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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
—— ethyl (2R)-2-[[5-(5-ethyl-2-methylpyrazol-3-yl)-1H-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C13H19N5O2S
ethyl (2R)-2-[[5-(5-ethyl-2-methylpyrazol-3-yl)-1H-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— ethyl (2S)-2-[[5-(5-ethyl-2-methylpyrazol-3-yl)-1H-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C13H19N5O2S
ethyl (2S)-2-[[5-(5-ethyl-2-methylpyrazol-3-yl)-1H-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— (2S,7R)-5-amino-13-(methoxymethyl)-4,11-dimethyl-8-thia-3,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),3,9,11-tetraen-6-one —— C13H16N4O2S
(2S,7R)-5-amino-13-(methoxymethyl)-4,11-dimethyl-8-thia-3,5,10-triazatricyclo[7.4.0.02,7]trideca-1(13),3,9,11-tetraen-6-one
—— N-[(Z)-benzylideneamino]-2-[(5-tert-butyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H19N5OS
N-[(Z)-benzylideneamino]-2-[(5-tert-butyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (6S)-6-(furan-2-yl)-3-propyl-5,6-dihydro-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole —— C10H12N4OS
(6S)-6-(furan-2-yl)-3-propyl-5,6-dihydro-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C13H19N3O3S4
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-cycloheptyl-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H25N3OS3
(2S)-N-cycloheptyl-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 7-Methyl-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C13H13N5OS4
7-Methyl-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (2S)-N-(2-methoxyethyl)-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C12H19N3O2S3
(2S)-N-(2-methoxyethyl)-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(4-methylphenyl)methyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H21N3OS3
(2R)-N-[(4-methylphenyl)methyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(4-fluorophenyl)methyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H18FN3OS3
(2R)-N-[(4-fluorophenyl)methyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(4-methylphenyl)methyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H21N3OS3
(2S)-N-[(4-methylphenyl)methyl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-cycloheptyl-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H25N3OS3
(2R)-N-cycloheptyl-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (1R)-3,4-dimethyl-6,6-bis(phenylsulfanyl)-2,5-dihydrothiopyran 1-oxide —— C19H20OS3
(1R)-3,4-dimethyl-6,6-bis(phenylsulfanyl)-2,5-dihydrothiopyran 1-oxide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C13H19N3O3S4
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (1S)-3,4-dimethyl-6,6-bis(phenylsulfanyl)-2,5-dihydrothiopyran 1-oxide —— C19H20OS3
(1S)-3,4-dimethyl-6,6-bis(phenylsulfanyl)-2,5-dihydrothiopyran 1-oxide
—— (6R)-6-bromo-4-methoxy-7,7-dimethyl-6,8-dihydro-5H-pyrimido[4,5-b][1,4]benzothiazin-9-one —— C13H14BrN3O2S
(6R)-6-bromo-4-methoxy-7,7-dimethyl-6,8-dihydro-5H-pyrimido[4,5-b][1,4]benzothiazin-9-one
—— (6S)-6-bromo-4-methoxy-7,7-dimethyl-6,8-dihydro-5H-pyrimido[4,5-b][1,4]benzothiazin-9-one —— C13H14BrN3O2S
(6S)-6-bromo-4-methoxy-7,7-dimethyl-6,8-dihydro-5H-pyrimido[4,5-b][1,4]benzothiazin-9-one
—— 4-[(1S,2S)-2-chlorocyclohexyl]sulfanyl-2-methyl-5-(trifluoromethyl)-1H-pyrimidin-6-one —— C12H14ClF3N2OS
4-[(1S,2S)-2-chlorocyclohexyl]sulfanyl-2-methyl-5-(trifluoromethyl)-1H-pyrimidin-6-one
—— 4-[(1S,2R)-2-chlorocyclohexyl]sulfanyl-2-methyl-5-(trifluoromethyl)-1H-pyrimidin-6-one —— C12H14ClF3N2OS
4-[(1S,2R)-2-chlorocyclohexyl]sulfanyl-2-methyl-5-(trifluoromethyl)-1H-pyrimidin-6-one
—— [(3R)-1,1-dioxothiolan-3-yl] 2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetate —— C11H13NO5S2
[(3R)-1,1-dioxothiolan-3-yl] 2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetate
—— 7-Methyl-2-[(4-methyl-1,3-thiazol-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C11H10N4OS3
7-Methyl-2-[(4-methyl-1,3-thiazol-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (7-Methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)methyl 2-(2-methylphenyl)sulfanylacetate —— C16H15N3O3S2
(7-Methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)methyl 2-(2-methylphenyl)sulfanylacetate
—— 2-[(3,4-Dimethylphenyl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C15H15N3OS2
2-[(3,4-Dimethylphenyl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— [(3S)-1,1-dioxothiolan-3-yl] 2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetate —— C9H12N2O4S3
[(3S)-1,1-dioxothiolan-3-yl] 2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetate
—— [(3S)-1,1-dioxothiolan-3-yl] 2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C14H17N3O4S3
[(3S)-1,1-dioxothiolan-3-yl] 2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— [(3S)-1,1-dioxothiolan-3-yl] 2-(1-methyltetrazol-5-yl)sulfanylacetate —— C8H12N4O4S2
[(3S)-1,1-dioxothiolan-3-yl] 2-(1-methyltetrazol-5-yl)sulfanylacetate
—— (7-Methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)methyl 3-(4-fluorophenyl)sulfanylpropanoate —— C16H14FN3O3S2
(7-Methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)methyl 3-(4-fluorophenyl)sulfanylpropanoate
—— 2-[(5-tert-butyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(Z)-1-phenylethylideneamino]acetamide —— C16H21N5OS
2-[(5-tert-butyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(Z)-1-phenylethylideneamino]acetamide
—— [(3S)-1,1-dioxothiolan-3-yl] 2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetate —— C14H14N2O4S4
[(3S)-1,1-dioxothiolan-3-yl] 2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetate
—— [(3R)-1,1-dioxothiolan-3-yl] 2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetate —— C14H14N2O4S4
[(3R)-1,1-dioxothiolan-3-yl] 2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetate
—— 4-[(1R,2R)-2-chlorocyclohexyl]sulfanyl-2-methyl-5-(trifluoromethyl)-1H-pyrimidin-6-one —— C12H14ClF3N2OS
4-[(1R,2R)-2-chlorocyclohexyl]sulfanyl-2-methyl-5-(trifluoromethyl)-1H-pyrimidin-6-one
—— (5S)-5-methyl-2,7-dihydro-1H-[1,3]dithiino[5,4-c]pyrazol-3-one —— C6H8N2OS2
(5S)-5-methyl-2,7-dihydro-1H-[1,3]dithiino[5,4-c]pyrazol-3-one
—— (5R)-5-methyl-2,7-dihydro-1H-[1,3]dithiino[5,4-c]pyrazol-3-one —— C6H8N2OS2
(5R)-5-methyl-2,7-dihydro-1H-[1,3]dithiino[5,4-c]pyrazol-3-one
—— (1S,6R)-1-phenylsulfanylbicyclo[4.2.0]octan-7-one —— C14H16OS
(1S,6R)-1-phenylsulfanylbicyclo[4.2.0]octan-7-one
—— N-[3-(4-methylphenyl)sulfanyl-1,2,4-thiadiazol-5-yl]-1-oxidopyridin-1-ium-4-carboxamide —— C15H12N4O2S2
N-[3-(4-methylphenyl)sulfanyl-1,2,4-thiadiazol-5-yl]-1-oxidopyridin-1-ium-4-carboxamide
—— (1R,6R)-1-phenylsulfanylbicyclo[4.2.0]octan-7-one —— C14H16OS
(1R,6R)-1-phenylsulfanylbicyclo[4.2.0]octan-7-one
—— [(3R)-1,1-dioxothiolan-3-yl] 2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetate —— C9H12N2O4S3
[(3R)-1,1-dioxothiolan-3-yl] 2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetate
—— (1S,6S)-1-phenylsulfanylbicyclo[4.2.0]octan-7-one —— C14H16OS
(1S,6S)-1-phenylsulfanylbicyclo[4.2.0]octan-7-one
—— (1S,6S,8R)-8-methyl-8-methylsulfonyl-2-oxa-7lambda6-thiabicyclo[4.2.0]octane 7,7-dioxide —— C8H14O5S2
(1S,6S,8R)-8-methyl-8-methylsulfonyl-2-oxa-7lambda6-thiabicyclo[4.2.0]octane 7,7-dioxide
—— 2-(4-fluorophenyl)sulfanyl-N-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]acetamide —— C14H14FNO3S
2-(4-fluorophenyl)sulfanyl-N-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]acetamide
—— N-[(1R)-1-(2-chlorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H20ClN3OS
N-[(1R)-1-(2-chlorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-[(2R)-2-(furan-3-yl)-2-hydroxyethyl]-3-phenylsulfanylpropanamide —— C15H17NO3S
N-[(2R)-2-(furan-3-yl)-2-hydroxyethyl]-3-phenylsulfanylpropanamide
—— N-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-3-phenylsulfanylpropanamide —— C15H17NO3S
N-[(2S)-2-(furan-3-yl)-2-hydroxyethyl]-3-phenylsulfanylpropanamide
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H20ClN3OS
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H20ClN3OS
N-[(1R)-1-(4-chlorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(2-chlorophenyl)-2-oxocyclohexyl]-N-methylacetamide —— C17H19ClN4O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(2-chlorophenyl)-2-oxocyclohexyl]-N-methylacetamide
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H20ClN3OS
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H20ClN3OS
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N,N-dibenzyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C23H25N3OS
N,N-dibenzyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide