4-(2-溴苯基)-2-甲基-1,3-噻唑 | 941717-01-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-(2-溴苯基)-2-甲基-1,3-噻唑
• 英文名称: 4-(2-bromophenyl)-2-methylthiazole
• 英文别名: 4-(2-Bromophenyl)-2-methyl-1,3-thiazole
• CAS: 941717-01-7
• 化学式: C₁₀H₈BrNS
• mdl: MFCD09879981
• 分子量: 254.15
• InChiKey: SXJQVZDDCODIST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2934100090

反应信息

• 作为反应物：
  描述：

  4-(2-溴苯基)-2-甲基-1,3-噻唑 在 PdCl(C₃H₅)(dppb) 、 potassium acetate 、 palladium diacetate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 48.0h， 生成 2-ethyl-4-methyl-5-(2-(2-methyl-5-(quinolin-3-yl)thiazol-4-yl)-phenyl)thiazole
  参考文献：
  名称：

  连续钯催化的直接芳基化反应合成邻苯并噻唑和1,2-二（杂芳基）苯

  摘要：

  使用芳基溴化物作为芳基源，钯催化的4-（2-溴苯基）-2-甲基噻唑的直接芳基化反应在噻唑基C5位置高效地进行。该转化提供了对4-（2-溴苯基）-2-甲基-5-芳基噻唑的简单访问，该4-（2-溴苯基）-2-甲基-5-芳基噻唑可以通过钯催化的分子内直接芳基化进一步转化为邻噻吩并噻唑。当在外部杂芳烃如噻唑，噻吩或咪唑并[1,2- a ]吡啶存在下进行4-（2-溴苯基）-2-甲基-5-芳基噻唑的直接芳基化时，这样的外部杂芳烃比分子内反应进行得更快，从而允许形成1，2-二（杂芳基）苯衍生物。

  DOI：

  10.1021/acs.joc.6b03023

文献信息

• Purine Diones As Wnt Pathway Modulators
  申请人：Agency for Science, Technology and Research

  公开号：US20170334912A1

  公开（公告）日：2017-11-23

  The invention relates to the use of compounds of general structure (I) in modulation of the Wnt pathway [Formula should be inserted here] wherein R 1 , R 2 , R 3 , R 4 and R 5 are each, independently, H or an alkyl group; D is selected from the group consisting of H, halogen, alkyl, cycloalkyl, aryl, and dialkylamino, each (other than H and halogen) being optionally substituted; Ar is an aryl or heteroaryl group, optionally substituted; Cy is an aryl, heteroaryl or a saturated ring containing at least one heteroatom, each being optionally substituted; and n is an integer from 1 to 3.
• [EN] DUAL WNT SIGNALING PATHWAY INHIBITORS AND AMPK ACTIVATORS FOR TREATMENTS OF DISEASE<br/>[FR] INHIBITEURS DE LA DOUBLE VOIE DE SIGNALISATION WNT ET ACTIVATEURS D'AMPK DESTINÉS AUX TRAITEMENTS DE MALADIE
  申请人：[en]UNIVERSITY OF MARYLAND, BALTIMORE

  公开号：WO2022256419A1

  公开（公告）日：2022-12-08

  Compounds and compositions are provided as inhibitors of the Wnt/beta-catenin pathway and/or activators of the adenosine monophosphate-activated kinase (AMPK) pathway for the treatment of diseases that implicate the same. Such diseases include cancer o a metabolic disease. Cancers that may be treated by these compounds and compositions include adrenocortical cancer, hepatocellular cancer, hepatoblastoma, malignant melanoma, ovarian cancer, Wilm's tumor, Barrett's esophageal cancer, prostate cancer, colon cancer, colorectal cancer, rectal cancer, pancreatic cancer, bladder cancer, breast cancer (e.g. triple negative breast cancer), gastric cancer, hea & neck cancer, lung cancer, mesothelioma, cervical cancer, uterine cancer, myeloid leukemia cancer, lymphoid leukemia cancer, pilometricoma cancer, medulloblastoma cancer, glioblastoma, and familial adenomatous polyposis. Metabolic diseases include type 2 diabetes, obesity, hyperlipidemia, alcoholic or non-alcoholic fatty liver disease, and liver fibrosis.
• Synthesis of Phenanthrothiazoles and 1,2-Di(heteroaryl)benzenes through Successive Pd-Catalyzed Direct Arylations
  作者：Xinzhe Shi、Jean-François Soulé、Henri Doucet

  DOI：10.1021/acs.joc.6b03023

  日期：2017.4.7

  Palladium-catalyzed direct arylation of 4-(2-bromophenyl)-2-methylthiazole proceeds with high efficiency at the thiazolyl C5 position using aryl bromides as the aryl source. This transformation provides simple access to 4-(2-bromophenyl)-2-methyl-5-arylthiazoles, which can be further converted into phenanthrothiazoles via palladium-catalyzed intramolecular direct arylation. When the direct arylation of 4-(2-

  使用芳基溴化物作为芳基源，钯催化的4-（2-溴苯基）-2-甲基噻唑的直接芳基化反应在噻唑基C5位置高效地进行。该转化提供了对4-（2-溴苯基）-2-甲基-5-芳基噻唑的简单访问，该4-（2-溴苯基）-2-甲基-5-芳基噻唑可以通过钯催化的分子内直接芳基化进一步转化为邻噻吩并噻唑。当在外部杂芳烃如噻唑，噻吩或咪唑并[1,2- a ]吡啶存在下进行4-（2-溴苯基）-2-甲基-5-芳基噻唑的直接芳基化时，这样的外部杂芳烃比分子内反应进行得更快，从而允许形成1，2-二（杂芳基）苯衍生物。