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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-[(E)-but-2-enyl]sulfanyl-4-methyl-1,2,4-triazole —— C7H11N3S
3-[(E)-but-2-enyl]sulfanyl-4-methyl-1,2,4-triazole
—— Diphenyllead(2+);(1-hydroxy-2-phenylsulfanylethylidene)oxidanium —— C28H28O4PbS2+4
Diphenyllead(2+);(1-hydroxy-2-phenylsulfanylethylidene)oxidanium
—— (3'S,3'aR)-3'-phenylsulfanylspiro[1,3-dioxolane-2,4'-2,3,3a,5,6,7,8,9-octahydro-1H-cyclopenta[9]annulene] —— C20H26O2S
(3'S,3'aR)-3'-phenylsulfanylspiro[1,3-dioxolane-2,4'-2,3,3a,5,6,7,8,9-octahydro-1H-cyclopenta[9]annulene]
—— 1-[(2R)-2-cyanopropyl]-3-[2-methyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]urea —— C16H18N4OS2
1-[(2R)-2-cyanopropyl]-3-[2-methyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]urea
—— 1-[(2S)-2-cyanopropyl]-3-[2-methyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]urea —— C16H18N4OS2
1-[(2S)-2-cyanopropyl]-3-[2-methyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]urea
—— (3R)-3-[5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C18H21N5O4S2
(3R)-3-[5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— (3S)-3-[5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C18H21N5O4S2
(3S)-3-[5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-prop-2-enyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— N-[(2S)-2-(2-chlorophenyl)-2-pyrrolidin-1-ylethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H23ClN4O3S
N-[(2S)-2-(2-chlorophenyl)-2-pyrrolidin-1-ylethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2R)-2-(2-chlorophenyl)-2-pyrrolidin-1-ylethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H23ClN4O3S
N-[(2R)-2-(2-chlorophenyl)-2-pyrrolidin-1-ylethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(1R)-3-methyl-1-[3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazol-5-yl]butyl]propanamide —— C19H26N8O2S
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(1R)-3-methyl-1-[3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazol-5-yl]butyl]propanamide
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(1S)-3-methyl-1-[3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazol-5-yl]butyl]propanamide —— C19H26N8O2S
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(1S)-3-methyl-1-[3-(1H-1,2,4-triazol-5-yl)-1,2,4-oxadiazol-5-yl]butyl]propanamide
—— 4-amino-3-[(1R)-1-(5-tert-butyl-1,3-oxazol-2-yl)ethyl]sulfanyl-6-methyl-1,2,4-triazin-5-one —— C13H19N5O2S
4-amino-3-[(1R)-1-(5-tert-butyl-1,3-oxazol-2-yl)ethyl]sulfanyl-6-methyl-1,2,4-triazin-5-one
—— 4-amino-3-[(1S)-1-(5-tert-butyl-1,3-oxazol-2-yl)ethyl]sulfanyl-6-methyl-1,2,4-triazin-5-one —— C13H19N5O2S
4-amino-3-[(1S)-1-(5-tert-butyl-1,3-oxazol-2-yl)ethyl]sulfanyl-6-methyl-1,2,4-triazin-5-one
—— 1-methyl-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]piperidin-4-amine —— C14H22N2S2
1-methyl-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]piperidin-4-amine
—— N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-1-prop-2-enylpiperidin-4-amine —— C16H24N2S2
N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-1-prop-2-enylpiperidin-4-amine
—— 1-methyl-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]piperidin-4-amine —— C14H22N2S2
1-methyl-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]piperidin-4-amine
—— N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-1-prop-2-enylpiperidin-4-amine —— C16H24N2S2
N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-1-prop-2-enylpiperidin-4-amine
—— (1S)-1-(2,5-difluorophenyl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol —— C11H10F2N2OS3
(1S)-1-(2,5-difluorophenyl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol
—— 1-[(1S)-cyclohex-2-en-1-yl]-3-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)urea —— C10H14N4OS2
1-[(1S)-cyclohex-2-en-1-yl]-3-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)urea
—— 1-[(1R)-cyclohex-2-en-1-yl]-3-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)urea —— C10H14N4OS2
1-[(1R)-cyclohex-2-en-1-yl]-3-(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)urea
—— (1R)-1-(2,5-difluorophenyl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol —— C11H10F2N2OS3
(1R)-1-(2,5-difluorophenyl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[[4-cyclopropyl-5-(hydroxymethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H19ClN4O2S
(2R)-N-[(2-chlorophenyl)methyl]-2-[[4-cyclopropyl-5-(hydroxymethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[[4-cyclopropyl-5-(hydroxymethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H19ClN4O2S
(2S)-N-[(2-chlorophenyl)methyl]-2-[[4-cyclopropyl-5-(hydroxymethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-2-(2-hydroxyphenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide —— C11H12F3NO2S
(2S)-2-(2-hydroxyphenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide
—— (2S)-N-(2-imidazol-1-ylethyl)-2-pyridin-2-ylsulfanylpropanamide —— C13H16N4OS
(2S)-N-(2-imidazol-1-ylethyl)-2-pyridin-2-ylsulfanylpropanamide
—— (2R)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide —— C14H18FN5OS
(2R)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide
—— (2S)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide —— C14H18FN5OS
(2S)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide
—— (2S)-N-[[(2S)-1,4-diazabicyclo[2.2.2]octan-2-yl]methyl]-2-pyridin-2-ylsulfanylpropanamide —— C15H22N4OS
(2S)-N-[[(2S)-1,4-diazabicyclo[2.2.2]octan-2-yl]methyl]-2-pyridin-2-ylsulfanylpropanamide
—— (2S)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide —— C12H17N5OS2
(2S)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide
—— (2R)-N-[[(2R)-1,4-diazabicyclo[2.2.2]octan-2-yl]methyl]-2-pyridin-2-ylsulfanylpropanamide —— C15H22N4OS
(2R)-N-[[(2R)-1,4-diazabicyclo[2.2.2]octan-2-yl]methyl]-2-pyridin-2-ylsulfanylpropanamide
—— (2R)-N-(2-imidazol-1-ylethyl)-2-pyridin-2-ylsulfanylpropanamide —— C13H16N4OS
(2R)-N-(2-imidazol-1-ylethyl)-2-pyridin-2-ylsulfanylpropanamide
—— (2R)-N-[[(2S)-1,4-diazabicyclo[2.2.2]octan-2-yl]methyl]-2-pyridin-2-ylsulfanylpropanamide —— C15H22N4OS
(2R)-N-[[(2S)-1,4-diazabicyclo[2.2.2]octan-2-yl]methyl]-2-pyridin-2-ylsulfanylpropanamide
—— (2R)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide —— C12H17N5OS2
(2R)-2-[(5-amino-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-thiophen-2-ylethyl)propanamide
—— (2S)-N-[[(2R)-1,4-diazabicyclo[2.2.2]octan-2-yl]methyl]-2-pyridin-2-ylsulfanylpropanamide —— C15H22N4OS
(2S)-N-[[(2R)-1,4-diazabicyclo[2.2.2]octan-2-yl]methyl]-2-pyridin-2-ylsulfanylpropanamide
—— (2R)-2-(2-hydroxyphenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide —— C11H12F3NO2S
(2R)-2-(2-hydroxyphenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide
—— (2R)-N-cyclohexyl-2-[[4-cyclopropyl-5-(hydroxymethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H24N4O2S
(2R)-N-cyclohexyl-2-[[4-cyclopropyl-5-(hydroxymethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-cyclohexyl-2-[[4-cyclopropyl-5-(hydroxymethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H24N4O2S
(2S)-N-cyclohexyl-2-[[4-cyclopropyl-5-(hydroxymethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (3R)-N-[[2-(2-methoxyethylamino)phenyl]methyl]-2,3-dihydro-1-benzothiophene-3-carboxamide —— C19H22N2O2S
(3R)-N-[[2-(2-methoxyethylamino)phenyl]methyl]-2,3-dihydro-1-benzothiophene-3-carboxamide
—— (3S)-N-[[2-(2-methoxyethylamino)phenyl]methyl]-2,3-dihydro-1-benzothiophene-3-carboxamide —— C19H22N2O2S
(3S)-N-[[2-(2-methoxyethylamino)phenyl]methyl]-2,3-dihydro-1-benzothiophene-3-carboxamide
—— (1S)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-phenylethanol —— C11H13N3OS2
(1S)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-phenylethanol
—— methyl (2S)-2-(4-fluorophenyl)sulfanyl-2-pyridin-3-ylacetate —— C14H12FNO2S
methyl (2S)-2-(4-fluorophenyl)sulfanyl-2-pyridin-3-ylacetate
—— (1R)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-phenylethanol —— C11H13N3OS2
(1R)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-phenylethanol
—— methyl (2R)-2-(4-fluorophenyl)sulfanyl-2-pyridin-3-ylacetate —— C14H12FNO2S
methyl (2R)-2-(4-fluorophenyl)sulfanyl-2-pyridin-3-ylacetate
—— (3R)-N-[(1R,2R)-2-(methylcarbamoyl)cyclohexyl]-2,3-dihydro-1-benzothiophene-3-carboxamide —— C17H22N2O2S
(3R)-N-[(1R,2R)-2-(methylcarbamoyl)cyclohexyl]-2,3-dihydro-1-benzothiophene-3-carboxamide
—— methyl (5S)-5-[(3-bromophenyl)sulfanylmethyl]-4,5-dihydro-1,2-oxazole-3-carboxylate —— C12H12BrNO3S
methyl (5S)-5-[(3-bromophenyl)sulfanylmethyl]-4,5-dihydro-1,2-oxazole-3-carboxylate
—— methyl (5R)-5-[(3-bromophenyl)sulfanylmethyl]-4,5-dihydro-1,2-oxazole-3-carboxylate —— C12H12BrNO3S
methyl (5R)-5-[(3-bromophenyl)sulfanylmethyl]-4,5-dihydro-1,2-oxazole-3-carboxylate
—— (3R)-N-[(1R,2S)-2-(methylcarbamoyl)cyclohexyl]-2,3-dihydro-1-benzothiophene-3-carboxamide —— C17H22N2O2S
(3R)-N-[(1R,2S)-2-(methylcarbamoyl)cyclohexyl]-2,3-dihydro-1-benzothiophene-3-carboxamide
—— (3R)-N-[(1S,2S)-2-(methylcarbamoyl)cyclohexyl]-2,3-dihydro-1-benzothiophene-3-carboxamide —— C17H22N2O2S
(3R)-N-[(1S,2S)-2-(methylcarbamoyl)cyclohexyl]-2,3-dihydro-1-benzothiophene-3-carboxamide
—— (3R)-N-[(1S,2R)-2-(methylcarbamoyl)cyclohexyl]-2,3-dihydro-1-benzothiophene-3-carboxamide —— C17H22N2O2S
(3R)-N-[(1S,2R)-2-(methylcarbamoyl)cyclohexyl]-2,3-dihydro-1-benzothiophene-3-carboxamide
—— (3R)-1-methyl-3-thiophen-2-ylsulfanylpyrrolidin-2-one —— C9H11NOS2
(3R)-1-methyl-3-thiophen-2-ylsulfanylpyrrolidin-2-one