4-chloro-6-methyl-2-(2-nitrophenyl)quinoline | 194347-22-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-chloro-6-methyl-2-(2-nitrophenyl)quinoline
• CAS: 194347-22-3
• 化学式: C₁₆H₁₁ClN₂O₂
• 分子量: 298.729
• InChiKey: PWGHCDRKRYMYHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  58.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2'-(Diazene-1,2-diyl)bis(2,4-dimethylpentanenitrile) 、 4-chloro-6-methyl-2-(2-nitrophenyl)quinoline 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 、 水 为溶剂， 生成 4-chloro-6-(bromomethyl)-2-(2-nitrophenyl)quinoline
  参考文献：
  名称：

  2-arylquinolines and process for producing the same

  摘要：

  2-芳基喹啉的结构式(1)如下：##STR1##其中R.sup.1，R.sup.3到R.sup.9分别表示氢、卤素、较低烷基、环状较低烷基、芳基、芳基烷基、烷氧基或--C.sub.m F.sub.2m+1；R.sup.2表示氢、卤素、较低烷基、环状较低烷基、芳基、芳基烷基、烷氧基、--C.sub.n F.sub.2n+1或--CH.sub.2 Q，其中Q表示通过从具有--NH--的有机化合物中消除与氮结合的氢原子或卤素而获得的一价有机基团；X表示卤素或氢；Y表示可能用保护基保护的硝基或氨基；m和n分别表示1到6的整数；以及生产2-芳基喹啉的方法。

  公开号：

  US05856337A1
• 作为产物：
  描述：

  2-硝基苯甲酰乙酸乙酯 在 p-CH₂C₆H₄NH₂*HCl 作用下， 生成 4-chloro-6-methyl-2-(2-nitrophenyl)quinoline
  参考文献：
  名称：

  A novel trifluoromethanesulfonamidophenyl-substituted quinoline derivative, GA 0113: synthesis and pharmacological profiles

  摘要：

  The trifluoromethanesulfonamidophenyl-substituted quineline GA 0113 have been synthesized from o-nitrobenzoyl chloride via a multistep process. GA 0113 displaced specific binding of [I-125]-Sar1, Ile(8)-Ang II to AT(1) receptors in membrane from Sf9 cells. In concious normotensive dogs, GA 0113 inhibited the Ang II-induced presser response with ID50 of 0.032 mg/kg and dose-dependently increased plasma renin activity for 48 h. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(01)00383-9

文献信息

• 2-Arylquinolines and process for producing the same
  申请人：ASAHI GLASS COMPANY LTD.

  公开号：EP0786460A2

  公开（公告）日：1997-07-30

  2-Arylquinolines represented by formula (1): wherein R1, R3 to R9 each represents hydrogen, halogen, lower alkyl, cyclic lower alkyl, aryl, aralkyl, alkoxy or -CmF2m+1; R2 represents hydrogen, halogen, lower alkyl, cyclic lower alkyl, aryl, aralkyl, alkoxy, CnF2n+1 or -CH2Q, in which Q represents a monovalent organic group obtained by eliminating from an organic compound having -NH- the hydrogen atom bonded to the nitrogen, or halogen; X represents halogen or hydrogen; Y represents nitro or amino which may be protected with a protecting group; and m and n each represents an integer of from 1 to 6; and processes for producing the 2-arylquinolines.

  由式(1)代表的 2-芳基喹啉： 其中 R1、R3 至 R9 各自代表氢、卤素、低级烷基、环状低级烷基、芳基、芳烷基、烷氧基或 -CmF2m+1；R2 代表氢、卤素、低级烷基、环状低级烷基、芳基、芳烷基、烷氧基、CnF2n+1 或 -CH2Q，其中 Q 代表从具有 -NH- 的有机化合物中除去与氮结合的氢原子或卤素而得到的一价有机基团； X代表卤素或氢；Y代表硝基或氨基，可被保护基团保护；m和n各代表1至6的整数；以及生产2-芳基喹啉的工艺。
• US5856337A
  申请人：——

  公开号：US5856337A

  公开（公告）日：1999-01-05
• 2-arylquinolines and process for producing the same
  申请人：Asahi Glass Co., Ltd.

  公开号：US05856337A1

  公开（公告）日：1999-01-05

  2-Arylquinolines represented by formula (1): ##STR1## wherein R.sup.1, R.sup.3 to R.sup.9 each represents hydrogen, halogen, lower alkyl, cyclic lower alkyl, aryl, aralkyl, alkoxy or --C.sub.m F.sub.2m+1 ; R.sup.2 represents hydrogen, halogen, lower alkyl, cyclic lower alkyl, aryl, aralkyl, alkoxy, --C.sub.n F.sub.2n+1 or --CH.sub.2 Q, in which Q represents a monovalent organic group obtained by eliminating from an organic compound having --NH-- the hydrogen atom bonded to the nitrogen, or halogen; X represents halogen or hydrogen; Y represents nitro or amino which may be protected with a protecting group; and m and n each represents an integer of from 1 to 6; and processes for producing the 2-arylquinolines.

  2-芳基喹啉的结构式(1)如下：##STR1##其中R.sup.1，R.sup.3到R.sup.9分别表示氢、卤素、较低烷基、环状较低烷基、芳基、芳基烷基、烷氧基或--C.sub.m F.sub.2m+1；R.sup.2表示氢、卤素、较低烷基、环状较低烷基、芳基、芳基烷基、烷氧基、--C.sub.n F.sub.2n+1或--CH.sub.2 Q，其中Q表示通过从具有--NH--的有机化合物中消除与氮结合的氢原子或卤素而获得的一价有机基团；X表示卤素或氢；Y表示可能用保护基保护的硝基或氨基；m和n分别表示1到6的整数；以及生产2-芳基喹啉的方法。
• A novel trifluoromethanesulfonamidophenyl-substituted quinoline derivative, GA 0113: synthesis and pharmacological profiles
  作者：Yoshitomi Morizawa、Takashi Okazoe、Shu-zhong Wang、Jun Sasaki、Hajime Ebisu、Masakuni Nishikawa、Hiroshi Shinyama

  DOI：10.1016/s0022-1139(01)00383-9

  日期：2001.6

  The trifluoromethanesulfonamidophenyl-substituted quineline GA 0113 have been synthesized from o-nitrobenzoyl chloride via a multistep process. GA 0113 displaced specific binding of [I-125]-Sar1, Ile(8)-Ang II to AT(1) receptors in membrane from Sf9 cells. In concious normotensive dogs, GA 0113 inhibited the Ang II-induced presser response with ID50 of 0.032 mg/kg and dose-dependently increased plasma renin activity for 48 h. (C) 2001 Elsevier Science B.V. All rights reserved.