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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
—— (2Z,5R)-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-2-[(Z)-thiophen-2-ylmethylidenehydrazinylidene]-1,3-thiazolidin-4-one —— C16H13F2N3OS3
(2Z,5R)-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-2-[(Z)-thiophen-2-ylmethylidenehydrazinylidene]-1,3-thiazolidin-4-one
—— 3-chloro-N'-hydroxy-4-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]benzenecarboximidamide —— C10H10ClN5O2S
3-chloro-N'-hydroxy-4-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]benzenecarboximidamide
—— 3-chloro-N'-hydroxy-4-(1-methylimidazol-2-yl)sulfanylbenzenecarboximidamide —— C11H11ClN4OS
3-chloro-N'-hydroxy-4-(1-methylimidazol-2-yl)sulfanylbenzenecarboximidamide
—— 3-chloro-N'-hydroxy-4-(4-methylpyrimidin-2-yl)sulfanylbenzenecarboximidamide —— C12H11ClN4OS
3-chloro-N'-hydroxy-4-(4-methylpyrimidin-2-yl)sulfanylbenzenecarboximidamide
—— ethyl N-[(1R)-2,2,2-trichloro-1-phenylsulfanylethyl]carbamate —— C11H12Cl3NO2S
ethyl N-[(1R)-2,2,2-trichloro-1-phenylsulfanylethyl]carbamate
—— ethyl N-[(1S)-2,2,2-trichloro-1-phenylsulfanylethyl]carbamate —— C11H12Cl3NO2S
ethyl N-[(1S)-2,2,2-trichloro-1-phenylsulfanylethyl]carbamate
—— 4-chloro-N'-hydroxy-2-(3-methylphenyl)sulfanylbenzenecarboximidamide —— C14H13ClN2OS
4-chloro-N'-hydroxy-2-(3-methylphenyl)sulfanylbenzenecarboximidamide
—— 4-chloro-2-(4-fluorophenyl)sulfanyl-N'-hydroxybenzenecarboximidamide —— C13H10ClFN2OS
4-chloro-2-(4-fluorophenyl)sulfanyl-N'-hydroxybenzenecarboximidamide
—— 4-chloro-N'-hydroxy-2-(2-methylphenyl)sulfanylbenzenecarboximidamide —— C14H13ClN2OS
4-chloro-N'-hydroxy-2-(2-methylphenyl)sulfanylbenzenecarboximidamide
—— 4-chloro-N'-hydroxy-2-(1H-1,2,4-triazol-5-ylsulfanyl)benzenecarboximidamide —— C9H8ClN5OS
4-chloro-N'-hydroxy-2-(1H-1,2,4-triazol-5-ylsulfanyl)benzenecarboximidamide
—— 4-chloro-N'-hydroxy-2-[(1R,3R)-3-methylcyclohexyl]sulfanylbenzenecarboximidamide —— C14H19ClN2OS
4-chloro-N'-hydroxy-2-[(1R,3R)-3-methylcyclohexyl]sulfanylbenzenecarboximidamide
—— 4-chloro-N'-hydroxy-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]benzenecarboximidamide —— C10H9ClN4O2S
4-chloro-N'-hydroxy-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]benzenecarboximidamide
—— 4-chloro-N'-hydroxy-2-phenylsulfanylbenzenecarboximidamide —— C13H11ClN2OS
4-chloro-N'-hydroxy-2-phenylsulfanylbenzenecarboximidamide
—— 4-chloro-N'-hydroxy-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]benzenecarboximidamide —— C11H10ClN3OS2
4-chloro-N'-hydroxy-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]benzenecarboximidamide
—— 4-chloro-N'-hydroxy-2-[(1S,3R)-3-methylcyclohexyl]sulfanylbenzenecarboximidamide —— C14H19ClN2OS
4-chloro-N'-hydroxy-2-[(1S,3R)-3-methylcyclohexyl]sulfanylbenzenecarboximidamide
—— 4-chloro-N'-hydroxy-2-[(1S,3S)-3-methylcyclohexyl]sulfanylbenzenecarboximidamide —— C14H19ClN2OS
4-chloro-N'-hydroxy-2-[(1S,3S)-3-methylcyclohexyl]sulfanylbenzenecarboximidamide
—— 4-chloro-N'-hydroxy-2-[(1R,3S)-3-methylcyclohexyl]sulfanylbenzenecarboximidamide —— C14H19ClN2OS
4-chloro-N'-hydroxy-2-[(1R,3S)-3-methylcyclohexyl]sulfanylbenzenecarboximidamide
—— N-[(1S)-2,2,2-trichloro-1-phenylsulfanylethyl]hexanamide —— C14H18Cl3NOS
N-[(1S)-2,2,2-trichloro-1-phenylsulfanylethyl]hexanamide
—— 2-(6-Amino-3,5-dicyano-4-propan-2-ylpyridin-1-ium-2-yl)sulfanylacetamide —— C12H14N5OS+
2-(6-Amino-3,5-dicyano-4-propan-2-ylpyridin-1-ium-2-yl)sulfanylacetamide
—— N-[(1R)-2,2,2-trichloro-1-phenylsulfanylethyl]hexanamide —— C14H18Cl3NOS
N-[(1R)-2,2,2-trichloro-1-phenylsulfanylethyl]hexanamide
—— (2Z)-2-[[4-(dimethylamino)anilino]methylidene]-1-benzothiophen-3-one —— C17H16N2OS
(2Z)-2-[[4-(dimethylamino)anilino]methylidene]-1-benzothiophen-3-one
—— 1-Morpholin-4-yl-3-propan-2-ylsulfanyl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile —— C17H24N3OS+
1-Morpholin-4-yl-3-propan-2-ylsulfanyl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile
—— 1-(2,6-dichlorophenyl)-N-[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]phenyl]methanimine —— C18H15Cl2N3S
1-(2,6-dichlorophenyl)-N-[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]phenyl]methanimine
—— N-[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]phenyl]-1-pyridin-2-ylmethanimine —— C17H16N4S
N-[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]phenyl]-1-pyridin-2-ylmethanimine
—— ethyl 4-[(2S)-2-[(4-fluorophenyl)sulfanylmethyl]-1,3-thiazolidin-3-yl]-4-oxobutanoate —— C16H20FNO3S2
ethyl 4-[(2S)-2-[(4-fluorophenyl)sulfanylmethyl]-1,3-thiazolidin-3-yl]-4-oxobutanoate
—— 2-[[5-(Carboxylatomethylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C6H4N2O4S3-2
2-[[5-(Carboxylatomethylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— 4-[(1S)-1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylethyl]pyrimidin-2-amine —— C12H10ClF3N4S
4-[(1S)-1-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylethyl]pyrimidin-2-amine
—— (3R)-1-benzyl-3-chloro-3-(4-chlorophenyl)sulfanylpyrrolidine-2,5-dione —— C17H13Cl2NO2S
(3R)-1-benzyl-3-chloro-3-(4-chlorophenyl)sulfanylpyrrolidine-2,5-dione
—— [1-Amino-2-(4-chlorophenyl)sulfanylethylidene]-(phenylcarbamothioyl)azanium —— C15H15ClN3S2+
[1-Amino-2-(4-chlorophenyl)sulfanylethylidene]-(phenylcarbamothioyl)azanium
—— ethyl (2S)-2-[(5-methoxy-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C10H14N2O4S
ethyl (2S)-2-[(5-methoxy-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— 2-[(3-Amino-4-oxo-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-yl)sulfanyl]acetate —— C6H4N5O3S2-
2-[(3-Amino-4-oxo-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-yl)sulfanyl]acetate
—— N-[(2S)-1-(furan-2-yl)propan-2-yl]-3-methylsulfanylaniline —— C14H17NOS
N-[(2S)-1-(furan-2-yl)propan-2-yl]-3-methylsulfanylaniline
—— N-[(2R)-1-(furan-2-yl)propan-2-yl]-3-methylsulfanylaniline —— C14H17NOS
N-[(2R)-1-(furan-2-yl)propan-2-yl]-3-methylsulfanylaniline
—— ethyl (2S)-2-[2-phenyl-6-(phenylsulfanylmethyl)pyrimidin-4-yl]sulfanylpropanoate —— C22H22N2O2S2
ethyl (2S)-2-[2-phenyl-6-(phenylsulfanylmethyl)pyrimidin-4-yl]sulfanylpropanoate
—— ethyl (2R)-2-[2-phenyl-6-(phenylsulfanylmethyl)pyrimidin-4-yl]sulfanylpropanoate —— C22H22N2O2S2
ethyl (2R)-2-[2-phenyl-6-(phenylsulfanylmethyl)pyrimidin-4-yl]sulfanylpropanoate
—— (1R,2R)-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]cyclopentane-1-carboxylic acid —— C9H13N3O3S
(1R,2R)-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]cyclopentane-1-carboxylic acid
—— (3R)-3-[(4-ethyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-4,4,4-trifluorobutanoic acid —— C8H10F3N3O3S
(3R)-3-[(4-ethyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-4,4,4-trifluorobutanoic acid
—— (3S)-3-(3-bromophenyl)sulfanyl-4,4,4-trifluorobutanoic acid —— C10H8BrF3O2S
(3S)-3-(3-bromophenyl)sulfanyl-4,4,4-trifluorobutanoic acid
—— methyl (2R)-2,3,3,3-tetrafluoro-2-(4-hydroxyphenyl)sulfanylpropanoate —— C10H8F4O3S
methyl (2R)-2,3,3,3-tetrafluoro-2-(4-hydroxyphenyl)sulfanylpropanoate
—— (1S,2R)-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]cyclopentane-1-carboxylic acid —— C9H13N3O3S
(1S,2R)-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]cyclopentane-1-carboxylic acid
—— (3S)-3-[(4-ethyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-4,4,4-trifluorobutanoic acid —— C8H10F3N3O3S
(3S)-3-[(4-ethyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-4,4,4-trifluorobutanoic acid
—— (1R,2R)-2-(5-methylpyrimidin-2-yl)sulfanylcycloheptane-1-carboxylic acid —— C13H18N2O2S
(1R,2R)-2-(5-methylpyrimidin-2-yl)sulfanylcycloheptane-1-carboxylic acid
—— (3R)-3-(3-bromophenyl)sulfanyl-4,4,4-trifluorobutanoic acid —— C10H8BrF3O2S
(3R)-3-(3-bromophenyl)sulfanyl-4,4,4-trifluorobutanoic acid
—— 2,2-dimethyl-N-[(1S)-2,2,2-trichloro-1-[2-[2,2-dichloro-1-(2,2-dimethylpropanoylamino)ethenyl]sulfanyl-6-methylpyrimidin-4-yl]oxyethyl]propanamide —— C19H25Cl5N4O3S
2,2-dimethyl-N-[(1S)-2,2,2-trichloro-1-[2-[2,2-dichloro-1-(2,2-dimethylpropanoylamino)ethenyl]sulfanyl-6-methylpyrimidin-4-yl]oxyethyl]propanamide
—— (1S,2R)-2-(4-methylpyrimidin-2-yl)sulfanylcyclopentane-1-carboxylic acid —— C11H14N2O2S
(1S,2R)-2-(4-methylpyrimidin-2-yl)sulfanylcyclopentane-1-carboxylic acid
—— (1S,2S)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]cyclopentane-1-carboxylic acid —— C9H12N2O3S
(1S,2S)-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]cyclopentane-1-carboxylic acid
—— (1S,2R)-2-(1-methylpyrazol-4-yl)sulfanylcyclohexane-1-carboxylic acid —— C11H16N2O2S
(1S,2R)-2-(1-methylpyrazol-4-yl)sulfanylcyclohexane-1-carboxylic acid
—— (1R,2S)-2-(3-methylphenyl)sulfanylcycloheptane-1-carboxylic acid —— C15H20O2S
(1R,2S)-2-(3-methylphenyl)sulfanylcycloheptane-1-carboxylic acid
—— (1S,2S)-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]cyclopentane-1-carboxylic acid —— C9H13N3O2S
(1S,2S)-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]cyclopentane-1-carboxylic acid
—— (2R)-2-ethoxy-4-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]butanoic acid —— C9H15N3O4S
(2R)-2-ethoxy-4-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]butanoic acid