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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)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide —— C20H21FN4OS2
(2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide
—— (2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]propanamide —— C19H26N4OS2
(2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]propanamide
—— (2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-ethylpropanamide —— C20H28N4OS2
(2R)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-ethylpropanamide
—— 4-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-diethylbutanamide —— C17H24N4OS2
4-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-diethylbutanamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethyl-N-(2-methylprop-2-enyl)acetamide —— C17H22N4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethyl-N-(2-methylprop-2-enyl)acetamide
—— N-benzyl-5-[(1R)-1-phenylethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C17H17N3S2
N-benzyl-5-[(1R)-1-phenylethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— (2S)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C15H17N3OS2
(2S)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide —— C21H24N4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide
—— 1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C20H21N5O3S
1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 3-[[2-(4-Fluorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-thiophen-2-yl-1,2,4-triazol-4-amine —— C16H12FN5S3
3-[[2-(4-Fluorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-thiophen-2-yl-1,2,4-triazol-4-amine
—— N'-acetyl-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetohydrazide —— C13H15N5O2S2
N'-acetyl-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetohydrazide
—— N'-[3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoyl]cyclohexanecarbohydrazide —— C17H26N4O2S
N'-[3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoyl]cyclohexanecarbohydrazide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide —— C17H18N4OS3
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(3,4-dimethylphenyl)ethyl]acetamide —— C21H24N4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(3,4-dimethylphenyl)ethyl]acetamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)-N-methylacetamide —— C19H23N5OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)-N-methylacetamide
—— 2-[[5-(Benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(1-ethyl-2,5-dimethylpyrrol-3-yl)ethanone —— C19H22N4OS2
2-[[5-(Benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(1-ethyl-2,5-dimethylpyrrol-3-yl)ethanone
—— 2-[[5-(Benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)ethanone —— C20H24N4OS2
2-[[5-(Benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)ethanone
—— N'-[2-(1-adamantyl)acetyl]-3-(3,4-difluorophenyl)sulfanylpropanehydrazide —— C21H26F2N2O2S
N'-[2-(1-adamantyl)acetyl]-3-(3,4-difluorophenyl)sulfanylpropanehydrazide
—— 2-(1-adamantyl)-N'-[2-(2,5-difluorophenyl)sulfanylacetyl]acetohydrazide —— C20H24F2N2O2S
2-(1-adamantyl)-N'-[2-(2,5-difluorophenyl)sulfanylacetyl]acetohydrazide
—— methyl (2S)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C17H17N3O2S2
methyl (2S)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— 6-Amino-5-[2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-3-methyl-1-(2-methylpropyl)pyrimidine-2,4-dione —— C19H26N6O3S
6-Amino-5-[2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-3-methyl-1-(2-methylpropyl)pyrimidine-2,4-dione
—— methyl (2R)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C17H17N3O2S2
methyl (2R)-2-[(4-benzyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— 3-(3,4-difluorophenyl)sulfanyl-N-[(4-methylphenyl)methyl]propanamide —— C17H17F2NOS
3-(3,4-difluorophenyl)sulfanyl-N-[(4-methylphenyl)methyl]propanamide
—— 2-(5-Ethyl-4-methylthiophen-2-yl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole —— C16H14N4O3S2
2-(5-Ethyl-4-methylthiophen-2-yl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole
—— 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