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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-[(Z)-benzylideneamino]-2-(6-methylpyrimidin-4-yl)sulfanylacetamide —— C14H14N4OS
N-[(Z)-benzylideneamino]-2-(6-methylpyrimidin-4-yl)sulfanylacetamide
—— (3S)-3-[[[(2R)-2-ethylhexyl]disulfanyl]methyl]heptane —— C16H34S2
(3S)-3-[[[(2R)-2-ethylhexyl]disulfanyl]methyl]heptane
—— (2S)-2-methyl-3,1-benzoxathiin-4-one —— C9H8O2S
(2S)-2-methyl-3,1-benzoxathiin-4-one
—— ethyl (2S)-2-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]hexanoate —— C11H17N3O4S
ethyl (2S)-2-[(3,5-dioxo-2H-1,2,4-triazin-6-yl)sulfanyl]hexanoate
—— (2R)-2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-chlorophenyl)methyl]propanamide —— C16H20ClN3OS3
(2R)-2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-chlorophenyl)methyl]propanamide
—— 1-(amino-lambda4-sulfanylidyne)-N-[(E)-1-(4-fluorophenyl)sulfanylpropan-2-ylideneamino]methanamine —— C10H12FN3S2
1-(amino-lambda4-sulfanylidyne)-N-[(E)-1-(4-fluorophenyl)sulfanylpropan-2-ylideneamino]methanamine
—— 5,6-dimethyl-2-[(E)-2-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)ethenyl]-1,3-benzothiazole —— C21H16N4O2S2
5,6-dimethyl-2-[(E)-2-(3-nitro-4-pyrimidin-2-ylsulfanylphenyl)ethenyl]-1,3-benzothiazole
—— 2-[[4-hydroxy-5-(2-methylpropyl)-6-oxo-1H-pyrimidin-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C18H23N3O3S
2-[[4-hydroxy-5-(2-methylpropyl)-6-oxo-1H-pyrimidin-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— (2S)-2-(4-aminophenyl)sulfanyl-N-[(2R)-2-methylbutyl]butanamide —— C15H24N2OS
(2S)-2-(4-aminophenyl)sulfanyl-N-[(2R)-2-methylbutyl]butanamide
—— (2R)-2-(4-aminophenyl)sulfanyl-N-cyclopentylpropanamide —— C14H20N2OS
(2R)-2-(4-aminophenyl)sulfanyl-N-cyclopentylpropanamide
—— (2R)-2-(4-aminophenyl)sulfanyl-N-cycloheptylpropanamide —— C16H24N2OS
(2R)-2-(4-aminophenyl)sulfanyl-N-cycloheptylpropanamide
—— (2R)-2-(4-aminophenyl)sulfanyl-N-(2-methylbutan-2-yl)butanamide —— C15H24N2OS
(2R)-2-(4-aminophenyl)sulfanyl-N-(2-methylbutan-2-yl)butanamide
—— (2R)-2-(4-aminophenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]propanamide —— C14H20N2O2S
(2R)-2-(4-aminophenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]propanamide
—— 2-(4-aminophenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C13H18N2O2S
2-(4-aminophenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— (2S)-2-(4-aminophenyl)sulfanyl-N-cyclopentylpropanamide —— C14H20N2OS
(2S)-2-(4-aminophenyl)sulfanyl-N-cyclopentylpropanamide
—— (2S)-2-(4-aminophenyl)sulfanyl-N-tert-butylpropanamide —— C13H20N2OS
(2S)-2-(4-aminophenyl)sulfanyl-N-tert-butylpropanamide
—— 4-hydroxy-6-methyl-3-[(S)-(4-methylsulfanylphenyl)-piperidin-1-ylmethyl]-1-(pyridin-2-ylmethyl)pyridin-2-one —— C25H29N3O2S
4-hydroxy-6-methyl-3-[(S)-(4-methylsulfanylphenyl)-piperidin-1-ylmethyl]-1-(pyridin-2-ylmethyl)pyridin-2-one
—— (2S)-2-(4-aminophenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]butanamide —— C15H22N2O2S
(2S)-2-(4-aminophenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]butanamide
—— (2S)-2-(4-aminophenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]propanamide —— C14H20N2O2S
(2S)-2-(4-aminophenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]propanamide
—— 2-(4-aminophenyl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide —— C16H18N2OS
2-(4-aminophenyl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide
—— (2R)-2-(4-aminophenyl)sulfanyl-N-(furan-2-ylmethyl)butanamide —— C15H18N2O2S
(2R)-2-(4-aminophenyl)sulfanyl-N-(furan-2-ylmethyl)butanamide
—— (E)-4-oxo-4-(4-pyridin-2-ylsulfanylanilino)but-2-enoic acid —— C15H12N2O3S
(E)-4-oxo-4-(4-pyridin-2-ylsulfanylanilino)but-2-enoic acid
—— 3-Benzyl-5-({2-[(4-chlorophenyl)sulfanyl]-5-nitrophenyl}methylene)-2-thioxo-1,3-thiazolan-4-one —— C23H15ClN2O3S3
3-Benzyl-5-({2-[(4-chlorophenyl)sulfanyl]-5-nitrophenyl}methylene)-2-thioxo-1,3-thiazolan-4-one
—— (4Z)-4-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-5-methyl-2-phenylpyrazol-3-one —— C23H16ClN3O3S
(4Z)-4-[[4-(4-chlorophenyl)sulfanyl-3-nitrophenyl]methylidene]-5-methyl-2-phenylpyrazol-3-one
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]-N-[(Z)-1-phenylethylideneamino]triazole-4-carboxamide —— C21H20N8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]-N-[(Z)-1-phenylethylideneamino]triazole-4-carboxamide
—— 3-((3-Chloro-5-(trifluoromethyl)-2-pyridinyl)sulfanyl)-5-(2-(2,4-dimethylanilino)vinyl)-4-isothiazolecarbonitrile —— C20H14ClF3N4S2
3-((3-Chloro-5-(trifluoromethyl)-2-pyridinyl)sulfanyl)-5-(2-(2,4-dimethylanilino)vinyl)-4-isothiazolecarbonitrile
—— [(2S)-1-(azepan-1-yl)-1-oxopropan-2-yl] 2-phenylsulfanylpyridine-3-carboxylate —— C21H24N2O3S
[(2S)-1-(azepan-1-yl)-1-oxopropan-2-yl] 2-phenylsulfanylpyridine-3-carboxylate
—— (2R)-2-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-chlorophenyl)methyl]propanamide —— C25H30ClN5OS
(2R)-2-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-chlorophenyl)methyl]propanamide
—— [(2R)-1-[[(3R)-1,1-dioxothiolan-3-yl]-ethylamino]-1-oxopropan-2-yl] 2-phenylsulfanylpyridine-3-carboxylate —— C21H24N2O5S2
[(2R)-1-[[(3R)-1,1-dioxothiolan-3-yl]-ethylamino]-1-oxopropan-2-yl] 2-phenylsulfanylpyridine-3-carboxylate
—— (2R)-N-[(4-chlorophenyl)methyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide —— C12H12ClN3OS2
(2R)-N-[(4-chlorophenyl)methyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide
—— (Z)-2-amino-3-[[2-(4-methylphenyl)sulfanyl-5-nitrophenyl]methylideneamino]but-2-enedinitrile —— C18H13N5O2S
(Z)-2-amino-3-[[2-(4-methylphenyl)sulfanyl-5-nitrophenyl]methylideneamino]but-2-enedinitrile
—— (2S)-2-[[5-(2-methoxyphenyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylsulfanylphenyl)propanamide —— C25H24N4O2S2
(2S)-2-[[5-(2-methoxyphenyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylsulfanylphenyl)propanamide
—— (2S)-2-[(4-benzyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C20H22N4O2S
(2S)-2-[(4-benzyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— 2-[(4-benzyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide —— C22H20N4O2S2
2-[(4-benzyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide
—— (2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C19H26N4O3S2
(2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— 4-benzyl-3-[2-oxo-2-[4-[(1S)-1-phenylethyl]piperazin-1-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C23H27N5O2S
4-benzyl-3-[2-oxo-2-[4-[(1S)-1-phenylethyl]piperazin-1-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 4-benzyl-3-[2-oxo-2-[4-[(1R)-1-phenylethyl]piperazin-1-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C23H27N5O2S
4-benzyl-3-[2-oxo-2-[4-[(1R)-1-phenylethyl]piperazin-1-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 2-methoxyethyl (E)-3-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-cyanoprop-2-enoate —— C17H13BrClNO4S
2-methoxyethyl (E)-3-[4-bromo-5-(4-chlorophenyl)sulfanylfuran-2-yl]-2-cyanoprop-2-enoate
—— 2-[3-cyano-4-(methoxymethyl)-6-methyl-2-oxopyridin-1-yl]-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]acetamide —— C25H23N5O5S
2-[3-cyano-4-(methoxymethyl)-6-methyl-2-oxopyridin-1-yl]-N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]acetamide
—— N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitrobenzamide —— C21H16N4O5S
N-[(Z)-[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylideneamino]-4-nitrobenzamide
—— (2R)-2-[[5-(3-bromoanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide —— C16H19BrN4O3S3
(2R)-2-[[5-(3-bromoanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-(4-fluorophenyl)sulfanylpropanamide —— C17H17F2NOS
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-(4-fluorophenyl)sulfanylpropanamide
—— (2R)-2-[[5-(3-bromoanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpropanamide —— C16H19BrN4O3S3
(2R)-2-[[5-(3-bromoanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpropanamide
—— (2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-(4-fluorophenyl)sulfanylpropanamide —— C17H17F2NOS
(2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-(4-fluorophenyl)sulfanylpropanamide
—— (2S)-N-(2-phenylsulfanylphenyl)-2-(1-propan-2-yltetrazol-5-yl)sulfanylpropanamide —— C19H21N5OS2
(2S)-N-(2-phenylsulfanylphenyl)-2-(1-propan-2-yltetrazol-5-yl)sulfanylpropanamide
—— 3-[(Z)-(5-phenylsulfanylfuran-2-yl)methylideneamino]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C21H17N3O2S2
3-[(Z)-(5-phenylsulfanylfuran-2-yl)methylideneamino]-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— (2R)-N-(2-phenylsulfanylphenyl)-2-(1-propan-2-yltetrazol-5-yl)sulfanylpropanamide —— C19H21N5OS2
(2R)-N-(2-phenylsulfanylphenyl)-2-(1-propan-2-yltetrazol-5-yl)sulfanylpropanamide
—— (Z)-N-[(4-chlorophenyl)methoxy]-2-methyl-2-phenylsulfanylpropan-1-imine —— C17H18ClNOS
(Z)-N-[(4-chlorophenyl)methoxy]-2-methyl-2-phenylsulfanylpropan-1-imine
—— 2-(3-chlorophenoxy)-N-[(Z)-(2-phenylsulfanylphenyl)methylideneamino]acetamide —— C21H17ClN2O2S
2-(3-chlorophenoxy)-N-[(Z)-(2-phenylsulfanylphenyl)methylideneamino]acetamide
—— (2R)-2-[[5-(3-chloro-4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C14H14ClF3N4OS2
(2R)-2-[[5-(3-chloro-4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide