1-(4-bromo-phenyl)-2-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-ethanone | 40253-60-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-bromo-phenyl)-2-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-ethanone
• 英文别名: 1-(4-bromophenyl)-2-((1-phenyl-1H-tetrazol-5-yl)thio)ethanone；1-(4-bromophenyl)-2-(1-phenyltetrazol-5-yl)sulfanylethanone
• CAS: 40253-60-9
• 化学式: C₁₅H₁₁BrN₄OS
• 分子量: 375.249
• InChiKey: JKGHREYQSNRKRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  86
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(4-bromo-phenyl)-2-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-ethanone 生成 6-(4-bromo-phenyl)-3-phenyl-thiazolo[3,2-d]tetrazolium; perchlorate
  参考文献：
  名称：

  Alper,H.; Stout,R.W., Journal of Heterocyclic Chemistry, 1973, vol. 10, p. 5 - 10

  摘要：

  DOI：
• 作为产物：
  描述：

  1-苯基-5-巯基四氮唑 、 2,4'-二溴苯乙酮 生成 1-(4-bromo-phenyl)-2-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-ethanone
  参考文献：
  名称：

  LIPPMANN E.; REIFEGERSTE D., Z. CHEM. , 1975, 15, NO 9, 351-352

  摘要：

  DOI：

文献信息

• Organophotoredox-Catalyzed Sulfurization of Alkenes and Alkynes: Selective and Controlled Synthesis of Sulfoxides, β-Hydroxysulfoxides, and β-Keto Sulfides
  作者：Rajjakfur Rahaman、Md Tanjul Hoque、Dilip K. Maiti

  DOI：10.1021/acs.orglett.2c02307

  日期：2022.9.30

  novel, benign, and metal-free strategy for the difunctionalization of alkenes and alkynes using organophotoredox catalyst Eosin Y. The selective and controlled synthetic approach shows good substrate generality to afford sulfoxides, β-hydroxysulfoxides, and β-keto sulfides in high yield and excellent regioselectivity.

  已经证明了使用环保空气 (O 2 ) 作为唯一氧化剂的可见光有机光氧化还原催化烯烃和炔烃与芳族和杂芳族硫醇的硫化。所建立的方法为使用有机光氧化还原催化剂 Eosin Y 对烯烃和炔烃进行双官能化提供了一种新颖、良性和无金属的策略。选择性和可控的合成方法显示出良好的底物通用性，可提供亚砜、β-羟基亚砜和 β-酮硫化物产率高，区域选择性好。
• Synthesis of 3-heteroarylthioquinoline derivatives and their in vitro antituberculosis and cytotoxicity studies
  作者：Selvam Chitra、Nidhin Paul、Shanmugam Muthusubramanian、Paramasivam Manisankar、Perumal Yogeeswari、Dharmarajan Sriram

  DOI：10.1016/j.ejmech.2011.07.046

  日期：2011.10

  A series of 3-heteroarylthioquinoline derivatives has been synthesized by the Friedlander annulation of 2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-aryl-1-ethanone/2-(1,3-benzothiazol-2-ylsulfanyl)-1-aryl-1-ethanone/1-aryl-2-[(2-phenyl-2H-1,2,3,4-tetraazol-5-yl)sulfanyl]-1-ethanone with 2-aminobenzophenone in good yields using YbCl3 as the catalyst. These compounds have been screened for their in vitro activity against Mycobacterium tuberculosis H37Rv (MTB) and among the 21 compounds screened, 2-[2-(4-bromophenyl)-4-phenyl-3-quinolyl]sulfanyl-5-methyl-1,3,4-thiadiazole (5d) and 2-[2-(4-chlorophenyl)-4-phenyl-3-quinolyl]sulfanyl-5-methyl-1,3,4-thiadiazole (5c) were found to be the most active compounds with MIC of 3.2 and 3.5 mu M respectively against MTB. The cytotoxic effects against mouse fibroblasts (NIH 3T3) in vitro were evaluated for 5c and 5d, which displayed no toxic effects (IC50 > 1000 mu M) against the mouse fibroblast cell line NIH 3T3. (C) 2011 Elsevier Masson SAS. All rights reserved.
• Alper,H.; Stout,R.W., Journal of Heterocyclic Chemistry, 1973, vol. 10, p. 5 - 10
  作者：Alper,H.、Stout,R.W.

  DOI：——

  日期：——
• LIPPMANN E.; REIFEGERSTE D., Z. CHEM. <ZECE-AL>, 1975, 15, NO 9, 351-352
  作者：LIPPMANN E.、 REIFEGERSTE D.

  DOI：——

  日期：——