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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-[[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
—— 2-[(4-Bromophenyl)sulfanylmethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole —— C16H13BrN2OS
2-[(4-Bromophenyl)sulfanylmethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole
—— N-[2-(2-methylphenyl)ethyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C13H16N4OS
N-[2-(2-methylphenyl)ethyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C15H15N3O3S
N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C20H24N2O4S
N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C21H27N3O3S
N-[[4-(dimethylamino)phenyl]methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— N-[2-(2-fluorophenyl)ethyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C12H13FN4OS
N-[2-(2-fluorophenyl)ethyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C17H22N4O3S
N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-[4-(2-methylbutan-2-yl)cyclohexyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C18H28N2O2S
N-[4-(2-methylbutan-2-yl)cyclohexyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— N-[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C18H15FN2O2S2
N-[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— 2-(3-Methylphenyl)-5-[(1-oxidopyridin-1-ium-2-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C15H13N3O2S
2-(3-Methylphenyl)-5-[(1-oxidopyridin-1-ium-2-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— (Z)-3-amino-2-[2-[1-(furan-2-ylmethyl)tetrazol-5-yl]sulfanylacetyl]but-2-enenitrile —— C12H12N6O2S
(Z)-3-amino-2-[2-[1-(furan-2-ylmethyl)tetrazol-5-yl]sulfanylacetyl]but-2-enenitrile
—— 1-Ethyl-3-(2-phenylsulfanylethyl)thiourea —— C11H16N2S2
1-Ethyl-3-(2-phenylsulfanylethyl)thiourea
—— 3-[2-(4-chlorophenyl)sulfanylethyl]-1-(dimethylamino)-1-[(3S)-1,1-dioxothiolan-3-yl]thiourea —— C15H22ClN3O2S3
3-[2-(4-chlorophenyl)sulfanylethyl]-1-(dimethylamino)-1-[(3S)-1,1-dioxothiolan-3-yl]thiourea
—— 1-[(1R,2S)-2-methylcyclohexyl]-3-(2-phenylsulfanylethyl)thiourea —— C16H24N2S2
1-[(1R,2S)-2-methylcyclohexyl]-3-(2-phenylsulfanylethyl)thiourea
—— 1-[[(2S)-oxolan-2-yl]methyl]-3-(2-phenylsulfanylethyl)thiourea —— C14H20N2OS2
1-[[(2S)-oxolan-2-yl]methyl]-3-(2-phenylsulfanylethyl)thiourea
—— 1-Cyclohexyl-3-(2-phenylsulfanylethyl)thiourea —— C15H22N2S2
1-Cyclohexyl-3-(2-phenylsulfanylethyl)thiourea
—— 1-Cyclohexyl-3-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]thiourea —— C17H31N5S2
1-Cyclohexyl-3-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]thiourea
—— 1-Methyl-3-[4-(2-methylbutan-2-yl)cyclohexyl]thiourea —— C13H26N2S
1-Methyl-3-[4-(2-methylbutan-2-yl)cyclohexyl]thiourea
—— 10-[(4-Methylpiperidin-1-ium-1-yl)methyl]-12-(1-methyltetrazol-5-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C18H24N7S2+
10-[(4-Methylpiperidin-1-ium-1-yl)methyl]-12-(1-methyltetrazol-5-yl)sulfanyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— 4-[[(7S)-7-methyl-4-(1-methyltetrazol-5-yl)sulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium —— C18H24N7OS2+
4-[[(7S)-7-methyl-4-(1-methyltetrazol-5-yl)sulfanyl-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium
—— 5-(4-Bromophenyl)sulfanyl-4-chloro-2-phenylpyridazin-3-one —— C16H10BrClN2OS
5-(4-Bromophenyl)sulfanyl-4-chloro-2-phenylpyridazin-3-one
—— 1-Methyl-1-(4-methylcyclohexyl)-3-(2-phenylsulfanylethyl)thiourea —— C17H26N2S2
1-Methyl-1-(4-methylcyclohexyl)-3-(2-phenylsulfanylethyl)thiourea
—— 3-[2-(4-Chlorophenyl)sulfanylethyl]-1-prop-2-enyl-1-(thiophen-2-ylmethyl)thiourea —— C17H19ClN2S3
3-[2-(4-Chlorophenyl)sulfanylethyl]-1-prop-2-enyl-1-(thiophen-2-ylmethyl)thiourea
—— 6,7-Dimethoxy-4-(1-methylimidazol-2-yl)sulfanyl-2-phenylquinazoline —— C20H18N4O2S
6,7-Dimethoxy-4-(1-methylimidazol-2-yl)sulfanyl-2-phenylquinazoline