文别名: (2R)-2-[(1-chloro-4-hydroxyisoquinoline-3-carbonyl)amino]-4-methylpentanoic acid
• CAS: 1450821-62-1
• 化学式: C₁₆H₁₇ClN₂O₄
• 分子量: 336.775
• InChiKey: CWHGHTIGHBSZMS-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  99.5
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-氯-4-羟基异喹啉-3-羧酸 在 lithium hydroxide monohydrate 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 (R)-2-(1-chloro-4-hydroxyisoquinoline-3-carboxamido)-4-methylpentanoic acid
  参考文献：
  名称：

  Assay Platform for Clinically Relevant Metallo-β-lactamases

  摘要：

  Metallo-beta-lactamases (MBLs) are a growing threat to the use of almost all clinically used beta-lactam antibiotics. The identification of broad-spectrum MBL inhibitors is hampered by the lack of a suitable screening platform, consisting of appropriate substrates and a set of clinically relevant MBLs. We report procedures for the preparation of a set of clinically relevant metallo-beta-lactamases (i.e., NDM-1 (New Delhi MBL), IMP-1 (Imipenemase), SPM-1 (Sao Paulo MBL), and VIM-2 (Verona integron-encoded MBL)) and the identification of suitable fluorogenic substrates (umbelliferone-derived cephalosporins). The fluorogenic substrates were compared to chromogenic,substrates (CENTA, nitrocefin, and imipenem), showing improved sensitivity and kinetic parameters. The efficiency of the fluorogenic substrates was exemplified by inhibitor screening, identifying 4- chloroisoquinolinols as potential pan MBL inhibitors.

  DOI：

  10.1021/jm400769b

文献信息

• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSÉS CHIMIQUES
  申请人：ISIS INNOVATION

  公开号：WO2015092412A1

  公开（公告）日：2015-06-25

  A compound which is a pyridine or isoquinoline derivative of formula (I), or a pharmaceutically acceptable salt thereof, which is useful in the inhibition of γ- butyrobetaine hydroxylase (BBOX). The compounds are particularly useful in treatment of cardiovascular disease and diabetes. (I)

  一种化合物，是公式(I)的吡啶或异喹啉衍生物，或其药学上可接受的盐，用于抑制γ-丁酰甜菜碱羟化酶（BBOX）。这些化合物在治疗心血管疾病和糖尿病方面特别有用。