5-苯基噁唑-2-硫醇 | 16172-23-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-苯基噁唑-2-硫醇
• 英文名称: 5-phenyl-3H-oxazole-2-thione
• 英文别名: 5-Phenyl-2(3H)-oxazolethione；5-phenyl-3H-oxazole-2-thione；5-Phenyl-oxazolin-2(3)-thion；5-Phenyl-4-oxazolin-2-thion；5-phenyl-3H-1,3-oxazole-2-thione
• CAS: 16172-23-9
• 化学式: C₉H₇NOS
• mdl: MFCD08704427
• 分子量: 177.227
• InChiKey: OKGRCDVKEPEXFQ-UHFFFAOYSA-N

物化性质

• 熔点：
  232 °C
• 沸点：
  281.6±43.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 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：
  53.4
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  5-苯基噁唑-2-硫醇 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 120.0h， 生成 3-methyl-5-phenyl-3H-oxazole-2-thione
  参考文献：
  名称：

  Kjellin,G.; Sandstroem,J., Acta Chemica Scandinavica (1947), 1969, vol. 23, # 8, p. 2879 - 2887

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基苯乙酮盐酸盐 在 calcium carbonate 作用下， 以 氯仿 、 水 、 甲苯 为溶剂， 反应 0.5h， 生成 5-苯基噁唑-2-硫醇
  参考文献：
  名称：

  Bobosik, Vladimir; Piklerova, Anna; Martvon, Augustin, Collection of Czechoslovak Chemical Communications, 1983, vol. 48, # 12, p. 3421 - 3425

  摘要：

  DOI：

文献信息

• Arylpiperaszine derivatives, to the process for the production thereof and to the use thereof as therapeutic agents
  申请人：Capet Marc

  公开号：US20060089364A1

  公开（公告）日：2006-04-27

  The invention relates to compounds of the general formula (I): to the process for preparing them, and to the use thereof as a therapeutic agent.

  这项发明涉及一般式(I)的化合物，以及制备它们的方法，以及将其用作治疗剂的用途。
• Compositions and Methods for Controlling Nematodes
  申请人：Slomczynska Urszula

  公开号：US20100210849A1

  公开（公告）日：2010-08-19

  Compositions and processes for controlling nematodes are described herein, e.g., nematodes that infest plants or animals. The compounds include oxazoles, oxadiazoles and thiadiazoles.

  本文描述了用于控制线虫的组合物和过程，例如侵害植物或动物的线虫。这些化合物包括噁唑、噁二唑和硫代噁二唑。
• synthesis and Aldose Reductase Inhibitory Activities of Benzyl 2-Oxazolecarbamate Analogues.
  作者：Naoko MIYAHARA、Yoko KASUGAI、Yoshiro OHMOMO、Chiaki TANAKA、Tsuyoshi TANIMOTO

  DOI：10.1248/cpb.40.245

  日期：——

  Various analogues of benzyl 5-phenyl-2-oxazolecarbamate (1a) were synthesized, and the structure-activity relationship of these analogues as aldose reductase inhibitor was studied. The carbamate group was necessary for the inhibitory activity. The introduction of an alkyl group at the C-4 position of 1a enhanced the inhibitory activity, however, the N-carboxymethyl group on the carbamate moiety counteracted to a hydrophobic interaction between the alkyl group at the C-4 position and the enzyme molecule.

  合成了多种苄基5-苯基-2-噁唑卡巴胺（1a）的类似物，并研究了这些类似物作为醛糖还原酶抑制剂的结构-活性关系。卡巴胺基团对于抑制活性是必需的。在1a的C-4位引入烷基基团增强了抑制活性，然而，卡巴胺部分的N-羧甲基基团抵消了C-4位烷基与酶分子之间的疏水相互作用。
• Chloro(phenylthio)methyltrimethylsilane: preparation and some synthetic reactions
  作者：Iwao Yamamoto、Kazuhide Okuda、Shigemasa Nagai、Jiro Motoyoshiya、Haruo Gotoh、Kei Matsuzaki

  DOI：10.1039/p19840000435

  日期：——

  Reaction of the title compound (2) with lead thiocyanate gave phenylthio(trimethylsilyl)methyl isothiocyanate (3a) which further reacted with aromatic aldehydes in the presence of fluoride ion to afford oxazoles in good yields. Compound (2) also reacted with silyl enol ethers to give β-silyl ketones which were capable of being converted into β-functionalized vinylsilanes.

  标题化合物（2）与硫氰酸铅反应，得到苯硫基（三甲基甲硅烷基）甲基异硫氰酸酯（3a），其在氟离子存在下与芳族醛进一步反应，以高收率得到恶唑。化合物（2）也与甲硅烷基烯醇醚反应，得到β-甲硅烷基酮，其能够被转化为β-官能化的乙烯基硅烷。
• Synthesis, Singlet Oxygen Photogeneration and DNA Photocleavage of Porphyrins with Nitrogen Heterocycle Tails
  作者：Yun-Man Zheng、Kai Wang、Tian Li、Xiu-Lan Zhang、Zao-Yin Li

  DOI：10.3390/molecules16053488

  日期：——

  Eight novel compounds were prepared by reaction of 5-(bromo- propoxyphenyl)-10,15,20-triphenylporphyrin with oxazole thiols, 1,3,4-oxadiazole thiols and 1,3,4-thiadiazole thiols, and their structures confirmed by UV-vis, IR, 1H-NMR, MS and elemental analysis. The assessment of indirectly measured 1O2 production rates against 5,10,15,20-tetraphenyl porphyrin (H2TPP) were described and the relative singlet oxygen production yields were：porphyrin 5 > porphyrins 1, 3, 4, 6-8, H2TPP > porphyrin 2. Porphyrin 4 and porphyrin 7 showed substantial photocleavage activities toward DNA, with over 75% cleavage observed at 40 µM. It suggested that these those porphyrins with nitrogen heterocycle tails are potential photosensitive agents.

  通过5-(溴丙氧基苯基)-10,15,20-三苯基卟啉与恶唑硫醇、1,3,4-恶二唑硫醇和1,3,4-噻二唑硫醇反应制备了8个新化合物，其结构通过UV-vis、IR、1H-NMR、MS 和元素分析。描述了对5,10,15,20-四苯基卟啉(H2TPP)间接测量的1O2产率的评估，相对单线态氧产率为：卟啉5 > 卟啉1, 3, 4, 6-8, H2TPP > 卟啉2. 卟啉 4 和卟啉 7 对 DNA 表现出显着的光裂解活性，在 40 µM 时观察到超过 75% 的裂解。这表明这些带有氮杂环尾部的卟啉是潜在的光敏剂。