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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-(1-adamantyl)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H24N4OS
(2S)-N-(1-adamantyl)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 1-[2,5-dimethyl-1-[(1S)-1-phenylethyl]pyrrol-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C19H22N4OS
1-[2,5-dimethyl-1-[(1S)-1-phenylethyl]pyrrol-3-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— (2R)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C19H18ClN5O2S
(2R)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— 2-[[5-[2-(dimethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylacetamide —— C10H16N4O2S3
2-[[5-[2-(dimethylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylacetamide
—— 2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-2-phenylpropyl]acetamide —— C14H18N4OS
2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-2-phenylpropyl]acetamide
—— (2R)-N-cyclopropyl-2-[[5-[(2R)-1-(cyclopropylamino)-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H20N4O2S3
(2R)-N-cyclopropyl-2-[[5-[(2R)-1-(cyclopropylamino)-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 1-[(2R)-2,3-dihydroxypropyl]-3-[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]phenyl]-1-methylurea —— C16H22N4O3S
1-[(2R)-2,3-dihydroxypropyl]-3-[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]phenyl]-1-methylurea
—— N-(3-methylphenyl)-5-(3-phenylpropylsulfanyl)-1,3,4-thiadiazol-2-amine —— C18H19N3S2
N-(3-methylphenyl)-5-(3-phenylpropylsulfanyl)-1,3,4-thiadiazol-2-amine
—— N-(3-methylphenyl)-5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C17H17N3S2
N-(3-methylphenyl)-5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-(3-methylphenyl)-5-[(2-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C17H17N3S2
N-(3-methylphenyl)-5-[(2-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2R)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C15H17N3OS2
(2R)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— 4-[[5-(3-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-thiophen-2-ylbutan-1-one —— C17H17N3OS3
4-[[5-(3-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-thiophen-2-ylbutan-1-one
—— 5-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine —— C17H16ClN3S2
5-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine
—— N-methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]acetamide —— C20H22N4OS2
N-methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]acetamide
—— N-(3-methylphenyl)-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C17H14N4OS3
N-(3-methylphenyl)-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2R)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C16H20N4OS2
(2R)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— (2R)-N-benzyl-N-methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H22N4OS2
(2R)-N-benzyl-N-methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-[(2R)-1-methoxypropan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H17N3O3S
N-[(2R)-1-methoxypropan-2-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 1-(5-Phenyl-3,4-dihydropyrazol-2-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C19H16N4O2S
1-(5-Phenyl-3,4-dihydropyrazol-2-yl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— 2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(1H-pyrrol-2-yl)ethanone —— C14H11N3O2S
2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(1H-pyrrol-2-yl)ethanone
—— N-(2-cyanoethyl)-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H14N4O2S
N-(2-cyanoethyl)-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]cyclohexan-1-one —— C14H14N2O2S
(2R)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]cyclohexan-1-one
—— N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H23N3O4S2
N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-1-(1-adamantyl)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one —— C17H22F3N3OS
(2R)-1-(1-adamantyl)-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H20N4O3S3
N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(4-methylphenyl)-4-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-thiazol-2-amine —— C17H15N5S3
N-(4-methylphenyl)-4-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-thiazol-2-amine
—— (2S)-N-benzyl-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H18N4OS2
(2S)-N-benzyl-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H15ClN4OS2
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— methyl 2,4-dimethyl-5-[(2R)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C17H18N4O3S2
methyl 2,4-dimethyl-5-[(2R)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— 1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C18H22N4O2S2
1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— N-[(2S)-butan-2-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H16N4OS2
N-[(2S)-butan-2-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(Z)-furan-2-ylmethylideneamino]-3-propylsulfanyl-1H-1,2,4-triazol-5-amine —— C10H13N5OS
N-[(Z)-furan-2-ylmethylideneamino]-3-propylsulfanyl-1H-1,2,4-triazol-5-amine
—— N-[(2R)-1-methoxypropan-2-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H16N4O2S2
N-[(2R)-1-methoxypropan-2-yl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-[(2,5-dimethylphenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole —— C15H15N3S2
3-[(2,5-dimethylphenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole
—— 3-[(2-methylphenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole —— C14H13N3S2
3-[(2-methylphenyl)methylsulfanyl]-5-thiophen-2-yl-1H-1,2,4-triazole
—— (2R)-N-benzyl-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H18N4OS2
(2R)-N-benzyl-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(1S)-1-cyclopropylethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C15H17F3N4OS2
N-[(1S)-1-cyclopropylethyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— (2S)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C20H21FN4OS2
(2S)-2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— N-[2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide —— C17H17N5O2S2
N-[2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]acetamide —— C20H22N4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]acetamide
—— N-benzyl-5-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C17H16ClN3S2
N-benzyl-5-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-ethylacetamide —— C19H26N4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-ethylacetamide
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[(1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C21H28N4OS2
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[(1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
—— [2-[4-(4-Bromophenyl)sulfanylanilino]-2-oxoethyl] propanoate —— C17H16BrNO3S
[2-[4-(4-Bromophenyl)sulfanylanilino]-2-oxoethyl] propanoate
—— [2-[4-(3,4-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] propanoate —— C19H21NO3S
[2-[4-(3,4-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] propanoate
—— 1-[(5S)-5-hydroxy-3-methyl-5-phenyl-4H-pyrazol-1-yl]-2-[[5-[2-[(5S)-5-hydroxy-3-methyl-5-phenyl-4H-pyrazol-1-yl]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C26H26N6O4S3
1-[(5S)-5-hydroxy-3-methyl-5-phenyl-4H-pyrazol-1-yl]-2-[[5-[2-[(5S)-5-hydroxy-3-methyl-5-phenyl-4H-pyrazol-1-yl]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(4-chlorophenyl)methyl]acetamide —— C13H14ClN5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(4-chlorophenyl)methyl]acetamide
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(1S)-1-cyano-1-cyclopropylethyl]acetamide —— C12H16N6O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[(1S)-1-cyano-1-cyclopropylethyl]acetamide
—— (2R)-2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-cyclopentylpropanamide —— C12H19N5O2S
(2R)-2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-cyclopentylpropanamide
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N,N-bis(2-methoxyethyl)acetamide —— C12H21N5O4S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N,N-bis(2-methoxyethyl)acetamide