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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-(4-Fluorophenyl)-4-methyl-3-(pyrimidin-2-ylsulfanylmethyl)-1,2-oxazole —— C15H12FN3OS
5-(4-Fluorophenyl)-4-methyl-3-(pyrimidin-2-ylsulfanylmethyl)-1,2-oxazole
—— 3-(2-Pyrimidin-2-ylsulfanylacetyl)-1,3-oxazolidin-2-one —— C9H9N3O3S
3-(2-Pyrimidin-2-ylsulfanylacetyl)-1,3-oxazolidin-2-one
—— N-[2-(3-chlorophenyl)ethyl]-2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H21ClN4OS
N-[2-(3-chlorophenyl)ethyl]-2-[(4,5-dicyclopropyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(1R,2S,3R)-2,3-dimethylcyclohexyl]-4-(2-oxopyrido[2,3-b][1,4]thiazin-1-yl)butanamide —— C19H27N3O2S
N-[(1R,2S,3R)-2,3-dimethylcyclohexyl]-4-(2-oxopyrido[2,3-b][1,4]thiazin-1-yl)butanamide
—— N-[(1S,2S,3R)-2,3-dimethylcyclohexyl]-4-(2-oxopyrido[2,3-b][1,4]thiazin-1-yl)butanamide —— C19H27N3O2S
N-[(1S,2S,3R)-2,3-dimethylcyclohexyl]-4-(2-oxopyrido[2,3-b][1,4]thiazin-1-yl)butanamide
—— N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]-4-(2-oxopyrido[2,3-b][1,4]thiazin-1-yl)butanamide —— C19H27N3O2S
N-[(1R,2S,3S)-2,3-dimethylcyclohexyl]-4-(2-oxopyrido[2,3-b][1,4]thiazin-1-yl)butanamide
—— 3-[4-Ethyl-5-[2-[2-(2-methylphenyl)ethylamino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C18H25N5O2S
3-[4-Ethyl-5-[2-[2-(2-methylphenyl)ethylamino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-(Azocan-1-yl)-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide —— C18H31N5O2S
3-[5-[2-(Azocan-1-yl)-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide
—— 2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-[(3-methylthiophen-2-yl)methyl]acetamide —— C19H22N4OS3
2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-[(3-methylthiophen-2-yl)methyl]acetamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-heptan-2-yl]acetamide —— C18H26N4OS2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-heptan-2-yl]acetamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(furan-2-yl)ethyl]acetamide —— C17H18N4O2S2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(furan-2-yl)ethyl]acetamide
—— 3-[5-[2-[(2-Fluorophenyl)methylamino]-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide —— C18H24FN5O2S
3-[5-[2-[(2-Fluorophenyl)methylamino]-2-oxoethyl]sulfanyl-4-(2-methylpropyl)-1,2,4-triazol-3-yl]propanamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2,4,4-trimethylpentan-2-yl)acetamide —— C19H28N4OS2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2,4,4-trimethylpentan-2-yl)acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]-N-methylacetamide —— C18H15ClFN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]-N-methylacetamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-ethyl-N-[(3-fluorophenyl)methyl]acetamide —— C20H21FN4OS2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-ethyl-N-[(3-fluorophenyl)methyl]acetamide
—— 2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-6-methylheptan-2-yl]acetamide —— C20H30N4OS2
2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-6-methylheptan-2-yl]acetamide
—— 2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C21H24N4OS2
2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— N-benzyl-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)acetamide —— C20H20ClN3O3S
N-benzyl-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)acetamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-6-methylheptan-2-yl]acetamide —— C19H28N4OS2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-6-methylheptan-2-yl]acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(furan-2-yl)ethyl]acetamide —— C16H14ClN3O3S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(furan-2-yl)ethyl]acetamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide —— C17H24N4O2S2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone —— C21H18ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-ethylhexyl]acetamide —— C18H24ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-ethylhexyl]acetamide
—— 3-[4-(2-methylpropyl)-5-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C22H29N5O2S
3-[4-(2-methylpropyl)-5-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-6-methylheptan-2-yl]acetamide —— C18H24ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-6-methylheptan-2-yl]acetamide
—— (2S)-N,N-dimethyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H21N3O2S2
(2S)-N,N-dimethyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(R)-phenyl(thiophen-2-yl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C19H15N3O2S3
N-[(R)-phenyl(thiophen-2-yl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-(furan-2-yl)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H13N3O3S2
N-[(1S)-1-(furan-2-yl)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2S)-5-methylhexan-2-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C15H21N3O2S2
N-[(2S)-5-methylhexan-2-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N,N-dimethylpropanamide —— C12H13N5OS
(2R)-2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N,N-dimethylpropanamide
—— [5-[4-[(1S)-1-hydroxyethyl]phenyl]furan-2-yl]methyl-[2-(1-methyltetrazol-5-yl)sulfanylethyl]azanium —— C17H22N5O2S+
[5-[4-[(1S)-1-hydroxyethyl]phenyl]furan-2-yl]methyl-[2-(1-methyltetrazol-5-yl)sulfanylethyl]azanium
—— (2R)-2-[[4-amino-5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide —— C13H24N6O2S2
(2R)-2-[[4-amino-5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide
—— N-[4-[4-chloro-6-[(5-methyl-4H-pyrazol-3-yl)amino]pyrimidin-2-yl]sulfanylphenyl]cyclopropanecarboxamide —— C18H17ClN6OS
N-[4-[4-chloro-6-[(5-methyl-4H-pyrazol-3-yl)amino]pyrimidin-2-yl]sulfanylphenyl]cyclopropanecarboxamide
—— N'-acetyl-2-(3,4-dimethylphenyl)sulfanylacetohydrazide —— C12H16N2O2S
N'-acetyl-2-(3,4-dimethylphenyl)sulfanylacetohydrazide
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-(3,4-dimethylphenyl)sulfanylacetamide —— C16H20N2OS
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-(3,4-dimethylphenyl)sulfanylacetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide —— C10H12N4O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide
—— 5-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-1,3,4-thiadiazol-2-amine —— C12H9ClN4S3
5-({[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-1,3,4-thiadiazol-2-amine
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C18H17N5O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-chlorophenyl)methyl]-N-methylacetamide —— C12H13ClN4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-chlorophenyl)methyl]-N-methylacetamide
—— (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]cyclohexan-1-one —— C8H11N3OS2
(2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]cyclohexan-1-one
—— (2R)-2-(3,4-dimethylphenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]propanamide —— C19H22FNOS
(2R)-2-(3,4-dimethylphenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]propanamide
—— 2-(2,4-difluorophenyl)sulfanyl-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide —— C19H15F2NOS2
2-(2,4-difluorophenyl)sulfanyl-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide
—— (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]propan-1-one —— C16H18N4O2S2
(2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]propan-1-one
—— (2R)-N-(1-adamantyl)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C15H22N4OS2
(2R)-N-(1-adamantyl)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— N-butyl-N-ethyl-2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H21FN4OS2
N-butyl-N-ethyl-2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide —— C12H20N4OS2
(2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide
—— N-[(1S)-1-cyclopropylethyl]-2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H17FN4OS2
N-[(1S)-1-cyclopropylethyl]-2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-[2-(4-Chlorophenyl)sulfanylethyl]-5-nitro-2-oxopyridine-3-carbonitrile —— C14H10ClN3O3S
1-[2-(4-Chlorophenyl)sulfanylethyl]-5-nitro-2-oxopyridine-3-carbonitrile
—— N-(1-adamantyl)-N-(2-cyanoethyl)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H27N5OS2
N-(1-adamantyl)-N-(2-cyanoethyl)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C16H24N4OS2
N-[(1S)-1-(1-adamantyl)ethyl]-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide