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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
—— 1-[3-[(4-Chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-3-(2-phenylethyl)thiourea —— C18H18ClN5S2
1-[3-[(4-Chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-3-(2-phenylethyl)thiourea
—— 1-[3-[(4-Chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-3-(3-methylsulfanylpropyl)thiourea —— C14H18ClN5S3
1-[3-[(4-Chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-3-(3-methylsulfanylpropyl)thiourea
—— 3-[4-Methyl-5-[2-[methyl-[(3-methylthiophen-2-yl)methyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C15H21N5O2S2
3-[4-Methyl-5-[2-[methyl-[(3-methylthiophen-2-yl)methyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— (1'R,5'R)-N-[(1R)-1-thiophen-2-ylethyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide —— C18H25NOS3
(1'R,5'R)-N-[(1R)-1-thiophen-2-ylethyl]spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide
—— N-[(3-chlorophenyl)methyl]-N-methyl-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H15ClN4OS2
N-[(3-chlorophenyl)methyl]-N-methyl-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 5-[[5-(5-bromothiophen-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-methyl-1,3,4-thiadiazol-2-amine —— C10H8BrN5OS3
5-[[5-(5-bromothiophen-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-methyl-1,3,4-thiadiazol-2-amine
—— 1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C21H20N2O4S
1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 1-(Azocan-1-yl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C19H25N3O2S
1-(Azocan-1-yl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 3-[5-[2-[(2-Fluorophenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C16H20FN5O2S
3-[5-[2-[(2-Fluorophenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-ethylphenyl)methyl]-N-methylacetamide —— C22H25N3O2S
2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-ethylphenyl)methyl]-N-methylacetamide
—— (2R)-2-[[5-[(3S,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H25N5O2S
(2R)-2-[[5-[(3S,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 3-[(5-Chloro-2-phenylsulfanylphenyl)carbamothioylamino]propyl-dimethylazanium —— C18H23ClN3S2+
3-[(5-Chloro-2-phenylsulfanylphenyl)carbamothioylamino]propyl-dimethylazanium
—— (2R)-2-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H25N5O2S
(2R)-2-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-2-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H25N5O2S
(2R)-2-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[[4-Benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone —— C20H17N3O2S2
2-[[4-Benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-(5-methylthiophen-2-yl)ethanone
—— 1-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-3-[(2R)-2-ethylhexyl]thiourea —— C18H26ClN5S2
1-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-3-[(2R)-2-ethylhexyl]thiourea
—— 3-[2-[[5-(4-Ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C15H16N4O3S2
3-[2-[[5-(4-Ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— N-(2,3-dimethylphenyl)-5-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H16N4OS2
N-(2,3-dimethylphenyl)-5-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C20H22N4O2S2
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— N-(3,4-dimethylphenyl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C20H19N5OS2
N-(3,4-dimethylphenyl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2,4-dimethylphenyl)methyl]-N-methylacetamide —— C20H22N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2,4-dimethylphenyl)methyl]-N-methylacetamide
—— 5-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine —— C13H12N4OS2
5-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine
—— N-(4-methylphenyl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C19H17N5OS2
N-(4-methylphenyl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— N-(2,4-dimethylphenyl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C20H19N5OS2
N-(2,4-dimethylphenyl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 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