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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
—— 1-Benzyl-3-[2-(4-methylphenyl)sulfanylethyl]thiourea —— C17H20N2S2
1-Benzyl-3-[2-(4-methylphenyl)sulfanylethyl]thiourea
—— 1-(2-Chloropyridin-3-yl)-3-(2-phenylsulfanylethyl)thiourea —— C14H14ClN3S2
1-(2-Chloropyridin-3-yl)-3-(2-phenylsulfanylethyl)thiourea
—— (2R)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C14H14F3N3O2S
(2R)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide
—— 1-[(3-Chlorophenyl)methyl]-3-(2-phenylsulfanylethyl)thiourea —— C16H17ClN2S2
1-[(3-Chlorophenyl)methyl]-3-(2-phenylsulfanylethyl)thiourea
—— 1-[(1R)-1-(4-ethylsulfanylphenyl)ethyl]-3-prop-2-enylurea —— C14H20N2OS
1-[(1R)-1-(4-ethylsulfanylphenyl)ethyl]-3-prop-2-enylurea
—— 1-Acetamido-3-[2-(4-chlorophenyl)sulfanylethyl]thiourea —— C11H14ClN3OS2
1-Acetamido-3-[2-(4-chlorophenyl)sulfanylethyl]thiourea
—— (2S)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]propanamide —— C20H21N3O2S
(2S)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]propanamide
—— 2-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C15H21NO3S2
2-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— (2S)-2-methyl-N-(2-phenylsulfanylethyl)pentanamide —— C14H21NOS
(2S)-2-methyl-N-(2-phenylsulfanylethyl)pentanamide
—— (2S)-N-cyclohexyl-N-methyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C13H21N3OS3
(2S)-N-cyclohexyl-N-methyl-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C11H13N3OS4
2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— (2S)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanenitrile —— C6H7N3S3
(2S)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanenitrile
—— (2R)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]propanamide —— C20H21N3O2S
(2R)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]propanamide
—— (2S)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C14H14F3N3O2S
(2S)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide
—— (2R)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]propanamide —— C20H21N3O2S
(2R)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]propanamide
—— (2R)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanenitrile —— C6H7N3S3
(2R)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanenitrile
—— 1-[2-(4-Methylphenyl)sulfanylethyl]-3-(3-morpholin-4-ium-4-ylpropyl)thiourea —— C17H28N3OS2+
1-[2-(4-Methylphenyl)sulfanylethyl]-3-(3-morpholin-4-ium-4-ylpropyl)thiourea
—— 1-[(1R)-1-phenylethyl]-3-(2-phenylsulfanylethyl)thiourea —— C17H20N2S2
1-[(1R)-1-phenylethyl]-3-(2-phenylsulfanylethyl)thiourea
—— N-(2-phenylsulfanylethyl)morpholine-4-carbothioamide —— C13H18N2OS2
N-(2-phenylsulfanylethyl)morpholine-4-carbothioamide
—— 1-[(2S)-butan-2-yl]-3-[2-(4-chlorophenyl)sulfanylethyl]thiourea —— C13H19ClN2S2
1-[(2S)-butan-2-yl]-3-[2-(4-chlorophenyl)sulfanylethyl]thiourea
—— 4-ethyl-N-(2-phenylsulfanylethyl)piperazin-4-ium-1-carbothioamide —— C15H24N3S2+
4-ethyl-N-(2-phenylsulfanylethyl)piperazin-4-ium-1-carbothioamide
—— 3-[2-(4-Chlorophenyl)sulfanylethyl]-1-cyclohexyl-1-methylthiourea —— C16H23ClN2S2
3-[2-(4-Chlorophenyl)sulfanylethyl]-1-cyclohexyl-1-methylthiourea
—— 1-(2-Phenylsulfanylethyl)-3-(2,2,6,6-tetramethylpiperidin-4-yl)thiourea —— C18H29N3S2
1-(2-Phenylsulfanylethyl)-3-(2,2,6,6-tetramethylpiperidin-4-yl)thiourea
—— 1-[2-(4-Fluorophenyl)ethyl]-3-(2-phenylsulfanylethyl)thiourea —— C17H19FN2S2
1-[2-(4-Fluorophenyl)ethyl]-3-(2-phenylsulfanylethyl)thiourea
—— 1,1-Dibenzyl-3-(2-phenylsulfanylethyl)thiourea —— C23H24N2S2
1,1-Dibenzyl-3-(2-phenylsulfanylethyl)thiourea
—— 4-acetyl-N-(2-phenylsulfanylethyl)piperazine-1-carbothioamide —— C15H21N3OS2
4-acetyl-N-(2-phenylsulfanylethyl)piperazine-1-carbothioamide
—— N-[(1S)-1-(3,4-difluorophenyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide —— C16H13F4NOS
