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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
—— 2-Ethylsulfanyl-5-[(3-fluorophenyl)methyl]-3,6-dimethylpyrimidin-4-one —— C15H17FN2OS
2-Ethylsulfanyl-5-[(3-fluorophenyl)methyl]-3,6-dimethylpyrimidin-4-one
—— 2-[(3,4-difluorobenzyl)sulfanyl]-3,6-dimethyl-5-(2-methylbenzyl)-4(3H)-pyrimidinone —— C21H20F2N2OS
2-[(3,4-difluorobenzyl)sulfanyl]-3,6-dimethyl-5-(2-methylbenzyl)-4(3H)-pyrimidinone
—— [(1S,2R)-1-(5-benzylsulfanyl-1,3,4-oxadiazol-2-yl)-2-methylbutyl]azanium —— C14H20N3OS+
[(1S,2R)-1-(5-benzylsulfanyl-1,3,4-oxadiazol-2-yl)-2-methylbutyl]azanium
—— 2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide —— C21H24N4OS2
2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide
—— 3,3-Dimethyl-6-methylsulfanyl-8-morpholin-4-yl-1,4-dihydrothiopyrano[3,4-c]pyridin-7-ium-5-carbonitrile —— C16H22N3OS2+
3,3-Dimethyl-6-methylsulfanyl-8-morpholin-4-yl-1,4-dihydrothiopyrano[3,4-c]pyridin-7-ium-5-carbonitrile
—— [(6S)-4-[6-amino-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-yl]-1,4-oxazepan-6-yl]methanol —— C18H24N4O2S
[(6S)-4-[6-amino-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-yl]-1,4-oxazepan-6-yl]methanol
—— [(6R)-4-[6-amino-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-yl]-1,4-oxazepan-6-yl]methanol —— C18H24N4O2S
[(6R)-4-[6-amino-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-yl]-1,4-oxazepan-6-yl]methanol
—— 2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-(thiophen-2-ylmethyl)acetamide —— C16H17N3OS2
2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-(thiophen-2-ylmethyl)acetamide
—— 2-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-4,5,6-trimethylpyridine-3-carbonitrile —— C16H14ClFN2S
2-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-4,5,6-trimethylpyridine-3-carbonitrile
—— ethyl 5-[(2R)-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C21H25N3O3S
ethyl 5-[(2R)-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanylpropanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-4,5,6-trimethylpyridine-3-carbonitrile —— C17H17ClN2S
2-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-4,5,6-trimethylpyridine-3-carbonitrile
—— N-[(2S)-butan-2-yl]-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanylacetamide —— C15H21N3OS
N-[(2S)-butan-2-yl]-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanylacetamide
—— 2-[(4-Fluorophenyl)methylsulfanyl]-4,5,6-trimethylpyridine-3-carbonitrile —— C16H15FN2S
2-[(4-Fluorophenyl)methylsulfanyl]-4,5,6-trimethylpyridine-3-carbonitrile
—— N-(1-cyanocyclopentyl)-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanylacetamide —— C17H20N4OS
N-(1-cyanocyclopentyl)-2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanylacetamide
—— N-(2-benzylsulfanylethyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C14H17N3OS3
N-(2-benzylsulfanylethyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-(2-benzylsulfanylethyl)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H21N3O2S2
N-(2-benzylsulfanylethyl)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-(cyclohexen-1-yl)-N-(furan-2-ylmethyl)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C22H23N3O3S
N-(cyclohexen-1-yl)-N-(furan-2-ylmethyl)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[5-[2-(4,6-Diaminopyrimidin-2-yl)sulfanylacetyl]thiophen-2-yl]-1-morpholin-4-ylethanone —— C16H19N5O3S2
2-[5-[2-(4,6-Diaminopyrimidin-2-yl)sulfanylacetyl]thiophen-2-yl]-1-morpholin-4-ylethanone
—— N-(2-benzylsulfanylethyl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H22N4O2S2
N-(2-benzylsulfanylethyl)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(cyclohexen-1-yl)-N-(furan-2-ylmethyl)acetamide —— C19H21N5O2S2
2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(cyclohexen-1-yl)-N-(furan-2-ylmethyl)acetamide
—— N-(cyclohexen-1-yl)-N-(furan-2-ylmethyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C21H21N3O3S
N-(cyclohexen-1-yl)-N-(furan-2-ylmethyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— [2-(Cyclohexylamino)-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C18H28N4O3S2
[2-(Cyclohexylamino)-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [(2S)-1-amino-1-oxopropan-2-yl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C13H20N4O3S2
[(2S)-1-amino-1-oxopropan-2-yl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— (3,5-Dimethyl-1,2-oxazol-4-yl)methyl 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H22N4O3S2
(3,5-Dimethyl-1,2-oxazol-4-yl)methyl 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— 2-butylsulfanyl-4-N-[(3S)-oxolan-3-yl]pyrimidine-4,6-diamine —— C12H20N4OS
2-butylsulfanyl-4-N-[(3S)-oxolan-3-yl]pyrimidine-4,6-diamine
—— [(1R)-1-cyanoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C13H18N4O2S2
[(1R)-1-cyanoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— (2-Oxo-2-pyrrolidin-1-ylethyl) 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H24N4O3S2
(2-Oxo-2-pyrrolidin-1-ylethyl) 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-Oxo-2-(pentan-3-ylamino)ethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C17H28N4O3S2
[2-Oxo-2-(pentan-3-ylamino)ethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-[[(2S)-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C17H28N4O3S2
[2-[[(2S)-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [2-oxo-2-(1H-pyrrol-2-yl)ethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H20N4O3S2
[2-oxo-2-(1H-pyrrol-2-yl)ethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— 2-butylsulfanyl-4-N-[(3R)-oxolan-3-yl]pyrimidine-4,6-diamine —— C12H20N4OS
2-butylsulfanyl-4-N-[(3R)-oxolan-3-yl]pyrimidine-4,6-diamine
—— [2-[2-Cyanoethyl(methyl)amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H23N5O3S2
[2-[2-Cyanoethyl(methyl)amino]-2-oxoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [(1S)-1-cyanoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C13H18N4O2S2
[(1S)-1-cyanoethyl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— 2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide —— C14H24N4O2S2
2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide
—— 2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)acetamide —— C11H20N4O2S2
2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)acetamide
—— (3S)-1-[6-amino-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-yl]piperidin-3-ol —— C17H22N4OS
(3S)-1-[6-amino-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-yl]piperidin-3-ol
—— (3R)-1-[6-amino-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-yl]piperidin-3-ol —— C17H22N4OS
(3R)-1-[6-amino-2-[(2-methylphenyl)methylsulfanyl]pyrimidin-4-yl]piperidin-3-ol
—— N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-2-(2-fluorophenyl)sulfanylacetamide —— C22H20FNOS2
N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-2-(2-fluorophenyl)sulfanylacetamide
—— 2-(2-fluorophenyl)sulfanyl-N-[2-[[2-(2-fluorophenyl)sulfanylacetyl]amino]ethyl]acetamide —— C18H18F2N2O2S2
2-(2-fluorophenyl)sulfanyl-N-[2-[[2-(2-fluorophenyl)sulfanylacetyl]amino]ethyl]acetamide
—— 2-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]-N'-[(1E)-1-(4-methylphenyl)ethylidene]acetohydrazide —— C17H20N4OS
2-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]-N'-[(1E)-1-(4-methylphenyl)ethylidene]acetohydrazide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H21N3O4S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 1-(2-methylsulfanylpyrimidin-4-yl)-N-[(1S)-1-phenyl-2-pyrazol-1-ylethyl]piperidin-4-amine —— C21H26N6S
1-(2-methylsulfanylpyrimidin-4-yl)-N-[(1S)-1-phenyl-2-pyrazol-1-ylethyl]piperidin-4-amine
—— [(1S)-1-[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]ethyl]azanium —— C10H19N4O2S+
[(1S)-1-[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]ethyl]azanium
—— tert-butyl N-[(1S,2R)-2-methyl-1-(5-methylsulfanyl-1,3,4-oxadiazol-2-yl)butyl]carbamate —— C13H23N3O3S
tert-butyl N-[(1S,2R)-2-methyl-1-(5-methylsulfanyl-1,3,4-oxadiazol-2-yl)butyl]carbamate
—— N,N-diethyl-2-[5-[(3-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanylacetamide —— C19H24FN3O2S
N,N-diethyl-2-[5-[(3-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanylacetamide
—— tert-butyl N-[(1S,2R)-1-[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]-2-methylbutyl]carbamate —— C18H32N4O4S
tert-butyl N-[(1S,2R)-1-[5-[2-(diethylamino)-2-oxoethyl]sulfanyl-1,3,4-oxadiazol-2-yl]-2-methylbutyl]carbamate
—— 1-(2-methylsulfanylpyrimidin-4-yl)-N-[(1R)-1-phenyl-2-pyrazol-1-ylethyl]piperidin-4-amine —— C21H26N6S
1-(2-methylsulfanylpyrimidin-4-yl)-N-[(1R)-1-phenyl-2-pyrazol-1-ylethyl]piperidin-4-amine
—— (3S)-3-[[(6-amino-2-butylsulfanylpyrimidin-4-yl)amino]methyl]pyrrolidin-3-ol —— C13H23N5OS
(3S)-3-[[(6-amino-2-butylsulfanylpyrimidin-4-yl)amino]methyl]pyrrolidin-3-ol
—— (3R)-3-[[(6-amino-2-butylsulfanylpyrimidin-4-yl)amino]methyl]pyrrolidin-3-ol —— C13H23N5OS
(3R)-3-[[(6-amino-2-butylsulfanylpyrimidin-4-yl)amino]methyl]pyrrolidin-3-ol
—— 2-butylsulfanyl-6-[(3R)-3-(methoxymethyl)pyrrolidin-1-yl]pyrimidin-4-amine —— C14H24N4OS
2-butylsulfanyl-6-[(3R)-3-(methoxymethyl)pyrrolidin-1-yl]pyrimidin-4-amine