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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,N-bis(2-cyanoethyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C12H14N4OS2
N,N-bis(2-cyanoethyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 4-amino-3-[(1S)-cyclohex-2-en-1-yl]sulfanyl-6-methyl-1,2,4-triazin-5-one —— C10H14N4OS
4-amino-3-[(1S)-cyclohex-2-en-1-yl]sulfanyl-6-methyl-1,2,4-triazin-5-one
—— 4-amino-3-[(1R)-cyclohex-2-en-1-yl]sulfanyl-6-methyl-1,2,4-triazin-5-one —— C10H14N4OS
4-amino-3-[(1R)-cyclohex-2-en-1-yl]sulfanyl-6-methyl-1,2,4-triazin-5-one
—— (2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C11H8BrN3OS
(2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C12H15N3OS2
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— Tert-butyl 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C14H15BrN2O3S
Tert-butyl 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— 2-Benzylsulfanyl-5-(2-bromophenyl)-1,3,4-oxadiazole —— C15H11BrN2OS
2-Benzylsulfanyl-5-(2-bromophenyl)-1,3,4-oxadiazole
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-cyano-1-cyclopropylethyl]acetamide —— C16H15BrN4O2S
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-cyano-1-cyclopropylethyl]acetamide
—— (2S)-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(1,3,5-trimethylpyrazol-4-yl)propanamide —— C19H23N5OS
(2S)-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(1,3,5-trimethylpyrazol-4-yl)propanamide
—— (2R)-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(1,3,5-trimethylpyrazol-4-yl)propanamide —— C19H23N5OS
(2R)-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(1,3,5-trimethylpyrazol-4-yl)propanamide
—— 1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethanone —— C20H19N3O2S2
1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethanone
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylacetamide —— C14H13BrN4O2S
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylacetamide
—— (2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(methylcarbamoyl)propanamide —— C13H13BrN4O3S
(2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(methylcarbamoyl)propanamide
—— N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C14H22N2OS2
N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-propan-2-ylacetamide —— C9H14N2OS2
2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-propan-2-ylacetamide
—— (2S)-N-(furan-2-ylmethyl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide —— C10H11N3O2S2
(2S)-N-(furan-2-ylmethyl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide
—— 1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone —— C17H13ClN4O2S2
1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone
—— (2R)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C7H10N2OS2
(2R)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— 2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C16H20N2OS2
2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— [(1S)-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium —— C13H17FN3OS+
[(1S)-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium
—— (2R)-N-[(2-cyclopentyloxypyridin-3-yl)methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C20H22N2O3S
(2R)-N-[(2-cyclopentyloxypyridin-3-yl)methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— (2S)-N-[(2-cyclopentyloxypyridin-3-yl)methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C20H22N2O3S
(2S)-N-[(2-cyclopentyloxypyridin-3-yl)methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— (2R)-N-[[4-(4-fluorophenyl)oxan-4-yl]methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C21H22FNO3S
(2R)-N-[[4-(4-fluorophenyl)oxan-4-yl]methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— (2S)-N-[[4-(4-fluorophenyl)oxan-4-yl]methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C21H22FNO3S
(2S)-N-[[4-(4-fluorophenyl)oxan-4-yl]methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— 1-[(9aS)-1,3,4,5,7,8,9,9a-octahydropyrrolo[1,2-a][1,4]diazepin-2-yl]-3-(2-bromophenyl)sulfanylpropan-1-one —— C17H23BrN2OS
1-[(9aS)-1,3,4,5,7,8,9,9a-octahydropyrrolo[1,2-a][1,4]diazepin-2-yl]-3-(2-bromophenyl)sulfanylpropan-1-one
—— 1-[(9aR)-1,3,4,5,7,8,9,9a-octahydropyrrolo[1,2-a][1,4]diazepin-2-yl]-3-(2-bromophenyl)sulfanylpropan-1-one —— C17H23BrN2OS
1-[(9aR)-1,3,4,5,7,8,9,9a-octahydropyrrolo[1,2-a][1,4]diazepin-2-yl]-3-(2-bromophenyl)sulfanylpropan-1-one
—— 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