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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
—— (6E)-6-[(5-cyclohexylsulfanylfuran-2-yl)methylidene]-5-imino-3-methylsulfanyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C17H18N4O2S3
(6E)-6-[(5-cyclohexylsulfanylfuran-2-yl)methylidene]-5-imino-3-methylsulfanyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— (6E)-3-ethylsulfanyl-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C17H14N4O3S3
(6E)-3-ethylsulfanyl-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— (6Z)-6-[(5-cyclohexylsulfanylfuran-2-yl)methylidene]-2-ethyl-5-imino-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C18H20N4O2S2
(6Z)-6-[(5-cyclohexylsulfanylfuran-2-yl)methylidene]-2-ethyl-5-imino-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— 1-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)-3-[(1S,3S)-3-(trifluoromethyl)cyclohexyl]urea —— C11H15F3N4OS2
1-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)-3-[(1S,3S)-3-(trifluoromethyl)cyclohexyl]urea
—— (6E)-6-[(5-cyclohexylsulfanylfuran-2-yl)methylidene]-5-imino-3-methylsulfonyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C17H18N4O4S3
(6E)-6-[(5-cyclohexylsulfanylfuran-2-yl)methylidene]-5-imino-3-methylsulfonyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— 1-[(1S,2S)-2-methylcyclopropyl]-3-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)urea —— C8H12N4OS2
1-[(1S,2S)-2-methylcyclopropyl]-3-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)urea
—— (6E)-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-3-methylsulfanyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C16H12N4O3S3
(6E)-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-3-methylsulfanyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— (5E)-3-(2-ethoxyethyl)-5-[(4-methylsulfanylphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one —— C21H22N2O2S2
(5E)-3-(2-ethoxyethyl)-5-[(4-methylsulfanylphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one
—— (6Z)-5-imino-6-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C20H12N4O2S2
(6Z)-5-imino-6-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— 1-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)-3-[(1S,3R)-3-(trifluoromethyl)cyclohexyl]urea —— C11H15F3N4OS2
1-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)-3-[(1S,3R)-3-(trifluoromethyl)cyclohexyl]urea
—— (6Z)-2-ethyl-5-imino-6-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C22H16N4O2S2
(6Z)-2-ethyl-5-imino-6-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— 1-cyclopropyl-1-[(1R)-1-(furan-2-yl)ethyl]-3-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)urea —— C13H16N4O2S2
1-cyclopropyl-1-[(1R)-1-(furan-2-yl)ethyl]-3-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)urea
—— 1-[(1R,2S)-2-methylcyclopropyl]-3-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)urea —— C8H12N4OS2
1-[(1R,2S)-2-methylcyclopropyl]-3-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)urea
—— (6E)-6-[(5-cyclohexylsulfanylfuran-2-yl)methylidene]-5-imino-3-(2-methylpropylsulfanyl)-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C20H24N4O2S3
(6E)-6-[(5-cyclohexylsulfanylfuran-2-yl)methylidene]-5-imino-3-(2-methylpropylsulfanyl)-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— (6Z)-6-[(5-cyclohexylsulfanylfuran-2-yl)methylidene]-5-imino-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C16H16N4O2S2
(6Z)-6-[(5-cyclohexylsulfanylfuran-2-yl)methylidene]-5-imino-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— (5E)-5-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-3-phenyl-2-sulfanylidene-1,3-thiazolidin-4-one —— C24H15NO2S3
(5E)-5-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-3-phenyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5E)-3-ethyl-5-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C20H15NO2S3
(5E)-3-ethyl-5-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5E)-3-benzyl-5-[(5-cyclohexylsulfanylfuran-2-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C21H21NO2S3
(5E)-3-benzyl-5-[(5-cyclohexylsulfanylfuran-2-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (6E)-3-benzylsulfanyl-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C22H16N4O3S3
(6E)-3-benzylsulfanyl-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— (5E)-5-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-2-sulfanylidene-3-[3-(trifluoromethyl)phenyl]-1,3-thiazolidin-4-one —— C25H14F3NO2S3
(5E)-5-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-2-sulfanylidene-3-[3-(trifluoromethyl)phenyl]-1,3-thiazolidin-4-one
—— 2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(3,4-difluorophenyl)ethyl]-N-methylacetamide —— C14H17F2N5OS
2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(3,4-difluorophenyl)ethyl]-N-methylacetamide
—— (5E)-3-benzyl-5-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C25H17NO2S3
(5E)-3-benzyl-5-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 1-(4-Butylphenyl)-3-[[2-(4-fluorophenyl)sulfanylacetyl]amino]thiourea —— C19H22FN3OS2
1-(4-Butylphenyl)-3-[[2-(4-fluorophenyl)sulfanylacetyl]amino]thiourea
—— (6Z)-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one —— C15H10N4O3S2
(6Z)-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-one
—— (5E)-5-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-3-prop-2-enyl-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H13NO3S3
(5E)-5-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-3-prop-2-enyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— (6E)-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-3-(2-methylpropylsulfanyl)-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C19H18N4O3S3
(6E)-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-3-(2-methylpropylsulfanyl)-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— 2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(3,4-difluorophenyl)ethyl]-N-methylacetamide —— C14H17F2N5OS
2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(3,4-difluorophenyl)ethyl]-N-methylacetamide
—— (6E)-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-3-(2-methylpropylsulfonyl)-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C19H18N4O5S3
(6E)-6-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-5-imino-3-(2-methylpropylsulfonyl)-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— (5E)-5-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-3-prop-2-enyl-2-sulfanylidene-1,3-thiazolidin-4-one —— C21H15NO2S3
(5E)-5-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-3-prop-2-enyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5E)-3-ethyl-5-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C15H13NO3S3
(5E)-3-ethyl-5-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5E)-3-benzyl-5-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C20H15NO3S3
(5E)-3-benzyl-5-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5E)-5-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-3-phenyl-2-sulfanylidene-1,3-thiazolidin-4-one —— C19H13NO3S3
(5E)-5-[[5-(furan-2-ylmethylsulfanyl)furan-2-yl]methylidene]-3-phenyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5E)-5-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H11NO2S3
(5E)-5-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5E)-3-methyl-5-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C19H13NO2S3
(5E)-3-methyl-5-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (4Z)-4-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-1-phenylpyrazolidine-3,5-dione —— C24H16N2O3S
(4Z)-4-[(5-naphthalen-1-ylsulfanylfuran-2-yl)methylidene]-1-phenylpyrazolidine-3,5-dione
—— 1-[(1S,3S)-3-cyclopropylcyclohexyl]-3-[(2S)-4-methylsulfonylbutan-2-yl]urea —— C15H28N2O3S
1-[(1S,3S)-3-cyclopropylcyclohexyl]-3-[(2S)-4-methylsulfonylbutan-2-yl]urea
—— N-[2-[5-[(1R)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazol-3-yl]propan-2-yl]acetamide —— C14H18N4O2S
N-[2-[5-[(1R)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazol-3-yl]propan-2-yl]acetamide
—— 1-[(1S,3S)-3-cyclopropylcyclohexyl]-3-[(2R)-4-methylsulfonylbutan-2-yl]urea —— C15H28N2O3S
1-[(1S,3S)-3-cyclopropylcyclohexyl]-3-[(2R)-4-methylsulfonylbutan-2-yl]urea
—— (2S)-2-[(5-ethyl-1H-imidazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C10H14F3N3OS
(2S)-2-[(5-ethyl-1H-imidazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[(5-ethyl-1H-imidazol-2-yl)sulfanyl]acetamide —— C13H18N4OS
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[(5-ethyl-1H-imidazol-2-yl)sulfanyl]acetamide
—— (2R)-2-[(5-ethyl-1H-imidazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C10H14F3N3OS
(2R)-2-[(5-ethyl-1H-imidazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide
—— N-[2-[5-[(1S)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazol-3-yl]propan-2-yl]acetamide —— C14H18N4O2S
N-[2-[5-[(1S)-1-pyridin-2-ylsulfanylethyl]-1,2,4-oxadiazol-3-yl]propan-2-yl]acetamide
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(5-ethyl-1H-imidazol-2-yl)sulfanyl]acetamide —— C13H18N4OS
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(5-ethyl-1H-imidazol-2-yl)sulfanyl]acetamide
—— 1-[(1R,3S)-3-cyclopropylcyclohexyl]-3-[(2R)-4-methylsulfonylbutan-2-yl]urea —— C15H28N2O3S
1-[(1R,3S)-3-cyclopropylcyclohexyl]-3-[(2R)-4-methylsulfonylbutan-2-yl]urea
—— 1-[(1R,3S)-3-cyclopropylcyclohexyl]-3-[(2S)-4-methylsulfonylbutan-2-yl]urea —— C15H28N2O3S
1-[(1R,3S)-3-cyclopropylcyclohexyl]-3-[(2S)-4-methylsulfonylbutan-2-yl]urea
—— 1-[(1-ethylcyclopentyl)methyl]-3-[(2R)-1-methylsulfonylpropan-2-yl]urea —— C13H26N2O3S
1-[(1-ethylcyclopentyl)methyl]-3-[(2R)-1-methylsulfonylpropan-2-yl]urea
—— 1-[(1-ethylcyclopentyl)methyl]-3-[(2S)-1-methylsulfonylpropan-2-yl]urea —— C13H26N2O3S
1-[(1-ethylcyclopentyl)methyl]-3-[(2S)-1-methylsulfonylpropan-2-yl]urea
—— 1-methyl-N'-[2-(4-methylphenyl)sulfanylacetyl]pyrazole-4-carbohydrazide —— C14H16N4O2S
1-methyl-N'-[2-(4-methylphenyl)sulfanylacetyl]pyrazole-4-carbohydrazide
—— 2-[(1S)-cyclopent-2-en-1-yl]-N'-[2-(4-methylphenyl)sulfanylacetyl]acetohydrazide —— C16H20N2O2S
2-[(1S)-cyclopent-2-en-1-yl]-N'-[2-(4-methylphenyl)sulfanylacetyl]acetohydrazide
—— 2-[(3R)-1,1-dioxothiolan-3-yl]-N'-[2-(2-fluorophenyl)sulfanylacetyl]acetohydrazide —— C14H17FN2O4S2
2-[(3R)-1,1-dioxothiolan-3-yl]-N'-[2-(2-fluorophenyl)sulfanylacetyl]acetohydrazide