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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-cyclopropyl-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C19H23N3O4S2
N-cyclopropyl-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— methyl (2R)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C17H22N4O3S
methyl (2R)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— 3-[(4-Benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanenitrile —— C16H19N5OS
3-[(4-Benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanenitrile
—— (2S)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N,N-dimethylpropanamide —— C18H25N5O2S
(2S)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N,N-dimethylpropanamide
—— (2S)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C20H27N5O2S
(2S)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— (2S)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile —— C23H25N5OS
(2S)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile
—— (2S)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]cyclohexan-1-one —— C19H24N4O2S
(2S)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]cyclohexan-1-one
—— N-benzyl-2-(2,5-difluorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C19H19F2NO3S2
N-benzyl-2-(2,5-difluorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]acetamide —— C13H15F2NO3S2
2-(2,5-difluorophenyl)sulfanyl-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]acetamide
—— 6-Amino-5-[2-(2,5-difluorophenyl)sulfanylacetyl]-3-methyl-1-propylpyrimidine-2,4-dione —— C16H17F2N3O3S
6-Amino-5-[2-(2,5-difluorophenyl)sulfanylacetyl]-3-methyl-1-propylpyrimidine-2,4-dione
—— (2S)-2-(2,5-difluorophenyl)sulfanyl-N-[(2R)-2-phenylpropyl]propanamide —— C18H19F2NOS
(2S)-2-(2,5-difluorophenyl)sulfanyl-N-[(2R)-2-phenylpropyl]propanamide
—— (2R)-2-(2,5-difluorophenyl)sulfanyl-N-[(2R)-2-phenylpropyl]propanamide —— C18H19F2NOS
(2R)-2-(2,5-difluorophenyl)sulfanyl-N-[(2R)-2-phenylpropyl]propanamide
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(1R,2R)-2-methylcyclohexyl]acetamide —— C15H19F2NOS
2-(2,5-difluorophenyl)sulfanyl-N-[(1R,2R)-2-methylcyclohexyl]acetamide
—— ethyl (E)-3-[[3-[(4-chlorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-yl]amino]-2-cyanoprop-2-enoate —— C15H14ClN5O2S
ethyl (E)-3-[[3-[(4-chlorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-yl]amino]-2-cyanoprop-2-enoate
—— Dimethyl-[3-[(2-phenylsulfanylphenyl)carbamothioylamino]propyl]azanium —— C18H24N3S2+
Dimethyl-[3-[(2-phenylsulfanylphenyl)carbamothioylamino]propyl]azanium
—— N-[(Z)-1-(4-aminophenyl)ethylideneamino]-3-(4-fluorophenyl)sulfanylpropanamide —— C17H18FN3OS
N-[(Z)-1-(4-aminophenyl)ethylideneamino]-3-(4-fluorophenyl)sulfanylpropanamide
—— 1-[3-(Dimethylamino)propyl]-3-[4-(3,4-dimethylphenyl)sulfanylphenyl]thiourea —— C20H27N3S2
1-[3-(Dimethylamino)propyl]-3-[4-(3,4-dimethylphenyl)sulfanylphenyl]thiourea
—— 3-[[4-(3,4-Dimethylphenyl)sulfanylphenyl]carbamothioylamino]propyl-dimethylazanium —— C20H28N3S2+
3-[[4-(3,4-Dimethylphenyl)sulfanylphenyl]carbamothioylamino]propyl-dimethylazanium
—— N-(furan-2-ylmethyl)-N,3,5-trimethyl-1-[2-(4-methylphenyl)sulfanylethyl]pyrazole-4-sulfonamide —— C20H25N3O3S2
N-(furan-2-ylmethyl)-N,3,5-trimethyl-1-[2-(4-methylphenyl)sulfanylethyl]pyrazole-4-sulfonamide
—— (Z)-3-amino-2-[2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile —— C19H23N5OS2
(Z)-3-amino-2-[2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]but-2-enenitrile
—— 2-(2-methylphenyl)sulfanyl-N-(2-morpholin-4-ium-4-ylethyl)acetamide —— C15H23N2O2S+
2-(2-methylphenyl)sulfanyl-N-(2-morpholin-4-ium-4-ylethyl)acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H21N5OS2
N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— [2-oxo-2-(3-phenylsulfanylpropylamino)ethyl] (5S,7S)-3-chloroadamantane-1-carboxylate —— C22H28ClNO3S
[2-oxo-2-(3-phenylsulfanylpropylamino)ethyl] (5S,7S)-3-chloroadamantane-1-carboxylate
—— (4-Oxo-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-2-yl)methyl 2-(2-fluorophenyl)sulfanylacetate —— C19H17FN2O3S2
(4-Oxo-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-2-yl)methyl 2-(2-fluorophenyl)sulfanylacetate
—— [2-oxo-2-(3-phenylsulfanylpropylamino)ethyl] (5R,7R)-3-chloroadamantane-1-carboxylate —— C22H28ClNO3S
[2-oxo-2-(3-phenylsulfanylpropylamino)ethyl] (5R,7R)-3-chloroadamantane-1-carboxylate
—— (3-Thiophen-2-yl-1,2,4-oxadiazol-5-yl)methyl 2-(2,4-dimethylphenyl)sulfanylacetate —— C17H16N2O3S2
(3-Thiophen-2-yl-1,2,4-oxadiazol-5-yl)methyl 2-(2,4-dimethylphenyl)sulfanylacetate
—— methyl 2-[6-oxo-2-[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C17H19N3O4S
methyl 2-[6-oxo-2-[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(1R)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H18ClN3O4S
methyl 2-[2-[2-[[(1R)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— 1-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C18H25N3O4S2
1-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— methyl 2-(6-oxo-2-propylsulfanyl-1H-pyrimidin-4-yl)acetate —— C10H14N2O3S
methyl 2-(6-oxo-2-propylsulfanyl-1H-pyrimidin-4-yl)acetate
—— N-(1-adamantyl)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H27N3O4S2
N-(1-adamantyl)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide —— C17H20FN3O4S2
(2S)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide
—— (2R)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C18H23N3O4S2
(2R)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— methyl 2-[2-[2-(1-adamantylamino)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C19H25N3O4S
methyl 2-[2-[2-(1-adamantylamino)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(4-bromophenyl)methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate —— C14H13BrN2O3S
methyl 2-[2-[(4-bromophenyl)methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate
—— 2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide —— C17H20FN3O4S2
2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide
—— methyl 2-[2-[(3R)-3-cyano-3-(4-methyl-1,3-thiazol-2-yl)-2-oxopropyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H14N4O4S2
methyl 2-[2-[(3R)-3-cyano-3-(4-methyl-1,3-thiazol-2-yl)-2-oxopropyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— N-(1-adamantyl)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H27N3O4S2
N-(1-adamantyl)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (3R)-3-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide —— C14H15ClN2O3S2
(3R)-3-[[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide
—— (3S)-3-[[5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide —— C14H14ClFN2O3S2
(3S)-3-[[5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide
—— (3S)-3-[[5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide —— C17H17N3O4S2
(3S)-3-[[5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide
—— (1R)-1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-(2-phenylsulfanylethyl)ethanamine —— C17H23NS
(1R)-1-[(1R,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-(2-phenylsulfanylethyl)ethanamine
—— 8-[(E)-3-chlorobut-2-enyl]sulfanyl-3-[(Z)-3-chlorobut-2-enyl]sulfanyl-19-thia-2,4,5,7,9,10-hexazapentacyclo[10.7.0.02,6.07,11.013,18]nonadeca-1(12),3,5,8,13(18)-pentaene —— C20H22Cl2N6S3
8-[(E)-3-chlorobut-2-enyl]sulfanyl-3-[(Z)-3-chlorobut-2-enyl]sulfanyl-19-thia-2,4,5,7,9,10-hexazapentacyclo[10.7.0.02,6.07,11.013,18]nonadeca-1(12),3,5,8,13(18)-pentaene
—— 3,8-bis[[(E)-3-chlorobut-2-enyl]sulfanyl]-19-thia-2,4,5,7,9,10-hexazapentacyclo[10.7.0.02,6.07,11.013,18]nonadeca-1(12),3,5,8,13(18)-pentaene —— C20H22Cl2N6S3
3,8-bis[[(E)-3-chlorobut-2-enyl]sulfanyl]-19-thia-2,4,5,7,9,10-hexazapentacyclo[10.7.0.02,6.07,11.013,18]nonadeca-1(12),3,5,8,13(18)-pentaene
—— (1R)-1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-(2-phenylsulfanylethyl)ethanamine —— C17H23NS
(1R)-1-[(1R,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-N-(2-phenylsulfanylethyl)ethanamine
—— 2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanol —— C8H9N3OS2
2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanol
—— 3-(4-Chlorophenyl)-5-(2-hydroxyethylsulfanyl)-1,3,4-thiadiazole-2-thione —— C10H9ClN2OS3
3-(4-Chlorophenyl)-5-(2-hydroxyethylsulfanyl)-1,3,4-thiadiazole-2-thione
—— (2S)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]pentanedinitrile —— C16H17N5S2
(2S)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]pentanedinitrile
—— 3-[[5-(2,4-Dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C13H16N4OS2
3-[[5-(2,4-Dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(3,4-dimethylphenyl)-5-(2-pyridin-2-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine —— C17H18N4S2
N-(3,4-dimethylphenyl)-5-(2-pyridin-2-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine