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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
—— methyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(4-chlorophenyl)propanoate —— C12H12ClN3O2S2
methyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(4-chlorophenyl)propanoate
—— methyl (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(4-butylphenyl)propanoate —— C16H21N3O2S2
methyl (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(4-butylphenyl)propanoate
—— ethyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(3-methylphenyl)propanoate —— C14H17N3O2S2
ethyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(3-methylphenyl)propanoate
—— ethyl (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(3-methylphenyl)propanoate —— C14H17N3O2S2
ethyl (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(3-methylphenyl)propanoate
—— ethyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(2-chlorophenyl)propanoate —— C13H14ClN3O2S2
ethyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(2-chlorophenyl)propanoate
—— ethyl (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(2-chlorophenyl)propanoate —— C13H14ClN3O2S2
ethyl (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(2-chlorophenyl)propanoate
—— methyl (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(4-chlorophenyl)propanoate —— C12H12ClN3O2S2
methyl (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(4-chlorophenyl)propanoate
—— 5-[(2Z)-2-benzylidenehydrazinyl]-3-benzylsulfanyl-1,2-thiazole-4-carbonitrile —— C18H14N4S2
5-[(2Z)-2-benzylidenehydrazinyl]-3-benzylsulfanyl-1,2-thiazole-4-carbonitrile
—— 5-(Butylsulfonyl)-6-[2-(butylsulfonyl)vinyl]bicyclo[2.2.1]hept-2-ene —— C17H28O4S2
5-(Butylsulfonyl)-6-[2-(butylsulfonyl)vinyl]bicyclo[2.2.1]hept-2-ene
—— 5-[(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazinyl]-3-methylsulfanyl-1,2-thiazole-4-carbonitrile —— C12H10N4OS2
5-[(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazinyl]-3-methylsulfanyl-1,2-thiazole-4-carbonitrile
—— (2R)-N-(cyclooctylmethyl)-2-propan-2-ylsulfonylpropanamide —— C15H29NO3S
(2R)-N-(cyclooctylmethyl)-2-propan-2-ylsulfonylpropanamide
—— 2-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-5-(methylsulfanylmethyl)-1,3,4-oxadiazole —— C12H13FN2OS2
2-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-5-(methylsulfanylmethyl)-1,3,4-oxadiazole
—— 4-methyl-5-[3-[(4S)-4-methylazepan-1-yl]-3-oxopropyl]-2-methylsulfanyl-1H-pyrimidin-6-one —— C16H25N3O2S
4-methyl-5-[3-[(4S)-4-methylazepan-1-yl]-3-oxopropyl]-2-methylsulfanyl-1H-pyrimidin-6-one
—— 6-methyl-2-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanylpyrimidin-4-amine —— C13H13N5OS2
6-methyl-2-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanylpyrimidin-4-amine
—— 6-methyl-2-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanylpyrimidin-4-amine —— C13H13N5OS2
6-methyl-2-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanylpyrimidin-4-amine
—— 1-[[5-[[(3R)-1,4-dioxaspiro[4.4]nonan-3-yl]methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one —— C15H21N3O4S
1-[[5-[[(3R)-1,4-dioxaspiro[4.4]nonan-3-yl]methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one
—— 1-[[5-[[(3S)-1,4-dioxaspiro[4.4]nonan-3-yl]methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one —— C15H21N3O4S
1-[[5-[[(3S)-1,4-dioxaspiro[4.4]nonan-3-yl]methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one
—— 2-(4-chlorophenyl)sulfanyl-N-[(Z)-1-phenylbutan-2-ylideneamino]acetamide —— C18H19ClN2OS
2-(4-chlorophenyl)sulfanyl-N-[(Z)-1-phenylbutan-2-ylideneamino]acetamide
—— 4-[2-[[5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]morpholin-4-ium —— C12H16N3O3S+
4-[2-[[5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]morpholin-4-ium
—— (2R)-5-ethoxy-2-[N-[(4-fluorophenyl)methyl]-C-methylcarbonimidoyl]-1-benzothiophen-3-one —— C19H18FNO2S
(2R)-5-ethoxy-2-[N-[(4-fluorophenyl)methyl]-C-methylcarbonimidoyl]-1-benzothiophen-3-one
—— 3-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C7H10N3O2S-
3-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— 3-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoic acid —— C7H11N3O2S
3-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoic acid
—— 5-[(1S)-1-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-3-propyl-1,2,4-oxadiazole —— C11H16N4OS3
5-[(1S)-1-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-3-propyl-1,2,4-oxadiazole
—— (2S)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile —— C14H16N4S
(2S)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 5-[(1R)-1-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-3-propyl-1,2,4-oxadiazole —— C11H16N4OS3
5-[(1R)-1-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-3-propyl-1,2,4-oxadiazole
—— (2R)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile —— C14H16N4S
(2R)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 1-[5-ethylsulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]piperidine —— C14H24N4OS
1-[5-ethylsulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]piperidine
—— 1-[5-ethylsulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]piperidine —— C14H24N4OS
1-[5-ethylsulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]piperidine
—— methyl (2R)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-methylbutanoate —— C10H17N3O2S
methyl (2R)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-methylbutanoate
—— methyl (2R)-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C11H17N3O3S2
methyl (2R)-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 3-methyl-1-benzofuran-2-carboxylate —— C24H19NO4S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 3-methyl-1-benzofuran-2-carboxylate
—— methyl (2S)-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C11H17N3O3S2
methyl (2S)-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— 1-[[4-butyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-2-methylpropan-2-ol —— C15H30N4OS
1-[[4-butyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-2-methylpropan-2-ol
—— 1-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-2-methylpropan-2-ol —— C15H30N4OS
1-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-2-methylpropan-2-ol
—— methyl (2S)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-methylbutanoate —— C10H17N3O2S
methyl (2S)-2-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]-3-methylbutanoate
—— methyl (2R)-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C11H17N3O3S2
methyl (2R)-2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— 2-[(2,6-Difluorophenyl)methylsulfanyl]-5-[(3-fluorophenyl)methyl]-3,6-dimethylpyrimidin-4-one —— C20H17F3N2OS
2-[(2,6-Difluorophenyl)methylsulfanyl]-5-[(3-fluorophenyl)methyl]-3,6-dimethylpyrimidin-4-one
—— methyl (2S)-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C11H17N3O3S2
methyl (2S)-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— 3-Methyl-2-[(4-methylphenyl)methylsulfanyl]-6-propan-2-ylpyrimidin-4-one —— C16H20N2OS
3-Methyl-2-[(4-methylphenyl)methylsulfanyl]-6-propan-2-ylpyrimidin-4-one
—— (2R)-N-[[4-(difluoromethylsulfanyl)phenyl]methyl]-N-methyloxolane-2-carboxamide —— C14H17F2NO2S
(2R)-N-[[4-(difluoromethylsulfanyl)phenyl]methyl]-N-methyloxolane-2-carboxamide
—— 3-(2-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide —— C13H16ClNO3S2
3-(2-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide
—— 3-(2-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C13H16ClNO3S2
3-(2-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-[(2R)-oxolan-2-yl]acetamide —— C16H19N3O2S
N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-[(2R)-oxolan-2-yl]acetamide
—— N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-[(2S)-oxolan-2-yl]acetamide —— C16H19N3O2S
N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-[(2S)-oxolan-2-yl]acetamide
—— 2-[(2,4-difluorobenzyl)sulfanyl]-3,6-dimethyl-5-(3-methylbenzyl)-4(3H)-pyrimidinone —— C21H20F2N2OS
2-[(2,4-difluorobenzyl)sulfanyl]-3,6-dimethyl-5-(3-methylbenzyl)-4(3H)-pyrimidinone
—— (1S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-fluorophenyl)ethanol —— C10H10FN3OS2
(1S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-fluorophenyl)ethanol
—— (8R,8aS)-6-imino-8-(4-methylsulfanylphenyl)-2-propyl-1,2,3,5,8,8a-hexahydroisoquinolin-2-ium-5,7,7-tricarbonitrile —— C22H24N5S+
(8R,8aS)-6-imino-8-(4-methylsulfanylphenyl)-2-propyl-1,2,3,5,8,8a-hexahydroisoquinolin-2-ium-5,7,7-tricarbonitrile
—— N-[(R)-cyano-(2,4-difluorophenyl)methyl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide —— C16H14F2N4OS
N-[(R)-cyano-(2,4-difluorophenyl)methyl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide
—— (1R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-fluorophenyl)ethanol —— C10H10FN3OS2
(1R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-fluorophenyl)ethanol
—— (8R,8aS)-2-ethyl-6-imino-8-(4-methylsulfanylphenyl)-1,2,3,5,8,8a-hexahydroisoquinolin-2-ium-5,7,7-tricarbonitrile —— C21H22N5S+
(8R,8aS)-2-ethyl-6-imino-8-(4-methylsulfanylphenyl)-1,2,3,5,8,8a-hexahydroisoquinolin-2-ium-5,7,7-tricarbonitrile