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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
—— [5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]methyl 3-(4-chlorophenyl)sulfanylpropanoate —— C18H14Cl2N2O3S
[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]methyl 3-(4-chlorophenyl)sulfanylpropanoate
—— (2R)-3-(3-bromophenyl)sulfanylpropane-1,2-diol —— C9H11BrO2S
(2R)-3-(3-bromophenyl)sulfanylpropane-1,2-diol
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3S,3aR,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]ethanone —— C20H20N6OS3
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3S,3aR,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]ethanone
—— (2S)-3-(3-bromophenyl)sulfanylpropane-1,2-diol —— C9H11BrO2S
(2S)-3-(3-bromophenyl)sulfanylpropane-1,2-diol
—— N-[[(2R,3R)-2-propan-2-yloxolan-3-yl]methyl]-2-pyridin-4-ylsulfanylacetamide —— C15H22N2O2S
N-[[(2R,3R)-2-propan-2-yloxolan-3-yl]methyl]-2-pyridin-4-ylsulfanylacetamide
—— N-[[(2R,3S)-2-propan-2-yloxolan-3-yl]methyl]-2-pyridin-4-ylsulfanylacetamide —— C15H22N2O2S
N-[[(2R,3S)-2-propan-2-yloxolan-3-yl]methyl]-2-pyridin-4-ylsulfanylacetamide
—— N-[[(2S,3R)-2-propan-2-yloxolan-3-yl]methyl]-2-pyridin-4-ylsulfanylacetamide —— C15H22N2O2S
N-[[(2S,3R)-2-propan-2-yloxolan-3-yl]methyl]-2-pyridin-4-ylsulfanylacetamide
—— N-[[(2S,3S)-2-propan-2-yloxolan-3-yl]methyl]-2-pyridin-4-ylsulfanylacetamide —— C15H22N2O2S
N-[[(2S,3S)-2-propan-2-yloxolan-3-yl]methyl]-2-pyridin-4-ylsulfanylacetamide
—— (2S)-3-(2-phenylpyrimidin-4-yl)sulfanylpropane-1,2-diol —— C13H14N2O2S
(2S)-3-(2-phenylpyrimidin-4-yl)sulfanylpropane-1,2-diol
—— (2R)-3-(2-phenylpyrimidin-4-yl)sulfanylpropane-1,2-diol —— C13H14N2O2S
(2R)-3-(2-phenylpyrimidin-4-yl)sulfanylpropane-1,2-diol
—— (3R)-1-cyclopropyl-3-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]pyrrolidin-2-one —— C15H18N4OS2
(3R)-1-cyclopropyl-3-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]pyrrolidin-2-one
—— (3S)-1-cyclopropyl-3-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]pyrrolidin-2-one —— C15H18N4OS2
(3S)-1-cyclopropyl-3-[[4-(2-thiophen-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]pyrrolidin-2-one
—— (3S)-1-cyclopropyl-3-[1-(2-thiophen-2-ylethyl)tetrazol-5-yl]sulfanylpyrrolidin-2-one —— C14H17N5OS2
(3S)-1-cyclopropyl-3-[1-(2-thiophen-2-ylethyl)tetrazol-5-yl]sulfanylpyrrolidin-2-one
—— 2-propan-2-ylsulfonyl-N-[(1R,2S)-2,4,4-trimethylcyclohexyl]acetamide —— C14H27NO3S
2-propan-2-ylsulfonyl-N-[(1R,2S)-2,4,4-trimethylcyclohexyl]acetamide
—— 2-propan-2-ylsulfonyl-N-[(1R,2R)-2,4,4-trimethylcyclohexyl]acetamide —— C14H27NO3S
2-propan-2-ylsulfonyl-N-[(1R,2R)-2,4,4-trimethylcyclohexyl]acetamide
—— 2-propan-2-ylsulfonyl-N-[(1S,2S)-2,4,4-trimethylcyclohexyl]acetamide —— C14H27NO3S
2-propan-2-ylsulfonyl-N-[(1S,2S)-2,4,4-trimethylcyclohexyl]acetamide
—— N-[(1S,3R)-3-ethylsulfanylcyclohexyl]-2-pyridin-4-ylsulfanylacetamide —— C15H22N2OS2
N-[(1S,3R)-3-ethylsulfanylcyclohexyl]-2-pyridin-4-ylsulfanylacetamide
—— N-[(1R,3S)-3-ethylsulfanylcyclohexyl]-2-pyridin-4-ylsulfanylacetamide —— C15H22N2OS2
N-[(1R,3S)-3-ethylsulfanylcyclohexyl]-2-pyridin-4-ylsulfanylacetamide
—— N-[(1S,3S)-3-ethylsulfanylcyclohexyl]-2-pyridin-4-ylsulfanylacetamide —— C15H22N2OS2
N-[(1S,3S)-3-ethylsulfanylcyclohexyl]-2-pyridin-4-ylsulfanylacetamide
—— 1-[(2S)-3,3-dimethylbutan-2-yl]-3-[[1-(methylsulfonylmethyl)cyclopropyl]methyl]urea —— C13H26N2O3S
1-[(2S)-3,3-dimethylbutan-2-yl]-3-[[1-(methylsulfonylmethyl)cyclopropyl]methyl]urea
—— 3-[(2R)-oxan-2-yl]-5-[(2R)-pentan-2-yl]sulfanyl-1,2,4-triazol-4-amine —— C12H22N4OS
3-[(2R)-oxan-2-yl]-5-[(2R)-pentan-2-yl]sulfanyl-1,2,4-triazol-4-amine
—— (2S)-2-[2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]cyclopentan-1-one —— C12H19N3OS
(2S)-2-[2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]cyclopentan-1-one
—— 3-(3,5-dimethylpyrazol-1-yl)-5-[(2S)-pentan-2-yl]sulfanyl-1,2,4-triazol-4-amine —— C12H20N6S
3-(3,5-dimethylpyrazol-1-yl)-5-[(2S)-pentan-2-yl]sulfanyl-1,2,4-triazol-4-amine
—— 3-(3,5-dimethylpyrazol-1-yl)-5-[(2R)-pentan-2-yl]sulfanyl-1,2,4-triazol-4-amine —— C12H20N6S
3-(3,5-dimethylpyrazol-1-yl)-5-[(2R)-pentan-2-yl]sulfanyl-1,2,4-triazol-4-amine
—— (2R)-2-[2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]cyclopentan-1-one —— C12H19N3OS
(2R)-2-[2-[(5-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]cyclopentan-1-one
—— 3-[(2R)-oxan-2-yl]-5-[(2S)-pentan-2-yl]sulfanyl-1,2,4-triazol-4-amine —— C12H22N4OS
3-[(2R)-oxan-2-yl]-5-[(2S)-pentan-2-yl]sulfanyl-1,2,4-triazol-4-amine
—— 1-[(2R)-3,3-dimethylbutan-2-yl]-3-[[1-(methylsulfonylmethyl)cyclopropyl]methyl]urea —— C13H26N2O3S
1-[(2R)-3,3-dimethylbutan-2-yl]-3-[[1-(methylsulfonylmethyl)cyclopropyl]methyl]urea
—— 3-[(2S)-oxan-2-yl]-5-[(2R)-pentan-2-yl]sulfanyl-1,2,4-triazol-4-amine —— C12H22N4OS
3-[(2S)-oxan-2-yl]-5-[(2R)-pentan-2-yl]sulfanyl-1,2,4-triazol-4-amine
—— 3-[(2S)-oxan-2-yl]-5-[(2S)-pentan-2-yl]sulfanyl-1,2,4-triazol-4-amine —— C12H22N4OS
3-[(2S)-oxan-2-yl]-5-[(2S)-pentan-2-yl]sulfanyl-1,2,4-triazol-4-amine
—— N-[(1S,2S)-2-ethylsulfanylcyclopentyl]-2-pyridin-4-ylsulfanylacetamide —— C14H20N2OS2
N-[(1S,2S)-2-ethylsulfanylcyclopentyl]-2-pyridin-4-ylsulfanylacetamide
—— (6E)-5-imino-3-methylsulfanyl-6-[(5-phenylsulfanylfuran-2-yl)methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C17H12N4O2S3
(6E)-5-imino-3-methylsulfanyl-6-[(5-phenylsulfanylfuran-2-yl)methylidene]-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— N-[(1R,2S)-2-ethylsulfanylcyclopentyl]-2-pyridin-4-ylsulfanylacetamide —— C14H20N2OS2
N-[(1R,2S)-2-ethylsulfanylcyclopentyl]-2-pyridin-4-ylsulfanylacetamide
—— N-[(1R,2R)-2-ethylsulfanylcyclopentyl]-2-pyridin-4-ylsulfanylacetamide —— C14H20N2OS2
N-[(1R,2R)-2-ethylsulfanylcyclopentyl]-2-pyridin-4-ylsulfanylacetamide
—— N-[(1S,2R)-2-ethylsulfanylcyclopentyl]-2-pyridin-4-ylsulfanylacetamide —— C14H20N2OS2
N-[(1S,2R)-2-ethylsulfanylcyclopentyl]-2-pyridin-4-ylsulfanylacetamide
—— (3R)-N-(2-pyrrol-1-ylethyl)-2,3-dihydro-1-benzothiophene-3-carboxamide —— C15H16N2OS
(3R)-N-(2-pyrrol-1-ylethyl)-2,3-dihydro-1-benzothiophene-3-carboxamide
—— (3R)-N-[2-(3-amino-1,2,4-oxadiazol-5-yl)ethyl]-2,3-dihydro-1-benzothiophene-3-carboxamide —— C13H14N4O2S
(3R)-N-[2-(3-amino-1,2,4-oxadiazol-5-yl)ethyl]-2,3-dihydro-1-benzothiophene-3-carboxamide
—— (3R)-N-[[1-(cyanomethyl)piperidin-4-yl]methyl]-2,3-dihydro-1-benzothiophene-3-carboxamide —— C17H21N3OS
(3R)-N-[[1-(cyanomethyl)piperidin-4-yl]methyl]-2,3-dihydro-1-benzothiophene-3-carboxamide
—— (3S)-N-[2-(3-amino-1,2,4-oxadiazol-5-yl)ethyl]-2,3-dihydro-1-benzothiophene-3-carboxamide —— C13H14N4O2S
(3S)-N-[2-(3-amino-1,2,4-oxadiazol-5-yl)ethyl]-2,3-dihydro-1-benzothiophene-3-carboxamide
—— (3S)-N-[[1-(cyanomethyl)piperidin-4-yl]methyl]-2,3-dihydro-1-benzothiophene-3-carboxamide —— C17H21N3OS
(3S)-N-[[1-(cyanomethyl)piperidin-4-yl]methyl]-2,3-dihydro-1-benzothiophene-3-carboxamide
—— N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-(5-thiophen-3-yltetrazol-2-yl)acetamide —— C16H17N5OS2
N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-(5-thiophen-3-yltetrazol-2-yl)acetamide
—— N-[2-[(5E)-2,4-dioxo-5-(pyridin-3-ylmethylidene)-1,3-thiazolidin-3-yl]ethyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H18N6O3S3
N-[2-[(5E)-2,4-dioxo-5-(pyridin-3-ylmethylidene)-1,3-thiazolidin-3-yl]ethyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2E,4Z)-2,4-bis[(4-methylsulfanylphenyl)methylidene]thiolan-3-one —— C20H18OS3
(2E,4Z)-2,4-bis[(4-methylsulfanylphenyl)methylidene]thiolan-3-one
—— (2Z,4E)-2,4-bis[(4-methylsulfanylphenyl)methylidene]thiolan-3-one —— C20H18OS3
(2Z,4E)-2,4-bis[(4-methylsulfanylphenyl)methylidene]thiolan-3-one
—— 3-(2-methoxyethyl)-5-[[(5S)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]sulfanyl]-1,2,4-triazol-4-amine —— C16H22N4OS
3-(2-methoxyethyl)-5-[[(5S)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]sulfanyl]-1,2,4-triazol-4-amine
—— (3S)-3-(3-chlorophenyl)sulfanyl-1-(oxan-4-yl)pyrrolidin-2-one —— C15H18ClNO2S
(3S)-3-(3-chlorophenyl)sulfanyl-1-(oxan-4-yl)pyrrolidin-2-one
—— 3-(2-methoxyethyl)-5-[[(5R)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]sulfanyl]-1,2,4-triazol-4-amine —— C16H22N4OS
3-(2-methoxyethyl)-5-[[(5R)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]sulfanyl]-1,2,4-triazol-4-amine
—— 5-[[2-[(1R)-1-methoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-4-propan-2-yl-1,2,4-triazol-3-amine —— C12H19N5OS2
5-[[2-[(1R)-1-methoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-4-propan-2-yl-1,2,4-triazol-3-amine
—— 2-[3-[(1R)-1-(5-tert-butyl-1,3-oxazol-2-yl)ethyl]sulfanyl-5-methyl-1,2,4-triazol-4-yl]acetamide —— C14H21N5O2S
2-[3-[(1R)-1-(5-tert-butyl-1,3-oxazol-2-yl)ethyl]sulfanyl-5-methyl-1,2,4-triazol-4-yl]acetamide
—— 1-[[5-[[(5R)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]sulfanyl]-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one —— C18H21N3O2S
1-[[5-[[(5R)-6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl]sulfanyl]-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one
—— 1-ethyl-2-[[2-[(1S)-1-methoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]pyrimidin-4-one —— C13H17N3O2S2
1-ethyl-2-[[2-[(1S)-1-methoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]pyrimidin-4-one