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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
—— 3-Methyl-7-(2-oxo-2-pyrrolidin-1-ylethyl)sulfanyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one —— C11H13N5O2S2
3-Methyl-7-(2-oxo-2-pyrrolidin-1-ylethyl)sulfanyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one
—— 7-[(3-Fluorophenyl)methylsulfanyl]-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one —— C12H9FN4OS2
7-[(3-Fluorophenyl)methylsulfanyl]-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one
—— 3-(2,3-Dihydroimidazo[2,1-b][1,3]thiazol-6-yl)propanoate —— C8H9N2O2S-
3-(2,3-Dihydroimidazo[2,1-b][1,3]thiazol-6-yl)propanoate
—— 2-((2-Cyclohexyl-6,8-dimethyl-5,7-dioxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl)thio)acetonitrile —— C16H19N5O2S
2-((2-Cyclohexyl-6,8-dimethyl-5,7-dioxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl)thio)acetonitrile
—— 7-Cyclohexyl-1,3-dimethyl-5-(2-morpholin-4-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C20H29N5O3S
7-Cyclohexyl-1,3-dimethyl-5-(2-morpholin-4-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 7-Cyclopentyl-1,3-dimethyl-5-(2-piperidin-1-ium-1-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C20H30N5O2S+
7-Cyclopentyl-1,3-dimethyl-5-(2-piperidin-1-ium-1-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-(7-cyclohexyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-methylacetamide —— C17H23N5O3S
2-(7-cyclohexyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-methylacetamide
—— 2-[7-(3-Chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetic acid —— C16H13ClN4O4S
2-[7-(3-Chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetic acid
—— 7-Cyclohexyl-1,3-dimethyl-5-(2-morpholin-4-ium-4-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C20H30N5O3S+
7-Cyclohexyl-1,3-dimethyl-5-(2-morpholin-4-ium-4-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-[7-(3-Chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetate —— C16H12ClN4O4S-
2-[7-(3-Chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetate
—— 2-[1,3-dimethyl-7-(2-methylpropyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C19H27N5O4S
2-[1,3-dimethyl-7-(2-methylpropyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— (4R)-1-[(2-ethylsulfanylpyrimidin-5-yl)methyl]-3,3-dimethyl-4-(morpholin-4-ylmethyl)piperidin-4-ol —— C19H32N4O2S
(4R)-1-[(2-ethylsulfanylpyrimidin-5-yl)methyl]-3,3-dimethyl-4-(morpholin-4-ylmethyl)piperidin-4-ol
—— (4S)-1-[(2-ethylsulfanylpyrimidin-5-yl)methyl]-3,3-dimethyl-4-(morpholin-4-ylmethyl)piperidin-4-ol —— C19H32N4O2S
(4S)-1-[(2-ethylsulfanylpyrimidin-5-yl)methyl]-3,3-dimethyl-4-(morpholin-4-ylmethyl)piperidin-4-ol
—— 7-(4-Chlorophenyl)-5-(2-hydroxyethylsulfanyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C16H15ClN4O3S
7-(4-Chlorophenyl)-5-(2-hydroxyethylsulfanyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-[7-(2-Chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetic acid —— C16H13ClN4O4S
2-[7-(2-Chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetic acid
—— (2S)-2-[1,3-dimethyl-7-(2-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoic acid —— C18H18N4O4S
(2S)-2-[1,3-dimethyl-7-(2-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoic acid
—— 7-Cyclohexyl-5-[2-(1,3-dioxolan-2-yl)ethylsulfanyl]-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C19H26N4O4S
7-Cyclohexyl-5-[2-(1,3-dioxolan-2-yl)ethylsulfanyl]-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 5-Cyclopentylsulfanyl-7-(3-fluorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C19H19FN4O2S
5-Cyclopentylsulfanyl-7-(3-fluorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-[7-(2-Chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetate —— C16H12ClN4O4S-
2-[7-(2-Chlorophenyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetate
—— (2R)-2-[1,3-dimethyl-7-(4-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate —— C18H17N4O4S-
(2R)-2-[1,3-dimethyl-7-(4-methylphenyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate
—— 1,3-Dimethyl-7-(2-methylphenyl)-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C21H26N5O2S+
1,3-Dimethyl-7-(2-methylphenyl)-5-(2-pyrrolidin-1-ium-1-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-(7-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-propylacetamide —— C17H25N5O3S
2-(7-butyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-N-propylacetamide
—— 7-(3,5-Dimethylphenyl)-5-(2-hydroxyethylsulfanyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C18H20N4O3S
7-(3,5-Dimethylphenyl)-5-(2-hydroxyethylsulfanyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 7-Cyclopentyl-1,3-dimethyl-5-(2-morpholin-4-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C19H27N5O3S
7-Cyclopentyl-1,3-dimethyl-5-(2-morpholin-4-ylethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-methylsulfanyl-4-[(3R)-3-[1-(pyridin-2-ylmethyl)imidazol-2-yl]piperidin-1-yl]pyrimidine —— C19H22N6S
2-methylsulfanyl-4-[(3R)-3-[1-(pyridin-2-ylmethyl)imidazol-2-yl]piperidin-1-yl]pyrimidine
—— 2-methylsulfanyl-4-[(3S)-3-[1-(pyridin-2-ylmethyl)imidazol-2-yl]piperidin-1-yl]pyrimidine —— C19H22N6S
2-methylsulfanyl-4-[(3S)-3-[1-(pyridin-2-ylmethyl)imidazol-2-yl]piperidin-1-yl]pyrimidine
—— 2-O-ethyl 4-O-[2-(2-fluorophenyl)sulfanylethyl] 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate —— C18H20FNO4S
2-O-ethyl 4-O-[2-(2-fluorophenyl)sulfanylethyl] 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate
—— (2R)-2-pyrazol-1-yl-N-(2-pyridin-2-ylsulfanylethyl)butanamide —— C14H18N4OS
(2R)-2-pyrazol-1-yl-N-(2-pyridin-2-ylsulfanylethyl)butanamide
—— 4-Amino-6-methyl-3-[(2-methylphenyl)methylsulfanyl]-1,2,4-triazin-5-one 869067-96-9 C12H14N4OS
4-Amino-6-methyl-3-[(2-methylphenyl)methylsulfanyl]-1,2,4-triazin-5-one
—— 4-Amino-6-methyl-3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazin-5-one —— C12H14N4OS
4-Amino-6-methyl-3-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazin-5-one
—— 4-amino-3-((2-chloro-6-fluorobenzyl)thio)-1,2,4-triazin-5(4H)-one —— C10H8ClFN4OS
4-amino-3-((2-chloro-6-fluorobenzyl)thio)-1,2,4-triazin-5(4H)-one
—— 4-amino-3-((2-(azepan-1-yl)-2-oxoethyl)thio)-1,2,4-triazin-5(4H)-one —— C11H17N5O2S
4-amino-3-((2-(azepan-1-yl)-2-oxoethyl)thio)-1,2,4-triazin-5(4H)-one
—— 7-[(4-Bromophenyl)methylsulfanyl]-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one 869074-65-7 C12H9BrN4OS2
7-[(4-Bromophenyl)methylsulfanyl]-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one
—— 1-[(3R)-3-(3,5-dimethylpyrazol-1-yl)pyrrolidin-1-yl]-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C14H20N6OS
1-[(3R)-3-(3,5-dimethylpyrazol-1-yl)pyrrolidin-1-yl]-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 1-[(3S)-3-(3,5-dimethylpyrazol-1-yl)pyrrolidin-1-yl]-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C14H20N6OS
1-[(3S)-3-(3,5-dimethylpyrazol-1-yl)pyrrolidin-1-yl]-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— (2S)-2-pyrazol-1-yl-N-(2-pyridin-2-ylsulfanylethyl)butanamide —— C14H18N4OS
(2S)-2-pyrazol-1-yl-N-(2-pyridin-2-ylsulfanylethyl)butanamide
—— (5R)-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methyl]-2,7-diazaspiro[4.5]decan-6-one —— C20H24N2O2S
(5R)-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methyl]-2,7-diazaspiro[4.5]decan-6-one
—— (5S)-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methyl]-2,7-diazaspiro[4.5]decan-6-one —— C20H24N2O2S
(5S)-2-[[5-(4-methylphenyl)sulfanylfuran-2-yl]methyl]-2,7-diazaspiro[4.5]decan-6-one
—— (2S)-N-[2-(4-chlorophenyl)sulfanylpyridin-3-yl]-2-cyclopentyl-2-phenylacetamide —— C24H23ClN2OS
(2S)-N-[2-(4-chlorophenyl)sulfanylpyridin-3-yl]-2-cyclopentyl-2-phenylacetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-(4-methylphenyl)sulfanylacetamide —— C13H17NO3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-2-(4-methylphenyl)sulfanylacetamide
—— 4-((3-methylbenzyl)thio)-1-(pyridin-3-ylmethyl)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-2(5H)-one —— C21H21N3OS
4-((3-methylbenzyl)thio)-1-(pyridin-3-ylmethyl)-6,7-dihydro-1H-cyclopenta[d]pyrimidin-2(5H)-one
—— [2-[(4-Fluorophenyl)methylamino]-2-oxoethyl] 4-(4-chlorophenyl)sulfanylbutanoate —— C19H19ClFNO3S
[2-[(4-Fluorophenyl)methylamino]-2-oxoethyl] 4-(4-chlorophenyl)sulfanylbutanoate
—— [2-(1-Adamantylamino)-2-oxoethyl] 4-(4-chlorophenyl)sulfanylbutanoate —— C22H28ClNO3S
[2-(1-Adamantylamino)-2-oxoethyl] 4-(4-chlorophenyl)sulfanylbutanoate
—— [(1R)-1-cyanoethyl] 2-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylbenzoate —— C17H11F3N2O4S
[(1R)-1-cyanoethyl] 2-[2-nitro-4-(trifluoromethyl)phenyl]sulfanylbenzoate
—— [2-[(4-Chlorophenyl)methylamino]-2-oxoethyl] 4-(4-chlorophenyl)sulfanylbutanoate —— C19H19Cl2NO3S
[2-[(4-Chlorophenyl)methylamino]-2-oxoethyl] 4-(4-chlorophenyl)sulfanylbutanoate
—— 3-[3-[(2-methylphenyl)methylsulfanyl]-5-oxo-4H-1,2,4-triazin-6-yl]propanoate —— C14H14N3O3S-
3-[3-[(2-methylphenyl)methylsulfanyl]-5-oxo-4H-1,2,4-triazin-6-yl]propanoate
—— N-(furan-2-ylmethyl)-2-[(2-oxo-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-yl)sulfanyl]acetamide —— C14H15N3O3S
N-(furan-2-ylmethyl)-2-[(2-oxo-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-yl)sulfanyl]acetamide
—— 3-[3-[(4-bromophenyl)methylsulfanyl]-5-oxo-4H-1,2,4-triazin-6-yl]propanoate —— C13H11BrN3O3S-
3-[3-[(4-bromophenyl)methylsulfanyl]-5-oxo-4H-1,2,4-triazin-6-yl]propanoate
—— 3-[3-[(4-chlorophenyl)methylsulfanyl]-5-oxo-4H-1,2,4-triazin-6-yl]propanoate —— C13H11ClN3O3S-
3-[3-[(4-chlorophenyl)methylsulfanyl]-5-oxo-4H-1,2,4-triazin-6-yl]propanoate
—— 3-(3-((3-Chlorobenzyl)thio)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propanoic acid —— C13H12ClN3O3S
3-(3-((3-Chlorobenzyl)thio)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl)propanoic acid