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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-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H19FN4OS2
N-[(3-fluorophenyl)methyl]-N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-1-(4-ethylpiperazin-1-yl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C18H25N5OS2
(2R)-1-(4-ethylpiperazin-1-yl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— 1-(4-Acetylpiperazin-1-yl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C17H21N5O2S2
1-(4-Acetylpiperazin-1-yl)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— N-(4-methylphenyl)-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C17H14N4OS3
N-(4-methylphenyl)-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-[4-(4-bromophenyl)sulfanylphenyl]-2,3-dihydro-1,4-dioxine-5-carboxamide —— C17H14BrNO3S
N-[4-(4-bromophenyl)sulfanylphenyl]-2,3-dihydro-1,4-dioxine-5-carboxamide
—— 2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide —— C16H20N4O3S3
2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide
—— 5-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine —— C14H17N3O2S2
5-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
—— N-[4-(4-bromophenyl)sulfanylphenyl]-2-methylsulfanylacetamide —— C15H14BrNOS2
N-[4-(4-bromophenyl)sulfanylphenyl]-2-methylsulfanylacetamide
—— 5-[(5-methyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine —— C13H13N5OS2
5-[(5-methyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
—— 5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine —— C14H17N3O2S2
5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
—— (3R)-3-(4-ethylsulfanylphenyl)cyclopentan-1-one —— C13H16OS
(3R)-3-(4-ethylsulfanylphenyl)cyclopentan-1-one
—— N-[2-(4-methylphenyl)sulfanylethyl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide —— C13H17N5OS2
N-[2-(4-methylphenyl)sulfanylethyl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide
—— (2S)-1-cyclopentylsulfonyl-3-methylbutan-2-amine —— C10H21NO2S
(2S)-1-cyclopentylsulfonyl-3-methylbutan-2-amine
—— (2R)-1-cyclopentylsulfonyl-3-methylbutan-2-amine —— C10H21NO2S
(2R)-1-cyclopentylsulfonyl-3-methylbutan-2-amine
—— N-[(Z)-(2-chlorophenyl)methylideneamino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide —— C14H14ClN5O3S
N-[(Z)-(2-chlorophenyl)methylideneamino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide
—— N-(cyclopentylideneamino)-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide —— C12H17N5O3S
N-(cyclopentylideneamino)-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide
—— N-[(Z)-1-(2-chlorophenyl)ethylideneamino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide —— C15H16ClN5O3S
N-[(Z)-1-(2-chlorophenyl)ethylideneamino]-2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]acetamide
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(4-methylcyclohexylidene)amino]acetamide —— C14H21N5O3S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(4-methylcyclohexylidene)amino]acetamide
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[[4-(2-methylbutan-2-yl)cyclohexylidene]amino]acetamide —— C18H29N5O3S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[[4-(2-methylbutan-2-yl)cyclohexylidene]amino]acetamide
—— [2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] 2-(4-chlorophenyl)acetate —— C19H20ClNO3S
[2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] 2-(4-chlorophenyl)acetate
—— 2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-furan-2-ylmethylideneamino]acetamide —— C12H13N5O4S
2-[(2,4-dimethyl-3,5-dioxo-1,2,4-triazin-6-yl)sulfanyl]-N-[(Z)-furan-2-ylmethylideneamino]acetamide
—— 3-(3,5-dimethylpyrazol-1-yl)-4-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione —— C15H16N6S2
3-(3,5-dimethylpyrazol-1-yl)-4-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione
—— 2-phenyl-5-[(1S)-1-pyrimidin-2-ylsulfanylethyl]-1,3,4-oxadiazole —— C14H12N4OS
2-phenyl-5-[(1S)-1-pyrimidin-2-ylsulfanylethyl]-1,3,4-oxadiazole
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide —— C21H23F2NO3S
2-(2,5-difluorophenyl)sulfanyl-N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide
—— 2-phenyl-5-[(1R)-1-pyrimidin-2-ylsulfanylethyl]-1,3,4-oxadiazole —— C14H12N4OS
2-phenyl-5-[(1R)-1-pyrimidin-2-ylsulfanylethyl]-1,3,4-oxadiazole
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide —— C19H15F2NOS2
2-(2,5-difluorophenyl)sulfanyl-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide
—— (2R)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxo-4-pyrimidin-2-ylsulfanylbutanenitrile —— C12H10N4OS2
(2R)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxo-4-pyrimidin-2-ylsulfanylbutanenitrile
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide —— C21H23F2NO3S
2-(2,5-difluorophenyl)sulfanyl-N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide —— C19H15F2NOS2
2-(2,5-difluorophenyl)sulfanyl-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide
—— (2S)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxo-4-pyrimidin-2-ylsulfanylbutanenitrile —— C12H10N4OS2
(2S)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxo-4-pyrimidin-2-ylsulfanylbutanenitrile
—— 2-(2,5-difluorophenyl)sulfanyl-N-[2-(2-fluorophenyl)ethyl]acetamide —— C16H14F3NOS
2-(2,5-difluorophenyl)sulfanyl-N-[2-(2-fluorophenyl)ethyl]acetamide
—— 2-(2,5-difluorophenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]ethanone —— C16H21F2N2O3S2+
2-(2,5-difluorophenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-4-ium-1-yl]ethanone
—— 2-(2,5-difluorophenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]ethanone —— C16H20F2N2O3S2
2-(2,5-difluorophenyl)sulfanyl-1-[4-[(3R)-1,1-dioxothiolan-3-yl]piperazin-1-yl]ethanone
—— (2R)-N-(1-cyanocyclohexyl)-2-(2,5-difluorophenyl)sulfanylpropanamide —— C16H18F2N2OS
(2R)-N-(1-cyanocyclohexyl)-2-(2,5-difluorophenyl)sulfanylpropanamide
—— N-[(3S,4S)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2,5-difluorophenyl)sulfanylacetamide —— C12H12ClF2NO3S2
N-[(3S,4S)-4-chloro-1,1-dioxothiolan-3-yl]-2-(2,5-difluorophenyl)sulfanylacetamide
—— (2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H25N5OS2
(2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H25N5OS2
(2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-(2,5-difluorophenyl)sulfanylpropanamide —— C9H9F2NOS
(2S)-2-(2,5-difluorophenyl)sulfanylpropanamide
—— 1-[(4-fluorophenyl)methyl]-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]thiourea —— C16H16FN3S2
1-[(4-fluorophenyl)methyl]-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]thiourea
—— 2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide —— C18H20N4O2S2
2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide
—— (2R)-2-(2,5-difluorophenyl)sulfanylpropanamide —— C9H9F2NOS
(2R)-2-(2,5-difluorophenyl)sulfanylpropanamide
—— N-(1-cyanocyclopentyl)-2-[(2,5-difluorophenyl)sulfanyl]acetamide —— C14H14F2N2OS
N-(1-cyanocyclopentyl)-2-[(2,5-difluorophenyl)sulfanyl]acetamide
—— (2S)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one —— C19H27N5OS2
(2S)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one
—— 2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylacetamide —— C14H18N4OS2
2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylacetamide
—— (2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H25N5OS2
(2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one —— C19H28N5OS2+
(2S)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one
—— N-methyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C17H18N4OS3
N-methyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— N-[(2-fluorophenyl)methyl]-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide —— C20H17FN2OS
N-[(2-fluorophenyl)methyl]-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide
—— N-(2-cyanoethyl)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H17N5OS2
N-(2-cyanoethyl)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-N-[(2-fluorophenyl)methyl]-2-phenylsulfanylpropanamide —— C16H16FNOS
(2S)-N-[(2-fluorophenyl)methyl]-2-phenylsulfanylpropanamide