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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-(4,6-Dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-(thiophen-2-ylmethyl)piperazin-4-ium-1-yl]propan-1-one —— C19H27N4OS2+
3-(4,6-Dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-(thiophen-2-ylmethyl)piperazin-4-ium-1-yl]propan-1-one
—— N-(2-benzylsulfanylethyl)-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C19H25N3OS2
N-(2-benzylsulfanylethyl)-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— 1-(4-fluorophenyl)-3-[[(2S)-2-phenylsulfanylpropanoyl]amino]thiourea —— C16H16FN3OS2
1-(4-fluorophenyl)-3-[[(2S)-2-phenylsulfanylpropanoyl]amino]thiourea
—— 1-(4-fluorophenyl)-3-[[(2R)-2-phenylsulfanylpropanoyl]amino]thiourea —— C16H16FN3OS2
1-(4-fluorophenyl)-3-[[(2R)-2-phenylsulfanylpropanoyl]amino]thiourea
—— 1-(4-chlorophenyl)-3-[[(2R)-2-phenylsulfanylpropanoyl]amino]thiourea —— C16H16ClN3OS2
1-(4-chlorophenyl)-3-[[(2R)-2-phenylsulfanylpropanoyl]amino]thiourea
—— 1-(4-Fluorophenyl)-3-[(2-phenylsulfanylacetyl)amino]thiourea —— C15H14FN3OS2
1-(4-Fluorophenyl)-3-[(2-phenylsulfanylacetyl)amino]thiourea
—— 1-(2-Fluorophenyl)-3-(3-phenylsulfanylpropanoylamino)thiourea —— C16H16FN3OS2
1-(2-Fluorophenyl)-3-(3-phenylsulfanylpropanoylamino)thiourea
—— (3R,5R)-5-methyl-3-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)oxolan-2-one —— C12H17N3O2S
(3R,5R)-5-methyl-3-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)oxolan-2-one
—— 1-(2-fluorophenyl)-3-[[(2S)-2-phenylsulfanylpropanoyl]amino]thiourea —— C16H16FN3OS2
1-(2-fluorophenyl)-3-[[(2S)-2-phenylsulfanylpropanoyl]amino]thiourea
—— 1-[[2-(2,5-Dimethylphenyl)sulfanylacetyl]amino]-3-(2-fluorophenyl)thiourea —— C17H18FN3OS2
1-[[2-(2,5-Dimethylphenyl)sulfanylacetyl]amino]-3-(2-fluorophenyl)thiourea
—— 1-(2-fluorophenyl)-3-[[(2R)-2-phenylsulfanylpropanoyl]amino]thiourea —— C16H16FN3OS2
1-(2-fluorophenyl)-3-[[(2R)-2-phenylsulfanylpropanoyl]amino]thiourea
—— 2-[(1R)-1-(1-cyclopropyltetrazol-5-yl)sulfanylethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole —— C15H16N6OS
2-[(1R)-1-(1-cyclopropyltetrazol-5-yl)sulfanylethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole
—— N-(1,3-benzodioxol-5-ylmethyl)-N-methyl-2-phenylsulfanylpyridine-3-carboxamide —— C21H18N2O3S
N-(1,3-benzodioxol-5-ylmethyl)-N-methyl-2-phenylsulfanylpyridine-3-carboxamide
—— 4-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-2-thiophen-2-yl-1,3-thiazole —— C14H15N5S3
4-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-2-thiophen-2-yl-1,3-thiazole
—— (2S)-2-(2,4-dimethylphenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]propanamide —— C16H23NO2S
(2S)-2-(2,4-dimethylphenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]propanamide
—— 5-Methyl-1-pyrimidin-2-ylsulfanyl-[1,2,4]triazolo[4,3-a]quinoline —— C15H11N5S
5-Methyl-1-pyrimidin-2-ylsulfanyl-[1,2,4]triazolo[4,3-a]quinoline
—— 2-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazole —— C15H18N6O2S
2-[(1-Cyclopentyltetrazol-5-yl)sulfanylmethyl]-5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazole
—— (2R)-2-(2,4-dimethylphenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]propanamide —— C16H23NO2S
(2R)-2-(2,4-dimethylphenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]propanamide
—— (3S,5R)-5-methyl-3-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)oxolan-2-one —— C12H17N3O2S
(3S,5R)-5-methyl-3-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)oxolan-2-one
—— 3-[2-(4-Chlorophenyl)sulfanylethylsulfanyl]-4-ethyl-5-(furan-2-yl)-1,2,4-triazole —— C16H16ClN3OS2
3-[2-(4-Chlorophenyl)sulfanylethylsulfanyl]-4-ethyl-5-(furan-2-yl)-1,2,4-triazole
—— N-(cyclohexen-1-yl)-N-cyclopropyl-2-[[5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H26N4O2S
N-(cyclohexen-1-yl)-N-cyclopropyl-2-[[5-(pyrrolidin-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-3-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-methylpropanenitrile —— C12H14N4OS
(2R)-3-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-methylpropanenitrile
—— (2S)-3-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-methylpropanenitrile —— C12H14N4OS
(2S)-3-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-methylpropanenitrile
—— N-[(2-bromophenyl)methyl]-2-(1-cyclopropyltetrazol-5-yl)sulfanyl-N-methylacetamide —— C14H16BrN5OS
N-[(2-bromophenyl)methyl]-2-(1-cyclopropyltetrazol-5-yl)sulfanyl-N-methylacetamide
—— 2-(1-Cyclopropyltetrazol-5-yl)sulfanyl-1-[2,5-dimethyl-1-(2-phenylethyl)pyrrol-3-yl]ethanone —— C20H23N5OS
2-(1-Cyclopropyltetrazol-5-yl)sulfanyl-1-[2,5-dimethyl-1-(2-phenylethyl)pyrrol-3-yl]ethanone
—— 2-(1-cyclopropyltetrazol-5-yl)sulfanyl-1-[2,5-dimethyl-1-[(1R)-1-phenylethyl]pyrrol-3-yl]ethanone —— C20H23N5OS
2-(1-cyclopropyltetrazol-5-yl)sulfanyl-1-[2,5-dimethyl-1-[(1R)-1-phenylethyl]pyrrol-3-yl]ethanone
—— 3-[(1-Cyclopropyltetrazol-5-yl)sulfanylmethyl]-5-phenyl-1,2-oxazole —— C14H13N5OS
3-[(1-Cyclopropyltetrazol-5-yl)sulfanylmethyl]-5-phenyl-1,2-oxazole
—— 2-[(1-Cyclopropyltetrazol-5-yl)sulfanylmethyl]-1,3-benzoxazole —— C12H11N5OS
2-[(1-Cyclopropyltetrazol-5-yl)sulfanylmethyl]-1,3-benzoxazole
—— 2-[[5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C14H19N4O2S2+
2-[[5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]acetamide —— C18H22N2O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]acetamide
—— 1-(Azepan-1-yl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C15H19N3O3S
1-(Azepan-1-yl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-(Pyrrolidin-1-ylmethyl)-5-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole —— C14H15N5O2S2
2-(Pyrrolidin-1-ylmethyl)-5-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole
—— (9aS)-3-(2-cyclohexylethyl)-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine —— C16H24N4S
(9aS)-3-(2-cyclohexylethyl)-7,8,9,9a-tetrahydro-6H-[1,2,4]triazolo[4,3-b][4,1,2]benzothiadiazine
—— 6-Ethyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-amine —— C7H11N3S
6-Ethyl-2,3-dihydroimidazo[2,1-b][1,3]thiazol-5-amine
—— 1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone —— C19H23N5O2S2
1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone
—— 2,3-Dihydrothieno[2,3-b]thiophene-5-carbaldehyde —— C7H6OS2
2,3-Dihydrothieno[2,3-b]thiophene-5-carbaldehyde
—— [2-(Furan-2-ylmethylamino)-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate —— C17H19NO4S
[2-(Furan-2-ylmethylamino)-2-oxoethyl] 3-(4-methylphenyl)sulfanylpropanoate
—— 1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone —— C17H16N4O3S2
1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone
—— 7-(1-Cyclopentyltetrazol-5-yl)sulfanyl-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine —— C12H14N8S
7-(1-Cyclopentyltetrazol-5-yl)sulfanyl-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine
—— 5-(3,4-Dimethoxyphenyl)-4-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methylthieno[2,3-d]pyrimidine —— C19H19N5O2S2
5-(3,4-Dimethoxyphenyl)-4-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-2-methylthieno[2,3-d]pyrimidine
—— (2R)-2-(4-bromophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide —— C14H18BrNO3S2
(2R)-2-(4-bromophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide
—— (2S)-2-(4-bromophenyl)sulfanyl-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]propanamide —— C14H15BrN2O3S2
(2S)-2-(4-bromophenyl)sulfanyl-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]propanamide
—— N'-[2-(4-bromophenyl)sulfanylacetyl]-2-(4-methyl-1,3-thiazol-2-yl)acetohydrazide —— C14H14BrN3O2S2
N'-[2-(4-bromophenyl)sulfanylacetyl]-2-(4-methyl-1,3-thiazol-2-yl)acetohydrazide
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-[(1S)-1-phenylethyl]acetamide —— C21H23N3O2S
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-[(1S)-1-phenylethyl]acetamide
—— N-(2-phenylethyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C18H17N3OS3
N-(2-phenylethyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-(2-adamantyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C14H20N4OS
N-(2-adamantyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— (2R)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]propanamide —— C20H24N4O2S
(2R)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]propanamide
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-[(1R)-1-phenylethyl]acetamide —— C21H23N3O2S
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-[(1R)-1-phenylethyl]acetamide
—— (2S)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide —— C20H24N4O2S
(2S)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide
—— [(2S)-1-oxo-1-(propan-2-ylamino)propan-2-yl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H26N4O3S2
[(2S)-1-oxo-1-(propan-2-ylamino)propan-2-yl] 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate