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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
—— 1-Methyl-3-(trifluoromethyl)-5-[[3-(trifluoromethyl)thiophen-2-yl]methylsulfanyl]pyrazole-4-carbaldehyde —— C12H8F6N2OS2
1-Methyl-3-(trifluoromethyl)-5-[[3-(trifluoromethyl)thiophen-2-yl]methylsulfanyl]pyrazole-4-carbaldehyde
—— 1,3,7-Trimethyl-5-(pyridin-3-ylmethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C15H15N5O2S
1,3,7-Trimethyl-5-(pyridin-3-ylmethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— 1,3-Dimethyl-7-phenyl-5-(pyridin-3-ylmethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione —— C20H17N5O2S
1,3-Dimethyl-7-phenyl-5-(pyridin-3-ylmethylsulfanyl)pyrimido[4,5-d]pyrimidine-2,4-dione
—— (2S)-N-ethyl-2-(4-hydroxyphenyl)sulfanyl-N-(2-methylprop-2-enyl)propanamide —— C15H21NO2S
(2S)-N-ethyl-2-(4-hydroxyphenyl)sulfanyl-N-(2-methylprop-2-enyl)propanamide
—— (2R)-2-(4-hydroxyphenyl)sulfanyl-3-methyl-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]butanamide —— C16H23NO4S2
(2R)-2-(4-hydroxyphenyl)sulfanyl-3-methyl-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]butanamide
—— (7S)-7-methyl-6-phenyl-3-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C15H12N4S2
(7S)-7-methyl-6-phenyl-3-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— (7R)-7-methyl-6-phenyl-3-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C15H12N4S2
(7R)-7-methyl-6-phenyl-3-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 5-methylsulfanyl-3-[[(5-methylthiophen-2-yl)methyl-propan-2-ylamino]methyl]-1,3,4-thiadiazole-2-thione —— C13H19N3S4
5-methylsulfanyl-3-[[(5-methylthiophen-2-yl)methyl-propan-2-ylamino]methyl]-1,3,4-thiadiazole-2-thione
—— 3-acetamidopropyl 3-(4-methylphenyl)sulfanylpropanoate —— C15H21NO3S
3-acetamidopropyl 3-(4-methylphenyl)sulfanylpropanoate
—— 2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[4-[(2S)-oxolane-2-carbonyl]piperazin-1-yl]ethanone —— C14H20N4O3S2
2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[4-[(2S)-oxolane-2-carbonyl]piperazin-1-yl]ethanone
—— 2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[4-[(2R)-oxolane-2-carbonyl]piperazin-1-yl]ethanone —— C14H20N4O3S2
2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[4-[(2R)-oxolane-2-carbonyl]piperazin-1-yl]ethanone
—— (2R)-N-[2-(4-chlorophenyl)sulfanylethyl]-N-(2-hydroxyethyl)oxolane-2-carboxamide —— C15H20ClNO3S
(2R)-N-[2-(4-chlorophenyl)sulfanylethyl]-N-(2-hydroxyethyl)oxolane-2-carboxamide
—— (2S)-N-[2-(4-chlorophenyl)sulfanylethyl]-N-(2-hydroxyethyl)oxolane-2-carboxamide —— C15H20ClNO3S
(2S)-N-[2-(4-chlorophenyl)sulfanylethyl]-N-(2-hydroxyethyl)oxolane-2-carboxamide
—— (2R)-1-(5-methyl-1H-pyrazol-3-yl)-N-[(2-propylsulfanylpyrimidin-5-yl)methyl]propan-2-amine —— C15H23N5S
(2R)-1-(5-methyl-1H-pyrazol-3-yl)-N-[(2-propylsulfanylpyrimidin-5-yl)methyl]propan-2-amine
—— N-[(2S)-butan-2-yl]-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]cyclopentanamine —— C17H26N4OS
N-[(2S)-butan-2-yl]-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]cyclopentanamine
—— 2-[(5-Benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-2,2-difluoroacetate —— C11H7F2N2O2S3-
2-[(5-Benzylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-2,2-difluoroacetate
—— (2S)-1-(5-methyl-1H-pyrazol-3-yl)-N-[(2-propylsulfanylpyrimidin-5-yl)methyl]propan-2-amine —— C15H23N5S
(2S)-1-(5-methyl-1H-pyrazol-3-yl)-N-[(2-propylsulfanylpyrimidin-5-yl)methyl]propan-2-amine
—— N-[(2R)-butan-2-yl]-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]cyclopentanamine —— C17H26N4OS
N-[(2R)-butan-2-yl]-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]cyclopentanamine
—— (2S)-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-N-(thiophen-3-ylmethyl)butan-2-amine —— C17H22N4OS2
(2S)-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-N-(thiophen-3-ylmethyl)butan-2-amine
—— N-[[5-[(2R)-oxolan-2-yl]-1,2,4-oxadiazol-3-yl]methyl]-1-(2-propylsulfanylpyrimidin-5-yl)methanamine —— C15H21N5O2S
N-[[5-[(2R)-oxolan-2-yl]-1,2,4-oxadiazol-3-yl]methyl]-1-(2-propylsulfanylpyrimidin-5-yl)methanamine
—— (2R)-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-N-(thiophen-3-ylmethyl)butan-2-amine —— C17H22N4OS2
(2R)-N-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-N-(thiophen-3-ylmethyl)butan-2-amine
—— 6-[(3R)-1-methylpiperidin-3-yl]-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]pyrimidin-4-amine —— C14H22N8S
6-[(3R)-1-methylpiperidin-3-yl]-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]pyrimidin-4-amine
—— N-[[5-[(2S)-oxolan-2-yl]-1,2,4-oxadiazol-3-yl]methyl]-1-(2-propylsulfanylpyrimidin-5-yl)methanamine —— C15H21N5O2S
N-[[5-[(2S)-oxolan-2-yl]-1,2,4-oxadiazol-3-yl]methyl]-1-(2-propylsulfanylpyrimidin-5-yl)methanamine
—— 6-[(3S)-1-methylpiperidin-3-yl]-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]pyrimidin-4-amine —— C14H22N8S
6-[(3S)-1-methylpiperidin-3-yl]-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]pyrimidin-4-amine
—— 5-methyl-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]-1H-pyrazole-4-carboxamide —— C14H17N3OS
5-methyl-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]-1H-pyrazole-4-carboxamide
—— (Z)-3-(4-bromophenyl)sulfanyl-4-hydroxypent-3-en-2-one —— C11H11BrO2S
(Z)-3-(4-bromophenyl)sulfanyl-4-hydroxypent-3-en-2-one
—— 7-(furan-2-yl)-5-(2-hydroxy-4-oxopent-2-en-3-yl)sulfanyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C17H16N4O5S
7-(furan-2-yl)-5-(2-hydroxy-4-oxopent-2-en-3-yl)sulfanyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-[3-Cyano-4-(dimethylamino)pyridin-1-ium-2-yl]sulfanylacetamide —— C10H13N4OS+
2-[3-Cyano-4-(dimethylamino)pyridin-1-ium-2-yl]sulfanylacetamide
—— N'-[(4-methylsulfanylphenyl)methoxy]pyridine-3-carboximidamide —— C14H15N3OS
N'-[(4-methylsulfanylphenyl)methoxy]pyridine-3-carboximidamide
—— ethyl (2R)-2-(1-propan-2-yltetrazol-5-yl)sulfanylpropanoate —— C9H16N4O2S
ethyl (2R)-2-(1-propan-2-yltetrazol-5-yl)sulfanylpropanoate
—— ethyl (2R)-2-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C12H15N3O2S2
ethyl (2R)-2-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— ethyl (2S)-2-[[5-[(4-fluorophenyl)methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C14H16FN3O2S2
ethyl (2S)-2-[[5-[(4-fluorophenyl)methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— ethyl (2R)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C11H13N3O2S2
ethyl (2R)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— ethyl (2R)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C15H19N3O3S
ethyl (2R)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— ethyl (2R)-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C9H15N3O2S2
ethyl (2R)-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— ethyl (2R)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C10H17N3O2S2
ethyl (2R)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— ethyl (2S)-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanoate —— C10H11F3N2O2S
ethyl (2S)-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanoate
—— ethyl (2S)-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C15H19N3O2S2
ethyl (2S)-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— (2S)-2-(3,4-dimethylphenyl)sulfanyl-3-methyl-N-(pyridin-3-ylmethyl)butanamide —— C19H24N2OS
(2S)-2-(3,4-dimethylphenyl)sulfanyl-3-methyl-N-(pyridin-3-ylmethyl)butanamide
—— ethyl (2S)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C10H15N3O2S2
ethyl (2S)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— ethyl (2R)-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C11H19N3O2S2
ethyl (2R)-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— 2-cyclopropyl-5-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole —— C17H18N4O2S
2-cyclopropyl-5-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole
—— 2-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-(2-pyrazol-1-ylethylsulfanyl)-1,3,4-oxadiazole —— C19H24N4OS2
2-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-(2-pyrazol-1-ylethylsulfanyl)-1,3,4-oxadiazole
—— (2S)-2-(4-fluorophenyl)sulfanyl-3-methyl-N-(pyridin-3-ylmethyl)butanamide —— C17H19FN2OS
(2S)-2-(4-fluorophenyl)sulfanyl-3-methyl-N-(pyridin-3-ylmethyl)butanamide
—— (2S)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-methyl-N-(pyridin-3-ylmethyl)butanamide —— C21H25N5OS
(2S)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-methyl-N-(pyridin-3-ylmethyl)butanamide
—— N-cyclopropyl-2-[(1R)-1-(2,6-difluorophenyl)ethyl]sulfanyl-5-nitropyrimidin-4-amine —— C15H14F2N4O2S
N-cyclopropyl-2-[(1R)-1-(2,6-difluorophenyl)ethyl]sulfanyl-5-nitropyrimidin-4-amine
—— 4-Hydroxy-3-(4-thiophen-2-ylpyrimidin-2-yl)sulfanylpent-3-en-2-one —— C13H12N2O2S2
4-Hydroxy-3-(4-thiophen-2-ylpyrimidin-2-yl)sulfanylpent-3-en-2-one
—— 2-(2-Pyridin-2-ylsulfanylethanimidoyl)propanedinitrile —— C10H8N4S
2-(2-Pyridin-2-ylsulfanylethanimidoyl)propanedinitrile
—— 2-[(5-methoxy-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate —— C7H7N2O4S-
2-[(5-methoxy-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate
—— (1S)-1-[(2R)-1-[2-(4-fluorophenyl)sulfanylethyl]piperidin-2-yl]ethanamine —— C15H23FN2S
(1S)-1-[(2R)-1-[2-(4-fluorophenyl)sulfanylethyl]piperidin-2-yl]ethanamine