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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-(4-ethylphenyl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C20H19N5OS2
N-(4-ethylphenyl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 3-[2-(4-Chlorophenyl)sulfanylethyl]-1-[[4-(dimethylamino)phenyl]methyl]-1-methylthiourea —— C19H24ClN3S2
3-[2-(4-Chlorophenyl)sulfanylethyl]-1-[[4-(dimethylamino)phenyl]methyl]-1-methylthiourea
—— 1-[2-(4-chlorophenyl)sulfanylethyl]-3-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)thiourea —— C18H19ClN2O2S2
1-[2-(4-chlorophenyl)sulfanylethyl]-3-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)thiourea
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C20H22N4O2S2
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— 3-[2-[[5-(2,3-Dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C15H16N4O3S2
3-[2-[[5-(2,3-Dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— (2S)-N-tert-butyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C12H22N4O2S
(2S)-N-tert-butyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-[(4-methylphenyl)methyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H22N4O2S
(2S)-N-[(4-methylphenyl)methyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C12H20N4O4S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-tert-butyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C12H22N4O2S
(2R)-N-tert-butyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— methyl N-[(2S)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]carbamate —— C10H16N4O4S
methyl N-[(2S)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]carbamate
—— (2S)-N-(1-cyanocyclohexyl)-N-methyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H25N5O2S
(2S)-N-(1-cyanocyclohexyl)-N-methyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-benzyl-N-tert-butyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C19H28N4O2S
(2R)-N-benzyl-N-tert-butyl-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— [(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 3-cyanobenzoate —— C23H18N2O3S
[(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 3-cyanobenzoate
—— (2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methoxyethyl)propanamide —— C16H22N4O2S
(2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methoxyethyl)propanamide
—— (2S)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-chlorophenyl)methyl]propanamide —— C20H21ClN4OS
(2S)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-chlorophenyl)methyl]propanamide
—— N-[(3S,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylacetamide —— C12H13ClFNO3S2
N-[(3S,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylacetamide
—— (2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(cyclopentylcarbamoyl)propanamide —— C19H25N5O2S
(2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(cyclopentylcarbamoyl)propanamide
—— (2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide —— C17H22N4O3S2
(2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide
—— (2R)-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H15FN4O4S2
(2R)-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[(1R,4R)-2-azabicyclo[2.2.1]heptan-2-yl]-2-(4-methylsulfanylphenyl)ethanamine —— C15H22N2S
(2R)-2-[(1R,4R)-2-azabicyclo[2.2.1]heptan-2-yl]-2-(4-methylsulfanylphenyl)ethanamine
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H14ClN3O3S
(2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— [(3S)-1,1-dioxothiolan-3-yl] 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C14H13FN2O5S2
[(3S)-1,1-dioxothiolan-3-yl] 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H16FN3O4S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-[[5-[(1R,4R)-2-azabicyclo[2.2.1]heptan-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetic acid —— C11H16N4O2S
2-[[5-[(1R,4R)-2-azabicyclo[2.2.1]heptan-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetic acid
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C16H18FN3O4S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C16H18FN3O4S2
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C18H15ClFN3O2S
(2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-cycloheptyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C18H22FN3O2S
(2R)-N-cycloheptyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[(1R,4R)-2-azabicyclo[2.2.1]heptan-2-yl]-2-(4-methylsulfanylphenyl)ethanamine —— C15H22N2S
(2S)-2-[(1R,4R)-2-azabicyclo[2.2.1]heptan-2-yl]-2-(4-methylsulfanylphenyl)ethanamine
—— N-[[4-(dimethylamino)phenyl]methyl]-2-(2,4-dimethylphenyl)sulfanyl-N-methylacetamide —— C20H26N2OS
N-[[4-(dimethylamino)phenyl]methyl]-2-(2,4-dimethylphenyl)sulfanyl-N-methylacetamide
—— 3-[2-(5-chlorothiophen-2-yl)-2-oxoethyl]sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C13H14ClN3O3S2
3-[2-(5-chlorothiophen-2-yl)-2-oxoethyl]sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 4-[[(2R)-oxolan-2-yl]methyl]-3-[2-oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C18H21N5O3S
4-[[(2R)-oxolan-2-yl]methyl]-3-[2-oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 1-[(4-Fluorophenyl)methyl]-3-[2-(4-methylphenyl)sulfanylethyl]thiourea —— C17H19FN2S2
1-[(4-Fluorophenyl)methyl]-3-[2-(4-methylphenyl)sulfanylethyl]thiourea
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H21ClN4O3S
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (Z,1S,4R)-1,7,7-trimethyl-N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]bicyclo[2.2.1]heptan-2-imine —— C20H24N6O2S
(Z,1S,4R)-1,7,7-trimethyl-N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]bicyclo[2.2.1]heptan-2-imine
—— (Z,1R,4S)-1,7,7-trimethyl-N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]bicyclo[2.2.1]heptan-2-imine —— C20H24N6O2S
(Z,1R,4S)-1,7,7-trimethyl-N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]bicyclo[2.2.1]heptan-2-imine
—— 2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C17H22N4O3S
2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— 2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C17H22N4O3S
2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— 3-[(4-chlorophenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C14H16ClN3O2S
3-[(4-chlorophenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 3-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C18H20N4O2S2
3-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 3-[(2-chloro-6-fluorophenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C14H15ClFN3O2S
3-[(2-chloro-6-fluorophenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— (2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C18H23FN4O3S
(2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-[(2-chlorophenyl)methyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H19ClN4O3S
N-[(2-chlorophenyl)methyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-(1-adamantylmethyl)-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H30N4O3S
N-(1-adamantylmethyl)-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(1R,2S)-2-methylcyclohexyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H26N4O3S
N-[(1R,2S)-2-methylcyclohexyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(2-chlorophenyl)methyl]-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C15H19ClN4O3S
N-[(2-chlorophenyl)methyl]-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(1S,2S)-2-methylcyclohexyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H26N4O3S
N-[(1S,2S)-2-methylcyclohexyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C11H15F3N4O3S
2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— N-[2-(4-chlorophenyl)ethyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H21ClN4O3S
N-[2-(4-chlorophenyl)ethyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 7-cyclopropyl-1,3-dimethyl-5-[(1R)-1-phenylethyl]sulfanylpyrimido[4,5-d]pyrimidine-2,4-dione —— C19H20N4O2S
7-cyclopropyl-1,3-dimethyl-5-[(1R)-1-phenylethyl]sulfanylpyrimido[4,5-d]pyrimidine-2,4-dione