2'-methyl-2,4'-bithiazole-4-carboxylic acid | 91520-83-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2'-methyl-2,4'-bithiazole-4-carboxylic acid
• 英文别名: 2'-Methyl-[2,4'-bithiazole]-4-carboxylic Acid；2-(2-methyl-1,3-thiazol-4-yl)-1,3-thiazole-4-carboxylic acid
• CAS: 91520-83-1
• 化学式: C₈H₆N₂O₂S₂
• 分子量: 226.28
• InChiKey: LLDGWHFDLMKSGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2'-methyl-2,4'-bithiazole-4-carboxylic acid 在 水 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 lithium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成
  参考文献：
  名称：

  Potent and Orally Efficacious Bisthiazole-Based Histone Deacetylase Inhibitors

  摘要：

  Inspired by the thiazole thiazoline cap group in natural product largazole, a series of structurally simplified bisthiazole-based histone deacetylase inhibitors were prepared and evaluated. Compound 8f was evaluated in vivo in an experimental autoimmune encephalomyelitis (EAE) model and found to be orally efficacious in ameliorating clinical symptoms of EAE mice.

  DOI：

  10.1021/ml400470s
• 作为产物：
  描述：

  2-甲基噻唑-4-甲酰胺 在 劳森试剂 、 水 、 potassium hydrogencarbonate 、 lithium hydroxide 作用下， 以 乙二醇二甲醚 、 乙醇 为溶剂， 反应 32.84h， 生成 2'-methyl-2,4'-bithiazole-4-carboxylic acid
  参考文献：
  名称：

  Potent and Orally Efficacious Bisthiazole-Based Histone Deacetylase Inhibitors

  摘要：

  Inspired by the thiazole thiazoline cap group in natural product largazole, a series of structurally simplified bisthiazole-based histone deacetylase inhibitors were prepared and evaluated. Compound 8f was evaluated in vivo in an experimental autoimmune encephalomyelitis (EAE) model and found to be orally efficacious in ameliorating clinical symptoms of EAE mice.

  DOI：

  10.1021/ml400470s

文献信息

• Synthesis of some spin-labeled bithiazoles, Useful probes for studying bleomycin-DNA binding
  作者：Raymond Houssin、Jean-Luc Bernier、Jean-Pierre Hénichart

  DOI：10.1002/jhet.5570210240

  日期：1984.3

  a 4-(2,2,6,6-tetramethyl-1-piperidinooxy) free radical, have been synthesized. These derivatives where the nitroxide group is linked to the end of spacers of various lengths, can be used as probes for the study, by esr spectroscopy, of the intercalation of the heterocyclic moiety of Bleomycin.

  已知抗生素抗肿瘤药博来霉素通过将其联苯二唑生色团插入DNA碱基对而与DNA结合。已经合成了四个带有4-（2,2,6,6-四甲基-1-哌啶子基氧基）自由基的自旋标记的噻唑。这些氧化亚氮基团连接到各种长度的间隔基末端的衍生物，可以用作电子探针光谱学研究博来霉素杂环部分插入的探针。
• Aminoalkyl derivatives of 2,4′-bithiazole-4-carboxylic acid, the intercalating part of bleomycin
  作者：Raymond Houssin、Jean-Luc Bernier、Jean-Pierre Hénichart

  DOI：10.1002/jhet.5570210310

  日期：1984.5

  The synthesis of three 2,4′-bithiazole derivatives related to the antibiotic antitumor bleomycin is reported. These compounds substituted by aminoalkyl chains on 2′ and/or 4-positions were prepared by the Hantzs synthesis between new thioamides and methyl 2-(2-bromoacetyl)thiazole-4-carboxylate and will be useful for the study of the intercalative moiety of bleomycin.

  报道了与抗生素抗肿瘤博来霉素有关的三种2,4'-联噻唑衍生物的合成。这些在2'和/或4位上被氨基烷基链取代的化合物是通过新硫代酰胺与2-（2-溴乙酰基）噻唑-4-羧酸甲酯之间的汉茨合成法制备的，可用于研究博来霉素。
• HOUSSIN, R.;BERNIER, J. -L.;HENICHART, J. -P., J. HETEROCYCL. CHEM., 1984, 21, N 3, 681-683
  作者：HOUSSIN, R.、BERNIER, J. -L.、HENICHART, J. -P.

  DOI：——

  日期：——
• Potent and Orally Efficacious Bisthiazole-Based Histone Deacetylase Inhibitors
  作者：Fei Chen、Hui Chai、Ming-Bo Su、Yang-Ming Zhang、Jia Li、Xin Xie、Fa-Jun Nan

  DOI：10.1021/ml400470s

  日期：2014.6.12

  Inspired by the thiazole thiazoline cap group in natural product largazole, a series of structurally simplified bisthiazole-based histone deacetylase inhibitors were prepared and evaluated. Compound 8f was evaluated in vivo in an experimental autoimmune encephalomyelitis (EAE) model and found to be orally efficacious in ameliorating clinical symptoms of EAE mice.