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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-[(3,5-Difluorophenyl)methylsulfanyl]-6-ethyl-3-methyl-5-[(3-methylphenyl)methyl]pyrimidin-4-one —— C22H22F2N2OS
2-[(3,5-Difluorophenyl)methylsulfanyl]-6-ethyl-3-methyl-5-[(3-methylphenyl)methyl]pyrimidin-4-one
—— N'-[2-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylacetyl]cyclobutanecarbohydrazide —— C13H20N6O3S
N'-[2-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylacetyl]cyclobutanecarbohydrazide
—— (3R)-3-(4-fluorophenyl)sulfanyl-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one —— C12H11F4NOS
(3R)-3-(4-fluorophenyl)sulfanyl-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one
—— 2-[[(2R)-oxan-2-yl]methylsulfanyl]-1-propan-2-ylpyrimidin-4-one —— C13H20N2O2S
2-[[(2R)-oxan-2-yl]methylsulfanyl]-1-propan-2-ylpyrimidin-4-one
—— 2-[[(2S)-oxan-2-yl]methylsulfanyl]-1-propan-2-ylpyrimidin-4-one —— C13H20N2O2S
2-[[(2S)-oxan-2-yl]methylsulfanyl]-1-propan-2-ylpyrimidin-4-one
—— (3S)-3-(4-fluorophenyl)sulfanyl-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one —— C12H11F4NOS
(3S)-3-(4-fluorophenyl)sulfanyl-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one
—— N'-[2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylacetyl]cyclobutanecarbohydrazide —— C13H20N6O3S
N'-[2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylacetyl]cyclobutanecarbohydrazide
—— 2-[(2S)-oxolan-2-yl]-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]acetamide —— C14H15N3O2S2
2-[(2S)-oxolan-2-yl]-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]acetamide
—— N,N-diethyl-2-(1,4,5-trimethyl-6-oxopyrimidin-2-yl)sulfanylacetamide —— C13H21N3O2S
N,N-diethyl-2-(1,4,5-trimethyl-6-oxopyrimidin-2-yl)sulfanylacetamide
—— 2-[5-benzyl-4-(methoxymethyl)-1-methyl-6-oxopyrimidin-2-yl]sulfanyl-N-[(2S)-3-methylbutan-2-yl]acetamide —— C21H29N3O3S
2-[5-benzyl-4-(methoxymethyl)-1-methyl-6-oxopyrimidin-2-yl]sulfanyl-N-[(2S)-3-methylbutan-2-yl]acetamide
—— methyl (3S)-3-(4-methylsulfanylphenyl)-3-(pyridin-3-ylcarbamoylamino)propanoate —— C17H19N3O3S
methyl (3S)-3-(4-methylsulfanylphenyl)-3-(pyridin-3-ylcarbamoylamino)propanoate
—— 2-[(2,6-Difluorophenyl)methylsulfanyl]-6-ethyl-3-methyl-5-[(3-methylphenyl)methyl]pyrimidin-4-one —— C22H22F2N2OS
2-[(2,6-Difluorophenyl)methylsulfanyl]-6-ethyl-3-methyl-5-[(3-methylphenyl)methyl]pyrimidin-4-one
—— 2-[(2R)-oxolan-2-yl]-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]acetamide —— C14H15N3O2S2
2-[(2R)-oxolan-2-yl]-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]acetamide
—— 2-[5-benzyl-4-(methoxymethyl)-1-methyl-6-oxopyrimidin-2-yl]sulfanyl-N-[(2R)-3-methylbutan-2-yl]acetamide —— C21H29N3O3S
2-[5-benzyl-4-(methoxymethyl)-1-methyl-6-oxopyrimidin-2-yl]sulfanyl-N-[(2R)-3-methylbutan-2-yl]acetamide
—— methyl (3R)-3-(4-methylsulfanylphenyl)-3-(pyridin-3-ylcarbamoylamino)propanoate —— C17H19N3O3S
methyl (3R)-3-(4-methylsulfanylphenyl)-3-(pyridin-3-ylcarbamoylamino)propanoate
—— (2R)-2-(3-methylbutoxy)-N-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]propanamide —— C17H24N4O2S
(2R)-2-(3-methylbutoxy)-N-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]phenyl]propanamide
—— 3-chloro-2-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]pyridine —— C10H12ClNO2S
3-chloro-2-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]pyridine
—— 3-chloro-2-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]pyridine —— C10H12ClNO2S
3-chloro-2-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]pyridine
—— Methyl 2-(1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanylacetate —— C9H12N2O3S
Methyl 2-(1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanylacetate
—— 3-[[(1S)-1-cyclopropylethyl]-[(5-methylsulfanyl-2-sulfanylidene-1,3,4-thiadiazol-3-yl)methyl]amino]propanenitrile —— C12H18N4S3
3-[[(1S)-1-cyclopropylethyl]-[(5-methylsulfanyl-2-sulfanylidene-1,3,4-thiadiazol-3-yl)methyl]amino]propanenitrile
—— N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C15H26N6OS
N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— [(1S)-1-[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-oxadiazol-2-yl]-3-methylbutyl]azanium —— C9H17N4O2S+
[(1S)-1-[5-(2-amino-2-oxoethyl)sulfanyl-1,3,4-oxadiazol-2-yl]-3-methylbutyl]azanium
—— 3-[[(1R)-1-cyclopropylethyl]-[(5-methylsulfanyl-2-sulfanylidene-1,3,4-thiadiazol-3-yl)methyl]amino]propanenitrile —— C12H18N4S3
3-[[(1R)-1-cyclopropylethyl]-[(5-methylsulfanyl-2-sulfanylidene-1,3,4-thiadiazol-3-yl)methyl]amino]propanenitrile
—— [(1S,2R)-2-methyl-1-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]butyl]azanium —— C15H22N3OS+
[(1S,2R)-2-methyl-1-[5-[(4-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]butyl]azanium
—— methyl (3S)-3-(cyclopropylcarbamoylamino)-3-(4-methylsulfanylphenyl)propanoate —— C15H20N2O3S
methyl (3S)-3-(cyclopropylcarbamoylamino)-3-(4-methylsulfanylphenyl)propanoate
—— methyl (3R)-3-(cyclopropylcarbamoylamino)-3-(4-methylsulfanylphenyl)propanoate —— C15H20N2O3S
methyl (3R)-3-(cyclopropylcarbamoylamino)-3-(4-methylsulfanylphenyl)propanoate
—— [(1S)-1-[5-[(3-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethyl]azanium —— C12H16N3OS+
[(1S)-1-[5-[(3-methylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethyl]azanium
—— [(1S,2R)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]azanium —— C14H19ClN3OS+
[(1S,2R)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]azanium
—— [(1S)-1-[5-[(2,5-dimethylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylbutyl]azanium —— C16H24N3OS+
[(1S)-1-[5-[(2,5-dimethylphenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylbutyl]azanium
—— 2-[[5-[2-oxo-2-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C17H22N4O2S4
2-[[5-[2-oxo-2-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— 2-[[5-[2-oxo-2-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C17H22N4O2S4
2-[[5-[2-oxo-2-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— 1-Ethyl-4-[2-(4-methylphenyl)sulfanylethyl]piperazine-1,4-diium —— C15H26N2S+2
1-Ethyl-4-[2-(4-methylphenyl)sulfanylethyl]piperazine-1,4-diium
—— N-[2-(4-fluorophenyl)ethyl]-2-(2-methylphenyl)sulfanylacetamide —— C17H18FNOS
N-[2-(4-fluorophenyl)ethyl]-2-(2-methylphenyl)sulfanylacetamide
—— 2-ethyl-5-[(1S)-1-(4-methylphenyl)sulfanylethyl]-1,3,4-oxadiazole —— C13H16N2OS
2-ethyl-5-[(1S)-1-(4-methylphenyl)sulfanylethyl]-1,3,4-oxadiazole
—— 2-[[(5R)-2-morpholin-4-yl-4,5-dihydro-1,3-thiazol-5-yl]methylsulfanyl]pyridine-4-carbonitrile —— C14H16N4OS2
2-[[(5R)-2-morpholin-4-yl-4,5-dihydro-1,3-thiazol-5-yl]methylsulfanyl]pyridine-4-carbonitrile
—— (1R)-1-(4-bromophenyl)-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethanol —— C13H16BrN3OS
(1R)-1-(4-bromophenyl)-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethanol
—— 5-[(1S)-1-(3-chlorophenyl)sulfanylethyl]-3-methyl-1,2,4-oxadiazole —— C11H11ClN2OS
5-[(1S)-1-(3-chlorophenyl)sulfanylethyl]-3-methyl-1,2,4-oxadiazole
—— 2-[[(5S)-2-morpholin-4-yl-4,5-dihydro-1,3-thiazol-5-yl]methylsulfanyl]pyridine-4-carbonitrile —— C14H16N4OS2
2-[[(5S)-2-morpholin-4-yl-4,5-dihydro-1,3-thiazol-5-yl]methylsulfanyl]pyridine-4-carbonitrile
—— 4-cyclopropyl-3-[(1S)-2,2,2-trifluoro-1-phenylethyl]sulfanyl-1,2,4-triazole —— C13H12F3N3S
4-cyclopropyl-3-[(1S)-2,2,2-trifluoro-1-phenylethyl]sulfanyl-1,2,4-triazole
—— (1S)-1-(4-bromophenyl)-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethanol —— C13H16BrN3OS
(1S)-1-(4-bromophenyl)-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethanol
—— 2-ethyl-5-[(1R)-1-(4-methylphenyl)sulfanylethyl]-1,3,4-oxadiazole —— C13H16N2OS
2-ethyl-5-[(1R)-1-(4-methylphenyl)sulfanylethyl]-1,3,4-oxadiazole
—— 5-[(1R)-1-(3-chlorophenyl)sulfanylethyl]-3-methyl-1,2,4-oxadiazole —— C11H11ClN2OS
5-[(1R)-1-(3-chlorophenyl)sulfanylethyl]-3-methyl-1,2,4-oxadiazole
—— 4-cyclopropyl-3-[(1R)-2,2,2-trifluoro-1-phenylethyl]sulfanyl-1,2,4-triazole —— C13H12F3N3S
4-cyclopropyl-3-[(1R)-2,2,2-trifluoro-1-phenylethyl]sulfanyl-1,2,4-triazole
—— 2-(3-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C12H14ClNO3S2
2-(3-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— methyl (2R)-2-phenyl-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylacetate —— C14H11F3N2O2S
methyl (2R)-2-phenyl-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylacetate
—— 2-(3-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C12H14ClNO3S2
2-(3-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— methyl (2S)-2-phenyl-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylacetate —— C14H11F3N2O2S
methyl (2S)-2-phenyl-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylacetate
—— methyl (2S)-2-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-phenylacetate —— C16H15N3O2S2
methyl (2S)-2-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-phenylacetate
—— 1-(5-chlorothiophen-2-yl)-2-[[(1S,8R)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone —— C17H18ClN3OS2
1-(5-chlorothiophen-2-yl)-2-[[(1S,8R)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone
—— 4-cyclohexyl-3-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-5-(furan-2-yl)-1,2,4-triazole —— C17H23N3O3S
4-cyclohexyl-3-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-5-(furan-2-yl)-1,2,4-triazole