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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-[(3,5-dimethyl-1,2-oxazol-4-yl)sulfonyl]-3-(4-methylphenyl)sulfanylpropanamide —— C15H18N2O4S2
N-[(3,5-dimethyl-1,2-oxazol-4-yl)sulfonyl]-3-(4-methylphenyl)sulfanylpropanamide
—— (2S)-2-[(R)-tert-butylsulfinyl]propanoic acid —— C7H14O3S
(2S)-2-[(R)-tert-butylsulfinyl]propanoic acid
—— (2S)-2-(2-amino-6-chlorophenyl)sulfanylpropanoic acid —— C9H10ClNO2S
(2S)-2-(2-amino-6-chlorophenyl)sulfanylpropanoic acid
—— (2S,6S)-4-[2-(4-chlorophenyl)sulfanylethyl]-2,6-dimethylmorpholin-4-ium —— C14H21ClNOS+
(2S,6S)-4-[2-(4-chlorophenyl)sulfanylethyl]-2,6-dimethylmorpholin-4-ium
—— (2S)-2-(2-amino-4-chlorophenyl)sulfanylpropanoic acid —— C9H10ClNO2S
(2S)-2-(2-amino-4-chlorophenyl)sulfanylpropanoic acid
—— (2R)-2-[(R)-tert-butylsulfinyl]propanoic acid —— C7H14O3S
(2R)-2-[(R)-tert-butylsulfinyl]propanoic acid
—— (2R)-2-(2-amino-4-chlorophenyl)sulfanylpropanoic acid —— C9H10ClNO2S
(2R)-2-(2-amino-4-chlorophenyl)sulfanylpropanoic acid
—— (2S)-2-[(S)-tert-butylsulfinyl]propanoic acid —— C7H14O3S
(2S)-2-[(S)-tert-butylsulfinyl]propanoic acid
—— (2R)-2-(2-amino-4-fluorophenyl)sulfanylpropanoic acid —— C9H10FNO2S
(2R)-2-(2-amino-4-fluorophenyl)sulfanylpropanoic acid
—— (2S)-2-(2-amino-4-methylphenyl)sulfanylpropanoic acid —— C10H13NO2S
(2S)-2-(2-amino-4-methylphenyl)sulfanylpropanoic acid
—— (2S)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropylpropanamide —— C9H15N5OS
(2S)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropylpropanamide
—— (2R)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C6H11N5OS
(2R)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-ethylpropanamide —— C8H15N5OS
(2S)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-ethylpropanamide
—— 4-methyl-5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,2,4-triazol-3-amine —— C9H16N4OS
4-methyl-5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,2,4-triazol-3-amine
—— N-(cyclopropylmethyl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H14FN3OS3
N-(cyclopropylmethyl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2E,5S)-2-[(Z)-(4-bromophenyl)methylidenehydrazinylidene]-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-1,3-thiazolidin-4-one —— C18H14BrF2N3OS2
(2E,5S)-2-[(Z)-(4-bromophenyl)methylidenehydrazinylidene]-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-1,3-thiazolidin-4-one
—— (2E,5S)-2-[(Z)-(4-chlorophenyl)methylidenehydrazinylidene]-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-1,3-thiazolidin-4-one —— C18H14ClF2N3OS2
(2E,5S)-2-[(Z)-(4-chlorophenyl)methylidenehydrazinylidene]-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-1,3-thiazolidin-4-one
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]acetamide —— C19H26N4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]acetamide
—— (2R)-N-(2-methyl-2-piperidin-1-ylpropyl)-2-phenylsulfanylpropanamide —— C18H28N2OS
(2R)-N-(2-methyl-2-piperidin-1-ylpropyl)-2-phenylsulfanylpropanamide
—— (2R)-2-(2-chlorophenyl)sulfanyl-N-(3-ethoxypropyl)propanamide —— C14H20ClNO2S
(2R)-2-(2-chlorophenyl)sulfanyl-N-(3-ethoxypropyl)propanamide
—— (2E,5S)-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-2-[(Z)-(4-fluorophenyl)methylidenehydrazinylidene]-1,3-thiazolidin-4-one —— C18H14F3N3OS2
(2E,5S)-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-2-[(Z)-(4-fluorophenyl)methylidenehydrazinylidene]-1,3-thiazolidin-4-one
—— 3,5-difluoro-4-[[(2S)-oxolan-2-yl]methylsulfanyl]aniline —— C11H13F2NOS
3,5-difluoro-4-[[(2S)-oxolan-2-yl]methylsulfanyl]aniline
—— 3,5-difluoro-4-[[(2R)-oxolan-2-yl]methylsulfanyl]aniline —— C11H13F2NOS
3,5-difluoro-4-[[(2R)-oxolan-2-yl]methylsulfanyl]aniline
—— (2R)-2-(2-chlorophenyl)sulfanyl-N-(3-methoxypropyl)propanamide —— C13H18ClNO2S
(2R)-2-(2-chlorophenyl)sulfanyl-N-(3-methoxypropyl)propanamide
—— (3R)-3-(4-amino-2,6-difluorophenyl)sulfanyloxolan-2-one —— C10H9F2NO2S
(3R)-3-(4-amino-2,6-difluorophenyl)sulfanyloxolan-2-one
—— 5-[[(3S)-oxolan-3-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C7H11N3OS2
5-[[(3S)-oxolan-3-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 1-[[2-(4-fluorophenyl)sulfanylacetyl]amino]-3-[(1S,2R)-2-methylcyclohexyl]thiourea —— C16H22FN3OS2
1-[[2-(4-fluorophenyl)sulfanylacetyl]amino]-3-[(1S,2R)-2-methylcyclohexyl]thiourea
—— (2R)-N-ethyl-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylprop-2-enyl)propanamide —— C17H24N4O2S
(2R)-N-ethyl-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylprop-2-enyl)propanamide
—— 2-(3,4-dimethylphenyl)-5-[(5-pyrrolidin-1-ylsulfonylfuran-2-yl)methylsulfanyl]-1,3,4-oxadiazole —— C19H21N3O4S2
2-(3,4-dimethylphenyl)-5-[(5-pyrrolidin-1-ylsulfonylfuran-2-yl)methylsulfanyl]-1,3,4-oxadiazole
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-carbamoylpropanamide —— C12H13N5O2S2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-carbamoylpropanamide
—— 2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C14H24N4O4S2
2-[[5-[(1S)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H21N3O2S2
N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H27N3OS
N-[(1S,2S,3S)-2,3-dimethylcyclohexyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— (2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C15H22N2OS2
(2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— 1-[(1R,2R)-2-methylcyclohexyl]-3-(3-phenylsulfanylpropanoylamino)thiourea —— C17H25N3OS2
1-[(1R,2R)-2-methylcyclohexyl]-3-(3-phenylsulfanylpropanoylamino)thiourea
—— 2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-pyridin-4-ylethyl]acetamide —— C17H19N5OS2
2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-pyridin-4-ylethyl]acetamide
—— 3-(4-chlorophenyl)sulfanyl-N-[(1R)-1-pyridin-4-ylethyl]propanamide —— C16H17ClN2OS
3-(4-chlorophenyl)sulfanyl-N-[(1R)-1-pyridin-4-ylethyl]propanamide
—— 3-(4-fluorophenyl)sulfanyl-N-[(1S)-1-pyridin-4-ylethyl]propanamide —— C16H17FN2OS
3-(4-fluorophenyl)sulfanyl-N-[(1S)-1-pyridin-4-ylethyl]propanamide
—— 1-[(1S,2S)-2-methylcyclohexyl]-3-(3-phenylsulfanylpropanoylamino)thiourea —— C17H25N3OS2
1-[(1S,2S)-2-methylcyclohexyl]-3-(3-phenylsulfanylpropanoylamino)thiourea
—— N-[[(5S,7R)-3-chloro-1-adamantyl]methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C18H23ClN2O2S
N-[[(5S,7R)-3-chloro-1-adamantyl]methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— [(1R)-1-[5-[(6-methyl-2,4-dioxo-1H-pyrimidin-5-yl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethyl]azanium —— C10H14N5O3S+
[(1R)-1-[5-[(6-methyl-2,4-dioxo-1H-pyrimidin-5-yl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethyl]azanium
—— 5-[[5-[(1R)-1-aminoethyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-6-methyl-1H-pyrimidine-2,4-dione —— C10H13N5O3S
5-[[5-[(1R)-1-aminoethyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-6-methyl-1H-pyrimidine-2,4-dione
—— N-[(2R)-3-methyl-2-morpholin-4-ylbutyl]-3-phenylsulfanylpropanamide —— C18H28N2O2S
N-[(2R)-3-methyl-2-morpholin-4-ylbutyl]-3-phenylsulfanylpropanamide
—— [(1R)-1-[5-[(2,5-dimethylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium —— C15H22N3OS+
[(1R)-1-[5-[(2,5-dimethylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium
—— (2R)-2-(2-amino-4-fluorophenyl)sulfanyl-2-methylbutanoic acid —— C11H14FNO2S
(2R)-2-(2-amino-4-fluorophenyl)sulfanyl-2-methylbutanoic acid
—— (2R)-2-(5-aminopyridin-2-yl)sulfanyl-2-methylbutanoic acid —— C10H14N2O2S
(2R)-2-(5-aminopyridin-2-yl)sulfanyl-2-methylbutanoic acid
—— (2R)-2-[(6-amino-4-oxo-1H-pyrimidin-2-yl)sulfanyl]-2-methylbutanoic acid —— C9H13N3O3S
(2R)-2-[(6-amino-4-oxo-1H-pyrimidin-2-yl)sulfanyl]-2-methylbutanoic acid
—— (2R)-2-(6-aminopyridin-3-yl)sulfanyl-2-methylbutanoic acid —— C10H14N2O2S
(2R)-2-(6-aminopyridin-3-yl)sulfanyl-2-methylbutanoic acid
—— (2S)-2-(2-amino-4-fluorophenyl)sulfanyl-2-methylbutanoic acid —— C11H14FNO2S
(2S)-2-(2-amino-4-fluorophenyl)sulfanyl-2-methylbutanoic acid
—— (2R)-2-(5-aminopyridin-2-yl)sulfanyl-2-cyclopropylpropanoic acid —— C11H14N2O2S
(2R)-2-(5-aminopyridin-2-yl)sulfanyl-2-cyclopropylpropanoic acid