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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)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C18H23N5OS2
(2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylsulfanylethyl)acetamide —— C19H20N4OS3
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylsulfanylethyl)acetamide
—— methyl (2R)-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C14H17N3O2S2
methyl (2R)-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(3-phenylpropyl)acetamide —— C20H22N4OS2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(3-phenylpropyl)acetamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C16H20N4O2S2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— (2R)-N-benzyl-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C19H20N4OS2
(2R)-N-benzyl-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C18H23N5OS2
(2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(1S)-1-phenylethyl]acetamide —— C20H22N4OS2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(1S)-1-phenylethyl]acetamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]acetamide —— C16H20N4O3S3
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]acetamide
—— 2-(3-chlorophenyl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C18H13ClN4O2S
2-(3-chlorophenyl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C19H19ClN4OS2
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-cyclohexyl-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-ethylacetamide —— C19H26N4OS2
N-cyclohexyl-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-ethylacetamide
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C19H19ClN4OS2
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-(2-phenylsulfanylphenyl)-2-(4-propylpyridin-1-ium-1-yl)acetamide —— C22H23N2OS+
N-(2-phenylsulfanylphenyl)-2-(4-propylpyridin-1-ium-1-yl)acetamide
—— 2-(3-chlorophenyl)-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C18H13ClN4O2S
2-(3-chlorophenyl)-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 5-cyclopenta-2,4-dien-1-ylsulfonylcyclopenta-1,3-diene —— C10H8O2S-2
5-cyclopenta-2,4-dien-1-ylsulfonylcyclopenta-1,3-diene
—— Propan-2-yl 2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C14H17N3O2S2
Propan-2-yl 2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C12H14N4OS2
N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-[2-(4-fluorophenyl)ethyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H21FN4OS2
(2R)-N-[2-(4-fluorophenyl)ethyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-1-(4-ethylpiperazin-1-yl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C18H25N5OS2
(2S)-1-(4-ethylpiperazin-1-yl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— (2S)-N-[4-(4-bromophenyl)sulfanylphenyl]oxolane-2-carboxamide —— C17H16BrNO2S
(2S)-N-[4-(4-bromophenyl)sulfanylphenyl]oxolane-2-carboxamide
—— (2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C18H26N5OS2+
(2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— 5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine —— C16H13N5O2S2
5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
—— N-[(4-chlorophenyl)methyl]-N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H19ClN4OS2
N-[(4-chlorophenyl)methyl]-N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-(1-methyltetrazol-5-yl)sulfanyl-N-[2-(thiophen-2-ylmethylsulfanyl)ethyl]acetamide —— C11H15N5OS3
2-(1-methyltetrazol-5-yl)sulfanyl-N-[2-(thiophen-2-ylmethylsulfanyl)ethyl]acetamide
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-thiophen-2-ylmethylideneamino]acetamide —— C12H13N5O3S2
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-thiophen-2-ylmethylideneamino]acetamide
—— N-[(3R,4S)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2,5-difluorophenyl)sulfanylacetamide —— C12H12ClF2NO3S2
N-[(3R,4S)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2,5-difluorophenyl)sulfanylacetamide
—— N-[(3R,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2,5-difluorophenyl)sulfanylacetamide —— C12H12ClF2NO3S2
N-[(3R,4R)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2,5-difluorophenyl)sulfanylacetamide
—— 2-(4-Chlorophenyl)-5-[(2,5-difluorophenyl)sulfanylmethyl]-1,3,4-oxadiazole —— C15H9ClF2N2OS
2-(4-Chlorophenyl)-5-[(2,5-difluorophenyl)sulfanylmethyl]-1,3,4-oxadiazole
—— 2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylacetamide —— C20H21FN4OS2
2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylacetamide
—— N-benzyl-2-(2,5-difluorophenyl)sulfanylacetamide —— C15H13F2NOS
N-benzyl-2-(2,5-difluorophenyl)sulfanylacetamide
—— methyl (2S)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C14H17N3O2S2
methyl (2S)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— N-(3,4-dimethylphenyl)-5-(2-ethoxyethylsulfanyl)-1,3,4-thiadiazol-2-amine —— C14H19N3OS2
N-(3,4-dimethylphenyl)-5-(2-ethoxyethylsulfanyl)-1,3,4-thiadiazol-2-amine
—— N-[(4-fluorophenyl)methyl]-N-methyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H19FN4OS2
N-[(4-fluorophenyl)methyl]-N-methyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(3,4-dimethylphenyl)-5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H19N3O2S2
N-(3,4-dimethylphenyl)-5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-(6-amino-1-butyl-2,4-dioxopyrimidin-5-yl)-2-(2,5-difluorophenyl)sulfanyl-N-ethylacetamide —— C18H22F2N4O3S
N-(6-amino-1-butyl-2,4-dioxopyrimidin-5-yl)-2-(2,5-difluorophenyl)sulfanyl-N-ethylacetamide
—— Methyl 2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C13H15N3O2S2
Methyl 2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— (2R)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one —— C19H28N5OS2+
(2R)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one
—— 7-[(2,5-Difluorophenyl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C13H8F2N2OS2
7-[(2,5-Difluorophenyl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— (2S)-N-(1-cyanocyclohexyl)-2-(2,5-difluorophenyl)sulfanylpropanamide —— C16H18F2N2OS
(2S)-N-(1-cyanocyclohexyl)-2-(2,5-difluorophenyl)sulfanylpropanamide
—— (2R)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C17H22N4OS2
(2R)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— 1-(4-Acetylpiperazin-1-yl)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C17H21N5O2S2
1-(4-Acetylpiperazin-1-yl)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide —— C16H20N4O3S3
2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide —— C16H15F2NOS
2-(2,5-difluorophenyl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(1R)-1-phenylethyl]acetamide —— C16H15F2NOS
2-(2,5-difluorophenyl)sulfanyl-N-[(1R)-1-phenylethyl]acetamide
—— 2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]acetamide —— C16H20N4O3S3
2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]acetamide
—— [2-Oxo-2-(2-phenylsulfanylethylamino)ethyl] 2-(4-fluorophenyl)acetate —— C18H18FNO3S
[2-Oxo-2-(2-phenylsulfanylethylamino)ethyl] 2-(4-fluorophenyl)acetate
—— 5-[(5-methyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine —— C13H13N5OS2
5-[(5-methyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide —— C11H15N5OS2
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide —— C11H15N5OS2
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide