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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,N-diethyl-4-[5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazol-2-yl]aniline —— C22H23N5O2S
N,N-diethyl-4-[5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazol-2-yl]aniline
—— (2S)-N-[4-(4-nitrophenyl)sulfanylphenyl]oxolane-2-carboxamide —— C17H16N2O4S
(2S)-N-[4-(4-nitrophenyl)sulfanylphenyl]oxolane-2-carboxamide
—— 4-Chloro-5-[3-(4-fluorophenyl)sulfanylpropylamino]-2-phenylpyridazin-3-one —— C19H17ClFN3OS
4-Chloro-5-[3-(4-fluorophenyl)sulfanylpropylamino]-2-phenylpyridazin-3-one
—— (2S)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]propanamide —— C20H22N4OS2
(2S)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]propanamide
—— N-[2-[[5-[cyclopropyl(propanoyl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide —— C16H19N5O3S2
N-[2-[[5-[cyclopropyl(propanoyl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide
—— 2-[2-(6-Amino-1-cyclopropyl-2,4-dioxopyrimidin-5-yl)-2-oxoethyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile —— C17H17N5O3S
2-[2-(6-Amino-1-cyclopropyl-2,4-dioxopyrimidin-5-yl)-2-oxoethyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile
—— 6-amino-3-methyl-1-propyl-5-[2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetyl]pyrimidine-2,4-dione —— C17H24N6O3S
6-amino-3-methyl-1-propyl-5-[2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetyl]pyrimidine-2,4-dione
—— (2R)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]propanamide —— C20H22N4OS2
(2R)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]propanamide
—— 2-Ethyl-7-[(2-fluorophenyl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C14H12FN3OS2
2-Ethyl-7-[(2-fluorophenyl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-(1-ethyltetrazol-5-yl)sulfanyl-1-[4-[(1R)-1-phenylethyl]piperazin-4-ium-1-yl]ethanone —— C17H25N6OS+
2-(1-ethyltetrazol-5-yl)sulfanyl-1-[4-[(1R)-1-phenylethyl]piperazin-4-ium-1-yl]ethanone
—— 4-[(1-Cyclopropyltetrazol-5-yl)sulfanylmethyl]-2-thiophen-2-yl-1,3-oxazole —— C12H11N5OS2
4-[(1-Cyclopropyltetrazol-5-yl)sulfanylmethyl]-2-thiophen-2-yl-1,3-oxazole
—— 2-(1-benzyltetrazol-5-yl)sulfanyl-N-[(5-chlorothiophen-2-yl)methyl]-N-methylacetamide —— C16H16ClN5OS2
2-(1-benzyltetrazol-5-yl)sulfanyl-N-[(5-chlorothiophen-2-yl)methyl]-N-methylacetamide
—— (3S,5S)-3-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-5-methyloxolan-2-one —— C13H15N3O2S2
(3S,5S)-3-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-5-methyloxolan-2-one
—— 2-(1-ethyltetrazol-5-yl)sulfanyl-1-[4-[(1S)-1-phenylethyl]piperazin-4-ium-1-yl]ethanone —— C17H25N6OS+
2-(1-ethyltetrazol-5-yl)sulfanyl-1-[4-[(1S)-1-phenylethyl]piperazin-4-ium-1-yl]ethanone
—— (2R)-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C13H21N5OS
(2R)-2-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]propanenitrile
—— 1-(Azepan-1-yl)-2-[[5-(3-chloro-4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C17H21ClN4OS2
1-(Azepan-1-yl)-2-[[5-(3-chloro-4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 5-Chloro-4-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]thiadiazole —— C12H10ClN5S3
5-Chloro-4-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]thiadiazole
—— 2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C14H24N4O4S2
2-[[5-[(1R)-1-(dimethylamino)propyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— N-benzyl-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)acetamide —— C19H21N5OS2
N-benzyl-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)acetamide
—— N-methyl-5-[[5-(5-methyl-3-phenyl-1,2-oxazol-4-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C16H14N6O2S2
N-methyl-5-[[5-(5-methyl-3-phenyl-1,2-oxazol-4-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2S)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide —— C13H18N4OS2
(2S)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide
—— [(1R)-1-[5-[2-[[(3S)-1,1-dioxothiolan-3-yl]-methylamino]-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium —— C14H25N4O4S2+
[(1R)-1-[5-[2-[[(3S)-1,1-dioxothiolan-3-yl]-methylamino]-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]propyl]-dimethylazanium
—— 1-[3-(3,4-Difluorophenyl)sulfanylpropanoylamino]-3-(4-fluorophenyl)thiourea —— C16H14F3N3OS2
1-[3-(3,4-Difluorophenyl)sulfanylpropanoylamino]-3-(4-fluorophenyl)thiourea
—— (2S)-N-[[(2R)-oxolan-2-yl]methyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C13H22N4O3S
(2S)-N-[[(2R)-oxolan-2-yl]methyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-[[(2S)-oxolan-2-yl]methyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C13H22N4O3S
(2S)-N-[[(2S)-oxolan-2-yl]methyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 1-(4-Chlorophenyl)-3-[[2-(2,5-difluorophenyl)sulfanylacetyl]amino]thiourea —— C15H12ClF2N3OS2
1-(4-Chlorophenyl)-3-[[2-(2,5-difluorophenyl)sulfanylacetyl]amino]thiourea
—— 2-chloro-N-methyl-N-[4-(methylthio)benzyl]acetamide —— C11H14ClNOS
2-chloro-N-methyl-N-[4-(methylthio)benzyl]acetamide
—— 3-(4-fluorophenyl)sulfanyl-N-(furan-2-ylmethyl)propanamide —— C14H14FNO2S
3-(4-fluorophenyl)sulfanyl-N-(furan-2-ylmethyl)propanamide
—— N-(furan-2-ylmethyl)-2-(2-methylphenyl)sulfanylacetamide —— C14H15NO2S
N-(furan-2-ylmethyl)-2-(2-methylphenyl)sulfanylacetamide
—— 2-(4-Methylphenyl)sulfanyl-5-pyrrolidin-1-ylsulfonylpyridine —— C16H18N2O2S2
2-(4-Methylphenyl)sulfanyl-5-pyrrolidin-1-ylsulfonylpyridine
—— N-[2-(dimethylamino)ethyl]-4-(4-methylphenyl)sulfanyl-3-nitrobenzenesulfonamide —— C17H21N3O4S2
N-[2-(dimethylamino)ethyl]-4-(4-methylphenyl)sulfanyl-3-nitrobenzenesulfonamide
—— N-[(2R)-1-methoxypropan-2-yl]-4-(4-methylphenyl)sulfanyl-3-nitrobenzenesulfonamide —— C17H20N2O5S2
N-[(2R)-1-methoxypropan-2-yl]-4-(4-methylphenyl)sulfanyl-3-nitrobenzenesulfonamide
—— 1-Methyl-4-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]sulfonylpiperazin-1-ium —— C18H22N3O4S2+
1-Methyl-4-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]sulfonylpiperazin-1-ium
—— N-methyl-4-(4-methylphenyl)sulfanyl-3-nitrobenzenesulfonamide —— C14H14N2O4S2
N-methyl-4-(4-methylphenyl)sulfanyl-3-nitrobenzenesulfonamide
—— (2R)-N-tert-butyl-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H20N4O2S2
(2R)-N-tert-butyl-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylpropanamide —— C13H18N4O2S2
(2S)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylpropanamide
—— (2R)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C15H16N4O2S3
(2R)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— (2R)-N-[(4-fluorophenyl)methyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H17FN4O2S2
(2R)-N-[(4-fluorophenyl)methyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[(3,4-Difluorophenyl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C13H9F2N3OS2
2-[(3,4-Difluorophenyl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H17FN4O2S2
(2S)-N-[(4-fluorophenyl)methyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H17ClN4O2S2
(2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C18H20N4O2S2
(2S)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— (2S)-N-(1-cyanocyclohexyl)-2-(3,4-difluorophenyl)sulfanyl-N-methylpropanamide —— C17H20F2N2OS
(2S)-N-(1-cyanocyclohexyl)-2-(3,4-difluorophenyl)sulfanyl-N-methylpropanamide
—— (2R)-N-(1-cyanocyclohexyl)-2-(3,4-difluorophenyl)sulfanyl-N-methylpropanamide —— C17H20F2N2OS
(2R)-N-(1-cyanocyclohexyl)-2-(3,4-difluorophenyl)sulfanyl-N-methylpropanamide
—— (2R)-2-(3,4-difluorophenyl)sulfanyl-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]propanamide —— C14H14F2N2O3S2
(2R)-2-(3,4-difluorophenyl)sulfanyl-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]propanamide
—— (2S)-2-(3,4-difluorophenyl)sulfanyl-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]propanamide —— C14H14F2N2O3S2
(2S)-2-(3,4-difluorophenyl)sulfanyl-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]propanamide
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H17ClN4O2S2
(2R)-N-[(2-chlorophenyl)methyl]-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide —— C13H16N4O2S2
(2S)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide
—— (2R)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide —— C13H18N4O3S2
(2R)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide
—— (2S)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide —— C18H20N4O2S2
(2S)-2-[[5-(furan-2-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide