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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
—— tert-butyl N-methyl-N-[2-[5-(2-pyridin-2-ylsulfanylethyl)-1,2,4-oxadiazol-3-yl]propyl]carbamate —— C18H26N4O3S
tert-butyl N-methyl-N-[2-[5-(2-pyridin-2-ylsulfanylethyl)-1,2,4-oxadiazol-3-yl]propyl]carbamate
—— N-(2-hydroxy-2,3-dimethylbutyl)-3-pyridin-2-ylsulfanylpropanamide —— C14H22N2O2S
N-(2-hydroxy-2,3-dimethylbutyl)-3-pyridin-2-ylsulfanylpropanamide
—— 3-[[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylmethyl]-5-(4-methyl-1,3-thiazol-5-yl)-1,2,4-oxadiazole —— C13H8ClF3N4OS2
3-[[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylmethyl]-5-(4-methyl-1,3-thiazol-5-yl)-1,2,4-oxadiazole
—— 2-[2-(3-Hydroxy-3-methylpyrrolidin-1-yl)-2-oxoethyl]sulfanyl-4,5,6-trimethylpyridine-3-carbonitrile —— C16H21N3O2S
2-[2-(3-Hydroxy-3-methylpyrrolidin-1-yl)-2-oxoethyl]sulfanyl-4,5,6-trimethylpyridine-3-carbonitrile
—— 2-(2,3,5,6-Tetrafluoropyridin-4-yl)sulfanyl-[1,2,4]triazolo[1,5-a]pyrimidine —— C10H3F4N5S
2-(2,3,5,6-Tetrafluoropyridin-4-yl)sulfanyl-[1,2,4]triazolo[1,5-a]pyrimidine
—— 5-Tert-butyl-2-[2-(2-methoxyethoxy)ethylsulfanyl]-1,3-thiazole —— C12H21NO2S2
5-Tert-butyl-2-[2-(2-methoxyethoxy)ethylsulfanyl]-1,3-thiazole
—— 2-[3-(4-Chlorophenyl)prop-2-ynylsulfanyl]-5-methylpyrimidine —— C14H11ClN2S
2-[3-(4-Chlorophenyl)prop-2-ynylsulfanyl]-5-methylpyrimidine
—— N-[[2-(1-methoxyethyl)-1,3-thiazol-4-yl]methyl]-N-methyl-6-methylsulfanylpyridazin-3-amine —— C13H18N4OS2
N-[[2-(1-methoxyethyl)-1,3-thiazol-4-yl]methyl]-N-methyl-6-methylsulfanylpyridazin-3-amine
—— N-(1-ethylsulfonylpropan-2-yl)-2,2,3,3-tetramethylazetidine-1-carboxamide —— C13H26N2O3S
N-(1-ethylsulfonylpropan-2-yl)-2,2,3,3-tetramethylazetidine-1-carboxamide
—— 1-[(Z)-(4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylideneamino]-3-prop-2-enylthiourea —— C19H17N5OS2
1-[(Z)-(4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylideneamino]-3-prop-2-enylthiourea
—— 1-[1-[(4-fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]-2-(1H-imidazol-2-ylsulfanyl)ethanone —— C18H18FN3OS
1-[1-[(4-fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]-2-(1H-imidazol-2-ylsulfanyl)ethanone
—— (Z)-2-(2-cyclohexylethyl)-5-imino-6-(4-(methylthio)benzylidene)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7(6H)-one —— C21H24N4OS2
(Z)-2-(2-cyclohexylethyl)-5-imino-6-(4-(methylthio)benzylidene)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7(6H)-one
—— N-(1-adamantyl)-2-methyl-2-methylsulfonylpropanamide —— C15H25NO3S
N-(1-adamantyl)-2-methyl-2-methylsulfonylpropanamide
—— 5-[[5-[(2-Fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-3-phenyl-1,3-oxazolidin-2-one —— C19H16FN3O3S
5-[[5-[(2-Fluorophenyl)methyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-3-phenyl-1,3-oxazolidin-2-one
—— N,N-dimethyl-5-[[2-(2-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H17N5S3
N,N-dimethyl-5-[[2-(2-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-(2-methylpropyl)-5-[1-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)ethyl]-1,3,4-oxadiazole —— C15H23N5OS
2-(2-methylpropyl)-5-[1-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)ethyl]-1,3,4-oxadiazole
—— 2,3,4,5,6-pentamethyl-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]benzenesulfonamide —— C19H21N3O2S3
2,3,4,5,6-pentamethyl-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]benzenesulfonamide
—— 2-[(5-hydroxy-4-oxopyran-2-yl)methylsulfanyl]-4-(trifluoromethyl)-1H-pyrimidin-6-one —— C11H7F3N2O4S
2-[(5-hydroxy-4-oxopyran-2-yl)methylsulfanyl]-4-(trifluoromethyl)-1H-pyrimidin-6-one
—— 6-[(2,5-Dimethylphenyl)methylsulfanyl]tetrazolo[1,5-b]pyridazine —— C13H13N5S
6-[(2,5-Dimethylphenyl)methylsulfanyl]tetrazolo[1,5-b]pyridazine
—— 4-[(3-Bromophenyl)sulfanylmethyl]-3,5-dimethyl-1,2-oxazole —— C12H12BrNOS
4-[(3-Bromophenyl)sulfanylmethyl]-3,5-dimethyl-1,2-oxazole
—— N-{2-[(4-chlorophenyl)sulfanyl]ethyl}-2-(5-methoxy-2-methyl-4-oxopyridin-1(4H)-yl)acetamide —— C17H19ClN2O3S
N-{2-[(4-chlorophenyl)sulfanyl]ethyl}-2-(5-methoxy-2-methyl-4-oxopyridin-1(4H)-yl)acetamide
—— 2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-methoxy-N-methylacetamide —— C13H17N3O2S
2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-methoxy-N-methylacetamide
—— ethyl (4-{3-amino-1-[4-(methylsulfanyl)phenyl]-3-oxopropyl}-3-hydroxy-1H-pyrazol-5-yl)acetate —— C17H21N3O4S
ethyl (4-{3-amino-1-[4-(methylsulfanyl)phenyl]-3-oxopropyl}-3-hydroxy-1H-pyrazol-5-yl)acetate
—— (2Z)-2-({5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}methylidene)[1,3]thiazolo[3,2-a]benzimidazol-3(2H)-one —— C20H11ClN2OS3
(2Z)-2-({5-[(4-chlorophenyl)sulfanyl]thiophen-2-yl}methylidene)[1,3]thiazolo[3,2-a]benzimidazol-3(2H)-one
—— N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-[(4-chlorophenyl)methylsulfanyl]acetamide —— C21H17ClN4O2S2
N-[(Z)-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]methylideneamino]-2-[(4-chlorophenyl)methylsulfanyl]acetamide
—— N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-4-(thiophen-2-ylsulfonylamino)benzamide —— C21H17N7O5S3
N-[(Z)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-4-(thiophen-2-ylsulfonylamino)benzamide
—— 1-tert-butylsulfanyl-N-(2-methylsulfinylethyl)propan-2-amine —— C10H23NOS2
1-tert-butylsulfanyl-N-(2-methylsulfinylethyl)propan-2-amine
—— 2-(Cyclopropanesulfonyl)-2-methylpropanoic acid 1565307-52-9 C7H12O4S
2-(Cyclopropanesulfonyl)-2-methylpropanoic acid
—— 1,1,1-Trifluoro-5-isothiocyanatopentane —— C6H8F3NS
1,1,1-Trifluoro-5-isothiocyanatopentane
—— 2-Methylthiophenyl-(3-thienyl)methanol —— C12H12OS2
2-Methylthiophenyl-(3-thienyl)methanol
—— 3-[(2,5-Difluorophenyl)sulfanyl]prop-2-enoic acid —— C9H6F2O2S
3-[(2,5-Difluorophenyl)sulfanyl]prop-2-enoic acid
—— N-(3,4-dimethylphenyl)-2-[(5E)-2,4-dioxo-5-[(5-phenylsulfanylfuran-2-yl)methylidene]-1,3-thiazolidin-3-yl]acetamide —— C24H20N2O4S2
N-(3,4-dimethylphenyl)-2-[(5E)-2,4-dioxo-5-[(5-phenylsulfanylfuran-2-yl)methylidene]-1,3-thiazolidin-3-yl]acetamide
—— 2-Anilino-N'-((4-((4-chlorophenyl)sulfanyl)-3-nitrophenyl)methylene)acetohydrazide —— C21H17ClN4O3S
2-Anilino-N'-((4-((4-chlorophenyl)sulfanyl)-3-nitrophenyl)methylene)acetohydrazide
—— 3-(4-(methylthio)phenyl)-N-((5-(thiophen-2-yl)pyridin-3-yl)methyl)propanamide —— C20H20N2OS2
3-(4-(methylthio)phenyl)-N-((5-(thiophen-2-yl)pyridin-3-yl)methyl)propanamide
—— N-(2-(2,4-dioxooxazolidin-3-yl)-1-phenylethyl)-3-(4-(methylthio)phenyl)propanamide —— C21H22N2O4S
N-(2-(2,4-dioxooxazolidin-3-yl)-1-phenylethyl)-3-(4-(methylthio)phenyl)propanamide
—— 2-((4-fluorophenyl)thio)-N-((4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-3-yl)methyl)acetamide —— C16H18FN3OS
2-((4-fluorophenyl)thio)-N-((4,5,6,7-tetrahydropyrazolo[1,5-a]pyridin-3-yl)methyl)acetamide
—— 3-(4-(methylthio)phenyl)-N-((2-(thiophen-3-yl)pyridin-3-yl)methyl)propanamide —— C20H20N2OS2
3-(4-(methylthio)phenyl)-N-((2-(thiophen-3-yl)pyridin-3-yl)methyl)propanamide
—— 2-((4-fluorophenyl)thio)-1-(4-((1-methyl-1H-pyrazol-4-yl)sulfonyl)-1,4-diazepan-1-yl)ethanone —— C17H21FN4O3S2
2-((4-fluorophenyl)thio)-1-(4-((1-methyl-1H-pyrazol-4-yl)sulfonyl)-1,4-diazepan-1-yl)ethanone
—— 2-((4-fluorophenyl)thio)-N-((2-(thiophen-2-yl)pyridin-3-yl)methyl)acetamide —— C18H15FN2OS2
2-((4-fluorophenyl)thio)-N-((2-(thiophen-2-yl)pyridin-3-yl)methyl)acetamide
—— 3-(4-(methylthio)phenyl)-N-((2-(thiophen-2-yl)pyridin-3-yl)methyl)propanamide —— C20H20N2OS2
3-(4-(methylthio)phenyl)-N-((2-(thiophen-2-yl)pyridin-3-yl)methyl)propanamide
—— 2-((4-fluorophenyl)thio)-N-((2-(thiophen-3-yl)pyridin-4-yl)methyl)acetamide —— C18H15FN2OS2
2-((4-fluorophenyl)thio)-N-((2-(thiophen-3-yl)pyridin-4-yl)methyl)acetamide
—— 3-(phenylthio)-N-((2-(thiophen-3-yl)pyridin-4-yl)methyl)propanamide —— C19H18N2OS2
3-(phenylthio)-N-((2-(thiophen-3-yl)pyridin-4-yl)methyl)propanamide
—— 2-((4-Fluorophenyl)thio)-1-(3-((4-(trifluoromethyl)pyridin-2-yl)oxy)pyrrolidin-1-yl)ethanone —— C18H16F4N2O2S
2-((4-Fluorophenyl)thio)-1-(3-((4-(trifluoromethyl)pyridin-2-yl)oxy)pyrrolidin-1-yl)ethanone
—— heptan-2-yl N-aminocarbamodithioate —— C8H18N2S2
heptan-2-yl N-aminocarbamodithioate
—— 3-dimethylcarbamoylsulfanyl-pyridine-2-carbonitrile 53636-54-7 C9H9N3OS
3-dimethylcarbamoylsulfanyl-pyridine-2-carbonitrile
—— 2-Methylcyclopentane-1,3-dithione —— C6H8S2
2-Methylcyclopentane-1,3-dithione
—— 2-chloro-1-(5-methylsulfanyl-pyrrol-2-yl)-ethanone 53391-53-0 C7H8ClNOS
2-chloro-1-(5-methylsulfanyl-pyrrol-2-yl)-ethanone
—— 1-(o-Methylthiobenzyl)-1-methylhydrazin 33384-78-0 C9H14N2S
1-(o-Methylthiobenzyl)-1-methylhydrazin
—— 2-Methyl-2-propyl-3-hydroxypropanthiol 1112-74-9 C7H16OS
2-Methyl-2-propyl-3-hydroxypropanthiol
—— O-(4-methoxy-6-oxocyclohexa-1,3-dien-1-yl) N,N-dimethylcarbamothioate —— C10H13NO3S
O-(4-methoxy-6-oxocyclohexa-1,3-dien-1-yl) N,N-dimethylcarbamothioate