1-[(2-methylsulfonylphenyl)methylsulfanyl]-3-oxo-5,6,7,8-tetrahydro-2H-isoquinoline-4-carbonitrile | 1350320-54-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 1-[(2-methylsulfonylphenyl)methylsulfanyl]-3-oxo-5,6,7,8-tetrahydro-2H-isoquinoline-4-carbonitrile
• CAS: 1350320-54-5
• 化学式: C₁₈H₁₈N₂O₃S₂
• 分子量: 374.485
• InChiKey: HHHDJNBZVGDHTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1H-2-苯并硫代吡喃-4-甲腈,5,6,7,8-四氢-3-氨基-1-硫代- 在 potassium carbonate 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 1-[(2-methylsulfonylphenyl)methylsulfanyl]-3-oxo-5,6,7,8-tetrahydro-2H-isoquinoline-4-carbonitrile
  参考文献：
  名称：

  Discovery of 3-hydroxy-4-cyano-isoquinolines as novel, potent, and selective inhibitors of human 11β-hydroxydehydrogenase 1 (11β-HSD1)

  摘要：

  Derived from the HTS hit 1, a series of hydroxyisoquinolines was discovered as potent and selective 11 beta-HSD1 inhibitors with good cross species activity. Optimization of substituents at the 1 and 4 positions of the isoquinoline group in addition to the core modifications, with a special focus on enhancing metabolic stability and aqueous solubility, resulted in the identification of several compounds as potent advanced leads. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.09.058

文献信息

• Discovery of 3-hydroxy-4-cyano-isoquinolines as novel, potent, and selective inhibitors of human 11β-hydroxydehydrogenase 1 (11β-HSD1)
  作者：Shung C. Wu、David Yoon、Janice Chin、Katy van Kirk、Ramakrishna Seethala、Rajasree Golla、Bin He、Thomas Harrity、Lori K. Kunselman、Nathan N. Morgan、Randolph P. Ponticiello、Joseph R. Taylor、Rachel Zebo、Timothy W. Harper、Wenying Li、Mengmeng Wang、Lisa Zhang、Bogdan G. Sleczka、Akbar Nayeem、Steven Sheriff、Daniel M. Camac、Paul E. Morin、John G. Everlof、Yi-Xin Li、Cheryl A. Ferraro、Kasia Kieltyka、Wilson Shou、Marianne B. Vath、Tatyana A. Zvyaga、David A. Gordon、Jeffrey A. Robl

  DOI：10.1016/j.bmcl.2011.09.058

  日期：2011.11

  Derived from the HTS hit 1, a series of hydroxyisoquinolines was discovered as potent and selective 11 beta-HSD1 inhibitors with good cross species activity. Optimization of substituents at the 1 and 4 positions of the isoquinoline group in addition to the core modifications, with a special focus on enhancing metabolic stability and aqueous solubility, resulted in the identification of several compounds as potent advanced leads. (C) 2011 Elsevier Ltd. All rights reserved.