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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
—— (2R)-N-methyl-2-phenylsulfanyl-N-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methyl]propanamide —— C16H18F3N3OS
(2R)-N-methyl-2-phenylsulfanyl-N-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methyl]propanamide
—— 2-(4,6-Diaminopyrimidin-2-yl)sulfanylethyl-dimethylazanium —— C8H16N5S+
2-(4,6-Diaminopyrimidin-2-yl)sulfanylethyl-dimethylazanium
—— 2-(2-chlorophenyl)sulfanyl-N-methyl-N-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methyl]acetamide —— C15H15ClF3N3OS
2-(2-chlorophenyl)sulfanyl-N-methyl-N-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methyl]acetamide
—— (2S)-N-methyl-2-phenylsulfanyl-N-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methyl]propanamide —— C16H18F3N3OS
(2S)-N-methyl-2-phenylsulfanyl-N-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methyl]propanamide
—— 2-(2-Tert-butylsulfanylphenyl)acetate —— C12H15O2S-
2-(2-Tert-butylsulfanylphenyl)acetate
—— (2S)-3-methyl-2-pyridin-2-ylsulfanylbutanoate —— C10H12NO2S-
(2S)-3-methyl-2-pyridin-2-ylsulfanylbutanoate
—— 5-(1-methoxyiminoethyl)-3-methylthio-1,2,4-triazine —— C7H10N4OS
5-(1-methoxyiminoethyl)-3-methylthio-1,2,4-triazine
—— (2R)-3-methyl-2-pyridin-2-ylsulfanylbutanoate —— C10H12NO2S-
(2R)-3-methyl-2-pyridin-2-ylsulfanylbutanoate
—— 2-Thiophen-3-ylsulfanylacetate —— C6H5O2S2-
2-Thiophen-3-ylsulfanylacetate
—— (2S)-2-thiophen-2-ylsulfanylpropanoate —— C7H7O2S2-
(2S)-2-thiophen-2-ylsulfanylpropanoate
—— 2-(2-Formylthiophen-3-yl)sulfanylacetate —— C7H5O3S2-
2-(2-Formylthiophen-3-yl)sulfanylacetate
—— (2R)-2-thiophen-2-ylsulfanylpropanoate —— C7H7O2S2-
(2R)-2-thiophen-2-ylsulfanylpropanoate
—— [2-(4-Fluoro-3-hydroxyphenyl)sulfanylphenyl]methyl-dimethylazanium —— C15H17FNOS+
[2-(4-Fluoro-3-hydroxyphenyl)sulfanylphenyl]methyl-dimethylazanium
—— 2-[4-Chloro-6-(diethylamino)pyrimidin-2-yl]sulfanylacetate —— C10H13ClN3O2S-
2-[4-Chloro-6-(diethylamino)pyrimidin-2-yl]sulfanylacetate
—— (6S)-6-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine —— C16H19N5O2S2
(6S)-6-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine
—— (6R)-6-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine —— C16H19N5O2S2
(6R)-6-[(5-morpholin-4-yl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine
—— (6S)-3-phenyl-6-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5,6-dihydro-2H-1,2,4-oxadiazine —— C18H19N5OS2
(6S)-3-phenyl-6-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5,6-dihydro-2H-1,2,4-oxadiazine
—— (6R)-6-[(5-tert-butyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine —— C16H20N4O2S
(6R)-6-[(5-tert-butyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine
—— (6R)-6-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine —— C13H14N4OS2
(6R)-6-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine
—— (6R)-3-phenyl-6-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5,6-dihydro-2H-1,2,4-oxadiazine —— C18H19N5OS2
(6R)-3-phenyl-6-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5,6-dihydro-2H-1,2,4-oxadiazine
—— (2R)-2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate —— C8H10N3O3S-
(2R)-2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate
—— (2S)-2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate —— C8H10N3O3S-
(2S)-2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate
—— (2R)-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C8H9N2O3S-
(2R)-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— (6R)-6-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine —— C14H17N5OS
(6R)-6-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine
—— (6S)-6-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine —— C13H14N4OS2
(6S)-6-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine
—— 4-cyclopropyl-3-thiophen-2-yl-5-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methylsulfanyl]-1,2,4-triazole —— C15H14F3N5S2
4-cyclopropyl-3-thiophen-2-yl-5-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methylsulfanyl]-1,2,4-triazole
—— N,N-dimethyl-3-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropane-1-sulfonamide —— C11H21N5O3S2
N,N-dimethyl-3-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropane-1-sulfonamide
—— 3-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C16H20ClN3O2S2
3-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— (2S)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C20H28N4OS2
(2S)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— (6R)-6-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine —— C18H19N5O2S
(6R)-6-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine
—— N,N-dimethyl-3-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropane-1-sulfonamide —— C11H21N5O3S2
N,N-dimethyl-3-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropane-1-sulfonamide
—— (6S)-6-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine —— C18H19N5O2S
(6S)-6-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine
—— 4-benzyl-3-cyclopropyl-5-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methylsulfanyl]-1,2,4-triazole —— C18H18F3N5S
4-benzyl-3-cyclopropyl-5-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methylsulfanyl]-1,2,4-triazole
—— (2S)-2-(4,6-dimethylpyrimidin-2-yl)sulfanylbutanoate —— C10H13N2O2S-
(2S)-2-(4,6-dimethylpyrimidin-2-yl)sulfanylbutanoate
—— 3-benzyl-4-ethyl-5-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methylsulfanyl]-1,2,4-triazole —— C17H18F3N5S
3-benzyl-4-ethyl-5-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methylsulfanyl]-1,2,4-triazole
—— (6R)-6-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine —— C20H21N5O2S
(6R)-6-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazine
—— (2R)-2-(4,6-dimethylpyrimidin-2-yl)sulfanylpropanoate —— C9H11N2O2S-
(2R)-2-(4,6-dimethylpyrimidin-2-yl)sulfanylpropanoate
—— (5R,7R)-3-(aminomethyl)adamantane-1-thiol —— C11H19NS
(5R,7R)-3-(aminomethyl)adamantane-1-thiol
—— 3-(furan-2-yl)-5-[[(6R)-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazin-6-yl]methylsulfanyl]-1,2,4-triazol-4-amine —— C16H16N6O2S
3-(furan-2-yl)-5-[[(6R)-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazin-6-yl]methylsulfanyl]-1,2,4-triazol-4-amine
—— (2S)-2-(4,6-dimethylpyrimidin-2-yl)sulfanylpropanoate —— C9H11N2O2S-
(2S)-2-(4,6-dimethylpyrimidin-2-yl)sulfanylpropanoate
—— 3-(furan-2-yl)-5-[[(6S)-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazin-6-yl]methylsulfanyl]-1,2,4-triazol-4-amine —— C16H16N6O2S
3-(furan-2-yl)-5-[[(6S)-3-phenyl-5,6-dihydro-2H-1,2,4-oxadiazin-6-yl]methylsulfanyl]-1,2,4-triazol-4-amine
—— N-(2-methoxyethyl)-5-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C11H14F3N5OS2
N-(2-methoxyethyl)-5-[[1-(2,2,2-trifluoroethyl)imidazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 6-Ethylsulfanyl-3,3-dimethyl-8-morpholin-4-yl-1,4-dihydrothiopyrano[3,4-c]pyridin-7-ium-5-carbonitrile —— C17H24N3OS2+
6-Ethylsulfanyl-3,3-dimethyl-8-morpholin-4-yl-1,4-dihydrothiopyrano[3,4-c]pyridin-7-ium-5-carbonitrile
—— 4-[(2R)-5-piperidin-1-ium-1-ylpentan-2-yl]sulfanylphenol —— C16H26NOS+
4-[(2R)-5-piperidin-1-ium-1-ylpentan-2-yl]sulfanylphenol
—— 4-[(2S)-5-piperidin-1-ium-1-ylpentan-2-yl]sulfanylphenol —— C16H26NOS+
4-[(2S)-5-piperidin-1-ium-1-ylpentan-2-yl]sulfanylphenol
—— Methyl 3-oxobutanimidothioate —— C5H9NOS
Methyl 3-oxobutanimidothioate
—— (2S)-2-(2-bromophenyl)sulfanyl-N-(2-methylpropyl)propanamide —— C13H18BrNOS
(2S)-2-(2-bromophenyl)sulfanyl-N-(2-methylpropyl)propanamide
—— (2S)-1-(azepan-1-yl)-2-(2-bromophenyl)sulfanylpropan-1-one —— C15H20BrNOS
(2S)-1-(azepan-1-yl)-2-(2-bromophenyl)sulfanylpropan-1-one
—— (2S)-N-benzyl-2-(2-bromophenyl)sulfanyl-N-methylpropanamide —— C17H18BrNOS
(2S)-N-benzyl-2-(2-bromophenyl)sulfanyl-N-methylpropanamide
—— (2R)-2-(2-bromophenyl)sulfanyl-N,N-di(propan-2-yl)propanamide —— C15H22BrNOS
(2R)-2-(2-bromophenyl)sulfanyl-N,N-di(propan-2-yl)propanamide