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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
—— (2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C14H13BrN2O2S
(2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— 2-(2-bromophenyl)-5-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-1,3,4-oxadiazole —— C13H13BrN2O3S
2-(2-bromophenyl)-5-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-1,3,4-oxadiazole
—— (2S)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]pentanedinitrile —— C14H15N5OS
(2S)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]pentanedinitrile
—— (3R,4R)-4-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C12H11FN2O4S2
(3R,4R)-4-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— (3R,4S)-1,1-dioxo-4-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]thiolan-3-ol —— C12H12N2O4S2
(3R,4S)-1,1-dioxo-4-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]thiolan-3-ol
—— (3R,4R)-1,1-dioxo-4-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]thiolan-3-ol —— C12H12N2O4S2
(3R,4R)-1,1-dioxo-4-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]thiolan-3-ol
—— (2S)-1-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(thiophen-2-ylmethoxy)propan-2-ol —— C16H16N2O3S2
(2S)-1-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(thiophen-2-ylmethoxy)propan-2-ol
—— (2S)-N-(2-methoxyethyl)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H20N4O2S2
(2S)-N-(2-methoxyethyl)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 7-Methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C16H14N6OS3
7-Methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (2R)-N-(2-methoxyethyl)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H20N4O2S2
(2R)-N-(2-methoxyethyl)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C17H18N4OS3
(2R)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— 4-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-thiophen-2-yl-1,3-oxazole —— C12H9F3N4OS2
4-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-thiophen-2-yl-1,3-oxazole
—— 1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C16H21F3N4O2S
1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C12H14F3N5OS
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-methyl-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C7H9F3N4OS
N-methyl-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanylmethyl]pentanedinitrile —— C23H21N5S
(2S)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanylmethyl]pentanedinitrile
—— (2S)-N-(furan-2-ylmethyl)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C12H13F3N4O2S
(2S)-N-(furan-2-ylmethyl)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 1-(1-Benzyl-2,5-dimethylpyrrol-3-yl)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C19H19F3N4OS
1-(1-Benzyl-2,5-dimethylpyrrol-3-yl)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— dimethyl-[(1R)-2-[[2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]amino]-1-phenylethyl]azanium —— C16H21F3N5OS+
dimethyl-[(1R)-2-[[2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]amino]-1-phenylethyl]azanium
—— (2R)-N-[2-(4-fluorophenyl)ethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H16F4N4OS
(2R)-N-[2-(4-fluorophenyl)ethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-(2-hydroxyethylsulfanyl)acetamide —— C18H21NO2S2
N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-(2-hydroxyethylsulfanyl)acetamide
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H16F4N4OS
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (3S,4S)-4-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1,1-dioxothiolan-3-ol —— C12H15N3O3S3
(3S,4S)-4-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1,1-dioxothiolan-3-ol
—— 2-{[5-(2-Methylfuran-3-YL)-1,3,4-oxadiazol-2-YL]sulfanyl}-N-(3-phenylpropyl)acetamide —— C18H19N3O3S
2-{[5-(2-Methylfuran-3-YL)-1,3,4-oxadiazol-2-YL]sulfanyl}-N-(3-phenylpropyl)acetamide
—— (3R,4S)-4-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1,1-dioxothiolan-3-ol —— C12H15N3O3S3
(3R,4S)-4-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1,1-dioxothiolan-3-ol
—— 2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C12H14N2OS3
2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— N-[6-amino-1-(2-methylpropyl)-2,4-dioxopyrimidin-5-yl]-N-butyl-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C18H27N5O3S2
N-[6-amino-1-(2-methylpropyl)-2,4-dioxopyrimidin-5-yl]-N-butyl-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— (2R)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]pentanedinitrile —— C19H17N5OS
(2R)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]pentanedinitrile
—— 1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C18H16N4O3S2
1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H16ClN3O3S
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C14H15ClN2OS2
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— Methyl 3-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C17H17N3O3S
Methyl 3-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— N-Benzyl-2-{[5-(2-methylfuran-3-YL)-1,3,4-oxadiazol-2-YL]sulfanyl}acetamide —— C16H15N3O3S
N-Benzyl-2-{[5-(2-methylfuran-3-YL)-1,3,4-oxadiazol-2-YL]sulfanyl}acetamide
—— 1-(1-Benzyl-2,5-dimethylpyrrol-3-yl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C22H21N3O3S
1-(1-Benzyl-2,5-dimethylpyrrol-3-yl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C10H14N2O3S3
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— (2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C16H23N4O3S+
(2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— N-[(1R)-1-(2-chlorophenyl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C12H12ClN3OS2
N-[(1R)-1-(2-chlorophenyl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— 2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C11H16N2O2S2
2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— N-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H16FN3O3S
N-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-cyclopropyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C12H13N3O3S
N-cyclopropyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C11H13N3O3S3
N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H16ClN3O3S
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2S)-N-(furan-2-ylmethyl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H15N3O4S
(2S)-N-(furan-2-ylmethyl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-(1-adamantyl)-N-(furan-2-ylmethyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C21H26N2O2S2
N-(1-adamantyl)-N-(furan-2-ylmethyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— N-(2-cyanoethyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C9H11N3OS2
N-(2-cyanoethyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C18H25N3O3S
(2R)-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-(2-Methylfuran-3-yl)-5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole —— C12H11N3O2S2
2-(2-Methylfuran-3-yl)-5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-[(3-Chlorophenyl)methylsulfanyl]-5-(2-methylfuran-3-yl)-1,3,4-oxadiazole —— C14H11ClN2O2S
2-[(3-Chlorophenyl)methylsulfanyl]-5-(2-methylfuran-3-yl)-1,3,4-oxadiazole
—— (2R)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C10H9N3O2S
(2R)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— N-[(1S)-1-(2-bromophenyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C14H15BrN2OS2
N-[(1S)-1-(2-bromophenyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide