(9ci)-5-甲氧基-1-甲基-1H-苯并咪唑-2-羧醛 | 53004-19-6

• 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: (9ci)-5-甲氧基-1-甲基-1H-苯并咪唑-2-羧醛
• 英文名称: 5-methoxy-1-methyl-1H-1,3-benzodiazole-2-carbaldehyde
• 英文别名: 5-Methoxy-1-methyl-2-benzimidazol-carboxaldehyd；5-methoxy-1-methyl-1H-benzoimidazole-2-carbaldehyde；1-methyl-5-methoxy-2-formylbenzimidazole；5-Methoxy-1-methyl-1H-benzo[d]imidazole-2-carbaldehyde；5-methoxy-1-methylbenzimidazole-2-carbaldehyde
• CAS: 53004-19-6
• 化学式: C₁₀H₁₀N₂O₂
• 分子量: 190.202
• InChiKey: ZMLZMIXKMFTTJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  (9ci)-5-甲氧基-1-甲基-1H-苯并咪唑-2-羧醛 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到5-Hydroxy-1-methylbenzimidazole-2-carbaldehyde
  参考文献：
  名称：

  Cytotoxicity of Substituted Benzimidazolyl Curcumin Mimics Against Multi-Drug Resistance Cancer Cell

  摘要：

  DOI：

  10.5012/bkcs.2013.34.4.1272
• 作为产物：
  描述：

  4-甲氧基邻苯二胺 在 盐酸 、 四丁基溴化铵 、 戴斯-马丁氧化剂 、 potassium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 12.0h， 生成 (9ci)-5-甲氧基-1-甲基-1H-苯并咪唑-2-羧醛
  参考文献：
  名称：

  Synthesis of substituted benzimidazolyl curcumin mimics and their anticancer activity

  摘要：

  A novel curcumin mimic library (14a-14h and 15a-15h) possessing variously substituted benzimidazole groups was synthesized through the aldol reaction of (E)-4-(4-hydroxy-3-methoxyphenyl)but-3-en-2-one (7) or (E)-4-(3-hydroxy-4-methoxyphenyl)but-3-en-2-one (13) with diversely substituted benzimidazolyl-2-carbaldehyde (12a-12h). The MTT assay of the cancer cells MCF-7, SH-SY5Y, HEP-G2, and H460 showed that compound 14c with IC50 of 1.0 and 1.9 mu M has a strong inhibitory effect on the growth of SH-SY5Y and Hep-G2 cells, respectively, and that compound 15h with IC50 of 1.9 mu M has a strong inhibitory effect on the growth of MCF-7 cancer cells. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.074

文献信息

• 6-(Substituted)methylene-penicillanic and
  申请人：Pfizer Inc.

  公开号：US04826833A1

  公开（公告）日：1989-05-02

  Beta-lactamase inhibiting compounds of the formula ##STR1## or a pharmaceutically acceptable acid addition or carboxylate salt thereof; where n is zero, 1 or 2; X.sub.3 is H or Br, R.sup.1 is H, the residue of certain carboxy-protecting groups or the residue of an ester group readily hydrolyzable in vivo; one of R.sup.12 and R.sup.13 is H and the other is vinyl, certain aryl, alkylthio, alkylsulfonyl or certain heterocyclyl, aminomethyl, thiocarboxamido or amidino groups; one or R.sup.2 and R.sup.3 is H and the other is as disclosed for the other of R.sup.12 and R.sup.13, or is Cl or CH.sub.2 OH, and R.sup.18 is H or certain acyl groups; intermediates useful in their production, methods for their preparation and use, and pharmaceutical compositions containing them.

  β-内酰胺酶抑制化合物的结构式为##STR1##或其药学上可接受的酸加合物或羧酸盐；其中n为零、1或2；X.sub.3为H或Br，R.sup.1为H，某些羧基保护基的残基或在体内容易水解的酯基残基；R.sup.12和R.sup.13中的一个为H，另一个为乙烯基、某些芳基、烷基硫基、烷基磺酰基或某些杂环基、氨甲基、硫代羧酰胺基或胍基；R.sup.2和R.sup.3中的一个为H，另一个如R.sup.12和R.sup.13的另一个所披露的，或为Cl或CH.sub.2 OH，R.sup.18为H或某些酰基；在其生产中有用的中间体、其制备和使用的方法，以及含有它们的药物组合物。
• [EN] PROBES FOR IMAGING HUNTINGTIN PROTEIN<br/>[FR] SONDES D'IMAGERIE DE LA PROTÉINE HUNTINGTINE
  申请人：CHDI FOUNDATION INC

  公开号：WO2016033440A1

  公开（公告）日：2016-03-03

  Provided are imaging agents comprising a compound of Formula I, or a pharmaceutically acceptable salt thereof, and methods of their use. Formula (I)

  提供了包含化合物I式或其药用可接受盐的成像剂，以及它们的使用方法。式(I)
• Synthesis of substituted benzimidazolyl curcumin mimics and their anticancer activity
  作者：Ho Bum Woo、Young Woo Eom、Kyu-Sang Park、Jungyeob Ham、Chan Mug Ahn、Seokjoon Lee

  DOI：10.1016/j.bmcl.2011.12.074

  日期：2012.1

  A novel curcumin mimic library (14a-14h and 15a-15h) possessing variously substituted benzimidazole groups was synthesized through the aldol reaction of (E)-4-(4-hydroxy-3-methoxyphenyl)but-3-en-2-one (7) or (E)-4-(3-hydroxy-4-methoxyphenyl)but-3-en-2-one (13) with diversely substituted benzimidazolyl-2-carbaldehyde (12a-12h). The MTT assay of the cancer cells MCF-7, SH-SY5Y, HEP-G2, and H460 showed that compound 14c with IC50 of 1.0 and 1.9 mu M has a strong inhibitory effect on the growth of SH-SY5Y and Hep-G2 cells, respectively, and that compound 15h with IC50 of 1.9 mu M has a strong inhibitory effect on the growth of MCF-7 cancer cells. (C) 2011 Elsevier Ltd. All rights reserved.
• PROBES FOR IMAGING HUNTINGTIN PROTEIN
  申请人：CHDI Foundation, Inc.

  公开号：EP3197277A1

  公开（公告）日：2017-08-02
• US4826833A
  申请人：——

  公开号：US4826833A

  公开（公告）日：1989-05-02