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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-((1-methyl-1H-tetrazol-5-yl)thio)-1-(7-(o-tolyl)-1,4-thiazepan-4-yl)ethanone —— C16H21N5OS2
2-((1-methyl-1H-tetrazol-5-yl)thio)-1-(7-(o-tolyl)-1,4-thiazepan-4-yl)ethanone
—— N-(1-cyano-1,2-dimethylpropyl)-2-[(3-cyano-4,6-dimethylpyridin-2-yl)sulfanyl]acetamide —— C16H20N4OS
N-(1-cyano-1,2-dimethylpropyl)-2-[(3-cyano-4,6-dimethylpyridin-2-yl)sulfanyl]acetamide
—— 1-((1R,5S)-8-azabicyclo[3.2.1]oct-2-en-8-yl)-2-((4-fluorophenyl)thio)ethanone —— C15H16FNOS
1-((1R,5S)-8-azabicyclo[3.2.1]oct-2-en-8-yl)-2-((4-fluorophenyl)thio)ethanone
—— N-[(2R)-butan-2-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C12H15N3O2S2
N-[(2R)-butan-2-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— ethyl N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]carbamate —— C11H14N2O2S
ethyl N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]carbamate
—— [(Z)-(4-methylsulfanylphenyl)methylideneamino]urea —— C9H11N3OS
[(Z)-(4-methylsulfanylphenyl)methylideneamino]urea
—— 2-((4-fluorophenyl)thio)-N-(((1R,3S,5r,7r)-2-methoxyadamantan-2-yl)methyl)acetamide —— C20H26FNO2S
2-((4-fluorophenyl)thio)-N-(((1R,3S,5r,7r)-2-methoxyadamantan-2-yl)methyl)acetamide
—— N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C19H24N2O3S3
N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— (2R)-3-amino-2-[2-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]but-3-enenitrile —— C15H13F2N5OS3
(2R)-3-amino-2-[2-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]but-3-enenitrile
—— 2-(pyrimidin-2-ylthio)-N-((1-(thiazol-2-yl)pyrrolidin-2-yl)methyl)acetamide —— C14H17N5OS2
2-(pyrimidin-2-ylthio)-N-((1-(thiazol-2-yl)pyrrolidin-2-yl)methyl)acetamide
—— N-[(1S)-1-[(1S,2S,4R)-2-bicyclo[2.2.1]heptanyl]ethyl]-2-phenylsulfanylpyridine-3-carboxamide —— C21H24N2OS
N-[(1S)-1-[(1S,2S,4R)-2-bicyclo[2.2.1]heptanyl]ethyl]-2-phenylsulfanylpyridine-3-carboxamide
—— (2R)-2-[[5-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylethyl]propanamide —— C26H32N4OS2
(2R)-2-[[5-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylethyl]propanamide
—— (5S)-5-methyl-N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxamide —— C20H20N6O3S2
(5S)-5-methyl-N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxamide
—— (2R)-3-amino-2-[2-(2-chlorophenyl)sulfanylacetyl]but-3-enenitrile —— C12H11ClN2OS
(2R)-3-amino-2-[2-(2-chlorophenyl)sulfanylacetyl]but-3-enenitrile
—— 3-(phenylthio)-N-(2-(3-(trifluoromethyl)-6,7-dihydropyrano[4,3-c]pyrazol-1(4H)-yl)ethyl)propanamide —— C18H20F3N3O2S
3-(phenylthio)-N-(2-(3-(trifluoromethyl)-6,7-dihydropyrano[4,3-c]pyrazol-1(4H)-yl)ethyl)propanamide
—— (5R)-5-methyl-N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxamide —— C20H20N6O3S2
(5R)-5-methyl-N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxamide
—— N-(2-(6,7-dihydropyrano[4,3-c]pyrazol-1(4H)-yl)ethyl)-3-(phenylthio)propanamide —— C17H21N3O2S
N-(2-(6,7-dihydropyrano[4,3-c]pyrazol-1(4H)-yl)ethyl)-3-(phenylthio)propanamide
—— 3-phenylsulfanyl-N-[2-(3-pyridin-2-yl-4,5,6,7-tetrahydroindazol-1-yl)ethyl]propanamide —— C23H26N4OS
3-phenylsulfanyl-N-[2-(3-pyridin-2-yl-4,5,6,7-tetrahydroindazol-1-yl)ethyl]propanamide
—— (Z)-4-(4-bromophenyl)-N-(2-methoxyethyl)-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-1,3-thiazol-2-imine —— C20H20BrN3OS2
(Z)-4-(4-bromophenyl)-N-(2-methoxyethyl)-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-1,3-thiazol-2-imine
—— 2-(4-fluorophenyl)sulfanyl-N-(oxan-4-yl)-N-(thiophen-2-ylmethyl)acetamide —— C18H20FNO2S2
2-(4-fluorophenyl)sulfanyl-N-(oxan-4-yl)-N-(thiophen-2-ylmethyl)acetamide
—— 2,5-dimethyl-N-[(Z)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]benzenesulfonamide —— C19H17N5O4S2
2,5-dimethyl-N-[(Z)-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)methylideneamino]benzenesulfonamide
—— 2-(1-methyltetrazol-5-yl)sulfanyl-N-(2-morpholin-4-ylethyl)-N-(oxan-4-yl)acetamide —— C15H26N6O3S
2-(1-methyltetrazol-5-yl)sulfanyl-N-(2-morpholin-4-ylethyl)-N-(oxan-4-yl)acetamide
—— 2-(4-fluorophenyl)sulfanyl-N-(2-morpholin-4-ylethyl)-N-(oxan-4-yl)acetamide —— C19H27FN2O3S
2-(4-fluorophenyl)sulfanyl-N-(2-morpholin-4-ylethyl)-N-(oxan-4-yl)acetamide
—— 1-benzyl-3-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)urea —— C20H24N2O2S
1-benzyl-3-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)urea
—— (Z)-4-(3-bromophenyl)-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-N-prop-2-enyl-1,3-thiazol-2-imine —— C20H18BrN3S2
(Z)-4-(3-bromophenyl)-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-N-prop-2-enyl-1,3-thiazol-2-imine
—— 1-cyclohexyl-3-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)urea —— C19H28N2O2S
1-cyclohexyl-3-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)urea
—— 1-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)-3-propylurea —— C16H24N2O2S
1-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)-3-propylurea
—— 1-(3-fluorophenyl)-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)methanesulfonamide —— C19H22FNO3S2
1-(3-fluorophenyl)-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)methanesulfonamide
—— (NZ)-N-[(4-methylsulfanylphenyl)methylidene]hydroxylamine —— C8H9NOS
(NZ)-N-[(4-methylsulfanylphenyl)methylidene]hydroxylamine
—— 2-(cyclopentylthio)-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)acetamide —— C19H27NO2S2
2-(cyclopentylthio)-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)acetamide
—— 4,4,4-trifluoro-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)butanamide —— C16H20F3NO2S
4,4,4-trifluoro-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)butanamide
—— 5-ethyl-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)thiophene-2-sulfonamide —— C18H23NO3S3
5-ethyl-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)thiophene-2-sulfonamide
—— N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)cyclohexanesulfonamide —— C18H27NO3S2
N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)cyclohexanesulfonamide
—— 1-((1R,3s)-adamantan-1-yl)-3-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)urea —— C23H32N2O2S
1-((1R,3s)-adamantan-1-yl)-3-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)urea
—— N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)cyclobutanecarboxamide —— C17H23NO2S
N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)cyclobutanecarboxamide
—— 3-methyl-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)butanamide —— C17H25NO2S
3-methyl-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)butanamide
—— 3,3-dimethyl-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)butanamide —— C18H27NO2S
3,3-dimethyl-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)butanamide
—— N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)cyclopropanecarboxamide —— C16H21NO2S
N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)cyclopropanecarboxamide
—— N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)butane-1-sulfonamide —— C16H25NO3S2
N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)butane-1-sulfonamide
—— N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)methanesulfonamide —— C13H19NO3S2
N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)methanesulfonamide
—— 3-methoxy-1-methyl-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)-1H-pyrazole-4-carboxamide —— C18H23N3O3S
3-methoxy-1-methyl-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)-1H-pyrazole-4-carboxamide
—— 2-ethoxy-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)acetamide —— C16H23NO3S
2-ethoxy-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)acetamide
—— N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]pyridine-3-carboxamide —— C17H14N6O3S
N-[(Z)-[4-(1-methylimidazol-2-yl)sulfanyl-3-nitrophenyl]methylideneamino]pyridine-3-carboxamide
—— (E)-N-[(4-phenylsulfanyloxan-4-yl)methyl]-3-thiophen-2-ylprop-2-enamide —— C19H21NO2S2
(E)-N-[(4-phenylsulfanyloxan-4-yl)methyl]-3-thiophen-2-ylprop-2-enamide
—— N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)isobutyramide —— C16H23NO2S
N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)isobutyramide
—— 2-((4-fluorophenyl)thio)-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)acetamide —— C20H22FNO2S2
2-((4-fluorophenyl)thio)-N-((4-(phenylthio)tetrahydro-2H-pyran-4-yl)methyl)acetamide
—— 5-((2-((4-Chlorobenzyl)thio)thiazol-4-yl)methyl)-3-(thiophen-2-yl)-1,2,4-oxadiazole —— C17H12ClN3OS3
5-((2-((4-Chlorobenzyl)thio)thiazol-4-yl)methyl)-3-(thiophen-2-yl)-1,2,4-oxadiazole
—— 5-((2-((2,5-Dimethylbenzyl)thio)thiazol-4-yl)methyl)-3-methyl-1,2,4-oxadiazole —— C16H17N3OS2
5-((2-((2,5-Dimethylbenzyl)thio)thiazol-4-yl)methyl)-3-methyl-1,2,4-oxadiazole
—— 5-((2-((4-Chlorobenzyl)thio)thiazol-4-yl)methyl)-3-(pyridin-4-yl)-1,2,4-oxadiazole —— C18H13ClN4OS2
5-((2-((4-Chlorobenzyl)thio)thiazol-4-yl)methyl)-3-(pyridin-4-yl)-1,2,4-oxadiazole
—— 1-(4-(2-hydroxy-2-(thiophen-2-yl)ethyl)piperazin-1-yl)-2-((1-methyl-1H-tetrazol-5-yl)thio)ethanone —— C14H20N6O2S2
1-(4-(2-hydroxy-2-(thiophen-2-yl)ethyl)piperazin-1-yl)-2-((1-methyl-1H-tetrazol-5-yl)thio)ethanone