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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
—— [(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
—— 2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide —— C13H20N4O2S
2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide
—— 2-Ethanimidoyl-4-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-oxobutanenitrile —— C12H10N4O3S
2-Ethanimidoyl-4-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-oxobutanenitrile
—— (5Z)-2-(2,5-dimethylphenyl)imino-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidin-4-one —— C19H18N2OS2
(5Z)-2-(2,5-dimethylphenyl)imino-5-[(4-methylsulfanylphenyl)methylidene]-1,3-thiazolidin-4-one
—— 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]acetamide —— C17H24N4O2S
2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]acetamide
—— 2-(2-chlorophenyl)sulfanyl-N-(2-phenylethyl)acetamide —— C16H16ClNOS
2-(2-chlorophenyl)sulfanyl-N-(2-phenylethyl)acetamide
—— 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide —— C17H24N4O2S
2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide
—— (2R)-2-(2-chlorophenyl)sulfanyl-N-[(1R,2R)-2-methylcyclohexyl]propanamide —— C16H22ClNOS
(2R)-2-(2-chlorophenyl)sulfanyl-N-[(1R,2R)-2-methylcyclohexyl]propanamide
—— (2S)-2-(2-chlorophenyl)sulfanyl-N-(1-cyanocyclohexyl)propanamide —— C16H19ClN2OS
(2S)-2-(2-chlorophenyl)sulfanyl-N-(1-cyanocyclohexyl)propanamide
—— (2R)-N-(1-adamantyl)-2-(2-chlorophenyl)sulfanylpropanamide —— C19H24ClNOS
(2R)-N-(1-adamantyl)-2-(2-chlorophenyl)sulfanylpropanamide
—— (2R)-2-(2-chlorophenyl)sulfanyl-N-[(1R,2S)-2-methylcyclohexyl]propanamide —— C16H22ClNOS
(2R)-2-(2-chlorophenyl)sulfanyl-N-[(1R,2S)-2-methylcyclohexyl]propanamide
—— 2-(2-chlorophenyl)sulfanyl-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]acetamide —— C13H16ClNO3S2
2-(2-chlorophenyl)sulfanyl-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]acetamide
—— [2-oxo-2-(2-phenylsulfanylanilino)ethyl] (1R)-cyclohex-3-ene-1-carboxylate —— C21H21NO3S
[2-oxo-2-(2-phenylsulfanylanilino)ethyl] (1R)-cyclohex-3-ene-1-carboxylate
—— 3-benzylsulfanyl-N-[(Z)-(3-bromophenyl)methylideneamino]-1H-1,2,4-triazol-5-amine —— C16H14BrN5S
3-benzylsulfanyl-N-[(Z)-(3-bromophenyl)methylideneamino]-1H-1,2,4-triazol-5-amine
—— N-[(Z)-benzylideneamino]-3-benzylsulfanyl-1H-1,2,4-triazol-5-amine —— C16H15N5S
N-[(Z)-benzylideneamino]-3-benzylsulfanyl-1H-1,2,4-triazol-5-amine
—— 1-[4-(2,5-Dimethylphenyl)sulfanylphenyl]-3-(2-methoxyethyl)thiourea —— C18H22N2OS2
1-[4-(2,5-Dimethylphenyl)sulfanylphenyl]-3-(2-methoxyethyl)thiourea
—— 1-Benzyl-3-[4-(2,4-dimethylphenyl)sulfanylphenyl]thiourea —— C22H22N2S2
1-Benzyl-3-[4-(2,4-dimethylphenyl)sulfanylphenyl]thiourea
—— 1-[4-(4-Bromophenyl)sulfanylphenyl]-3-methylthiourea —— C14H13BrN2S2
1-[4-(4-Bromophenyl)sulfanylphenyl]-3-methylthiourea
—— 2-[[5-[(2Z)-2-benzylidenehydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C19H20N6OS
2-[[5-[(2Z)-2-benzylidenehydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— 2-[[5-[(2Z)-2-benzylidenehydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopentylacetamide —— C16H20N6OS
2-[[5-[(2Z)-2-benzylidenehydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopentylacetamide
—— 1-Cyclopropyl-3-[4-(2,4-dimethylphenyl)sulfanylphenyl]thiourea —— C18H20N2S2
1-Cyclopropyl-3-[4-(2,4-dimethylphenyl)sulfanylphenyl]thiourea
—— 1-(2-Methoxyethyl)-3-[4-(2-methoxyethylcarbamothioylamino)cyclohexyl]thiourea —— C14H28N4O2S2
1-(2-Methoxyethyl)-3-[4-(2-methoxyethylcarbamothioylamino)cyclohexyl]thiourea
—— 1-[(1R,2S,3S)-2,3-dimethylcyclohexyl]-3-methylthiourea —— C10H20N2S
1-[(1R,2S,3S)-2,3-dimethylcyclohexyl]-3-methylthiourea
—— 1-cyclohexyl-3-[(2S)-1-methoxypropan-2-yl]thiourea —— C11H22N2OS
1-cyclohexyl-3-[(2S)-1-methoxypropan-2-yl]thiourea
—— (2S)-N-benzyl-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C19H18ClN3O2S
(2S)-N-benzyl-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— (2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-ethylpropanamide —— C19H24ClN3O2S
(2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-ethylpropanamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(2,4-difluorophenyl)ethyl]acetamide —— C18H14ClF2N3O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(2,4-difluorophenyl)ethyl]acetamide