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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-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H20FN3O2S
N-[(1R)-1-(3,4-dimethylphenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C18H18FN3O2S
1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— ethyl (2Z)-2-[3-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C12H16N4O3S2
ethyl (2Z)-2-[3-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— 2-Ethyl-7-[(2,3,5,6-tetramethylphenyl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C18H21N3OS2
2-Ethyl-7-[(2,3,5,6-tetramethylphenyl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-[(2Z)-2-(2-ethoxy-2-oxoethylidene)-4-oxo-1,3-thiazolidin-3-yl]ethyl 2-phenylsulfanylacetate —— C17H19NO5S2
2-[(2Z)-2-(2-ethoxy-2-oxoethylidene)-4-oxo-1,3-thiazolidin-3-yl]ethyl 2-phenylsulfanylacetate
—— 2-Ethyl-7-[(2,3,4,5,6-pentafluorophenyl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C14H8F5N3OS2
2-Ethyl-7-[(2,3,4,5,6-pentafluorophenyl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— ethyl (2Z)-2-[3-[2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C11H15N5O3S2
ethyl (2Z)-2-[3-[2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— 2-Ethyl-7-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C13H16N6OS2
2-Ethyl-7-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-Ethyl-7-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C16H16N6OS3
2-Ethyl-7-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (2-Ethyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-yl)methyl 2-(2-fluorophenyl)sulfanylacetate —— C16H14FN3O3S2
(2-Ethyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-yl)methyl 2-(2-fluorophenyl)sulfanylacetate
—— ethyl (2Z)-2-[3-[2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanylethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C18H21N3O3S2
ethyl (2Z)-2-[3-[2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanylethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— (2-Ethyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-yl)methyl 2-(2,4-dimethylphenyl)sulfanylacetate —— C18H19N3O3S2
(2-Ethyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7-yl)methyl 2-(2,4-dimethylphenyl)sulfanylacetate
—— 2-ethyl-7-({[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl}methyl)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C17H15N5O2S2
2-ethyl-7-({[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl}methyl)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— ethyl (2Z)-2-[3-[2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C13H18N4O3S2
ethyl (2Z)-2-[3-[2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— ethyl (2Z)-2-[4-oxo-3-[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3-thiazolidin-2-ylidene]acetate —— C15H16N4O3S3
ethyl (2Z)-2-[4-oxo-3-[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3-thiazolidin-2-ylidene]acetate
—— ethyl (2Z)-2-[3-[2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C17H16FN3O4S2
ethyl (2Z)-2-[3-[2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— 7-[(4-Amino-5-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C11H13N7OS2
7-[(4-Amino-5-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-ethyl-7-({[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl}methyl)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C17H15N5O2S2
2-ethyl-7-({[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl}methyl)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-ethyl-7-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C14H12N6OS3
2-ethyl-7-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-Ethyl-7-({[5-(furan-2-YL)-4-methyl-4H-1,2,4-triazol-3-YL]sulfanyl}methyl)-5H-[1,3,4]thiadiazolo[3,2-A]pyrimidin-5-one —— C15H14N6O2S2
2-Ethyl-7-({[5-(furan-2-YL)-4-methyl-4H-1,2,4-triazol-3-YL]sulfanyl}methyl)-5H-[1,3,4]thiadiazolo[3,2-A]pyrimidin-5-one
—— ethyl (2Z)-2-[3-[2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C17H16FN3O4S2
ethyl (2Z)-2-[3-[2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— 7-[[5-(3,4-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C18H17N5O2S2
7-[[5-(3,4-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— ethyl (2Z)-2-[4-oxo-3-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]-1,3-thiazolidin-2-ylidene]acetate —— C17H17N3O4S2
ethyl (2Z)-2-[4-oxo-3-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]-1,3-thiazolidin-2-ylidene]acetate
—— 7-({[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-YL]sulfanyl}methyl)-2-ethyl-5H-[1,3,4]thiadiazolo[3,2-A]pyrimidin-5-one —— C16H12ClN5O2S2
7-({[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-YL]sulfanyl}methyl)-2-ethyl-5H-[1,3,4]thiadiazolo[3,2-A]pyrimidin-5-one
—— ethyl (2Z)-2-[3-[2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C18H19N3O4S2
ethyl (2Z)-2-[3-[2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— 7-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C12H14N6OS2
7-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole —— C16H17N3O2S2
2-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole
—— 2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylsulfanylethyl)acetamide —— C12H15N5OS2
2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylsulfanylethyl)acetamide
—— [(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H17FN2O3S
[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— N-[(2,4-dimethylphenyl)methyl]-N-methyl-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide —— C22H29NOS
N-[(2,4-dimethylphenyl)methyl]-N-methyl-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide
—— [2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] cyclopropanecarboxylate —— C15H19NO3S
[2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] cyclopropanecarboxylate
—— 2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)acetamide —— C19H21N3O2S3
2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)acetamide
—— N-[2-(4-chlorophenyl)sulfanylethyl]-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide —— C20H24ClNOS2
N-[2-(4-chlorophenyl)sulfanylethyl]-2-(2,3,5,6-tetramethylphenyl)sulfanylacetamide
—— [(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 2-(2-fluorophenyl)sulfanylacetate —— C18H15FN2O3S
[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 2-(2-fluorophenyl)sulfanylacetate
—— [2-Oxo-2-(2-phenylsulfanylethylamino)ethyl] 2-(2-fluorophenyl)sulfanylacetate —— C18H18FNO3S2
[2-Oxo-2-(2-phenylsulfanylethylamino)ethyl] 2-(2-fluorophenyl)sulfanylacetate
—— [2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] 2-(3,4-dimethylphenyl)sulfanylacetate —— C21H25NO3S2
[2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] 2-(3,4-dimethylphenyl)sulfanylacetate
—— [(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 2-(2-fluorophenyl)sulfanylacetate —— C18H15FN2O3S
[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 2-(2-fluorophenyl)sulfanylacetate
—— 2-(5-nitro-2-oxopyridin-1-yl)-N-(2-phenylsulfanylethyl)acetamide —— C15H15N3O4S
2-(5-nitro-2-oxopyridin-1-yl)-N-(2-phenylsulfanylethyl)acetamide
—— 2-[(1S)-1-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole —— C17H15N5O2S
2-[(1S)-1-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole
—— [2-Oxo-2-(2-phenylsulfanylethylamino)ethyl] 2-phenylsulfanylacetate —— C18H19NO3S2
[2-Oxo-2-(2-phenylsulfanylethylamino)ethyl] 2-phenylsulfanylacetate
—— [2-Oxo-2-(2-thiophen-2-ylethylamino)ethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C18H21NO3S2
[2-Oxo-2-(2-thiophen-2-ylethylamino)ethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— [(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 2-(3,4-dimethylphenyl)sulfanylacetate —— C20H20N2O3S
[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 2-(3,4-dimethylphenyl)sulfanylacetate
—— [2-[(2,4-Dimethylphenyl)methyl-methylamino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C22H27NO3S
[2-[(2,4-Dimethylphenyl)methyl-methylamino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— 1-Methyl-4-(2-phenylsulfanylethyl)piperazine-1,4-diium —— C13H22N2S+2
1-Methyl-4-(2-phenylsulfanylethyl)piperazine-1,4-diium
—— 3-[[5-(Furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-5-methyl-1,2-oxazole —— C12H12N4O2S
3-[[5-(Furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-5-methyl-1,2-oxazole
—— N-[2-(4-chlorophenyl)sulfanylethyl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H17ClN4O2S2
N-[2-(4-chlorophenyl)sulfanylethyl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)acetamide —— C17H17N3O2S2
2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-thiophen-2-ylethyl)acetamide
—— [2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] 3,5-dimethyl-1,2-oxazole-4-carboxylate —— C17H20N2O4S
[2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] 3,5-dimethyl-1,2-oxazole-4-carboxylate
—— 2-(3-methylphenyl)-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C19H16N4O2S
2-(3-methylphenyl)-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— [2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] 2-phenylsulfanylacetate —— C19H21NO3S2
[2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] 2-phenylsulfanylacetate