5-氯-1H-苯并咪唑-2-羧醛 | 39811-11-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 5-氯-1H-苯并咪唑-2-羧醛
• 中文别名: 6-氯1H-1,3-苯并二唑-2-甲醛
• 英文名称: 5-chloro-1H-benzimidazole-2-carbaldehyde
• 英文别名: 5-Chlor-benzimidazol-aldehyd-(2)；5-chloro-1(3)H-benzoimidazole-2-carbaldehyde；5-chloro-1(3)H-benzimidazole-2-carbaldehyde；5-Chlor-1(3)H-benzimidazol-2-carbaldehyd；6-chloro-1H-benzimidazole-2-carbaldehyde
• CAS: 39811-11-5
• 化学式: C₈H₅ClN₂O
• 分子量: 180.593
• InChiKey: LCVUEIXVCGCYPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-氯-1H-苯并咪唑-2-羧醛 、 3-氨基-1H-吡咯-2-甲酸乙酯 在 溶剂黄146 sodium cyanoborohydride 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.08h， 以46%的产率得到ethyl 3-{[(5-chloro-1H-benzimidazol-2-yl)methyl]amino}-1H-pyrrole-2-carboxylate
  参考文献：
  名称：

  WO2006/62465

  摘要：

  公开号：
• 作为产物：
  描述：

  bityl 2,2-dibutoxyacetate 在 sodium ethanolate 作用下， 生成 5-氯-1H-苯并咪唑-2-羧醛
  参考文献：
  名称：

  DE942327

  摘要：

  公开号：

文献信息

• [EN] PYRAZOLOPYRAZINES ACTING ON CANCERS VIA INHIBITION OF CDK12<br/>[FR] PYRAZOLOPYRAZINES AGISSANT SUR DES CANCERS PAR INHIBITION DE CDK12
  申请人：BAYER AG

  公开号：WO2021176049A1

  公开（公告）日：2021-09-10

  The present invention provides compounds of general formula (I) in which X, R1, R2 and R3 are as described and defined herein, methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions and combinations comprising said compounds, and the use of said compounds for manufacturing pharmaceutical compositions for the treatment and/or prophylaxis of diseases, in particular of hyperproliferative disorders such as cancer disorders, as a sole agent or in combination with other active ingredients.

  本发明提供了一般式(I)中X、R1、R2和R3如所述和定义的化合物，制备所述化合物的方法，用于制备所述化合物的中间化合物，包含所述化合物的药物组合物和组合物，以及利用所述化合物制造用于治疗和/或预防疾病的药物组合物，特别是治疗癌症等高增殖性疾病的药物组合物，作为唯一药剂或与其他活性成分结合使用。
• Synthesis and Biological Evaluation of Benzimidazole Phenylhydrazone Derivatives as Antifungal Agents against Phytopathogenic Fungi
  作者：Xing Wang、Yong-Fei Chen、Wei Yan、Ling-Ling Cao、Yong-Hao Ye

  DOI：10.3390/molecules21111574

  日期：——

  A series of benzimidazole phenylhydrazone derivatives (6a-6ai) were synthesized and characterized by ¹H-NMR, ESI-MS, and elemental analysis. The structure of 6b was further confirmed by single crystal X-ray diffraction as (E)-configuration. All the compounds were screened for antifungal activity against Rhizoctonia solani and Magnaporthe oryzae employing a mycelium growth rate method. Compound 6f exhibited

  合成了一系列苯并咪唑苯基hydr衍生物（6a-6ai），并通过1 H-NMR，ESI-MS和元素分析对其进行了表征。通过单晶X射线衍射进一步确认6b的结构为（E）构型。使用菌丝体生长速率法筛选了所有化合物的抗枯萎病菌和稻瘟病菌的抗真菌活性。化合物6f表现出对茄形假单胞菌和米曲霉的显着抑制活性，EC50值分别为1.20和1.85μg/ mL。体内试验表明，6f可以有效控制上述两种植物病原体引起的稻瘟病和稻瘟病的发生。
• Novel Pyrrolo [3,2-D]Pyrimidin-4-One Derivatives And Their Use In Therapy
  申请人：Bogevig Anders

  公开号：US20080221136A1

  公开（公告）日：2008-09-11

  There are disclosed novel compounds of formula (I) wherein R 1 , R 12 , L, X and Y are as defined in the specification, and pharmaceutically acceptable salts thereof; together with processes for their preparation, compositions containing them and their use in therapy. The compounds are inhibitors of the enzyme MPO and are thereby particularly useful in the treatment or prophylaxis of neuroinflammatory disorders, cardiovascular disorders and respiratory disorders.

  公开了式（I）的新化合物，其中R1、R12、L、X和Y如规范中所定义，并且其药学上可接受的盐；以及它们的制备方法、含有它们的组合物以及它们在治疗中的用途。这些化合物是MPO酶的抑制剂，因此在神经炎症性疾病、心血管疾病和呼吸系统疾病的治疗或预防中特别有用。
• NOVEL PYRROLO [3, 2-D] PYRIMIDIN-4-ONE DERIVATIVES AND THEIR USE IN THERAPY
  申请人：BÖGEVIG Anders

  公开号：US20110059996A1

  公开（公告）日：2011-03-10

  There are disclosed novel compounds of formula (I) wherein R 1 , R 12 , L, X and Y are as defined in the specification, and pharmaceutically acceptable salts thereof; together with processes for their preparation, compositions containing them and their use in therapy. The compounds are inhibitors of the enzyme MPO and are thereby particularly useful in the treatment or prophylaxis of neuroinflammatory disorders, cardiovascular disorders and respiratory disorders.

  公开了一种式子为（I）的新化合物，其中R1，R12，L，X和Y如规范中所定义，并且其药学上可接受的盐；以及它们的制备方法，含有它们的组合物以及它们在治疗中的用途。这些化合物是MPO酶的抑制剂，因此特别适用于治疗或预防神经炎症性疾病，心血管疾病和呼吸系统疾病。
• Pyrrolo [3,2-d]pyrimidin-4-one derivatives and their use in therapy
  申请人：AstraZeneca AB

  公开号：US07829707B2

  公开（公告）日：2010-11-09

  There are disclosed novel compounds of formula (I) wherein R1, R12, L, X and Y are as defined in the specification, and pharmaceutically acceptable salts thereof; together with processes for their preparation, compositions containing them and their use in therapy. The compounds are inhibitors of the enzyme MPO and are thereby particularly useful in the treatment or prophylaxis of neuroinflammatory disorders, cardiovascular disorders and respiratory disorders.

  本发明公开了一种新的化合物，其化学式为（I），其中R1、R12、L、X和Y的定义如规范中所述，并且其药学上可接受的盐；以及它们的制备方法、含有它们的组合物和它们在治疗中的用途。这些化合物是MPO酶的抑制剂，因此在治疗或预防神经炎性疾病、心血管疾病和呼吸系统疾病方面特别有用。