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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
—— 2-(3,5-Dimethylphenyl)-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole —— C17H14N4O2S2
2-(3,5-Dimethylphenyl)-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole
—— [2-[methyl-[(1R)-1-phenylethyl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C20H22ClNO3S
[2-[methyl-[(1R)-1-phenylethyl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate
—— (Z)-3-amino-2-[2-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile —— C15H13F2N5OS3
(Z)-3-amino-2-[2-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile
—— [(2S)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 3-[2-(difluoromethylsulfanyl)-4,6-dimethylpyrimidin-5-yl]propanoate —— C16H21F2N3O3S
[(2S)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 3-[2-(difluoromethylsulfanyl)-4,6-dimethylpyrimidin-5-yl]propanoate
—— [2-[methyl-[(1S)-1-phenylethyl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C20H22ClNO3S
[2-[methyl-[(1S)-1-phenylethyl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate
—— 2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide —— C26H28N4O2S
2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide
—— [(Z)-4-amino-3-cyano-2-oxopent-3-enyl] 2-(4-chlorophenyl)sulfanylacetate —— C14H13ClN2O3S
[(Z)-4-amino-3-cyano-2-oxopent-3-enyl] 2-(4-chlorophenyl)sulfanylacetate
—— 3-[4,6-dimethyl-2-(methylsulfanyl)pyrimidin-5-yl]-N-{[4-(dimethylamino)phenyl]methyl}propanamide —— C19H26N4OS
3-[4,6-dimethyl-2-(methylsulfanyl)pyrimidin-5-yl]-N-{[4-(dimethylamino)phenyl]methyl}propanamide
—— [(2R)-1-(methoxycarbonylamino)-1-oxopropan-2-yl] 3-[2-(difluoromethylsulfanyl)-4,6-dimethylpyrimidin-5-yl]propanoate —— C15H19F2N3O5S
[(2R)-1-(methoxycarbonylamino)-1-oxopropan-2-yl] 3-[2-(difluoromethylsulfanyl)-4,6-dimethylpyrimidin-5-yl]propanoate
—— [2-oxo-2-[[(1R)-1-phenylbutyl]amino]ethyl] 3-phenylsulfanylpropanoate —— C21H25NO3S
[2-oxo-2-[[(1R)-1-phenylbutyl]amino]ethyl] 3-phenylsulfanylpropanoate
—— 2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide —— C26H28N4O2S
2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H19FN4O2S
N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (Z)-3-amino-2-[2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetyl]but-2-enenitrile —— C13H17N5OS
(Z)-3-amino-2-[2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetyl]but-2-enenitrile
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-propyl-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide —— C15H19F3N2O3S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-propyl-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide
—— (2R)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methylpropyl)propanamide —— C20H29N5O2S
(2R)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methylpropyl)propanamide
—— (2S)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-enylpropanamide —— C19H25N5O2S
(2S)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-enylpropanamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-propyl-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide —— C15H19F3N2O3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-propyl-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide
—— (2R)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-tert-butylpropanamide —— C20H29N5O2S
(2R)-2-[(4-benzyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-tert-butylpropanamide
—— 2-(2-methylphenyl)sulfanyl-N-[(2S)-2-phenylpropyl]acetamide —— C18H21NOS
2-(2-methylphenyl)sulfanyl-N-[(2S)-2-phenylpropyl]acetamide
—— (1S,3R)-N-(1-adamantylcarbamothioyl)-3-[2-(2-adamantylcarbamothioylamino)-2-oxoethyl]-2,2-dimethylcyclobutane-1-carboxamide —— C31H46N4O2S2
(1S,3R)-N-(1-adamantylcarbamothioyl)-3-[2-(2-adamantylcarbamothioylamino)-2-oxoethyl]-2,2-dimethylcyclobutane-1-carboxamide
—— (1S,3S)-N-(1-adamantylcarbamothioyl)-3-[2-(2-adamantylcarbamothioylamino)-2-oxoethyl]-2,2-dimethylcyclobutane-1-carboxamide —— C31H46N4O2S2
(1S,3S)-N-(1-adamantylcarbamothioyl)-3-[2-(2-adamantylcarbamothioylamino)-2-oxoethyl]-2,2-dimethylcyclobutane-1-carboxamide
—— (1R,3S)-N-(1-adamantylcarbamothioyl)-3-[2-(2-adamantylcarbamothioylamino)-2-oxoethyl]-2,2-dimethylcyclobutane-1-carboxamide —— C31H46N4O2S2
(1R,3S)-N-(1-adamantylcarbamothioyl)-3-[2-(2-adamantylcarbamothioylamino)-2-oxoethyl]-2,2-dimethylcyclobutane-1-carboxamide
—— (3S)-3-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-methylpyrrolidine-2,5-dione —— C8H11N5O2S
(3S)-3-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-methylpyrrolidine-2,5-dione
—— N-[[4-(dimethylamino)phenyl]methyl]-2-(4-fluorophenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C22H27FN2O2S
N-[[4-(dimethylamino)phenyl]methyl]-2-(4-fluorophenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C24H31N5O3S
N-[[4-(dimethylamino)phenyl]methyl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C24H31N5O3S
N-[[4-(dimethylamino)phenyl]methyl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— (3S)-3-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]pyrrolidine-2,5-dione —— C7H9N5O2S
(3S)-3-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]pyrrolidine-2,5-dione
—— 1-(Azepan-1-yl)-2-[[5-(2-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C18H24N4OS2
1-(Azepan-1-yl)-2-[[5-(2-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— [(2R)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl] 3-(3,4-dimethylphenyl)sulfanylpropanoate —— C21H28N2O3S
[(2R)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl] 3-(3,4-dimethylphenyl)sulfanylpropanoate
—— [2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl] 3-(3,4-dimethylphenyl)sulfanylpropanoate —— C21H25NO3S
[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl] 3-(3,4-dimethylphenyl)sulfanylpropanoate
—— 1-[(3S)-3,5-bis(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C22H19N5O3S2
1-[(3S)-3,5-bis(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— N-[(Z)-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]methylideneamino]-2-(4-methylphenyl)sulfanylacetamide —— C19H20N4OS2
N-[(Z)-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]methylideneamino]-2-(4-methylphenyl)sulfanylacetamide
—— ethyl 5-[[2-[3-(4-fluorophenyl)sulfanylpropanoyl]hydrazinyl]methylidene]-2,4-dimethylpyrrole-3-carboxylate —— C19H22FN3O3S
ethyl 5-[[2-[3-(4-fluorophenyl)sulfanylpropanoyl]hydrazinyl]methylidene]-2,4-dimethylpyrrole-3-carboxylate
—— ethyl 5-[[2-[2-(2-fluorophenyl)sulfanylacetyl]hydrazinyl]methylidene]-2,4-dimethylpyrrole-3-carboxylate —— C18H20FN3O3S
ethyl 5-[[2-[2-(2-fluorophenyl)sulfanylacetyl]hydrazinyl]methylidene]-2,4-dimethylpyrrole-3-carboxylate
—— 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(1-propylpiperidin-4-yl)acetamide —— C18H27N5O2S
2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(1-propylpiperidin-4-yl)acetamide
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-(1-propylpiperidin-4-yl)propanamide —— C18H30N4OS
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-(1-propylpiperidin-4-yl)propanamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-(4-fluorophenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C17H22FNO4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-2-(4-fluorophenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 1-(5-chlorothiophen-2-yl)-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C13H14ClN3O2S3
1-(5-chlorothiophen-2-yl)-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 2-[2-[(3R)-3-(furan-2-yl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanylpyridine-3-carbonitrile —— C19H14N4O2S2
2-[2-[(3R)-3-(furan-2-yl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanylpyridine-3-carbonitrile
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-(4-fluorophenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C17H22FNO4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-2-(4-fluorophenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-(4-fluorophenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C17H22FNO4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-2-(4-fluorophenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 4-[[5,6-Dimethyl-4-(1-propan-2-yltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium —— C17H24N7OS2+
4-[[5,6-Dimethyl-4-(1-propan-2-yltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium
—— 2-[2-[(3R)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanylpyridine-3-carbonitrile —— C19H14N4OS3
2-[2-[(3R)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-oxoethyl]sulfanylpyridine-3-carbonitrile
—— 1-methyl-N-[2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]pyrrole-2-carboxamide —— C15H19N5O3S2
1-methyl-N-[2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]pyrrole-2-carboxamide
—— N-[[(2R)-oxolan-2-yl]methyl]-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C17H18N4O2S2
N-[[(2R)-oxolan-2-yl]methyl]-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-(1-ethyltetrazol-5-yl)sulfanyl-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide —— C16H17N5OS2
2-(1-ethyltetrazol-5-yl)sulfanyl-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide
—— 7-[[5-(Cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C13H14N6OS3
7-[[5-(Cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— N-benzyl-N-(2-methoxyethyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C14H18N4O2S
N-benzyl-N-(2-methoxyethyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-[2-(3-chlorophenyl)ethyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C12H13ClN4OS
N-[2-(3-chlorophenyl)ethyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C16H15ClN4O2S
N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide