2-acetyl-7,8-dichloro-1,2,3,4-tetrahydroisoquinoline | 61563-45-9

• 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: 2-acetyl-7,8-dichloro-1,2,3,4-tetrahydroisoquinoline
• 英文别名: N-acetyl-7,8-dichloro-1,2,3,4-tetrahydroisoquinoline；1-(7,8-Dichloro-3,4-dihydroisoquinolin-2(1H)-yl)ethan-1-one；1-(7,8-dichloro-3,4-dihydro-1H-isoquinolin-2-yl)ethanone
• CAS: 61563-45-9
• 化学式: C₁₁H₁₁Cl₂NO
• 分子量: 244.12
• InChiKey: PSQATYDOUXPBMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933499090

反应信息

• 作为反应物：
  描述：

  2-acetyl-7,8-dichloro-1,2,3,4-tetrahydroisoquinoline 在 盐酸 作用下， 反应 4.0h， 以85%的产率得到7,8-二氯-1,2,3,4-四氢异喹啉鎓氯化物
  参考文献：
  名称：

  Facile synthesis of halo-substituted tetrahydroisoquinolines and tetrahydro-2-benzazepines via N-acetyl-1,2-dihydroisoquinolines

  摘要：

  DOI：

  10.1021/jo01298a038
• 作为产物：
  描述：

  7,8-二氯异喹啉 在 platinum(IV) oxide 氢气 、 乙酸酐 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 25.0 ℃ 、413.69 kPa 条件下， 反应 1.0h， 生成 2-acetyl-7,8-dichloro-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Inhibitors of phenylethanolamine N-methyltransferase and epinephrine biosynthesis. 1. Chloro-Substituted 1,2,3,4-tetrahydroisoquinolines

  摘要：

  In a search for inhibitors of epinephrine biosynthesis as potential therapeutic agents, a series of 13 ring-chlorinated 1,2,3,4-tetrahydroisoquinolines was prepared. These compounds were tested initially for their ability to inhibit rabbit adrenal phenylethanolamine N-methyltransferase (PNMT) in vitro. Enzyme-inhibitor dissociation constants, determined for the six most potent members of the series, indicated the following order of decreasing potency: 7,8-Cl2 greater than 6,7,8-Cl3 greater than 7-Cl approximately 5,6,7,8-Cl4 greater than 5,7,8-Cl3. These compounds were subsequently examined for PNMT-inhibiting activity in intact rats and mice. 7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline (13, SK&F 64139) was the most potent member of the series both in vitro and in vivo and is currently undergoing clinical investigation.

  DOI：

  10.1021/jm00179a007

文献信息

• Pharmaceutical compositions and methods of inhibiting phenylethanolamine
  申请人：SmithKline Corporation

  公开号：US03988339A1

  公开（公告）日：1976-10-26

  Pharmaceutical compositions and methods of inhibiting phenylethanolamine N-methyltransferase using 7 and/or 8 substituted 1,2,3,4-tetrahydroisoquinoline compounds.

  制药组合物和使用7和/或8取代的1,2,3,4-四氢异喹啉化合物抑制苯乙醇胺N-甲基转移酶的方法。
• 7- and/or 8-Sulfur substituted 1,2,3,4-tetrahydroisoquinoline compounds
  申请人：SmithKline Corporation

  公开号：US04228170A1

  公开（公告）日：1980-10-14

  1,2,3,4-Tetrahydroisoquinoline compounds having 7- and/or 8-sulfur substituents are inhibitors of phenylethanolamine N-methyltransferase.

  具有7-和/或8-硫取代基的1,2,3,4-四氢异喹啉化合物是苯乙醇胺N-甲基转移酶的抑制剂。
• N,N'-Bis[substituted-1,2,3,4-tetrahydroisoquinolinolyl]disulfonylimides
  申请人：SmithKline Corporation

  公开号：US04315935A1

  公开（公告）日：1982-02-16

  Imidodisulfamide derivatives useful in the treatment of allergic conditions are prepared by reaction of an appropriately substituted tetrahydroisoquinoline and bis(chlorosulfonyl)imide in the presence of a tertiary amine.

  利用适当取代的四氢异喹啉和双(氯磺酰)亚胺在三级胺存在下的反应制备对治疗过敏症状有用的咪唑二磺酰胺衍生物。
• Antiallergic imidodisulfamides, pharmaceutical compositions containing them and process for their preparation
  申请人：SMITHKLINE BECKMAN CORPORATION

  公开号：EP0038177A1

  公开（公告）日：1981-10-21

  Imidodisulfamide derivatives of formula (I) in which X is hydrogen, methyl, bromo or chloro; and Y is a benzeneaminosulfonyl radical of the formula in which R is hydrogen or methyl; R1 is hydrogen, bromo, chloro, nitro, methyl, trifluoromethyl or methoxy; and R2 is hydrogen, chloro or methyl provided that when R2 is chloro, R1 is chloro, methyl or trifluoromethyl and when R2 is methyl, R1 is methyl; and alkali metal salts of said compounds, which are useful in the treatment of allergic conditions, are prepared by reaction of an appropriately substituted tetrahydroisoquinoline and bis (chlorosulfonyl) imide in the presence of a tertiary amine.

  式(I)的亚胺二磺酰胺衍生物 其中 X 是氢、甲基、溴或氯；Y 是式中的苯胺磺酰基 其中 R 是氢或甲基；R1 是氢、溴、氯、硝基、甲基、三氟甲基或甲氧基；R2 是氢、氯或甲基，但当 R2 是氯时，R1 是氯、甲基或三氟甲基；当 R2 是甲基时，R1 是甲基；所述化合物的碱金属盐可用于治疗过敏性疾病，其制备方法是：适当取代的四氢异喹啉和双（氯磺酰）亚胺在叔胺存在下反应。
• BONDINELL W. E.; CHAPIN F. W.; GIRARD G. R.; KAISER C.; KROG A. J.; PAVLO+, J. MED. CHEM., 1980, 23, NO 5, 506-511
  作者：BONDINELL W. E.、 CHAPIN F. W.、 GIRARD G. R.、 KAISER C.、 KROG A. J.、 PAVLO+

  DOI：——

  日期：——