(2R,3S,4R)-2-Dimethoxymethyl-4-[(1H-imidazol-2-ylmethyl)-(4-trifluoromethyl-phenyl)-amino]-2-methyl-6-nitro-chroman-3-ol | 571141-42-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,3S,4R)-2-Dimethoxymethyl-4-[(1H-imidazol-2-ylmethyl)-(4-trifluoromethyl-phenyl)-amino]-2-methyl-6-nitro-chroman-3-ol
• 英文别名: (2R,3S,4R)-2-(dimethoxymethyl)-4-[N-(1H-imidazol-2-ylmethyl)-4-(trifluoromethyl)anilino]-2-methyl-6-nitro-3,4-dihydrochromen-3-ol
• CAS: 571141-42-9
• 化学式: C₂₄H₂₅F₃N₄O₆
• 分子量: 522.481
• InChiKey: YDHPXNAQISFKNA-FUPPJEDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  37
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  126
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (2R,3S,4R)-2-Dimethoxymethyl-4-[(1H-imidazol-2-ylmethyl)-(4-trifluoromethyl-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 (2R,3S,4R)-6-Amino-2-dimethoxymethyl-4-[(1H-imidazol-2-ylmethyl)-(4-trifluoromethyl-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：

  对三氟甲基苯胺 在 sodium tetrahydroborate 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 (2R,3S,4R)-2-Dimethoxymethyl-4-[(1H-imidazol-2-ylmethyl)-(4-trifluoromethyl-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

• 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.