N-[(1S)-1-(3,4-difluorophenyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(1R)-1-pyridin-4-ylethyl]acetamide —— C15H14F2N2OS
2-(3,4-difluorophenyl)sulfanyl-N-[(1R)-1-pyridin-4-ylethyl]acetamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(1S)-1-pyridin-4-ylethyl]acetamide —— C15H14F2N2OS
2-(3,4-difluorophenyl)sulfanyl-N-[(1S)-1-pyridin-4-ylethyl]acetamide
—— N-[(1R)-1-(3,4-difluorophenyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide —— C16H13F4NOS
N-[(1R)-1-(3,4-difluorophenyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide
—— 1-[2-(4-chlorophenyl)sulfanylethyl]-3-[(1R)-1-phenylethyl]thiourea —— C17H19ClN2S2
1-[2-(4-chlorophenyl)sulfanylethyl]-3-[(1R)-1-phenylethyl]thiourea
—— (2S,6S)-N-[2-(4-chlorophenyl)sulfanylethyl]-2,6-dimethylmorpholine-4-carbothioamide —— C15H21ClN2OS2
(2S,6S)-N-[2-(4-chlorophenyl)sulfanylethyl]-2,6-dimethylmorpholine-4-carbothioamide
—— 2-(4-chlorophenyl)sulfanyl-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C18H22ClNO2S
2-(4-chlorophenyl)sulfanyl-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— (2S)-N-benzyl-2-(4-chlorophenyl)sulfanyl-N-ethylpropanamide —— C18H20ClNOS
(2S)-N-benzyl-2-(4-chlorophenyl)sulfanyl-N-ethylpropanamide
—— 1-[(4,6-Dimethylpyrimidin-2-yl)amino]-3-(2-phenylsulfanylethyl)thiourea —— C15H19N5S2
1-[(4,6-Dimethylpyrimidin-2-yl)amino]-3-(2-phenylsulfanylethyl)thiourea
—— (2R)-N-benzyl-2-(4-chlorophenyl)sulfanyl-N-ethylpropanamide —— C18H20ClNOS
(2R)-N-benzyl-2-(4-chlorophenyl)sulfanyl-N-ethylpropanamide
—— 2-(4-chlorophenyl)sulfanyl-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C18H22ClNO2S
2-(4-chlorophenyl)sulfanyl-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-phenyl(1,3-thiazol-2-yl)methyl]acetamide —— C21H19N5OS3
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-phenyl(1,3-thiazol-2-yl)methyl]acetamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(R)-phenyl(1,3-thiazol-2-yl)methyl]acetamide —— C21H19N5OS3
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(R)-phenyl(1,3-thiazol-2-yl)methyl]acetamide
—— 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(S)-phenyl(1,3-thiazol-2-yl)methyl]acetamide —— C20H23N5OS3
2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(S)-phenyl(1,3-thiazol-2-yl)methyl]acetamide
—— 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(R)-phenyl(1,3-thiazol-2-yl)methyl]acetamide —— C20H23N5OS3
2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(R)-phenyl(1,3-thiazol-2-yl)methyl]acetamide
—— 2-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-phenyl(1,3-thiazol-2-yl)methyl]acetamide —— C19H17N5OS3
2-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-phenyl(1,3-thiazol-2-yl)methyl]acetamide
—— 2-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(R)-phenyl(1,3-thiazol-2-yl)methyl]acetamide —— C19H17N5OS3
2-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(R)-phenyl(1,3-thiazol-2-yl)methyl]acetamide
—— 2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-6-methylheptan-2-yl]acetamide —— C17H33N5OS
2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-6-methylheptan-2-yl]acetamide
—— (2R)-2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C10H19N5OS
(2R)-2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-3-methyl-1-phenylbutyl]acetamide —— C20H31N5OS
2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-3-methyl-1-phenylbutyl]acetamide
—— (2S)-N-cyclohexyl-2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H29N5OS
(2S)-N-cyclohexyl-2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C10H19N5OS
(2S)-2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-[(1R)-1-phenylethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C19H19N3O2S
(2R)-N-[(1R)-1-phenylethyl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (1S)-1-(4-propan-2-ylsulfanylphenyl)-N-(pyridin-3-ylmethyl)ethanamine —— C17H22N2S
(1S)-1-(4-propan-2-ylsulfanylphenyl)-N-(pyridin-3-ylmethyl)ethanamine