N-Nitroso-1-methyl-1,2,3,4-tetrahydroisochinolin | 53014-66-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: N-Nitroso-1-methyl-1,2,3,4-tetrahydroisochinolin
• 英文别名: 1-methyl-2-nitroso-1,2,3,4-tetrahydro-isoquinoline；1-methyl-2-nitroso-3,4-dihydro-1H-isoquinoline
• CAS: 53014-66-7
• 化学式: C₁₀H₁₂N₂O
• 分子量: 176.218
• InChiKey: OUFHSVOJUSDFPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-Nitroso-1-methyl-1,2,3,4-tetrahydroisochinolin 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 1-methyl-2-amino-1,2,3,4-tetrahydro-isoquinoline
  参考文献：
  名称：

  Carbazates as potent inhibitors of hormone-sensitive lipase

  摘要：

  The central role of adipose tissue hormone-sensitive lipase in regulating fatty acid metabolism makes it a potential pharmacological target for the prevention of peripheral insulin resistance in obese, prediabetic and diabetic individuals. The synthesis of a new series of carbazates is presented. Modification of the phenolic 4-position in a series of 1,2,3,4-tetrahydroisoquinoline and morpholine derived carbazates, yielded inhibitors of the catalytic activity of this enzyme with nanomolar potency. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.038
• 作为产物：
  描述：

  1-甲基-1,2,3,4-四氢异喹啉 在 硫酸 、 亚硝酸异戊酯 作用下， 生成 N-Nitroso-1-methyl-1,2,3,4-tetrahydroisochinolin
  参考文献：
  名称：

  Carbazates as potent inhibitors of hormone-sensitive lipase

  摘要：

  The central role of adipose tissue hormone-sensitive lipase in regulating fatty acid metabolism makes it a potential pharmacological target for the prevention of peripheral insulin resistance in obese, prediabetic and diabetic individuals. The synthesis of a new series of carbazates is presented. Modification of the phenolic 4-position in a series of 1,2,3,4-tetrahydroisoquinoline and morpholine derived carbazates, yielded inhibitors of the catalytic activity of this enzyme with nanomolar potency. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.038

文献信息

• 2-amino-tetrahydro-isoquinolene derivatives and a process for the
  申请人：Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Rt

  公开号：US04940716A1

  公开（公告）日：1990-07-10

  Diuretic and saluretic tetrahydro-isoquinoline derivatives of the Formula (I) ##STR1## wherein R stands for hydrogen or chlorine, R.sup.1 and R.sup.2 are hydrogen, methoxy or ethoxy, and R.sup.3 and R.sup.4 are hydrogen or methyl, and a process for the preparation thereof as well as pharmaceutical compositions containing as active ingredients isoquinoline derivatives of the Formula (I). The compounds of Formula I are prepared by reacting a 2-amino-tetrahydro-isoquinoline derivative of the Formula (II) ##STR2## with a carboxylic acid derivative of the Formula (III) ##STR3## wherein x stands for chlorine, --OH, --OCH.sub.2 CN, --OCH.sub.3, --OC.sub.2 H.sub.5, --OCOOCH.sub.3 or --OCOOC.sub.2 H.sub.5 R.sup.5 and R.sup.6 stand for hydrogen or together from CHN(CH.sub.3).sub.2 and in case of the Formula (Ia) ##STR4## splitting off the protective group in alkaline medium.

  Formula (I)的利尿和排钠四氢异喹啉衍生物的中文翻译如下：其中R代表氢或氯，R.sup.1和R.sup.2代表氢、甲氧基或乙氧基，R.sup.3和R.sup.4代表氢或甲基，以及一种制备这些化合物的方法，以及含有作为活性成分的Formula (I)的异喹啉衍生物的药物组合物。通过将Formula (II)的2-氨基四氢异喹啉衍生物与Formula (III)的羧酸衍生物反应制备Formula I的化合物。在这里，x代表氯、--OH、--OCH.sub.2 CN、--OCH.sub.3、--OC.sub.2 H.sub.5、--OCOOCH.sub.3或--OCOOC.sub.2 H.sub.5，R.sup.5和R.sup.6代表氢或共同形成CHN(CH.sub.3).sub.2，对于Formula (Ia)，在碱性介质中裂解保护基。
• Landriani; Barlocco; Pinna, Il Farmaco, 1989, vol. 44, # 11, p. 1059 - 1068
  作者：Landriani、Barlocco、Pinna、Demontis、Miele、Enrico、Anania

  DOI：——

  日期：——
• 2-Amino-1,2,3,4-tetrahydroisochinolin-Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel
  申请人：CHINOIN Gyogyszer és Vegyészeti Termékek Gyára RT.

  公开号：EP0324184B1

  公开（公告）日：1994-09-28
• US4940716A
  申请人：——

  公开号：US4940716A

  公开（公告）日：1990-07-10
• Carbazates as potent inhibitors of hormone-sensitive lipase
  作者：Johannes C. de Jong、Lotte G. Sørensen、Hans Tornqvist、Poul Jacobsen

  DOI：10.1016/j.bmcl.2004.01.038

  日期：2004.4

  The central role of adipose tissue hormone-sensitive lipase in regulating fatty acid metabolism makes it a potential pharmacological target for the prevention of peripheral insulin resistance in obese, prediabetic and diabetic individuals. The synthesis of a new series of carbazates is presented. Modification of the phenolic 4-position in a series of 1,2,3,4-tetrahydroisoquinoline and morpholine derived carbazates, yielded inhibitors of the catalytic activity of this enzyme with nanomolar potency. (C) 2004 Elsevier Ltd. All rights reserved.