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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
—— (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
—— 2-[[4-(2-methoxyethyl)-5-[(1-methylpyrrol-2-yl)methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C18H27N5O3S
2-[[4-(2-methoxyethyl)-5-[(1-methylpyrrol-2-yl)methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 3-[2-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-oxoethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C17H22N4O4S
3-[2-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-oxoethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H21ClN4O2S
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 7-(2,2-dimethylpropyl)-1,3-dimethyl-5-[(1S)-1-phenylethyl]sulfanylpyrimido[4,5-d]pyrimidine-2,4-dione —— C21H26N4O2S
7-(2,2-dimethylpropyl)-1,3-dimethyl-5-[(1S)-1-phenylethyl]sulfanylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 3-[2-(1-adamantyl)-2-oxoethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C19H27N3O3S
3-[2-(1-adamantyl)-2-oxoethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 3-[(2,3,4,5,6-pentafluorophenyl)methylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C17H12F5N3OS
3-[(2,3,4,5,6-pentafluorophenyl)methylsulfanyl]-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— 5-[(2R)-butan-2-yl]sulfanyl-7-(2,2-dimethylpropyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C17H26N4O2S
5-[(2R)-butan-2-yl]sulfanyl-7-(2,2-dimethylpropyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— N-cyclohexyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H24N4O2S
N-cyclohexyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 1,3-dimethyl-7-phenyl-5-[(1S)-1-phenylethyl]sulfanylpyrimido[4,5-d]pyrimidine-2,4-dione —— C22H20N4O2S
1,3-dimethyl-7-phenyl-5-[(1S)-1-phenylethyl]sulfanylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 7-Ethyl-5-[(2-fluorophenyl)methylsulfanyl]-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C17H17FN4O2S
7-Ethyl-5-[(2-fluorophenyl)methylsulfanyl]-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— methyl (2R)-2-[7-(2,2-dimethylpropyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate —— C17H24N4O4S
methyl (2R)-2-[7-(2,2-dimethylpropyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylpropanoate
—— methyl (2R)-2-(1,3-dimethyl-2,4-dioxo-7-phenylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylbutanoate —— C19H20N4O4S
methyl (2R)-2-(1,3-dimethyl-2,4-dioxo-7-phenylpyrimido[4,5-d]pyrimidin-5-yl)sulfanylbutanoate
—— 3-benzylsulfanyl-4-(3-methoxypropyl)-1H-1,2,4-triazol-5-one —— C13H17N3O2S
3-benzylsulfanyl-4-(3-methoxypropyl)-1H-1,2,4-triazol-5-one
—— 5-((3-fluorobenzyl)thio)-7-isopropyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C18H19FN4O2S
5-((3-fluorobenzyl)thio)-7-isopropyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— methyl 2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetate —— C13H15N3O3S
methyl 2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetate
—— ethyl (2R)-2-[7-(2,2-dimethylpropyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-3-oxobutanoate —— C19H26N4O5S
ethyl (2R)-2-[7-(2,2-dimethylpropyl)-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-3-oxobutanoate
—— N-[[(2S)-oxolan-2-yl]methyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H22N4O3S
N-[[(2S)-oxolan-2-yl]methyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 4-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]butanenitrile —— C14H16N4OS
4-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]butanenitrile
—— 1,3-dimethyl-7-neopentyl-5-((pyridin-2-ylmethyl)thio)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C19H23N5O2S
1,3-dimethyl-7-neopentyl-5-((pyridin-2-ylmethyl)thio)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 3-(2-methylsulfanylethylsulfanyl)-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C13H17N3OS2
3-(2-methylsulfanylethylsulfanyl)-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— (2S)-2-(7-ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylbutanoate —— C14H17N4O4S-
(2S)-2-(7-ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylbutanoate
—— 7-Cyclopropyl-5-ethylsulfanyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C13H16N4O2S
7-Cyclopropyl-5-ethylsulfanyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— ethyl (2S)-2-(1,3-dimethyl-2,4-dioxo-7-propan-2-ylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-3-oxobutanoate —— C17H22N4O5S
ethyl (2S)-2-(1,3-dimethyl-2,4-dioxo-7-propan-2-ylpyrimido[4,5-d]pyrimidin-5-yl)sulfanyl-3-oxobutanoate
—— 3-(2-methylprop-2-enylsulfanyl)-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one —— C14H17N3OS
3-(2-methylprop-2-enylsulfanyl)-4-(2-phenylethyl)-1H-1,2,4-triazol-5-one
—— (Z)-3-(2,5-dimethyl-1-pyridin-3-ylpyrrol-3-yl)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid —— C18H19N5O2S
(Z)-3-(2,5-dimethyl-1-pyridin-3-ylpyrrol-3-yl)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]prop-2-enoic acid
—— N-[(1R)-1-(2,4-difluorophenyl)ethyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H20F2N4O2S
N-[(1R)-1-(2,4-difluorophenyl)ethyl]-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide