3-(p-bromophenyl)-1,2,5-thiadiazole | 71420-02-5

• 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: 3-(p-bromophenyl)-1,2,5-thiadiazole
• 英文别名: 3-(4-bromo-phenyl)-[1,2,5]thiadiazole；3-(4-Bromophenyl)-1,2,5-thiadiazole
• CAS: 71420-02-5
• 化学式: C₈H₅BrN₂S
• 分子量: 241.111
• InChiKey: AEWIUYIMIVCAFT-UHFFFAOYSA-N

物化性质

• 熔点：
  120 °C(Solv: hexane (110-54-3))
• 沸点：
  324.7±17.0 °C(Predicted)
• 密度：
  1.642±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(p-bromophenyl)-1,2,5-thiadiazole 、 potassium permanganate 以84%的产率得到
  参考文献：
  名称：

  MUNNO A. DE; BERTINI V.; RASERO P.; PICCI N.; BONFANTI L., ATTI. ACAD. NAZ. LINCEI. REDN. CL. SCI. FIS., MAT. E NATUR., 1978, 64, NO+

  摘要：

  DOI：
• 作为产物：
  描述：

  α-chloromethyl p-bromophenyl ketoxime 在 tetrasulphur tetranitride 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 以92%的产率得到3-(p-bromophenyl)-1,2,5-thiadiazole
  参考文献：
  名称：

  Reactions of Monohalomethyl Aryl Ketoximes with Tetrasulfur Tetranitride: Much Improved Synthesis of 3-Aryl-1,2,5-thiadiazoles

  摘要：

  Reactions of chloromethyl aryl ketoximes (1, X = Cl) with tetrasulfur tetranitride in p-dioxane at reflux for 4 h afforded 3-aryl-1,2,5-thiadiazoles (2) in 37-92% yields, whereas those of bromo analogs under the same conditions gave 2 and 3-aryl-4-bromo-1,2,5-thiadiazoles (3) in 48-81% and 17-31% yields, respectively. However, the compounds (3) were not formed in the presence of pyridine. Alpha-nitrosostyrene and its ring-substituted derivatives (4) are proposed as intermediates for the formations of 2.

  DOI：

  10.3987/com-94-6755

文献信息

• Band gap control in conjugated oligomers and polymers via Lewis acids
  申请人：Bazan Guillermo C.

  公开号：US20110028656A1

  公开（公告）日：2011-02-03

  A method for altering the electronic and optical properties of a chemical compound having a band gap and a framework that includes π-delocalized electrons. The method includes complexing a Lewis acid to a basic site within the framework to form a Lewis acid adduct having a band gap that differs from the band gap of the chemical compound. The λ max of the Lewis acid adduct can be shifted to a longer wavelength in comparison to the λ max of the chemical compound. In various versions, the chemical compound can be a conjugated oligomer, a conjugated polymer, or a small molecule comprising a conjugated π-electron system. Electronic devices that include Lewis acid adducts are also provided.

  一种改变具有带隙和包含π-离域电子的化合物的电子和光学性质的方法。该方法包括将Lewis酸络合到框架内的碱性位点，形成具有与化合物不同带隙的Lewis酸加合物。与化合物的λmax相比，Lewis酸加合物的λmax可以向更长波长移动。在各种版本中，化合物可以是共轭寡聚体、共轭聚合物或包含共轭π-电子系统的小分子。还提供包括Lewis酸加合物的电子器件。
• [EN] PHENYLSULFONAMIDE-SUBSTITUTED, PYRAZOLO[1, 5-A]PYRIMIDINES, METHODS FOR PREPARATION AND USES THEREOF<br/>[FR] PYRAZOLO[1,5-A]PYRIMIDINES SUBSTITUÉES PAR PHÉNYLSULFONAMIDE, LEURS PROCÉDÉS DE PRÉPARATION ET LEURS UTILISATIONS
  申请人：WYETH CORP

  公开号：WO2009111260A1

  公开（公告）日：2009-09-11

  Phenylsulfonamide substituted, pyrazolo[1,5-a]pyrimidines are described. The compounds of the invention selectively inhibit Raf kinase activity and are useful for treating disorders associated with Raf kinases. Formula (I)

  苯磺酰胺取代的吡唑并[1,5-a]嘧啶已被描述。该发明的化合物选择性地抑制Raf激酶活性，并可用于治疗与Raf激酶相关的疾病。公式（I）
• Bridged, Bicyclic Heterocyclic or Spiro Bicyclic Heterocyclic Derivatives of Pyrazolo[1, 5-A]Pyrimidines, Methods for Preparation and Uses Thereof
  申请人：Levin Jeremy Ian

  公开号：US20100029657A1

  公开（公告）日：2010-02-04

  Compounds of formula A: and pharmaceutically acceptable salts thereof are described, which selectively inhibit Raf kinase activity and are useful for treating disorders mediated by Raf kinases.

  描述了化学式A的化合物及其药学上可接受的盐，这些化合物可选择性地抑制Raf激酶活性，并用于治疗由Raf激酶介导的疾病。
• Mataka,S. et al., Journal of Heterocyclic Chemistry, 1979, vol. 16, p. 1009 - 1015
  作者：Mataka,S. et al.

  DOI：——

  日期：——
• Kim Kyongtae, Cho Jaecock, Heterocycles, 38 (1994) N 8, S 1859-1866
  作者：Kim Kyongtae, Cho Jaecock

  DOI：——

  日期：——