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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
—— N-[(2S)-2-cyanopropyl]-3-(2-fluorophenyl)sulfanyl-N-methylpropanamide —— C14H17FN2OS
N-[(2S)-2-cyanopropyl]-3-(2-fluorophenyl)sulfanyl-N-methylpropanamide
—— (2S)-N-(2-cyanoethyl)-N-methyl-2-methylsulfonylpropanamide —— C8H14N2O3S
(2S)-N-(2-cyanoethyl)-N-methyl-2-methylsulfonylpropanamide
—— (2S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-thiomorpholin-4-ylpropan-1-one —— C10H16N4OS2
(2S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-thiomorpholin-4-ylpropan-1-one
—— 4-[[4-[[(2R)-oxolan-2-yl]methyl]-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]butanenitrile —— C15H23N5OS
4-[[4-[[(2R)-oxolan-2-yl]methyl]-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]butanenitrile
—— (2R)-N-(2-cyanoethyl)-N-methyl-2-methylsulfonylpropanamide —— C8H14N2O3S
(2R)-N-(2-cyanoethyl)-N-methyl-2-methylsulfonylpropanamide
—— 4-[[4-[[(2S)-oxolan-2-yl]methyl]-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]butanenitrile —— C15H23N5OS
4-[[4-[[(2S)-oxolan-2-yl]methyl]-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]butanenitrile
—— (2S)-3-methyl-2-(1-methyltetrazol-5-yl)sulfanyl-N-(pyridin-3-ylmethyl)butanamide —— C13H18N6OS
(2S)-3-methyl-2-(1-methyltetrazol-5-yl)sulfanyl-N-(pyridin-3-ylmethyl)butanamide
—— (2R)-3-methyl-2-(1-methyltetrazol-5-yl)sulfanyl-N-(pyridin-3-ylmethyl)butanamide —— C13H18N6OS
(2R)-3-methyl-2-(1-methyltetrazol-5-yl)sulfanyl-N-(pyridin-3-ylmethyl)butanamide
—— 4,6-Dimethyl-2-(2-piperidin-1-ium-1-ylethylsulfanyl)pyrimidine;chloride —— C13H22ClN3S
4,6-Dimethyl-2-(2-piperidin-1-ium-1-ylethylsulfanyl)pyrimidine;chloride
—— (2Z)-2-[(2-hydroxyanilino)methylidene]-1-benzothiophen-3-one —— C15H11NO2S
(2Z)-2-[(2-hydroxyanilino)methylidene]-1-benzothiophen-3-one
—— 2-(2-methoxyphenoxy)-N-[(E)-(2-phenylsulfanylphenyl)methylideneamino]acetamide —— C22H20N2O3S
2-(2-methoxyphenoxy)-N-[(E)-(2-phenylsulfanylphenyl)methylideneamino]acetamide
—— (2R)-N-(1-propylpiperidin-4-yl)-2-pyrimidin-2-ylsulfanylpropanamide —— C15H24N4OS
(2R)-N-(1-propylpiperidin-4-yl)-2-pyrimidin-2-ylsulfanylpropanamide
—— N-[(1S)-1-phenylethyl]-2-[1-(2,2,2-trifluoroethyl)tetrazol-5-yl]sulfanylacetamide —— C13H14F3N5OS
N-[(1S)-1-phenylethyl]-2-[1-(2,2,2-trifluoroethyl)tetrazol-5-yl]sulfanylacetamide
—— N-[(1R)-1-phenylethyl]-2-[1-(2,2,2-trifluoroethyl)tetrazol-5-yl]sulfanylacetamide —— C13H14F3N5OS
N-[(1R)-1-phenylethyl]-2-[1-(2,2,2-trifluoroethyl)tetrazol-5-yl]sulfanylacetamide
—— (2S)-N-(1-propylpiperidin-4-yl)-2-pyrimidin-2-ylsulfanylpropanamide —— C15H24N4OS
(2S)-N-(1-propylpiperidin-4-yl)-2-pyrimidin-2-ylsulfanylpropanamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-3-(4-fluorophenyl)sulfanylpropanamide —— C15H20FNO3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-3-(4-fluorophenyl)sulfanylpropanamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-3-(4-fluorophenyl)sulfanylpropanamide —— C15H20FNO3S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-3-(4-fluorophenyl)sulfanylpropanamide
—— N'-[(1E)-1-(4-chlorophenyl)ethylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide —— C14H13ClN4OS
N'-[(1E)-1-(4-chlorophenyl)ethylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide
—— (2Z)-2-[(3-bromoanilino)methylidene]-1-benzothiophen-3-one —— C15H10BrNOS
(2Z)-2-[(3-bromoanilino)methylidene]-1-benzothiophen-3-one
—— (2S)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]cyclohexan-1-one —— C11H17N3O2S
(2S)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]cyclohexan-1-one
—— N-[(E)-1-(4-bromophenyl)ethylideneamino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylpropanamide —— C17H19BrN4OS
N-[(E)-1-(4-bromophenyl)ethylideneamino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylpropanamide
—— N'-[(E)-(4-methylphenyl)methylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide —— C14H14N4OS
N'-[(E)-(4-methylphenyl)methylidene]-2-(pyrimidin-2-ylsulfanyl)acetohydrazide
—— (2R)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]cyclohexan-1-one —— C11H17N3O2S
(2R)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]cyclohexan-1-one
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(2S)-1-methoxypropan-2-yl]acetamide —— C14H21NO2S
2-(2,5-dimethylphenyl)sulfanyl-N-[(2S)-1-methoxypropan-2-yl]acetamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(2R)-1-methoxypropan-2-yl]acetamide —— C14H21NO2S
2-(2,5-dimethylphenyl)sulfanyl-N-[(2R)-1-methoxypropan-2-yl]acetamide
—— (6Z)-6-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]cyclohexa-2,4-dien-1-one —— C18H17N3OS
(6Z)-6-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]cyclohexa-2,4-dien-1-one
—— (6Z)-4-bromo-6-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]-2-ethoxycyclohexa-2,4-dien-1-one —— C20H20BrN3O2S
(6Z)-4-bromo-6-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]-2-ethoxycyclohexa-2,4-dien-1-one
—— (6Z)-4-chloro-6-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]cyclohexa-2,4-dien-1-one —— C18H16ClN3OS
(6Z)-4-chloro-6-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]cyclohexa-2,4-dien-1-one
—— (6Z)-4-chloro-6-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]-2-nitrocyclohexa-2,4-dien-1-one —— C18H15ClN4O3S
(6Z)-4-chloro-6-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]-2-nitrocyclohexa-2,4-dien-1-one
—— (6E)-6-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]-4-nitrocyclohexa-2,4-dien-1-one —— C18H16N4O3S
(6E)-6-[[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]anilino]methylidene]-4-nitrocyclohexa-2,4-dien-1-one
—— (2S)-2-[[4-(furan-2-ylmethyl)-5-piperidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]butanamide —— C16H23N5O2S
(2S)-2-[[4-(furan-2-ylmethyl)-5-piperidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]butanamide
—— [(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[4-[(5-methyl-1,2-oxazol-3-yl)methyl]piperazin-1-yl]methanone —— C18H21N3O2S
[(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[4-[(5-methyl-1,2-oxazol-3-yl)methyl]piperazin-1-yl]methanone
—— (2R)-2-[[4-(furan-2-ylmethyl)-5-piperidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]butanamide —— C16H23N5O2S
(2R)-2-[[4-(furan-2-ylmethyl)-5-piperidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]butanamide
—— [(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[4-[(5-methyl-1,2-oxazol-3-yl)methyl]piperazin-1-yl]methanone —— C18H21N3O2S
[(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[4-[(5-methyl-1,2-oxazol-3-yl)methyl]piperazin-1-yl]methanone
—— (2E)-1-methyl-1-phenyl-2-[2-(phenylsulfanyl)benzylidene]hydrazine —— C20H18N2S
(2E)-1-methyl-1-phenyl-2-[2-(phenylsulfanyl)benzylidene]hydrazine
—— N-[[(3R,8aR)-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]methyl]-2-(2-chlorophenyl)sulfanylacetamide —— C16H21ClN2O2S
N-[[(3R,8aR)-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]methyl]-2-(2-chlorophenyl)sulfanylacetamide
—— N-[[(3S,8aR)-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]methyl]-2-(2-chlorophenyl)sulfanylacetamide —— C16H21ClN2O2S
N-[[(3S,8aR)-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]methyl]-2-(2-chlorophenyl)sulfanylacetamide
—— (2R)-3-(4-methylphenyl)-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C14H15N3OS2
(2R)-3-(4-methylphenyl)-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-(1-ethyl-4-oxopyrimidin-2-yl)sulfanylacetamide —— C14H20N4O2S
N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-(1-ethyl-4-oxopyrimidin-2-yl)sulfanylacetamide
—— (2S)-3-(4-methylphenyl)-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C14H15N3OS2
(2S)-3-(4-methylphenyl)-2-[[5-(methylsulfanylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-(1-ethyl-4-oxopyrimidin-2-yl)sulfanylacetamide —— C14H20N4O2S
N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-(1-ethyl-4-oxopyrimidin-2-yl)sulfanylacetamide
—— (2S)-3-methyl-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(pyridin-3-ylmethyl)butanamide —— C16H23N5OS
(2S)-3-methyl-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(pyridin-3-ylmethyl)butanamide
—— (2R)-3-methyl-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(pyridin-3-ylmethyl)butanamide —— C16H23N5OS
(2R)-3-methyl-2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(pyridin-3-ylmethyl)butanamide
—— (2Z)-2-[(1H-1,2,4-triazol-5-ylamino)methylidene]-1-benzothiophen-3-one —— C11H8N4OS
(2Z)-2-[(1H-1,2,4-triazol-5-ylamino)methylidene]-1-benzothiophen-3-one
—— N'-[(E)-(4-bromophenyl)methylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide —— C14H12BrN3OS
N'-[(E)-(4-bromophenyl)methylidene]-2-(pyridin-2-ylsulfanyl)acetohydrazide
—— (2R)-1-(azepan-1-yl)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one —— C14H24N4O2S
(2R)-1-(azepan-1-yl)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one
—— N-[(2R)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C15H20N4OS2
N-[(2R)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— (2R)-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile —— C17H16N4OS
(2R)-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile
—— (2S)-1-(azepan-1-yl)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one —— C14H24N4O2S
(2S)-1-(azepan-1-yl)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one
—— (2S)-N-[(2S)-2-(diethylamino)-2-(furan-2-yl)ethyl]-2-pyrimidin-2-ylsulfanylpropanamide —— C17H24N4O2S
(2S)-N-[(2S)-2-(diethylamino)-2-(furan-2-yl)ethyl]-2-pyrimidin-2-ylsulfanylpropanamide