3(R)-Methylcarbamoyl-7-sulfoamino-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

• 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: 3(R)-Methylcarbamoyl-7-sulfoamino-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester
• 英文别名: [(3R)-3-(methylcarbamoyl)-2-[(2-methylpropan-2-yl)oxycarbonyl]-3,4-dihydro-1H-isoquinolin-7-yl]sulfamic acid
• 化学式: C₁₆H₂₃N₃O₆S
• 分子量: 385.441
• InChiKey: PPSSYXOFPICMQD-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  133
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (R)-(+)-1,2,3,4-四氢异喹啉-3-羧酸 在 palladium on activated charcoal 硫酸 、 氢气 、 三氧化硫吡啶 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 potassium nitrate 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 吡啶 、 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 3(R)-Methylcarbamoyl-7-sulfoamino-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  1,2,3,4-Tetrahydroisoquinolinyl sulfamic acids as phosphatase PTP1B inhibitors

  摘要：

  High-throughput screening of the P&GP corporate repository against several protein tyrosine phosphatases identified the sulfamic acid moiety as potential phosphotyrosine mimetic. Incorporation of the sulfamic acid onto a 1,2,3,4-tetrahydroisoquinoline scaffold provided a promising starting point for PTP1B inhibitor design. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.051

文献信息

• Tetrahydroisoquinolnyl sulfamic acids
  申请人：Klopfenstein Rees Sean

  公开号：US20050154011A1

  公开（公告）日：2005-07-14

  Compounds of formula (I): are effective in the treatment of protein tyrosine phosphatase (PTPase) mediated disorder such as diabetes.

  公式（I）的化合物在治疗蛋白酪氨酸磷酸酶（PTPase）介导的疾病，如糖尿病方面具有有效性。
• LIGAND-BONDED COMPLEX
  申请人：MITSUBISHI CHEMICAL CORPORATION

  公开号：EP1170018A1

  公开（公告）日：2002-01-09

  A ligand-bonded complex which does not react with a free target such as a soluble tumor antigen, but enables substantially specific reaction with a non-free target such as a tumor cell and a tumor antigen existing in the cell.

  配体结合复合物，它不能与游离靶标（如可溶性肿瘤抗原）发生反应，但能与非游离靶标（如肿瘤细胞和存在于细胞中的肿瘤抗原）发生实质上特异的反应。
• Ligand-bonded complex
  申请人：Tagawa Toshiaki

  公开号：US20050074499A1

  公开（公告）日：2005-04-07

  A ligand-bonded complex which does not react with a free target such as a soluble tumor antigen, but enables substantially specific reaction with a non-free target such as a tumor cell and a tumor antigen existing in the cell.

  配体结合复合物，它不能与游离靶标（如可溶性肿瘤抗原）发生反应，但能与非游离靶标（如肿瘤细胞和存在于细胞中的肿瘤抗原）发生实质上特异的反应。
• 1,2,3,4-Tetrahydroisoquinolinyl sulfamic acids as phosphatase PTP1B inhibitors
  作者：Sean R. Klopfenstein、Artem G. Evdokimov、Anny-Odile Colson、Neil T. Fairweather、Jeffrey J. Neuman、Matthew B. Maier、Jeffrey L. Gray、Gina S. Gerwe、George E. Stake、Brian W. Howard、Julie A. Farmer、Matthew E. Pokross、Thomas R. Downs、Bhavani Kasibhatla、Kevin G. Peters

  DOI：10.1016/j.bmcl.2005.12.051

  日期：2006.3

  High-throughput screening of the P&GP corporate repository against several protein tyrosine phosphatases identified the sulfamic acid moiety as potential phosphotyrosine mimetic. Incorporation of the sulfamic acid onto a 1,2,3,4-tetrahydroisoquinoline scaffold provided a promising starting point for PTP1B inhibitor design. (C) 2006 Elsevier Ltd. All rights reserved.