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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
—— 3-[4-(furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-N-[(2S)-1-methoxypropan-2-yl]propanamide —— C16H18F3N3O3S
3-[4-(furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl-N-[(2S)-1-methoxypropan-2-yl]propanamide
—— 4-Benzylsulfanyl-2,6-dimethylpyridine-3-carbonitrile —— C15H14N2S
4-Benzylsulfanyl-2,6-dimethylpyridine-3-carbonitrile
—— N-[(2S)-butan-2-yl]-3-[4-(furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide —— C16H18F3N3O2S
N-[(2S)-butan-2-yl]-3-[4-(furan-2-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanamide
—— (3E,5E)-1-methyl-3,5-bis[(4-methylsulfanylphenyl)methylidene]piperidin-1-ium-4-one —— C22H24NOS2+
(3E,5E)-1-methyl-3,5-bis[(4-methylsulfanylphenyl)methylidene]piperidin-1-ium-4-one
—— 2-Ethylsulfanyl-9-oxo-4-thiophen-2-ylindeno[2,1-b]pyridine-3-carbonitrile —— C19H12N2OS2
2-Ethylsulfanyl-9-oxo-4-thiophen-2-ylindeno[2,1-b]pyridine-3-carbonitrile
—— 2-Benzylsulfanyl-9-oxo-4-thiophen-2-ylindeno[2,1-b]pyridine-3-carbonitrile —— C24H14N2OS2
2-Benzylsulfanyl-9-oxo-4-thiophen-2-ylindeno[2,1-b]pyridine-3-carbonitrile
—— 2-(3-Cyano-9-oxo-4-thiophen-2-ylindeno[2,1-b]pyridin-2-yl)sulfanylacetamide —— C19H11N3O2S2
2-(3-Cyano-9-oxo-4-thiophen-2-ylindeno[2,1-b]pyridin-2-yl)sulfanylacetamide
—— 4-[(2S,5S)-5-[(4,6-dimethylpyrimidin-2-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline —— C18H25N4OS+
4-[(2S,5S)-5-[(4,6-dimethylpyrimidin-2-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline
—— (2R)-2-[(4-methoxy-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1R)-1-phenylethyl]butanamide —— C17H21N3O3S
(2R)-2-[(4-methoxy-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1R)-1-phenylethyl]butanamide
—— (2S)-2-[(4-methoxy-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1R)-1-phenylethyl]butanamide —— C17H21N3O3S
(2S)-2-[(4-methoxy-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(1R)-1-phenylethyl]butanamide
—— 2-(2-piperidin-1-ium-1-ylethylsulfanyl)-4-(trifluoromethyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carbonitrile —— C19H25F3N3S+
2-(2-piperidin-1-ium-1-ylethylsulfanyl)-4-(trifluoromethyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carbonitrile
—— 3-pentyl-6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C16H20N4S
3-pentyl-6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 2-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(2-methylphenyl)methyl]pyrimidin-4-one —— C21H20ClFN2OS
2-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-3,6-dimethyl-5-[(2-methylphenyl)methyl]pyrimidin-4-one
—— 2-Amino-4-methyl-6-methylsulfanylpyridin-1-ium-3,5-dicarbonitrile —— C9H9N4S+
2-Amino-4-methyl-6-methylsulfanylpyridin-1-ium-3,5-dicarbonitrile
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)acetamide —— C14H16FN3O2S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)acetamide
—— 3-[[2-(4-Methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-thiophen-2-yl-1,2,4-triazol-4-amine —— C17H15N5S3
3-[[2-(4-Methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-thiophen-2-yl-1,2,4-triazol-4-amine
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-methylbutyl)acetamide —— C15H18FN3O2S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-methylbutyl)acetamide
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone —— C14H10FN3O2S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone
—— 2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]ethanone —— C19H20FN3O3S
2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]ethanone
—— (2S)-N-cyclopropyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C14H14FN3O2S
(2S)-N-cyclopropyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-3-methylbutan-2-yl]acetamide —— C15H18FN3O2S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-3-methylbutan-2-yl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H14FN3O4S2
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H15FN4O2S
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-cyclopropyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C14H14FN3O2S
(2R)-N-cyclopropyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopentylpropanamide —— C14H19N5OS2
(2R)-2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopentylpropanamide
—— (2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H22FN3O2S
(2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(1,2,5-trimethylpyrrol-3-yl)ethanone —— C17H16FN3O2S
2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(1,2,5-trimethylpyrrol-3-yl)ethanone
—— 2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)acetamide —— C16H17N5OS2
2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)acetamide
—— 2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide —— C16H16ClN5OS2
2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide
—— 2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-chlorophenyl)ethyl]acetamide —— C16H16ClN5OS2
2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-chlorophenyl)ethyl]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H14FN3O4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-benzylpropanamide —— C16H17N5OS2
(2S)-2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-benzylpropanamide
—— 2-Amino-6-(2-cyanoethylsulfanyl)-4-cyclohexylpyridin-1-ium-3,5-dicarbonitrile —— C16H18N5S+
2-Amino-6-(2-cyanoethylsulfanyl)-4-cyclohexylpyridin-1-ium-3,5-dicarbonitrile
—— propyl (2R)-2-(4-chlorophenyl)sulfanylpropanoate —— C12H15ClO2S
propyl (2R)-2-(4-chlorophenyl)sulfanylpropanoate
—— 5-[(3-Fluorophenyl)methyl]-3,6-dimethyl-2-[(3-methylphenyl)methylsulfanyl]pyrimidin-4-one —— C21H21FN2OS
5-[(3-Fluorophenyl)methyl]-3,6-dimethyl-2-[(3-methylphenyl)methylsulfanyl]pyrimidin-4-one
—— (3S)-3-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)butan-2-one —— C13H16O3S
(3S)-3-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)butan-2-one
—— propyl (2S)-2-(4-chlorophenyl)sulfanylpropanoate —— C12H15ClO2S
propyl (2S)-2-(4-chlorophenyl)sulfanylpropanoate
—— (2S)-2-(3-cyano-6-ethyl-5-methylpyridin-2-yl)sulfanylpropanoic acid —— C12H14N2O2S
(2S)-2-(3-cyano-6-ethyl-5-methylpyridin-2-yl)sulfanylpropanoic acid
—— (2R)-2-(3-cyano-6-ethyl-5-methylpyridin-2-yl)sulfanylpropanoic acid —— C12H14N2O2S
(2R)-2-(3-cyano-6-ethyl-5-methylpyridin-2-yl)sulfanylpropanoic acid
—— [(2S)-3,3,3-trifluoro-2-[(2R)-1,1,1-trifluoro-3-phenylpropan-2-yl]sulfanylpropyl]benzene —— C18H16F6S
[(2S)-3,3,3-trifluoro-2-[(2R)-1,1,1-trifluoro-3-phenylpropan-2-yl]sulfanylpropyl]benzene
—— [(2S)-3,3,3-trifluoro-2-[(2S)-1,1,1-trifluoro-3-phenylpropan-2-yl]sulfanylpropyl]benzene —— C18H16F6S
[(2S)-3,3,3-trifluoro-2-[(2S)-1,1,1-trifluoro-3-phenylpropan-2-yl]sulfanylpropyl]benzene
—— 2-[(2S)-4-ethyl-2,5-dimethoxy-3H-thiophen-2-yl]ethanamine —— C10H19NO2S
2-[(2S)-4-ethyl-2,5-dimethoxy-3H-thiophen-2-yl]ethanamine
—— [(2R)-3,3,3-trifluoro-2-[(2R)-1,1,1-trifluoro-3-phenylpropan-2-yl]sulfanylpropyl]benzene —— C18H16F6S
[(2R)-3,3,3-trifluoro-2-[(2R)-1,1,1-trifluoro-3-phenylpropan-2-yl]sulfanylpropyl]benzene
—— 2-[(2R)-4-ethyl-2,5-dimethoxy-3H-thiophen-2-yl]ethanamine —— C10H19NO2S
2-[(2R)-4-ethyl-2,5-dimethoxy-3H-thiophen-2-yl]ethanamine
—— (2R)-2,5-diamino-3,4-dihydro-2H-[1,3]thiazolo[4,5-d]pyrimidin-7-one —— C5H7N5OS
(2R)-2,5-diamino-3,4-dihydro-2H-[1,3]thiazolo[4,5-d]pyrimidin-7-one
—— (2S)-2,5-diamino-3,4-dihydro-2H-[1,3]thiazolo[4,5-d]pyrimidin-7-one —— C5H7N5OS
(2S)-2,5-diamino-3,4-dihydro-2H-[1,3]thiazolo[4,5-d]pyrimidin-7-one
—— 2-[(3,4-Dimethylphenyl)methylsulfanyl]-3,6-dimethyl-5-[(2-methylphenyl)methyl]pyrimidin-4-one —— C23H26N2OS
2-[(3,4-Dimethylphenyl)methylsulfanyl]-3,6-dimethyl-5-[(2-methylphenyl)methyl]pyrimidin-4-one
—— tert-butyl N-[(3S)-1-[(3-methylsulfanylpyrazin-2-yl)methyl]piperidin-3-yl]carbamate —— C16H26N4O2S
tert-butyl N-[(3S)-1-[(3-methylsulfanylpyrazin-2-yl)methyl]piperidin-3-yl]carbamate
—— N-(4-methylbenzyl)-2-[(3-methyl-4-oxo-4H-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-yl)sulfanyl]acetamide —— C15H15N5O2S2
N-(4-methylbenzyl)-2-[(3-methyl-4-oxo-4H-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-yl)sulfanyl]acetamide
—— tert-butyl N-[[(3S)-1-(6-chloro-2-methylsulfanylpyrimidin-4-yl)pyrrolidin-3-yl]methyl]carbamate —— C15H23ClN4O2S
tert-butyl N-[[(3S)-1-(6-chloro-2-methylsulfanylpyrimidin-4-yl)pyrrolidin-3-yl]methyl]carbamate