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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-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 2-phenylsulfanylacetate —— C20H25NO4S
[2-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 2-phenylsulfanylacetate
—— [2-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 2-phenylsulfanylacetate —— C20H25NO4S
[2-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 2-phenylsulfanylacetate
—— N,N-bis(2-methylpropyl)-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H31N3O2S
N,N-bis(2-methylpropyl)-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (6E)-5-imino-6-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C21H13N3O2S2
(6E)-5-imino-6-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— (6E)-3-benzylsulfonyl-5-imino-6-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C27H18N4O4S3
(6E)-3-benzylsulfonyl-5-imino-6-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— (6E)-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-3-phenyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C22H15N3O3S2
(6E)-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-3-phenyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— (6E)-5-imino-6-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-3-phenyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C27H17N3O2S2
(6E)-5-imino-6-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-3-phenyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— (6E)-6-[(5-cyclohexylsulfanylfuran-2-yl)methylidene]-5-imino-2-methyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C18H19N3O2S2
(6E)-6-[(5-cyclohexylsulfanylfuran-2-yl)methylidene]-5-imino-2-methyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— (6E)-3-(4-fluorophenyl)-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C22H14FN3O3S2
(6E)-3-(4-fluorophenyl)-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— (6E)-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-2-methyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C17H13N3O3S2
(6E)-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-2-methyl-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— (6E)-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-[1,3]thiazolo[3,2-a]pyrimidin-7-one —— C16H11N3O3S2
(6E)-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-[1,3]thiazolo[3,2-a]pyrimidin-7-one
—— N-benzyl-N-(furan-2-ylmethyl)-2-(1-methyltetrazol-5-yl)sulfanylacetamide —— C16H17N5O2S
N-benzyl-N-(furan-2-ylmethyl)-2-(1-methyltetrazol-5-yl)sulfanylacetamide
—— 2-(3-Methylphenyl)-5-[(1-methyltetrazol-5-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C12H12N6OS
2-(3-Methylphenyl)-5-[(1-methyltetrazol-5-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— 2-(1-methyltetrazol-5-yl)sulfanyl-N-(2-phenylethyl)-N-(thiophen-2-ylmethyl)acetamide —— C17H19N5OS2
2-(1-methyltetrazol-5-yl)sulfanyl-N-(2-phenylethyl)-N-(thiophen-2-ylmethyl)acetamide
—— [2-[2-(4-bromophenyl)sulfanylethylamino]-2-oxoethyl] (1S,2S)-2-methylcyclopropane-1-carboxylate —— C15H18BrNO3S
[2-[2-(4-bromophenyl)sulfanylethylamino]-2-oxoethyl] (1S,2S)-2-methylcyclopropane-1-carboxylate
—— N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2-(1-methyltetrazol-5-yl)sulfanylacetamide —— C12H14N6O2S
N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2-(1-methyltetrazol-5-yl)sulfanylacetamide
—— 2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(4-chlorophenyl)ethyl]acetamide —— C24H23ClN4O2S
2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(4-chlorophenyl)ethyl]acetamide
—— (2R)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)propanamide —— C14H19N5O2S3
(2R)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)propanamide
—— 2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(4-chlorophenyl)ethyl]acetamide —— C24H23ClN4O2S
2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(4-chlorophenyl)ethyl]acetamide
—— (2S)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)propanamide —— C14H19N5O2S3
(2S)-2-[[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)propanamide
—— (2R)-N,N-dibenzyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C24H28N4O3S
(2R)-N,N-dibenzyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— [2-[2-(4-bromophenyl)sulfanylethylamino]-2-oxoethyl] (1R,2S)-2-methylcyclopropane-1-carboxylate —— C15H18BrNO3S
[2-[2-(4-bromophenyl)sulfanylethylamino]-2-oxoethyl] (1R,2S)-2-methylcyclopropane-1-carboxylate
—— (2S)-N,N-dibenzyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C24H28N4O3S
(2S)-N,N-dibenzyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N,N-dibenzyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C24H28N4O3S
(2S)-N,N-dibenzyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-benzyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C24H28N4O3S
N-benzyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— N-benzyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C24H28N4O3S
N-benzyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— (2S)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-1-morpholin-4-ylpropan-1-one —— C17H22N4O3S
(2S)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-1-morpholin-4-ylpropan-1-one
—— (Z)-3-amino-2-[2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile —— C12H10N4O3S
(Z)-3-amino-2-[2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile
—— 2-(2,5-difluorophenyl)sulfanyl-N-phenylmethoxyacetamide —— C15H13F2NO2S
2-(2,5-difluorophenyl)sulfanyl-N-phenylmethoxyacetamide
—— 3-(4,6-Dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-(pyridin-4-ylmethyl)piperazin-4-ium-1-yl]propan-1-one —— C20H28N5OS+
3-(4,6-Dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-(pyridin-4-ylmethyl)piperazin-4-ium-1-yl]propan-1-one
—— 2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[4-(pyridin-4-ylmethyl)piperazin-4-ium-1-yl]ethanone —— C20H21FN5O2S+
2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[4-(pyridin-4-ylmethyl)piperazin-4-ium-1-yl]ethanone
—— 2-(4-Bromophenyl)sulfanyl-1-[4-(pyridin-4-ylmethyl)piperazin-4-ium-1-yl]ethanone —— C18H21BrN3OS+
2-(4-Bromophenyl)sulfanyl-1-[4-(pyridin-4-ylmethyl)piperazin-4-ium-1-yl]ethanone
—— 2-(4-Bromophenyl)sulfanyl-1-[4-(pyridin-4-ylmethyl)piperazin-1-yl]ethanone —— C18H20BrN3OS
2-(4-Bromophenyl)sulfanyl-1-[4-(pyridin-4-ylmethyl)piperazin-1-yl]ethanone
—— (Z)-3-amino-2-[2-(1-methyltetrazol-5-yl)sulfanylacetyl]but-2-enenitrile —— C8H10N6OS
(Z)-3-amino-2-[2-(1-methyltetrazol-5-yl)sulfanylacetyl]but-2-enenitrile
—— 2-(4-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)acetamide —— C16H22ClNO3S2
2-(4-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)acetamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)acetamide —— C16H22ClNO3S2
2-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)acetamide
—— N-[2-(4-chlorophenyl)ethyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H19ClN4OS2
N-[2-(4-chlorophenyl)ethyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine —— C14H17N3O2S2
5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine
—— (2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H23N5OS2
(2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H23N5OS2
(2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(3-methylphenyl)-5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C14H14N4S3
N-(3-methylphenyl)-5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— [2-[[(3R)-1,1-dioxothiolan-3-yl]-(2-methylpropyl)amino]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate —— C19H26ClNO5S2
[2-[[(3R)-1,1-dioxothiolan-3-yl]-(2-methylpropyl)amino]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate
—— N-ethyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylprop-2-enyl)acetamide —— C17H22N4OS2
N-ethyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylprop-2-enyl)acetamide
—— N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-(3,4-dimethylphenyl)sulfanylacetamide —— C18H19F2NOS
N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-(3,4-dimethylphenyl)sulfanylacetamide
—— 2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide —— C16H20N4O3S3
2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide
—— N-(2-cyanoethyl)-N-methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H17N5OS2
N-(2-cyanoethyl)-N-methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 5-(2-ethoxyethylsulfanyl)-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine —— C13H17N3OS2
5-(2-ethoxyethylsulfanyl)-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine
—— [2-[[(3S)-1,1-dioxothiolan-3-yl]-(2-methylpropyl)amino]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate —— C19H26ClNO5S2
[2-[[(3S)-1,1-dioxothiolan-3-yl]-(2-methylpropyl)amino]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate
—— N,N-bis(3-methylbutyl)-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C23H36N4O2S2
N,N-bis(3-methylbutyl)-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— [2-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate —— C21H26ClNO4S
[2-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate