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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
—— N-[2-(4-chlorophenyl)sulfanylethyl]pyrrolidine-1-carbothioamide —— C13H17ClN2S2
N-[2-(4-chlorophenyl)sulfanylethyl]pyrrolidine-1-carbothioamide
—— 1-[(2R)-butan-2-yl]-3-[2-(4-chlorophenyl)sulfanylethyl]thiourea —— C13H19ClN2S2
1-[(2R)-butan-2-yl]-3-[2-(4-chlorophenyl)sulfanylethyl]thiourea
—— methyl (2S)-2-(4-fluorophenyl)-2-(1,3-thiazol-2-ylsulfanyl)acetate —— C12H10FNO2S2
methyl (2S)-2-(4-fluorophenyl)-2-(1,3-thiazol-2-ylsulfanyl)acetate
—— 4-[(5R)-5-(thiophen-2-ylsulfanylmethyl)-4,5-dihydro-1,3-thiazol-2-yl]morpholine —— C12H16N2OS3
4-[(5R)-5-(thiophen-2-ylsulfanylmethyl)-4,5-dihydro-1,3-thiazol-2-yl]morpholine
—— 1-(2-Phenylsulfanylethyl)-3-(2,2,6,6-tetramethylpiperidin-1-ium-4-yl)thiourea —— C18H30N3S2+
1-(2-Phenylsulfanylethyl)-3-(2,2,6,6-tetramethylpiperidin-1-ium-4-yl)thiourea
—— N-[2-(4-chlorophenyl)sulfanylethyl]-4-ethylpiperazine-1-carbothioamide —— C15H22ClN3S2
N-[2-(4-chlorophenyl)sulfanylethyl]-4-ethylpiperazine-1-carbothioamide
—— methyl (2S)-2-[(4-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-fluorophenyl)acetate —— C15H18FN3O2S
methyl (2S)-2-[(4-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-fluorophenyl)acetate
—— N-[2-(4-chlorophenyl)sulfanylethyl]azepane-1-carbothioamide —— C15H21ClN2S2
N-[2-(4-chlorophenyl)sulfanylethyl]azepane-1-carbothioamide
—— N-[2-(4-chlorophenyl)sulfanylethyl]piperidine-1-carbothioamide —— C14H19ClN2S2
N-[2-(4-chlorophenyl)sulfanylethyl]piperidine-1-carbothioamide
—— (3S)-1-(1,1-dioxo-1,4-thiazepan-4-yl)-3-ethylheptan-1-one —— C14H27NO3S
(3S)-1-(1,1-dioxo-1,4-thiazepan-4-yl)-3-ethylheptan-1-one
—— (3R)-1-(1,1-dioxo-1,4-thiazepan-4-yl)-3-ethylheptan-1-one —— C14H27NO3S
(3R)-1-(1,1-dioxo-1,4-thiazepan-4-yl)-3-ethylheptan-1-one
—— (2R)-N-(3-methoxypropyl)-2-thiophen-2-ylsulfanylpropanamide —— C11H17NO2S2
(2R)-N-(3-methoxypropyl)-2-thiophen-2-ylsulfanylpropanamide
—— (2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-thiophen-2-ylsulfanylpropanamide —— C13H18N2OS2
(2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-thiophen-2-ylsulfanylpropanamide
—— (2S)-N-(3-methoxypropyl)-2-thiophen-2-ylsulfanylpropanamide —— C11H17NO2S2
(2S)-N-(3-methoxypropyl)-2-thiophen-2-ylsulfanylpropanamide
—— 2-(2-methylpropyl)-5-[(1R)-1-thiophen-2-ylsulfanylethyl]-1,3,4-oxadiazole —— C12H16N2OS2
2-(2-methylpropyl)-5-[(1R)-1-thiophen-2-ylsulfanylethyl]-1,3,4-oxadiazole
—— 2-(2-methylpropyl)-5-[(1S)-1-thiophen-2-ylsulfanylethyl]-1,3,4-oxadiazole —— C12H16N2OS2
2-(2-methylpropyl)-5-[(1S)-1-thiophen-2-ylsulfanylethyl]-1,3,4-oxadiazole
—— (2S)-N-(2-cyanoethyl)-N-methyl-2-thiophen-2-ylsulfanylpropanamide —— C11H14N2OS2
(2S)-N-(2-cyanoethyl)-N-methyl-2-thiophen-2-ylsulfanylpropanamide
—— (2S)-2-thiophen-2-ylsulfanyl-N-(2,2,2-trifluoroethyl)propanamide —— C9H10F3NOS2
(2S)-2-thiophen-2-ylsulfanyl-N-(2,2,2-trifluoroethyl)propanamide
—— (2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-thiophen-2-ylsulfanylpropanamide —— C13H18N2OS2
(2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-thiophen-2-ylsulfanylpropanamide
—— (2R)-N-(2-cyanoethyl)-N-methyl-2-thiophen-2-ylsulfanylpropanamide —— C11H14N2OS2
(2R)-N-(2-cyanoethyl)-N-methyl-2-thiophen-2-ylsulfanylpropanamide
—— (2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-thiophen-2-ylsulfanylpropanamide —— C13H18N2OS2
(2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-thiophen-2-ylsulfanylpropanamide
—— 1-[2-[(R)-methylsulfinyl]ethyl]-3-[(2-phenylsulfanylphenyl)methyl]urea —— C17H20N2O2S2
1-[2-[(R)-methylsulfinyl]ethyl]-3-[(2-phenylsulfanylphenyl)methyl]urea
—— 1-[2-[(S)-methylsulfinyl]ethyl]-3-[(2-phenylsulfanylphenyl)methyl]urea —— C17H20N2O2S2
1-[2-[(S)-methylsulfinyl]ethyl]-3-[(2-phenylsulfanylphenyl)methyl]urea
—— N-[[(2R)-1,4-dimethylpiperazin-2-yl]methyl]-1-phenylsulfanylcyclopentane-1-carboxamide —— C19H29N3OS
N-[[(2R)-1,4-dimethylpiperazin-2-yl]methyl]-1-phenylsulfanylcyclopentane-1-carboxamide
—— N-[(1S,3S)-1-cyano-3-methylcyclohexyl]-2-propylsulfonylacetamide —— C13H22N2O3S
N-[(1S,3S)-1-cyano-3-methylcyclohexyl]-2-propylsulfonylacetamide
—— N-[(1R,3R)-1-cyano-3-methylcyclohexyl]-2-propylsulfonylacetamide —— C13H22N2O3S
N-[(1R,3R)-1-cyano-3-methylcyclohexyl]-2-propylsulfonylacetamide
—— N-[(1R,3S)-1-cyano-3-methylcyclohexyl]-2-propylsulfonylacetamide —— C13H22N2O3S
N-[(1R,3S)-1-cyano-3-methylcyclohexyl]-2-propylsulfonylacetamide
—— N-[(1S,3R)-1-cyano-3-methylcyclohexyl]-2-propylsulfonylacetamide —— C13H22N2O3S
N-[(1S,3R)-1-cyano-3-methylcyclohexyl]-2-propylsulfonylacetamide
—— 2-cyclopentylsulfonyl-N-[(3S)-1-(dimethylamino)-4,4-dimethylpentan-3-yl]acetamide —— C16H32N2O3S
2-cyclopentylsulfonyl-N-[(3S)-1-(dimethylamino)-4,4-dimethylpentan-3-yl]acetamide
—— 2-cyclopentylsulfonyl-N-[(3R)-1-(dimethylamino)-4,4-dimethylpentan-3-yl]acetamide —— C16H32N2O3S
2-cyclopentylsulfonyl-N-[(3R)-1-(dimethylamino)-4,4-dimethylpentan-3-yl]acetamide
—— 5-[(4-chlorophenyl)sulfanylmethyl]-3-[(1R)-1-ethoxyethyl]-1,2,4-oxadiazole —— C13H15ClN2O2S
5-[(4-chlorophenyl)sulfanylmethyl]-3-[(1R)-1-ethoxyethyl]-1,2,4-oxadiazole
—— 1-ethyl-3-(6-ethylsulfanylpyridin-3-yl)-1-[(1R)-1-pyridin-3-ylethyl]urea —— C17H22N4OS
1-ethyl-3-(6-ethylsulfanylpyridin-3-yl)-1-[(1R)-1-pyridin-3-ylethyl]urea
—— 5-[(4-chlorophenyl)sulfanylmethyl]-3-[(1S)-1-ethoxyethyl]-1,2,4-oxadiazole —— C13H15ClN2O2S
5-[(4-chlorophenyl)sulfanylmethyl]-3-[(1S)-1-ethoxyethyl]-1,2,4-oxadiazole
—— ethyl (3S)-3-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylbutanoate —— C11H13F3N2O2S
ethyl (3S)-3-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylbutanoate
—— ethyl (3R)-3-(5-bromopyrimidin-2-yl)sulfanylbutanoate —— C10H13BrN2O2S
ethyl (3R)-3-(5-bromopyrimidin-2-yl)sulfanylbutanoate
—— 1-ethyl-3-(6-ethylsulfanylpyridin-3-yl)-1-[(1S)-1-pyridin-3-ylethyl]urea —— C17H22N4OS
1-ethyl-3-(6-ethylsulfanylpyridin-3-yl)-1-[(1S)-1-pyridin-3-ylethyl]urea
—— ethyl (3S)-3-(5-bromopyrimidin-2-yl)sulfanylbutanoate —— C10H13BrN2O2S
ethyl (3S)-3-(5-bromopyrimidin-2-yl)sulfanylbutanoate
—— ethyl (3R)-3-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylbutanoate —— C11H13F3N2O2S
ethyl (3R)-3-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylbutanoate
—— 2-(2,4-difluorophenyl)sulfanyl-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide —— C13H15F2NO3S2
2-(2,4-difluorophenyl)sulfanyl-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide
—— 2-(2,4-difluorophenyl)sulfanyl-N-[2-(4-methylphenyl)sulfanylethyl]acetamide —— C17H17F2NOS2
2-(2,4-difluorophenyl)sulfanyl-N-[2-(4-methylphenyl)sulfanylethyl]acetamide
—— 2-(2,4-difluorophenyl)sulfanyl-N-(2-phenylsulfanylethyl)acetamide —— C16H15F2NOS2
2-(2,4-difluorophenyl)sulfanyl-N-(2-phenylsulfanylethyl)acetamide
—— N-[(3R,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2,4-difluorophenyl)sulfanylacetamide —— C12H12ClF2NO3S2
N-[(3R,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2,4-difluorophenyl)sulfanylacetamide
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(4-methylphenyl)methyl]acetamide —— C16H15F2NOS
2-(2,5-difluorophenyl)sulfanyl-N-[(4-methylphenyl)methyl]acetamide
—— N-[(1R)-1-(2-bromophenyl)ethyl]-2-(2,4-difluorophenyl)sulfanylacetamide —— C16H14BrF2NOS
N-[(1R)-1-(2-bromophenyl)ethyl]-2-(2,4-difluorophenyl)sulfanylacetamide
—— 2-(2,4-difluorophenyl)sulfanyl-N-[2-[(2-fluorophenyl)methylsulfanyl]ethyl]acetamide —— C17H16F3NOS2
2-(2,4-difluorophenyl)sulfanyl-N-[2-[(2-fluorophenyl)methylsulfanyl]ethyl]acetamide
—— N-[(1S)-1-(4-bromophenyl)ethyl]-2-(2,4-difluorophenyl)sulfanylacetamide —— C16H14BrF2NOS
N-[(1S)-1-(4-bromophenyl)ethyl]-2-(2,4-difluorophenyl)sulfanylacetamide
—— N-[(3S,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2,4-difluorophenyl)sulfanylacetamide —— C12H12ClF2NO3S2
N-[(3S,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2,4-difluorophenyl)sulfanylacetamide
—— 2-[(2,4-Difluorophenyl)sulfanylmethyl]-5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazole —— C15H12F2N2O2S
2-[(2,4-Difluorophenyl)sulfanylmethyl]-5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazole
—— N-(1-adamantylmethyl)-2-(2,4-difluorophenyl)sulfanylacetamide —— C19H23F2NOS
N-(1-adamantylmethyl)-2-(2,4-difluorophenyl)sulfanylacetamide
—— 2-(2,4-difluorophenyl)sulfanyl-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide —— C18H19F2NOS
2-(2,4-difluorophenyl)sulfanyl-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide