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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-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-thiophen-2-ylethanone —— C17H16N2O2S3
2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-thiophen-2-ylethanone
—— 5-[(1-Methyltetrazol-5-yl)sulfanylmethyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C9H8N6OS2
5-[(1-Methyltetrazol-5-yl)sulfanylmethyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— N-(furan-2-ylmethyl)-N-methyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H21N3O3S2
N-(furan-2-ylmethyl)-N-methyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-(4-methylcyclohexyl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H27N3O2S2
N-(4-methylcyclohexyl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C20H26N4O2S2
(2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C20H29N4O2S2+
(2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— 3,3-dimethyl-1-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]butan-2-one —— C17H22N2O2S2
3,3-dimethyl-1-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]butan-2-one
—— (2S)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C18H23N3O2S2
(2S)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— 2-benzylsulfanyl-5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole —— C18H18N2OS2
2-benzylsulfanyl-5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole
—— 2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-morpholin-4-ylethanone —— C17H21N3O3S2
2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-morpholin-4-ylethanone
—— N-benzyl-N-methyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H23N3O2S2
N-benzyl-N-methyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (3R,5S)-3-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-5-methyloxolan-2-one —— C7H10N4O2S
(3R,5S)-3-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-5-methyloxolan-2-one
—— (2S)-1-(4-ethylpiperazin-1-yl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C20H28N4O2S2
(2S)-1-(4-ethylpiperazin-1-yl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— (3S,5S)-3-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-5-methyloxolan-2-one —— C7H10N4O2S
(3S,5S)-3-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-5-methyloxolan-2-one
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H22N4O2S2
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-(1-cyanocyclohexyl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H24N4O2S2
N-(1-cyanocyclohexyl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C18H19N3O2S3
2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— (2R)-N-benzyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C21H23N3O2S2
(2R)-N-benzyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylacetamide —— C16H21N3O2S2
2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylacetamide
—— 2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide —— C18H25N3O2S2
2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide
—— (2S)-N-benzyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C21H23N3O2S2
(2S)-N-benzyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H24N4O2S2
N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-butyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H23N3O2S2
N-butyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-(3-methoxypropyl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H23N3O3S2
N-(3-methoxypropyl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-butyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H23N3O2S2
N-butyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-(3-methoxypropyl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H23N3O3S2
N-(3-methoxypropyl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-(2-methylpropyl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H23N3O2S2
N-(2-methylpropyl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2R)-butan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H23N3O2S2
N-[(2R)-butan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 4-amino-2-[2-(diethylamino)ethylsulfanyl]-1H-pyrimidin-6-one —— C10H18N4OS
4-amino-2-[2-(diethylamino)ethylsulfanyl]-1H-pyrimidin-6-one
—— N-[(2S)-3-methylbutan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H25N3O2S2
N-[(2S)-3-methylbutan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-(2-methoxyethyl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H21N3O3S2
N-(2-methoxyethyl)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[3-(3,5-dimethylpyrazol-1-yl)propyl]acetamide —— C12H18N6OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[3-(3,5-dimethylpyrazol-1-yl)propyl]acetamide
—— 2-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole —— C19H17N3O2S3
2-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole
—— (2R)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanyl]-N-tert-butylpropanamide —— C24H28N4OS
(2R)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanyl]-N-tert-butylpropanamide
—— 2-(furan-2-yl)-5-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole —— C18H16N4O3S2
2-(furan-2-yl)-5-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole
—— 2-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole —— C20H18N4O2S2
2-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole
—— (2R)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanyl]-N-(2-methoxyethyl)propanamide —— C23H26N4O2S
(2R)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanyl]-N-(2-methoxyethyl)propanamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(5-chlorothiophen-2-yl)methyl]-N-prop-2-enylacetamide —— C12H13ClN4OS3
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(5-chlorothiophen-2-yl)methyl]-N-prop-2-enylacetamide
—— (2S,3R)-2-methyl-N-(4-methylsulfanylphenyl)oxolan-3-amine —— C12H17NOS
(2S,3R)-2-methyl-N-(4-methylsulfanylphenyl)oxolan-3-amine
—— [(2S)-1-[(2-chlorophenyl)methylamino]-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C18H20ClN3O3S
[(2S)-1-[(2-chlorophenyl)methylamino]-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— 2-(4-bromo-2-methylphenyl)sulfanyl-N-[2-(3-fluorophenyl)ethyl]acetamide —— C17H17BrFNOS
2-(4-bromo-2-methylphenyl)sulfanyl-N-[2-(3-fluorophenyl)ethyl]acetamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H20N4O3S3
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylpropyl)propanamide —— C20H24N4O2S
(2R)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylpropyl)propanamide
—— 2-(4-fluorophenyl)sulfanyl-N-[(1S)-2-methyl-1-thiophen-2-ylpropyl]acetamide —— C16H18FNOS2
2-(4-fluorophenyl)sulfanyl-N-[(1S)-2-methyl-1-thiophen-2-ylpropyl]acetamide
—— 5-(4-ethyl-5-thiophen-2-yl-4H-[1,2,4]triazol-3-ylsulfanylmethyl)-3-thiophen-3-yl-[1,2,4]oxadiazole —— C15H13N5OS3
5-(4-ethyl-5-thiophen-2-yl-4H-[1,2,4]triazol-3-ylsulfanylmethyl)-3-thiophen-3-yl-[1,2,4]oxadiazole
—— 2-(4-bromophenyl)sulfanyl-N-[(1S)-2-methyl-1-thiophen-2-ylpropyl]acetamide —— C16H18BrNOS2
2-(4-bromophenyl)sulfanyl-N-[(1S)-2-methyl-1-thiophen-2-ylpropyl]acetamide
—— (2S)-1-(azepan-1-yl)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one —— C22H26N4O2S
(2S)-1-(azepan-1-yl)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one
—— 2-(4-methylphenyl)sulfanyl-N-[(1S)-2-methyl-1-thiophen-2-ylpropyl]acetamide —— C17H21NOS2
2-(4-methylphenyl)sulfanyl-N-[(1S)-2-methyl-1-thiophen-2-ylpropyl]acetamide
—— (2R)-N-(1-cyanocyclohexyl)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylpropanamide —— C19H25N5OS2
(2R)-N-(1-cyanocyclohexyl)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylpropanamide
—— (2R)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylpropanamide —— C19H20N4O2S
(2R)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enylpropanamide