2-Bromo-4-methylthiobenzamide | 1208076-70-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Bromo-4-methylthiobenzamide
• 英文别名: 2-bromo-4-methylbenzenecarbothioamide
• CAS: 1208076-70-3
• 化学式: C₈H₈BrNS
• 分子量: 230.128
• InChiKey: WNQWLMFOTBKNTH-UHFFFAOYSA-N

物化性质

• 沸点：
  317.9±52.0 °C(Predicted)
• 密度：
  1.550±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  58.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  3-(1-萘基)-2,4-二氧杂螺[5.5]十一烷 、 2-Bromo-4-methylthiobenzamide 以 甲醇 为溶剂， 以100%的产率得到3,5-bis(2-bromo-4-methylphenyl)-1,2,4-thiadiazole
  参考文献：
  名称：

  An unexpected synthesis of 3,5-diaryl-1,2,4-thiadiazoles from thiobenzamides and methyl bromocyanoacetate

  摘要：

  Aryl thioamides undergo very rapid condensation in the presence of methyl bromocyanoacetate to provide quantitative yields of 3,5-diaryl-1,2,4-thiadiazoles with an easy work-up and a high degree of product purity. The method can be scaled up with no loss in efficiency. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.07.068
• 作为产物：
  描述：

  2-溴-4-甲基苯甲酰胺 在 劳森试剂 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 2-Bromo-4-methylthiobenzamide
  参考文献：
  名称：

  Optimizing thiadiazole analogues of resveratrol versus three chemopreventive targets

  摘要：

  Chemoprevention is an approach to decrease cancer morbidity and mortality through inhibition of carcinogenesis and prevention of disease progression. Although the trans stilbene derivative resveratrol has chemopreventive properties, its action is compromised by weak non-specific effects on many biological targets. Replacement of the stilbene ethylenic bridge of resveratrol with a 1,2,4-thiadiazole heterocycle and modification of the substituents on the two aromatic rings afforded potential chemopreventive agents with enhanced potencies and selectivities when evaluated as inhibitors of aromatase and NF-kappa B and inducers of quinone reductase 1 (QR1). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.09.031

文献信息

• Optimization of thiazole analogues of resveratrol for induction of NAD(P)H:quinone reductase 1 (QR1)
  作者：Abdelrahman S. Mayhoub、Laura Marler、Tamara P. Kondratyuk、Eun-Jung Park、John M. Pezzuto、Mark Cushman

  DOI：10.1016/j.bmc.2012.10.006

  日期：2012.12

  NAD(P)H:quinone reductase 1 (QR1) belongs to a class of enzymes called cytoprotective enzymes. It exhibits its cancer protective activity mainly by inhibiting the formation of intracellular semiquinone radicals, and by generating alpha-tocopherolhydroquinone, which acts as a free radical scavenger. It is therefore believed that QR1 inducers can act as cancer chemopreventive agents. Resveratrol (1) is a naturally occurring stilbene derivative that requires a concentration of 21 mu M to double QR1 activity (CD = 21 mu M). The stilbene double bond of resveratrol was replaced with a thiadiazole ring and the phenols were eliminated to provide a more potent and selective derivative 2 (CD = 2.1 mu M). Optimizing the substitution pattern of the two phenyl rings and the central heterocyclic linker led to a highly potent and selective QR1 inducer 9o with a CD value of 0.087 mu M. (C) 2012 Elsevier Ltd. All rights reserved.
• OXADIAZOLE, THIADIAZOLE AND TRIAZOLE DERIVATIVES AND COMBINATORIAL LIBRARIES THEREOF
  申请人：TREGA BIOSCIENCES, INC.

  公开号：EP1126833A2

  公开（公告）日：2001-08-29
• EP1126833A4
  申请人：——

  公开号：EP1126833A4

  公开（公告）日：2004-09-08
• [EN] OXADIAZOLE, THIADIAZOLE AND TRIAZOLE DERIVATIVES AND COMBINATORIAL LIBRARIES THEREOF<br/>[FR] DERIVES OXADIAZOLE, THIADIAZOLE ET TRIAZOLE ET BIBLIOTHEQUES COMBINATOIRES CONTENANT CES DERIVES
  申请人：TREGA BIOSCIENCES INC

  公开号：WO2000025768A1

  公开（公告）日：2000-05-11

  The present invention relates to novel compounds of formula (I) wherein X1, X2, X3, X4, T, U and V have the meanings provided. The invention further relates to combinatorial libraries containing at least two or more such compounds, and to methods of preparing combinatorial libraries composed of such compounds.
• 10.1080/17415993.2024.2363271
  作者：Sang, Guozhi、Wang, Xinchen、Feng, Qianxi、Xie, Ruijun、Li, Zhuona、Hao, Enlun、Li, Ruonan、Zhu, Ning

  DOI：10.1080/17415993.2024.2363271

  日期：——