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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-cyclohexyl-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C16H26N4O3S2
N-cyclohexyl-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 6-(4-Ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)hexylazanium —— C11H23N4S+
6-(4-Ethyl-5-methylsulfanyl-1,2,4-triazol-3-yl)hexylazanium
—— N-(1-cyanocyclohexyl)-N-methyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H18N4O2S2
N-(1-cyanocyclohexyl)-N-methyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H14ClN3O2S2
N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2S)-3-methylbutan-2-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C13H17N3O2S2
N-[(2S)-3-methylbutan-2-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H14N4O2S2
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-methyl-N-[(4-methylphenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H17N3O2S2
N-methyl-N-[(4-methylphenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-thiophen-2-ylethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H13N3O2S3
N-[(1S)-1-thiophen-2-ylethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— ethyl 2,4-dimethyl-5-[(2S)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C18H19N3O4S2
ethyl 2,4-dimethyl-5-[(2S)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— N,N-dimethyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C10H11N3O2S2
N,N-dimethyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2S)-2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-(cyclohexylmethyl)propanamide —— C12H21N5OS
(2S)-2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-(cyclohexylmethyl)propanamide
—— 2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C18H18N6O2S
2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-benzyl-N-propan-2-ylacetamide —— C14H19N5OS
2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-benzyl-N-propan-2-ylacetamide
—— 2-(1-adamantyl)-N'-[2-(2-methylphenyl)sulfanylacetyl]acetohydrazide —— C21H28N2O2S
2-(1-adamantyl)-N'-[2-(2-methylphenyl)sulfanylacetyl]acetohydrazide
—— N-(2-cyanoethyl)-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)acetamide —— C14H16N2O3S
N-(2-cyanoethyl)-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)acetamide
—— 2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-N-[(1R,2R)-2-methylcyclohexyl]acetamide —— C18H25NO3S
2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)-N-[(1R,2R)-2-methylcyclohexyl]acetamide
—— 3-[(4-Bromo-2-fluorophenyl)methylsulfanyl]-1,2,4-triazol-4-amine —— C9H8BrFN4S
3-[(4-Bromo-2-fluorophenyl)methylsulfanyl]-1,2,4-triazol-4-amine
—— 1-[(2-Phenylsulfanylacetyl)amino]-3-propan-2-ylthiourea —— C12H17N3OS2
1-[(2-Phenylsulfanylacetyl)amino]-3-propan-2-ylthiourea
—— N-benzyl-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)acetamide —— C18H19NO3S
N-benzyl-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)acetamide
—— 3-[[2-(4-Methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,2,4-triazol-4-amine —— C13H13N5S2
3-[[2-(4-Methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,2,4-triazol-4-amine
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)acetamide —— C23H31NO3S
N-[(1R)-1-(1-adamantyl)ethyl]-2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)acetamide
—— 1-[[2-(4-Bromo-2-methylphenyl)sulfanylacetyl]amino]-3-propan-2-ylthiourea —— C13H18BrN3OS2
1-[[2-(4-Bromo-2-methylphenyl)sulfanylacetyl]amino]-3-propan-2-ylthiourea
—— (2S)-2-(7-hexyl-3-methyl-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanamide —— C19H29N5O3S
(2S)-2-(7-hexyl-3-methyl-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanamide
—— [2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H20FNO3S
[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2R)-1-[[(1R,2R)-2-methylcyclohexyl]amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H26FNO3S
[(2R)-1-[[(1R,2R)-2-methylcyclohexyl]amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C17H26N4O4S2
[2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [(3S)-2-oxooxolan-3-yl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C14H19N3O4S2
[(3S)-2-oxooxolan-3-yl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [(3R)-2-oxooxolan-3-yl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C14H19N3O4S2
[(3R)-2-oxooxolan-3-yl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [(2R)-1-[[(1S,2S)-2-methylcyclohexyl]amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H26FNO3S
[(2R)-1-[[(1S,2S)-2-methylcyclohexyl]amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C18H24FNO3S
[2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— (2R)-2-(7-hexyl-3-methyl-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanenitrile —— C19H27N5O2S
(2R)-2-(7-hexyl-3-methyl-2,4-dioxo-1-propylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylpropanenitrile
—— 1-(1-Adamantyl)-2-[[4-(3-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C21H24N2OS3
1-(1-Adamantyl)-2-[[4-(3-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— ethyl 5-[(2R)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C17H24N4O4S2
ethyl 5-[(2R)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— N-cyclopropyl-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C10H16N4O2S2
N-cyclopropyl-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C8H14N4O2S2
(2S)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C8H14N4O2S2
(2R)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(2-methoxyethyl)-5-[(4-methylsulfanylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C13H17N3OS3
N-(2-methoxyethyl)-5-[(4-methylsulfanylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (3S)-N'-[2-(2-fluorophenyl)sulfanylacetyl]-3-phenylbutanehydrazide —— C18H19FN2O2S
(3S)-N'-[2-(2-fluorophenyl)sulfanylacetyl]-3-phenylbutanehydrazide
—— N-cyclopentyl-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C12H20N4O2S2
N-cyclopentyl-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C13H19N3O4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 1-[4-(Difluoromethylsulfanyl)phenyl]-3-[(4-methylcyclohexylidene)amino]thiourea —— C15H19F2N3S2
1-[4-(Difluoromethylsulfanyl)phenyl]-3-[(4-methylcyclohexylidene)amino]thiourea
—— 1-[4-(difluoromethylsulfanyl)phenyl]-3-[(Z)-(2-fluorophenyl)methylideneamino]thiourea —— C15H12F3N3S2
1-[4-(difluoromethylsulfanyl)phenyl]-3-[(Z)-(2-fluorophenyl)methylideneamino]thiourea
—— 1-[4-(difluoromethylsulfanyl)phenyl]-3-[(Z)-[(2R)-2-methylcyclohexylidene]amino]thiourea —— C15H19F2N3S2
1-[4-(difluoromethylsulfanyl)phenyl]-3-[(Z)-[(2R)-2-methylcyclohexylidene]amino]thiourea
—— 1-[4-(difluoromethylsulfanyl)phenyl]-3-[(Z)-[4-[2-hydroxyethyl(methyl)amino]phenyl]methylideneamino]thiourea —— C18H20F2N4OS2
1-[4-(difluoromethylsulfanyl)phenyl]-3-[(Z)-[4-[2-hydroxyethyl(methyl)amino]phenyl]methylideneamino]thiourea
—— 6-Amino-5-[2-(2-fluorophenyl)sulfanylacetyl]-3-methyl-1-propylpyrimidine-2,4-dione —— C16H18FN3O3S
6-Amino-5-[2-(2-fluorophenyl)sulfanylacetyl]-3-methyl-1-propylpyrimidine-2,4-dione
—— 7-[[5-(2-Methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C12H13N5O2S3
7-[[5-(2-Methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-(2-fluorophenyl)sulfanylacetamide —— C14H17FN2OS
N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-(2-fluorophenyl)sulfanylacetamide
—— (2R)-N-(1-adamantyl)-2-(2-fluorophenyl)sulfanylpropanamide —— C19H24FNOS
(2R)-N-(1-adamantyl)-2-(2-fluorophenyl)sulfanylpropanamide
—— 1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C15H22N4O2S2
1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— N-[6-amino-1-(2-methylpropyl)-2,4-dioxopyrimidin-5-yl]-2-(2-fluorophenyl)sulfanyl-N-(2-methoxyethyl)acetamide —— C19H25FN4O4S
N-[6-amino-1-(2-methylpropyl)-2,4-dioxopyrimidin-5-yl]-2-(2-fluorophenyl)sulfanyl-N-(2-methoxyethyl)acetamide