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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 2-[(1S)-1-(2,6-difluorophenyl)ethyl]sulfanyl-5-phenyl-1,3,4-oxadiazole —— C16H12F2N2OS
2-[(1S)-1-(2,6-difluorophenyl)ethyl]sulfanyl-5-phenyl-1,3,4-oxadiazole
—— 3-cyclopropyl-5-[(1S)-1-[[5-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole —— C20H25N5OS2
3-cyclopropyl-5-[(1S)-1-[[5-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole
—— 5-[(1S)-1-(2,6-difluorophenyl)ethyl]sulfanyl-N-(2-methoxyethyl)-1,3,4-thiadiazol-2-amine —— C13H15F2N3OS2
5-[(1S)-1-(2,6-difluorophenyl)ethyl]sulfanyl-N-(2-methoxyethyl)-1,3,4-thiadiazol-2-amine
—— 3-cyclopropyl-5-[(1R)-1-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole —— C12H17N5O2S
3-cyclopropyl-5-[(1R)-1-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole
—— 3-cyclopropyl-5-[(1R)-1-[[5-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole —— C20H25N5OS2
3-cyclopropyl-5-[(1R)-1-[[5-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole
—— 2-[(1R)-1-(2,6-difluorophenyl)ethyl]sulfanyl-5-(2-methylphenyl)-1,3,4-oxadiazole —— C17H14F2N2OS
2-[(1R)-1-(2,6-difluorophenyl)ethyl]sulfanyl-5-(2-methylphenyl)-1,3,4-oxadiazole
—— 2-[(1S)-1-(2,6-difluorophenyl)ethyl]sulfanyl-5-(2-methylphenyl)-1,3,4-oxadiazole —— C17H14F2N2OS
2-[(1S)-1-(2,6-difluorophenyl)ethyl]sulfanyl-5-(2-methylphenyl)-1,3,4-oxadiazole
—— 4-benzyl-3-[(1R)-1-(2,6-difluorophenyl)ethyl]sulfanyl-5-(pyrrolidin-1-ylmethyl)-1,2,4-triazole —— C22H24F2N4S
4-benzyl-3-[(1R)-1-(2,6-difluorophenyl)ethyl]sulfanyl-5-(pyrrolidin-1-ylmethyl)-1,2,4-triazole
—— 3-[(1R)-1-(2,6-difluorophenyl)ethyl]sulfanyl-4-(2-methoxyethyl)-1,2,4-triazole —— C13H15F2N3OS
3-[(1R)-1-(2,6-difluorophenyl)ethyl]sulfanyl-4-(2-methoxyethyl)-1,2,4-triazole
—— 3-cyclopropyl-5-[(1S)-1-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole —— C12H17N5O2S
3-cyclopropyl-5-[(1S)-1-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole
—— (2R)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]pentan-3-one —— C10H17N3O2S2
(2R)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]pentan-3-one
—— 3-[(1S)-1-(2,6-difluorophenyl)ethyl]sulfanyl-4-(2-methoxyethyl)-1,2,4-triazole —— C13H15F2N3OS
3-[(1S)-1-(2,6-difluorophenyl)ethyl]sulfanyl-4-(2-methoxyethyl)-1,2,4-triazole
—— (2S)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]pentan-3-one —— C10H17N3O2S2
(2S)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]pentan-3-one
—— 5-[(1R)-1-(2,6-difluorophenyl)ethyl]sulfanyl-N-(2-methoxyethyl)-1,3,4-thiadiazol-2-amine —— C13H15F2N3OS2
5-[(1R)-1-(2,6-difluorophenyl)ethyl]sulfanyl-N-(2-methoxyethyl)-1,3,4-thiadiazol-2-amine
—— (2R)-2-[[4-benzyl-5-(5-bromofuran-2-yl)-1,2,4-triazol-3-yl]sulfanyl]pentan-3-one —— C18H18BrN3O2S
(2R)-2-[[4-benzyl-5-(5-bromofuran-2-yl)-1,2,4-triazol-3-yl]sulfanyl]pentan-3-one
—— 1-(2,6-dimethylphenyl)-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]thiourea —— C17H19N3S2
1-(2,6-dimethylphenyl)-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]thiourea
—— N-[(1R)-1-(1-adamantyl)ethyl]-4-(4-chlorophenyl)sulfanylbutanamide —— C22H30ClNOS
N-[(1R)-1-(1-adamantyl)ethyl]-4-(4-chlorophenyl)sulfanylbutanamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-(4-methylphenyl)sulfanylacetamide —— C21H29NOS
N-[(1R)-1-(1-adamantyl)ethyl]-2-(4-methylphenyl)sulfanylacetamide
—— N-[(1S)-1-(1-adamantyl)ethyl]-4-(4-chlorophenyl)sulfanylbutanamide —— C22H30ClNOS
N-[(1S)-1-(1-adamantyl)ethyl]-4-(4-chlorophenyl)sulfanylbutanamide
—— N-[(1S)-1-(1-adamantyl)ethyl]-3-(4-fluorophenyl)sulfanylpropanamide —— C21H28FNOS
N-[(1S)-1-(1-adamantyl)ethyl]-3-(4-fluorophenyl)sulfanylpropanamide
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-(4-methylphenyl)sulfanylacetamide —— C21H29NOS
N-[(1S)-1-(1-adamantyl)ethyl]-2-(4-methylphenyl)sulfanylacetamide
—— 2-methyl-5-(2-methylpropyl)-4-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylthieno[2,3-d]pyrimidine —— C17H22N6OS2
2-methyl-5-(2-methylpropyl)-4-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylthieno[2,3-d]pyrimidine
—— 2-methyl-5-(2-methylpropyl)-4-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylthieno[2,3-d]pyrimidine —— C17H22N6OS2
2-methyl-5-(2-methylpropyl)-4-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylthieno[2,3-d]pyrimidine
—— (1R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(2-chlorophenyl)ethanol —— C16H14ClN3OS2
(1R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(2-chlorophenyl)ethanol
—— (1S)-1-(2-chlorophenyl)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanol —— C21H24ClN3OS2
(1S)-1-(2-chlorophenyl)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanol
—— (1R)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(2,4-difluorophenyl)ethanol —— C21H23F2N3OS2
(1R)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(2,4-difluorophenyl)ethanol
—— (1S)-1-(2-chlorophenyl)-2-(1-methyltetrazol-5-yl)sulfanylethanol —— C10H11ClN4OS
(1S)-1-(2-chlorophenyl)-2-(1-methyltetrazol-5-yl)sulfanylethanol
—— (1S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(2-chlorophenyl)ethanol —— C16H14ClN3OS2
(1S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(2-chlorophenyl)ethanol
—— (1R)-1-(2-chlorophenyl)-2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol —— C16H20ClN3OS2
(1R)-1-(2-chlorophenyl)-2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol
—— (1R)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(2,6-difluorophenyl)ethanol —— C21H23F2N3OS2
(1R)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(2,6-difluorophenyl)ethanol
—— (1S)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(2,4-difluorophenyl)ethanol —— C21H23F2N3OS2
(1S)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(2,4-difluorophenyl)ethanol
—— (1S)-1-(2-chlorophenyl)-2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol —— C16H20ClN3OS2
(1S)-1-(2-chlorophenyl)-2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol
—— (1S)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(2,6-difluorophenyl)ethanol —— C21H23F2N3OS2
(1S)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(2,6-difluorophenyl)ethanol
—— (1S)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(3-fluorophenyl)ethanol —— C21H24FN3OS2
(1S)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(3-fluorophenyl)ethanol
—— (1R)-1-(2-chlorophenyl)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanol —— C21H24ClN3OS2
(1R)-1-(2-chlorophenyl)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanol
—— (1R)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(3-fluorophenyl)ethanol —— C21H24FN3OS2
(1R)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(3-fluorophenyl)ethanol
—— N-[(Z)-benzylideneamino]-3-[(4-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C17H17N5S
N-[(Z)-benzylideneamino]-3-[(4-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— (1S)-1-(2-chlorophenyl)-2-(1-methylimidazol-2-yl)sulfanylethanol —— C12H13ClN2OS
(1S)-1-(2-chlorophenyl)-2-(1-methylimidazol-2-yl)sulfanylethanol
—— N-[(Z)-furan-2-ylmethylideneamino]-3-[(4-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C15H15N5OS
N-[(Z)-furan-2-ylmethylideneamino]-3-[(4-methylphenyl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— (1S)-1-(2,6-difluorophenyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanol —— C14H10F2N2O2S2
(1S)-1-(2,6-difluorophenyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanol
—— (1R)-1-(2,6-difluorophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol —— C11H10F2N2OS2
(1R)-1-(2,6-difluorophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol
—— (1S)-1-(2,6-difluorophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol —— C11H10F2N2OS2
(1S)-1-(2,6-difluorophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol
—— (1S)-1-(3-fluorophenyl)-2-(1-methyltetrazol-5-yl)sulfanylethanol —— C10H11FN4OS
(1S)-1-(3-fluorophenyl)-2-(1-methyltetrazol-5-yl)sulfanylethanol
—— (1R)-1-(2,6-difluorophenyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanol —— C14H10F2N2O2S2
(1R)-1-(2,6-difluorophenyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanol
—— (1S)-1-(3-fluorophenyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanol —— C14H11FN2O2S2
(1S)-1-(3-fluorophenyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanol
—— (1R)-1-(3-fluorophenyl)-2-(1-methylimidazol-2-yl)sulfanylethanol —— C12H13FN2OS
(1R)-1-(3-fluorophenyl)-2-(1-methylimidazol-2-yl)sulfanylethanol
—— (1R)-1-(2,6-difluorophenyl)-2-(1-methylimidazol-2-yl)sulfanylethanol —— C12H12F2N2OS
(1R)-1-(2,6-difluorophenyl)-2-(1-methylimidazol-2-yl)sulfanylethanol
—— (1S)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(3-fluorophenyl)ethanol —— C18H18FN3OS2
(1S)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(3-fluorophenyl)ethanol
—— (1R)-1-(2-chlorophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol —— C11H11ClN2OS2
(1R)-1-(2-chlorophenyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol
—— (1S)-1-(3-fluorophenyl)-2-(1-methylimidazol-2-yl)sulfanylethanol —— C12H13FN2OS
(1S)-1-(3-fluorophenyl)-2-(1-methylimidazol-2-yl)sulfanylethanol