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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
—— (2S)-N-(2-methylbutan-2-yl)-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H25N5OS
(2S)-N-(2-methylbutan-2-yl)-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N,N-dimethyl-5-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]pentanamide —— C18H25N3O2S
N,N-dimethyl-5-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]pentanamide
—— N-[[(2R)-oxolan-2-yl]methyl]-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H21N5O2S
N-[[(2R)-oxolan-2-yl]methyl]-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-N-(2-methylbutan-2-yl)-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H25N5OS
(2R)-N-(2-methylbutan-2-yl)-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-[[(2S)-oxolan-2-yl]methyl]-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H21N5O2S
N-[[(2S)-oxolan-2-yl]methyl]-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C17H23N5O2S
1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 2-[5-(4-methylpyrazol-1-yl)pentylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole —— C20H26N4OS
2-[5-(4-methylpyrazol-1-yl)pentylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole
—— N,N-dimethyl-5-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]pentanamide —— C18H25N3O2S
N,N-dimethyl-5-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]pentanamide
—— 1-[2-(4-Chlorophenyl)sulfanylethyl]-3-(3-piperidin-1-ium-1-ylpropyl)thiourea —— C17H27ClN3S2+
1-[2-(4-Chlorophenyl)sulfanylethyl]-3-(3-piperidin-1-ium-1-ylpropyl)thiourea
—— 1-[(1R)-1-(4-tert-butyl-1,3-thiazol-2-yl)ethyl]-3-[2-(4-chlorophenyl)sulfanylethyl]urea —— C18H24ClN3OS2
1-[(1R)-1-(4-tert-butyl-1,3-thiazol-2-yl)ethyl]-3-[2-(4-chlorophenyl)sulfanylethyl]urea
—— 1-[(1S)-1-(4-tert-butyl-1,3-thiazol-2-yl)ethyl]-3-[2-(4-chlorophenyl)sulfanylethyl]urea —— C18H24ClN3OS2
1-[(1S)-1-(4-tert-butyl-1,3-thiazol-2-yl)ethyl]-3-[2-(4-chlorophenyl)sulfanylethyl]urea
—— N-[(4-methoxyphenyl)methyl]-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide —— C21H20N2O2S
N-[(4-methoxyphenyl)methyl]-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide
—— 3-[2-(4-Chlorophenyl)sulfanylethylcarbamothioylamino]propyl-dimethylazanium —— C14H23ClN3S2+
3-[2-(4-Chlorophenyl)sulfanylethylcarbamothioylamino]propyl-dimethylazanium
—— 1-[2-(4-Chlorophenyl)sulfanylethyl]-3-(2-methylprop-2-enyl)thiourea —— C13H17ClN2S2
1-[2-(4-Chlorophenyl)sulfanylethyl]-3-(2-methylprop-2-enyl)thiourea
—— 1-[(2,4-Dimethylphenyl)methyl]-1-methyl-3-(2-phenylsulfanylethyl)thiourea —— C19H24N2S2
1-[(2,4-Dimethylphenyl)methyl]-1-methyl-3-(2-phenylsulfanylethyl)thiourea
—— 1-[(1S)-1-(2,4-difluorophenyl)ethyl]-3-(2-phenylsulfanylethyl)thiourea —— C17H18F2N2S2
1-[(1S)-1-(2,4-difluorophenyl)ethyl]-3-(2-phenylsulfanylethyl)thiourea
—— 1-[(4-Fluorophenyl)methyl]-1-methyl-3-(2-phenylsulfanylethyl)thiourea —— C17H19FN2S2
1-[(4-Fluorophenyl)methyl]-1-methyl-3-(2-phenylsulfanylethyl)thiourea
—— 1-Methyl-1-[(4-methylphenyl)methyl]-3-(2-phenylsulfanylethyl)thiourea —— C18H22N2S2
1-Methyl-1-[(4-methylphenyl)methyl]-3-(2-phenylsulfanylethyl)thiourea
—— 3-[2-(4-Chlorophenyl)sulfanylethyl]-1-[(2-fluorophenyl)methyl]-1-methylthiourea —— C17H18ClFN2S2
3-[2-(4-Chlorophenyl)sulfanylethyl]-1-[(2-fluorophenyl)methyl]-1-methylthiourea
—— 1-[(4-Bromophenyl)methyl]-1-methyl-3-(2-phenylsulfanylethyl)thiourea —— C17H19BrN2S2
1-[(4-Bromophenyl)methyl]-1-methyl-3-(2-phenylsulfanylethyl)thiourea
—— 1-[(2-Chlorophenyl)methyl]-1-methyl-3-(2-phenylsulfanylethyl)thiourea —— C17H19ClN2S2
1-[(2-Chlorophenyl)methyl]-1-methyl-3-(2-phenylsulfanylethyl)thiourea
—— 4-Chloro-2-methyl-5-(1-methylimidazol-2-yl)sulfanylpyridazin-3-one —— C9H9ClN4OS
4-Chloro-2-methyl-5-(1-methylimidazol-2-yl)sulfanylpyridazin-3-one
—— 1-(6-Amino-1-butyl-2,4-dioxopyrimidin-5-yl)-1-ethyl-3-(2-phenylsulfanylethyl)thiourea —— C19H27N5O2S2
1-(6-Amino-1-butyl-2,4-dioxopyrimidin-5-yl)-1-ethyl-3-(2-phenylsulfanylethyl)thiourea
—— 1-[2-(4-Chlorophenyl)sulfanylethyl]-3-[[2-(3,5-dimethylpyrazol-1-yl)acetyl]amino]thiourea —— C16H20ClN5OS2
1-[2-(4-Chlorophenyl)sulfanylethyl]-3-[[2-(3,5-dimethylpyrazol-1-yl)acetyl]amino]thiourea
—— N-[2-[2-(4-chlorophenyl)sulfanylethylcarbamothioylamino]ethyl]acetamide —— C13H18ClN3OS2
N-[2-[2-(4-chlorophenyl)sulfanylethylcarbamothioylamino]ethyl]acetamide
—— 1-(3-Methylbutyl)-3-(2-phenylsulfanylethylcarbamothioylamino)thiourea —— C15H24N4S3
1-(3-Methylbutyl)-3-(2-phenylsulfanylethylcarbamothioylamino)thiourea
—— 1-Cyclopentyl-3-(2-phenylsulfanylethylcarbamothioylamino)thiourea —— C15H22N4S3
1-Cyclopentyl-3-(2-phenylsulfanylethylcarbamothioylamino)thiourea
—— 2-(2-cyanophenyl)sulfanyl-N-[(2S)-2-cyanopropyl]benzamide —— C18H15N3OS
2-(2-cyanophenyl)sulfanyl-N-[(2S)-2-cyanopropyl]benzamide
—— 1-[2-(4-Chlorophenyl)sulfanylethyl]-3-[[2-(2-methyl-1,3-thiazol-4-yl)acetyl]amino]thiourea —— C15H17ClN4OS3
1-[2-(4-Chlorophenyl)sulfanylethyl]-3-[[2-(2-methyl-1,3-thiazol-4-yl)acetyl]amino]thiourea
—— 2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-cyanopropyl]benzamide —— C18H15N3OS
2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-cyanopropyl]benzamide
—— N-[2-(4-chlorophenyl)sulfanylethyl]-4-oxopiperidine-1-carbothioamide —— C14H17ClN2OS2
N-[2-(4-chlorophenyl)sulfanylethyl]-4-oxopiperidine-1-carbothioamide
—— 3-[2-(4-Chlorophenyl)sulfanylethyl]-1-(2-cyanoethyl)-1-(furan-2-ylmethyl)thiourea —— C17H18ClN3OS2
3-[2-(4-Chlorophenyl)sulfanylethyl]-1-(2-cyanoethyl)-1-(furan-2-ylmethyl)thiourea
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-2-cyanopropyl]acetamide —— C14H13ClN4O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-2-cyanopropyl]acetamide
—— 1-(2-Phenylsulfanylethyl)-3-(prop-2-enylcarbamothioylamino)thiourea —— C13H18N4S3
1-(2-Phenylsulfanylethyl)-3-(prop-2-enylcarbamothioylamino)thiourea
—— 1-Benzyl-3-(2-phenylsulfanylethylcarbamothioylamino)thiourea —— C17H20N4S3
1-Benzyl-3-(2-phenylsulfanylethylcarbamothioylamino)thiourea
—— N-[(2S)-2-cyanopropyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C14H20N4OS
N-[(2S)-2-cyanopropyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-cyanopropyl]acetamide —— C14H13ClN4O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-cyanopropyl]acetamide
—— 1-(2-Phenylsulfanylethyl)-3-(propan-2-ylcarbamothioylamino)thiourea —— C13H20N4S3
1-(2-Phenylsulfanylethyl)-3-(propan-2-ylcarbamothioylamino)thiourea
—— N-[(2R)-2-cyanopropyl]-2-phenylsulfanylpyridine-3-carboxamide —— C16H15N3OS
N-[(2R)-2-cyanopropyl]-2-phenylsulfanylpyridine-3-carboxamide
—— N-[(2R)-2-cyanopropyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C14H20N4OS
N-[(2R)-2-cyanopropyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— N-[(2S)-2-cyanopropyl]-2-phenylsulfanylpyridine-3-carboxamide —— C16H15N3OS
N-[(2S)-2-cyanopropyl]-2-phenylsulfanylpyridine-3-carboxamide
—— (2R)-N-[(3R)-3-cyanothiolan-3-yl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C14H14N2OS2
(2R)-N-[(3R)-3-cyanothiolan-3-yl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— N-[(4S)-1-tert-butyl-4,5,6,7-tetrahydroindazol-4-yl]-2-(4-hydroxyphenyl)sulfanylacetamide —— C19H25N3O2S
N-[(4S)-1-tert-butyl-4,5,6,7-tetrahydroindazol-4-yl]-2-(4-hydroxyphenyl)sulfanylacetamide
—— (2S)-N-[(3S)-3-cyanothiolan-3-yl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C14H14N2OS2
(2S)-N-[(3S)-3-cyanothiolan-3-yl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2R)-N-[(3S)-3-cyanothiolan-3-yl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C14H14N2OS2
(2R)-N-[(3S)-3-cyanothiolan-3-yl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (E)-N',N'-dimethyl-3-phenylsulfanylprop-2-enehydrazide —— C11H14N2OS
(E)-N',N'-dimethyl-3-phenylsulfanylprop-2-enehydrazide
—— (2S)-N-[(3R)-3-cyanothiolan-3-yl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C14H14N2OS2
(2S)-N-[(3R)-3-cyanothiolan-3-yl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— N-[(4R)-1-tert-butyl-4,5,6,7-tetrahydroindazol-4-yl]-2-(4-hydroxyphenyl)sulfanylacetamide —— C19H25N3O2S
N-[(4R)-1-tert-butyl-4,5,6,7-tetrahydroindazol-4-yl]-2-(4-hydroxyphenyl)sulfanylacetamide
—— (2S)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylbutan-2-yl)propanamide —— C14H26N4O2S
(2S)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylbutan-2-yl)propanamide
—— 2-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide —— C16H20N4OS2
2-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide