N-(1H-咪唑-2-基甲基)-4-氯苯胺 | 166096-16-8

• 物质功能分类: 医药中间体 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N-(1H-咪唑-2-基甲基)-4-氯苯胺
• 英文名称: N-(4-Chlorophenyl)-N-[(1H-imidazol-2-yl)methyl]-amine
• 英文别名: (4-chlorophenyl)(1H-imidazol-2-ylmethyl)amine；N-(4-Chlorophenyl)-N-[(1H-imidazol-2-yl)methyl]amine；N-(4-Chlorophenyl)-N-[(1H-imidazol-2yl)methyl]amine；(4-chloro-phenyl)-(1H-imidazol-2-ylmethyl)-amine；4-chlorophenyl-1H-imidazol-2-ylmethylamine；4-Chloro-N-[(1H-imidazol-2-yl)methyl]aniline；4-chloro-N-(1H-imidazol-2-ylmethyl)aniline
• CAS: 166096-16-8
• 化学式: C₁₀H₁₀ClN₃
• 分子量: 207.662
• InChiKey: SIFYJEQOTXUWFR-UHFFFAOYSA-N

物化性质

• 沸点：
  498.7±25.0 °C(Predicted)
• 密度：
  1.356±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  40.7
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  N-(1H-咪唑-2-基甲基)-4-氯苯胺 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 (2S,3R,4S)-6-Amino-4-[(4-chloro-phenyl)-(1H-imidazol-2-ylmethyl)-amino]-2-dimethoxymethyl-2-methyl-chroman-3-ol
  参考文献：
  名称：

  Identification of a novel antiangiogenic agent; 4-(N-Imidazol-2-ylmethyl)amino benzopyran analogues

  摘要：

  A series of 4-(N-imidazol-2-ylmethyl)aminobenzopyran analogues, originally designed as K-ATP openers for ischemic diseases, showed antiangiogenic properties through the inhibition of HUVEC tube formation. Especially one of p-Cl substituted analogues (4c) completely inhibited HUVEC tube formation at 10 muM. The compound 4c significantly inhibited tumor growth by 52% on A549 (human non small cell lung carcinoma) in nude mice xenografts without any significant side effects. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00248-8
• 作为产物：
  描述：

  以77的产率得到N-(1H-咪唑-2-基甲基)-4-氯苯胺
  参考文献：
  名称：

  4-Arylamino-benzopyran and related compounds

  摘要：

  具有以下化学式和药学上可接受的盐的化合物，其中X为烷基，Y为单键，-CH₂-，-C（O）-，-O-，-S-或-N（R⁸）-，其中R⁸为氢，烷基，卤代烷基，芳基，芳基烷基，环烷基或（环烷基）烷基，而R¹到R⁷如本文所定义。这些化合物具有钾通道激活活性，因此可用作心血管药物等用途。

  公开号：

  EP0648758A1
• 作为试剂：
  描述：

  对氯苯胺 、 2-咪唑甲醛 在 N-(1H-咪唑-2-基甲基)-4-氯苯胺 、 乙酸乙酯 作用下， 以to afford the title compound (1.56 g, 72%) as an off white solid的产率得到N-(1H-咪唑-2-基甲基)-4-氯苯胺
  参考文献：
  名称：

  4-arylamino-benzopyran and related compounds

  摘要：

  具有以下式子##STR1##及其药物可接受的盐，其中X是烷基，Y是单键，--CH.sub.2 --，--C(O)--，--O--，--S--或--N(R.sup.8)--，其中R.sup.8是氢，烷基，卤代烷基，芳基，芳基烷基，环烷基或（环烷基）烷基，而R.sup.1到R.sup.7如本文所定义。这些化合物具有钾通道激活活性，因此例如作为心血管药物是有用的。

  公开号：

  US05837702A1

文献信息

• Therapeutics for the treatment of glaucoma
  申请人：MAYO FOUNDATION FOR MEDICAL EDUCATION AND RESEARCH

  公开号：US10981951B2

  公开（公告）日：2021-04-20

  The present invention provides benzothiadiazine and chroman derivatives and particularly diazoxide and cromakalim derivatives for use in treating glaucoma, retinopathy, treating age related macular degeneration, treating, stabilizing and/or inhibiting blood and lymph vascularization, and reducing intraocular pressure by administering a pharmaceutically effective amount of a prodrug disposed in an ophthalmically acceptable carrier to the eye, wherein the prodrug specifically modulates a KATP channel to reduce an intraocular pressure.

