4-氯-2-(1-甲基-4-哌嗪基)-5-噻唑甲醛 | 141764-88-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 4-氯-2-(1-甲基-4-哌嗪基)-5-噻唑甲醛
• 中文别名: 4-氯-2-(1-甲基-4-哌嗪)-5-噻唑甲醛
• 英文名称: 4-chloro-2-(4-methylpiperazin-1-yl)thiazole-5-carbaldehyde
• 英文别名: 4-Chloro-2-(1-methyl-4-piperazinyl)-5-thiazolecarboxaldehyde；4-chloro-2-(4-methylpiperazin-1-yl)-1,3-thiazole-5-carbaldehyde
• CAS: 141764-88-7
• 化学式: C₉H₁₂ClN₃OS
• 分子量: 245.733
• InChiKey: ZOVNOCUBYWVOLX-UHFFFAOYSA-N

物化性质

• 沸点：
  373.7±52.0 °C(Predicted)
• 密度：
  1.372±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  64.7
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 危险品标志：
  T
• 危险类别码：
  R25
• 海关编码：
  2934100090

反应信息

• 作为反应物：
  描述：

  4-氯-2-(1-甲基-4-哌嗪基)-5-噻唑甲醛 在 三甲基铝 、 三乙胺 作用下， 以 二甲基亚砜 、 甲苯 为溶剂， 反应 3.0h， 生成 N-(4-methoxyphenyl)-2-(4-methylpiperazin-1-yl)thieno[2,3-d]thiazole-5-carboxamide
  参考文献：
  名称：

  Discovery of thienothiazolocarboxamide analogues as novel anti-tubercular agent

  摘要：

  In order to identify anti-tubercular agents with a novel scaffold, commercial libraries of small organic compounds were screened against a fluorescent strain of Mycobacterium tuberculosis H37Rv, using a dual phenotypic assay. Compounds were assessed against bacteria replicating in broth medium, as well as inside macrophages, and thienothiazolocarboxamide (TTCA) scaffold was identified as hit in both assays, with submicromolar inhibitory concentrations. Derivatives of TTCA were further synthesized and evaluated for their inhibitory effects on M.tuberculosis H37Rv. In the present study we report the structure-activity relationship of these TTCA derivatives. Compounds 28, 32 and 42 displayed good anti-tubercular activities, as well as favorable ADME and PK properties. Compound 42 exhibited excellent oral bioavailability in mice with high distribution to lungs, within 1 h. It was found to be efficacious in a dose dependent manner in a murine model of M. tuberculosis infection. Hence, compound 42 is now under evaluation as a potential lead candidate for treatment of tuberculosis.

  DOI：

  10.1016/j.bmc.2020.115797
• 作为产物：
  描述：

  N-甲基哌嗪 、 2,4-二氯噻唑-5-甲醛 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以76%的产率得到4-氯-2-(1-甲基-4-哌嗪基)-5-噻唑甲醛
  参考文献：
  名称：

  改进的2-取代的4-氯噻唑-5-甲醛的合成

  摘要：

  在室温下，使用碳酸钾在乙腈中，而不是在-78°C下，用丁基锂在四氢呋喃中进行去质子反应，建立了一种改进的2,4-二氯噻唑-5-甲醛（2）与仲胺反应的方法。该方法方便，并且3的产率甚至更高。化合物2也可以通过该方法与硫酚反应，得到4-氯-2-苯基硫代噻唑-5-甲醛4。

  DOI：

  10.1002/jhet.5570340509

文献信息

• Bi-functional complexes and methods for making and using such complexes
  申请人：Gouliaev Alex Haahr

  公开号：US11225655B2

  公开（公告）日：2022-01-18

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.

  本发明涉及一种合成双功能复合物的方法，该复合物包括分子部分和识别分子部分的识别寡核苷酸部分。根据本发明的合成方法的一部分优选在一种或多种有机溶剂中进行，此时包含可选保护标签或寡核苷酸标识符的新生双功能复合物与固体支持物相连接，合成方法的另一部分优选在适合于将寡核苷酸标签酶加到溶液中的新生双功能复合物的条件下进行。
• Athmani, Salah; Farhat, Mahmoud F.; Iddon, Brian, Journal of the Chemical Society. Perkin transactions I, 1992, # 8, p. 973 - 978
  作者：Athmani, Salah、Farhat, Mahmoud F.、Iddon, Brian

  DOI：——

  日期：——
• BI-FUNCTIONAL COMPLEXES AND METHODS FOR MAKING AND USING SUCH COMPLEXES
  申请人：Nuevolution A/S

  公开号：EP2558577B1

  公开（公告）日：2018-12-12
• BI-FUNCTINAL COMPLEXES AND METHODS FOR MAKING AND USING SUCH COMPLEXES
  申请人：Gouliaev Alex Haahr

  公开号：US20130281324A1

  公开（公告）日：2013-10-24

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.