(2S,3R,4S)-2-Dimethoxymethyl-4-[(1H-imidazol-2-ylmethyl)-(4-trifluoromethoxy-phenyl)-amino]-2-methyl-6-nitro-chroman-3-ol | 571141-44-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (2S,3R,4S)-2-Dimethoxymethyl-4-[(1H-imidazol-2-ylmethyl)-(4-trifluoromethoxy-phenyl)-amino]-2-methyl-6-nitro-chroman-3-ol
• 英文别名: (2S,3R,4S)-2-(dimethoxymethyl)-4-[N-(1H-imidazol-2-ylmethyl)-4-(trifluoromethoxy)anilino]-2-methyl-6-nitro-3,4-dihydrochromen-3-ol
• CAS: 571141-44-1
• 化学式: C₂₄H₂₅F₃N₄O₇
• 分子量: 538.48
• InChiKey: JWVPCFYQYPMKIT-XJUOHMSHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  135
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (2S,3R,4S)-2-Dimethoxymethyl-4-[(1H-imidazol-2-ylmethyl)-(4-trifluoromethoxy-phenyl)-amino]-2-methyl-6-nitro-chroman-3-ol 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 (2S,3R,4S)-6-Amino-2-dimethoxymethyl-4-[(1H-imidazol-2-ylmethyl)-(4-trifluoromethoxy-phenyl)-amino]-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：

  对三氟甲氧基苯胺 在 sodium tetrahydroborate 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 (2S,3R,4S)-2-Dimethoxymethyl-4-[(1H-imidazol-2-ylmethyl)-(4-trifluoromethoxy-phenyl)-amino]-2-methyl-6-nitro-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

文献信息

• 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。
• Identification of a novel antiangiogenic agent; 4-(N-Imidazol-2-ylmethyl)amino benzopyran analogues
  作者：Nakjeong Kim、Sunkyung Lee、Kyu Yang Yi、Sung-eun Yoo、Guncheol Kim、Chong Ock Lee、Sung Hee Park、Byung Ho Lee

  DOI：10.1016/s0960-894x(03)00248-8

  日期：2003.5

  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.