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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
—— 5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-1-[[(2S)-oxolan-2-yl]methyl]tetrazole —— C15H19ClN4OS2
5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-1-[[(2S)-oxolan-2-yl]methyl]tetrazole
—— 5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C16H20ClN3OS3
5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— (3R)-3-[[5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C17H22ClN3O2S3
(3R)-3-[[5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide
—— (3S)-3-[[5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide —— C16H19ClN2O3S3
(3S)-3-[[5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide
—— N-[(1S)-3-methyl-1-phenylbutyl]-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C22H27N5OS
N-[(1S)-3-methyl-1-phenylbutyl]-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C16H20ClN3OS3
5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— (3R)-3-[5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C16H20ClN3O2S3
(3R)-3-[5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— N-[(1R)-3-methyl-1-phenylbutyl]-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C22H27N5OS
N-[(1R)-3-methyl-1-phenylbutyl]-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 3-(4-bromophenyl)sulfanyl-N-[(1R,2S)-2-methylcyclopropyl]propanamide —— C13H16BrNOS
3-(4-bromophenyl)sulfanyl-N-[(1R,2S)-2-methylcyclopropyl]propanamide
—— 3-(4-bromophenyl)sulfanyl-N-[(1S,2S)-2-methylcyclopropyl]propanamide —— C13H16BrNOS
3-(4-bromophenyl)sulfanyl-N-[(1S,2S)-2-methylcyclopropyl]propanamide
—— N-(2-methylphenyl)-2-(5H-[1,2,4]triazino[6,5-b][1,4]benzothiazin-3-ylsulfanyl)acetamide —— C18H15N5OS2
N-(2-methylphenyl)-2-(5H-[1,2,4]triazino[6,5-b][1,4]benzothiazin-3-ylsulfanyl)acetamide
—— 2-((2-(tert-Butyl)-6,8-dimethyl-5,7-dioxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl)thio)-N-cyclohexylacetamide —— C20H29N5O3S
2-((2-(tert-Butyl)-6,8-dimethyl-5,7-dioxo-5,6,7,8-tetrahydropyrimido[4,5-d]pyrimidin-4-yl)thio)-N-cyclohexylacetamide
—— 3-Tert-butyl-7-[(3,5-dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one —— C14H17N5O2S2
3-Tert-butyl-7-[(3,5-dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one
—— 2-(2-cyanophenyl)sulfanyl-N-[(1R,2R)-2-methylcyclopropyl]benzamide —— C18H16N2OS
2-(2-cyanophenyl)sulfanyl-N-[(1R,2R)-2-methylcyclopropyl]benzamide
—— 2-(2-cyanophenyl)sulfanyl-N-[(1S,2R)-2-methylcyclopropyl]benzamide —— C18H16N2OS
2-(2-cyanophenyl)sulfanyl-N-[(1S,2R)-2-methylcyclopropyl]benzamide
—— 2-(2-cyanophenyl)sulfanyl-N-[(1S,2S)-2-methylcyclopropyl]benzamide —— C18H16N2OS
2-(2-cyanophenyl)sulfanyl-N-[(1S,2S)-2-methylcyclopropyl]benzamide
—— 3-(4-bromophenyl)sulfanyl-N-[(1R,2R)-2-methylcyclopropyl]propanamide —— C13H16BrNOS
3-(4-bromophenyl)sulfanyl-N-[(1R,2R)-2-methylcyclopropyl]propanamide
—— 5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-1-[[(2R)-oxolan-2-yl]methyl]tetrazole —— C15H19ClN4OS2
5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-1-[[(2R)-oxolan-2-yl]methyl]tetrazole
—— 3-(4-bromophenyl)sulfanyl-N-[(1S,2R)-2-methylcyclopropyl]propanamide —— C13H16BrNOS
3-(4-bromophenyl)sulfanyl-N-[(1S,2R)-2-methylcyclopropyl]propanamide
—— 2-(3,4-Dimethylphenyl)sulfanyl-4,7-dimethylquinoline —— C19H19NS
2-(3,4-Dimethylphenyl)sulfanyl-4,7-dimethylquinoline
—— N-[(1S)-3-methyl-1-phenylbutyl]-2-[[5-methyl-4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C22H28N4OS2
N-[(1S)-3-methyl-1-phenylbutyl]-2-[[5-methyl-4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-Amino-4-(cyanomethyl)-6-[4-(difluoromethylsulfanyl)anilino]pyridine-3,5-dicarbonitrile —— C16H10F2N6S
2-Amino-4-(cyanomethyl)-6-[4-(difluoromethylsulfanyl)anilino]pyridine-3,5-dicarbonitrile
—— 2-Amino-4-(cyanomethyl)-6-[4-(difluoromethylsulfanyl)anilino]pyridin-1-ium-3,5-dicarbonitrile —— C16H11F2N6S+
2-Amino-4-(cyanomethyl)-6-[4-(difluoromethylsulfanyl)anilino]pyridin-1-ium-3,5-dicarbonitrile
—— N-[(1R)-3-methyl-1-phenylbutyl]-2-[[5-methyl-4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C22H28N4OS2
N-[(1R)-3-methyl-1-phenylbutyl]-2-[[5-methyl-4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— methyl (2S)-2-[[5-[(4-fluorophenyl)methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]hexanoate —— C16H20FN3O2S2
methyl (2S)-2-[[5-[(4-fluorophenyl)methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]hexanoate
—— methyl (2S)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]hexanoate —— C15H21N3O3S
methyl (2S)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]hexanoate
—— methyl (2R)-2-(4,6-diaminopyrimidin-2-yl)sulfanylhexanoate —— C11H18N4O2S
methyl (2R)-2-(4,6-diaminopyrimidin-2-yl)sulfanylhexanoate
—— methyl (2R)-2-[[5-[(4-fluorophenyl)methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]hexanoate —— C16H20FN3O2S2
methyl (2R)-2-[[5-[(4-fluorophenyl)methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]hexanoate
—— methyl (2R)-2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]hexanoate —— C15H25N3O2S2
methyl (2R)-2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]hexanoate
—— methyl (2R)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]hexanoate —— C12H21N3O2S2
methyl (2R)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]hexanoate
—— methyl (2R)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]hexanoate —— C15H21N3O3S
methyl (2R)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]hexanoate
—— methyl (2S)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]hexanoate —— C12H21N3O2S2
methyl (2S)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]hexanoate
—— methyl (2S)-2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]hexanoate —— C15H25N3O2S2
methyl (2S)-2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]hexanoate
—— 2-[[5-(furan-2-yl)-4-(2-methylpropyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone —— C16H18N4O2S
2-[[5-(furan-2-yl)-4-(2-methylpropyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone
—— 4-[[5-(Furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-1-morpholin-4-ylbutan-1-one —— C15H20N4O3S
4-[[5-(Furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-1-morpholin-4-ylbutan-1-one
—— (5-Thiophen-2-yl-1,3,4-oxadiazol-2-yl)methyl 2-(4-chlorophenyl)sulfanylacetate —— C15H11ClN2O3S2
(5-Thiophen-2-yl-1,3,4-oxadiazol-2-yl)methyl 2-(4-chlorophenyl)sulfanylacetate
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-cyclopropylacetamide —— C14H15N3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-cyclopropylacetamide
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1S)-1-(3-chlorophenyl)ethyl]acetamide —— C19H18ClN3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1S)-1-(3-chlorophenyl)ethyl]acetamide
—— 2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]ethanone —— C20H18N4O2S2
2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]ethanone
—— Methyl 3-[3-[2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]propanoate —— C21H23N3O4S
Methyl 3-[3-[2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]propanoate
—— 2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(5-bromothiophen-2-yl)ethanone —— C15H11BrN2O2S2
2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(5-bromothiophen-2-yl)ethanone
—— 2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]ethanone —— C21H20N4O3S
2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]ethanone
—— 2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(5-chlorothiophen-2-yl)ethanone —— C15H11ClN2O2S2
2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(5-chlorothiophen-2-yl)ethanone
—— 6-Amino-5-[2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione —— C18H19N5O4S
6-Amino-5-[2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione
—— (2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide —— C20H20FN3O2S
(2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide
—— (2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide —— C20H20FN3O2S
(2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide
—— 2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(1-ethyl-2,5-dimethylpyrrol-3-yl)ethanone —— C19H21N3O2S
2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(1-ethyl-2,5-dimethylpyrrol-3-yl)ethanone
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(1-cyanocyclohexyl)acetamide —— C18H20N4O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(1-cyanocyclohexyl)acetamide
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C15H17N3O4S2
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— ethyl N-[2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]carbamate —— C14H15N3O4S
ethyl N-[2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]carbamate