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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-[[5-[2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetyl]thiophen-2-yl]methyl]-2,2-dimethylpropanamide —— C16H20N4O3S2
N-[[5-[2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetyl]thiophen-2-yl]methyl]-2,2-dimethylpropanamide
—— 2-[[2-(4-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one —— C18H20N4OS2
2-[[2-(4-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-4-propyl-1H-pyrimidin-6-one
—— 2-[(6-methyl-5-oxo-4H-1,2,4-triazin-3-yl)sulfanyl]-N,N-bis(2-methylpropyl)acetamide —— C14H24N4O2S
2-[(6-methyl-5-oxo-4H-1,2,4-triazin-3-yl)sulfanyl]-N,N-bis(2-methylpropyl)acetamide
—— 3-[[5-(5-methyl-3-phenyl-1,2-oxazol-4-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one —— C18H18N6O3S
3-[[5-(5-methyl-3-phenyl-1,2-oxazol-4-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one
—— [2-Oxo-2-(2,2,2-trifluoroethylamino)ethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C14H16F3NO3S
[2-Oxo-2-(2,2,2-trifluoroethylamino)ethyl] 3-(4-methylphenyl)sulfanylpropanoate
—— N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-phenylsulfanylpyridine-3-carboxamide —— C21H20N2OS2
N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-phenylsulfanylpyridine-3-carboxamide
—— (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpropanamide —— C18H23N3O4S2
(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpropanamide
—— (2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylpropanamide —— C16H21N3O2S
(2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylpropanamide
—— [2-Oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C17H21N3O3S
[2-Oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— (2R)-1-(azepan-1-yl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C19H25N3O2S
(2R)-1-(azepan-1-yl)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C19H25N3O4S2
(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— 2-(2-cyanophenyl)sulfanyl-N-[[(2R)-1-ethylpyrrolidin-1-ium-2-yl]methyl]benzamide —— C21H24N3OS+
2-(2-cyanophenyl)sulfanyl-N-[[(2R)-1-ethylpyrrolidin-1-ium-2-yl]methyl]benzamide
—— 4-benzyl-3-(furan-2-yl)-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazole —— C21H19N3OS
4-benzyl-3-(furan-2-yl)-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazole
—— 2-(2-cyanophenyl)sulfanyl-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]benzamide —— C24H20N2OS
2-(2-cyanophenyl)sulfanyl-N-[(1R)-1,2,3,4-tetrahydronaphthalen-1-yl]benzamide
—— (2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide —— C19H27N3O2S
(2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide
—— 2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-1-methoxypropan-2-yl]acetamide —— C12H15N3O4S
2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-1-methoxypropan-2-yl]acetamide
—— [(1R)-1-[4-benzyl-5-[(2S)-2-cyanopropyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C18H26N5S+
[(1R)-1-[4-benzyl-5-[(2S)-2-cyanopropyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— methyl N-[(2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]carbamate —— C15H17N3O4S
methyl N-[(2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]carbamate
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C20H20ClN3O2S
(2R)-N-[(2-chlorophenyl)methyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— [(3R)-1,1-dioxothiolan-3-yl] 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C16H18N2O5S2
[(3R)-1,1-dioxothiolan-3-yl] 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— 2-(2-cyanophenyl)sulfanyl-N-(2,3-dihydro-1H-inden-5-yl)benzamide —— C23H18N2OS
2-(2-cyanophenyl)sulfanyl-N-(2,3-dihydro-1H-inden-5-yl)benzamide
—— 2-Thiophen-3-yl-4-[(4,5,6-trimethylpyrimidin-2-yl)sulfanylmethyl]-1,3-thiazole —— C15H15N3S3
2-Thiophen-3-yl-4-[(4,5,6-trimethylpyrimidin-2-yl)sulfanylmethyl]-1,3-thiazole
—— 2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone —— C14H16ClF3N2O2S
2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-heptan-2-yl]acetamide —— C17H24N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-heptan-2-yl]acetamide
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one —— C19H22N4O3S
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propan-1-one
—— 3-[2-[[5-(2-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C13H10BrN3O4S
3-[2-[[5-(2-Bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— 2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-cyanoethyl)acetamide —— C11H17N5O2S
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-cyanoethyl)acetamide
—— 4-[(2,5-dimethylphenyl)sulfanylmethyl]-N-(4-methylphenyl)-1,3-thiazol-2-amine —— C19H20N2S2
4-[(2,5-dimethylphenyl)sulfanylmethyl]-N-(4-methylphenyl)-1,3-thiazol-2-amine
—— 4-ethyl-3-(1,3-thiazol-4-ylmethylsulfanyl)-1H-1,2,4-triazol-5-one —— C8H10N4OS2
4-ethyl-3-(1,3-thiazol-4-ylmethylsulfanyl)-1H-1,2,4-triazol-5-one
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-cyclopropylethyl]acetamide —— C15H18N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-cyclopropylethyl]acetamide
—— 2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C22H30N4OS
2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone —— C21H20N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-ethylphenyl)methyl]-N-methylacetamide —— C20H22N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-ethylphenyl)methyl]-N-methylacetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-6-methylheptan-2-yl]acetamide —— C18H26N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-6-methylheptan-2-yl]acetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-cyanoethyl)-N-(furan-2-ylmethyl)acetamide —— C18H17N5O2S2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-cyanoethyl)-N-(furan-2-ylmethyl)acetamide
—— N-phenyl-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C18H14N4OS2
N-phenyl-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine —— C18H15N5OS2
5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-heptan-2-yl]acetamide —— C17H24N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-heptan-2-yl]acetamide
—— 4-[[4-Methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-thiophen-3-yl-1,3-thiazole —— C16H14N4OS3
4-[[4-Methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-2-thiophen-3-yl-1,3-thiazole
—— 2-[[5-(4-Fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-5-(4-methylphenyl)-1,3,4-oxadiazole —— C20H16FN3O2S
2-[[5-(4-Fluorophenyl)-4-methyl-1,2-oxazol-3-yl]methylsulfanyl]-5-(4-methylphenyl)-1,3,4-oxadiazole
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]propan-1-one —— C21H24N4O2S
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]propan-1-one
—— 3-(Furan-2-yl)-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-4-amine —— C14H11N5O2S2
3-(Furan-2-yl)-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-4-amine
—— 3-(2-Methylphenyl)-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazole-2-thione —— C17H13N3OS4
3-(2-Methylphenyl)-5-[(5-thiophen-2-yl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazole-2-thione
—— N-(6-amino-1-butyl-2,4-dioxopyrimidin-5-yl)-2-(3,4-dimethylphenyl)sulfanyl-N-ethylacetamide —— C20H28N4O3S
N-(6-amino-1-butyl-2,4-dioxopyrimidin-5-yl)-2-(3,4-dimethylphenyl)sulfanyl-N-ethylacetamide
—— 2-(3,4-dimethylphenyl)sulfanyl-N-[(1S)-1-(furan-2-yl)ethyl]acetamide —— C16H19NO2S
2-(3,4-dimethylphenyl)sulfanyl-N-[(1S)-1-(furan-2-yl)ethyl]acetamide
—— 3-[2-[(5-Pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C12H10N4O4S
3-[2-[(5-Pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— (2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one —— C19H19N3O2S3
(2R)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propan-1-one
—— 3-[2-[(4-Phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C13H11N3O3S3
3-[2-[(4-Phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— 3-[2-[[5-(2-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one —— C13H10FN3O4S
3-[2-[[5-(2-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1,3-oxazolidin-2-one
—— (2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C19H18FN3O3S
(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one