  本发明提供苯并噻二嗪和色苷衍生物，特别是用于治疗青光眼、视网膜病变、治疗年龄相关性黄斑变性、治疗、稳定和/或抑制血液和淋巴血管生成，并通过向眼睛内给予药学有效量的前药，其中前药特异性调节KATP通道以降低眼内压力。
• AMINOMETHYL-2-IMIDAZOLES
  申请人：Galley Guido

  公开号：US20080096906A1

  公开（公告）日：2008-04-24

  The present invention relates to compounds of formula I wherein R 1 is selected from the group consisting of hydrogen or lower alkyl; R 2 is hydrogen, lower alkyl, lower alkenyl, lower alkyl substituted by hydroxy, lower alkyl substituted by halogen, —(CH 2 ) x —S-lower alkyl, —(CH 2 ) x —O-lower alkyl, —(CH 2 ) x —NHC(O)O-lower alkyl, —(CH 2 ) x -aryl, and —(CH 2 ) x -heteroaryl; each R 3 is selected from the group consisting of hydrogen, lower alkyl, lower alkoxy, halogen, hydroxy, lower alkyl substituted by halogen, —O—(CH 2 ) m -aryl, —O—(CH 2 ) m -heteroaryl, —(CR 2 ) m -aryl, and —(CR 2 ) m -heteroaryl; each R is selected from the group consisting of hydrogen, lower alkyl and hydroxy; Ar is selected from the group consisting of phenyl, pyrimidin-2-yl, pyrimidin-4-yl and pyridin-3-yl; n is 0, 1 or 2; x is 0, 1, 2 or 3; m is 0 or 1; and to their pharmaceutically active salts.

  本发明涉及以下式I的化合物 其中 R1选择自羟基或较低烷基; R2为氢、较低烷基、较低烯基、被羟基取代的较低烷基、被卤素取代的较低烷基、—(CH2)x—S-较低烷基、—(CH2)x—O-较低烷基、—(CH2)x—NHC(O)O-较低烷基、—(CH2)x-芳基和—(CH2)x-杂环基中的一种; 每个R3选择自氢、较低烷基、较低烷氧基、卤素、羟基、被卤素取代的较低烷基、—O—(CH2)m-芳基、—O—(CH2)m-杂环基、—(CR2)m-芳基和—(CR2)m-杂环基中的一种; 每个R选择自氢、较低烷基和羟基; Ar选择自苯基、嘧啶-2-基、嘧啶-4-基和吡啶-3-基; n为0、1或2; x为0、1、2或3; m为0或1; 以及其药用活性盐。
• [EN] BENZOPYRAN DERIVATIVES SUBSTITUTED WITH SECONDARY AMINES INCLUDING IMIDAZOLE, THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM<br/>[FR] DERIVES DE BENZOPYRANE SUBSTITUES PAR DES AMINES SECONDAIRES DONT IMIDAZOLE, PREPARATION ET COMPOSITIONS PHARMACEUTIQUES LES CONTENANT
  申请人：KOREA RES INST CHEM TECH

  公开号：WO2004014898A1

  公开（公告）日：2004-02-19

  The present invention relates to benzopyran derivatives substituted with secondary amines including imidazole, their preparation, and pharmaceutical compositions containing them. The present invention is pharmacologically useful for the treatment of cancer, rheumatoid arthritis, and diabetic retinopathies through anti-angiogenic properties, and also pharmacologically useful in the protection of heart and neuronal cells against ischemia-reperfusion injury or preserving organs.

  本发明涉及取代了次级胺（包括咪唑）的苯并吡喃衍生物，以及其制备方法和含有它们的药物组合物。本发明在药理学上可用于治疗癌症、类风湿性关节炎和糖尿病视网膜病变，通过抗血管生成的特性，同时在保护心脏和神经细胞免受缺血再灌注损伤或保存器官方面也具有药理学上的用途。
• Benzopyran derivatives substituted with secondary amines including imidazole, their preparation and pharmaceutical compositions containing them
  申请人：Yi Yang Kyu

  公开号：US20050267188A1

  公开（公告）日：2005-12-01

  The present invention relates to benzopyran derivatives substituted with secondary amines including imidazole, their preparation, and pharmaceutical compositions containing them. The present invention is pharmacologically useful for the treatment of cancer, rheumatoid arthritis, and diabetic retinopathies through anti-angiogenic properties, and also pharmacologically useful in the protection of heart and neuronal cells against ischemia-reperfusion injury or preserving organs.

  本发明涉及用次生胺包括咪唑取代的苯并吡喃衍生物、它们的制备以及包含它们的药物组合物。本发明在药理学上对于通过抗血管生成的性质治疗癌症、类风湿性关节炎和糖尿病视网膜病变非常有用，同时在保护心脏和神经细胞免受缺血再灌注损伤或保护器官方面也具有药理学上的用途。
• PHARMACEUTICAL COMPOSITION FOR PREVENTING OR TREATING MACULAR DEGENERATION
  申请人：Yi Kyu-Yang

  公开号：US20140018402A1

  公开（公告）日：2014-01-16

  The present invention provides a pharmaceutical composition for preventing or treating macular degeneration, which comprises benzopyran derivatives substituted with secondary amines including imidazole or pharmaceutically acceptable salts thereof as an active ingredient. The pharmaceutical composition of the present invention may be used in the form of eye drops.

  本发明提供了一种用于预防或治疗黄斑退化的药物组合物，其包括以含有咪唑等次生胺的苯并吡喃衍生物或其药学上可接受的盐为活性成分。本发明的药物组合物可以以眼药水的形式使用。