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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
—— 1-(2-Phenylsulfanylethyl)piperazine-1,4-diium —— C12H20N2S+2
1-(2-Phenylsulfanylethyl)piperazine-1,4-diium
—— 2-[[(2S)-2-methyl-3H-thiophen-2-yl]oxy]acetonitrile —— C7H9NOS
2-[[(2S)-2-methyl-3H-thiophen-2-yl]oxy]acetonitrile
—— Dimethyl-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]azanium —— C12H16N3OS+
Dimethyl-[2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]azanium
—— 4-[(6R)-8-chloro-6H-benzo[c][1,5]benzoxathiepin-6-yl]-1-methylpiperidin-1-ium —— C19H21ClNOS+
4-[(6R)-8-chloro-6H-benzo[c][1,5]benzoxathiepin-6-yl]-1-methylpiperidin-1-ium
—— [(2S)-1-[2-(2-hydroxyphenyl)sulfanylphenyl]propan-2-yl]-dimethylazanium —— C17H22NOS+
[(2S)-1-[2-(2-hydroxyphenyl)sulfanylphenyl]propan-2-yl]-dimethylazanium
—— (5S,9S)-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-6-oxa-2-thiaspiro[4.5]decan-9-amine —— C16H23NOS3
(5S,9S)-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-6-oxa-2-thiaspiro[4.5]decan-9-amine
—— (5S,9R)-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-6-oxa-2-thiaspiro[4.5]decan-9-amine —— C16H23NOS3
(5S,9R)-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-6-oxa-2-thiaspiro[4.5]decan-9-amine
—— (5S,9S)-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-6-oxa-2-thiaspiro[4.5]decan-9-amine —— C16H23NOS3
(5S,9S)-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-6-oxa-2-thiaspiro[4.5]decan-9-amine
—— (5S,9R)-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-6-oxa-2-thiaspiro[4.5]decan-9-amine —— C16H23NOS3
(5S,9R)-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-6-oxa-2-thiaspiro[4.5]decan-9-amine
—— [(2R)-1-[2-(4-hydroxyphenyl)sulfanylphenyl]propan-2-yl]-methylazanium —— C16H20NOS+
[(2R)-1-[2-(4-hydroxyphenyl)sulfanylphenyl]propan-2-yl]-methylazanium
—— 1-[3-[(6R)-6H-benzo[c][1,5]benzoxathiepin-6-yl]propyl]piperidin-1-ium —— C21H26NOS+
1-[3-[(6R)-6H-benzo[c][1,5]benzoxathiepin-6-yl]propyl]piperidin-1-ium
—— [(2R)-1-[2-(4-hydroxyphenyl)sulfanylphenyl]propan-2-yl]azanium —— C15H18NOS+
[(2R)-1-[2-(4-hydroxyphenyl)sulfanylphenyl]propan-2-yl]azanium
—— (1R)-2,2-dimethyl-N-[(3R)-3-[(S)-methylsulfinyl]butyl]cyclopentan-1-amine —— C12H25NOS
(1R)-2,2-dimethyl-N-[(3R)-3-[(S)-methylsulfinyl]butyl]cyclopentan-1-amine
—— (1S)-2,2-dimethyl-N-[(3S)-3-[(S)-methylsulfinyl]butyl]cyclopentan-1-amine —— C12H25NOS
(1S)-2,2-dimethyl-N-[(3S)-3-[(S)-methylsulfinyl]butyl]cyclopentan-1-amine
—— (1R)-2,2-dimethyl-N-[(3S)-3-[(S)-methylsulfinyl]butyl]cyclopentan-1-amine —— C12H25NOS
(1R)-2,2-dimethyl-N-[(3S)-3-[(S)-methylsulfinyl]butyl]cyclopentan-1-amine
—— (5R)-2-(4-chlorophenyl)sulfanyl-3-hydroxy-5-phenylcyclohex-2-en-1-one —— C18H15ClO2S
(5R)-2-(4-chlorophenyl)sulfanyl-3-hydroxy-5-phenylcyclohex-2-en-1-one
—— (4-Methylpiperazin-4-ium-1-yl)-(2-phenylsulfanylphenyl)methanone —— C18H21N2OS+
(4-Methylpiperazin-4-ium-1-yl)-(2-phenylsulfanylphenyl)methanone
—— (1R,2S,7S,8S)-4-(4,6-dimethylpyridin-2-yl)sulfanyl-5-hydroxytricyclo[6.2.1.02,7]undeca-4,9-diene-3,6-dione —— C18H17NO3S
(1R,2S,7S,8S)-4-(4,6-dimethylpyridin-2-yl)sulfanyl-5-hydroxytricyclo[6.2.1.02,7]undeca-4,9-diene-3,6-dione
—— 2-[2-(4-Aminophenyl)sulfanylphenyl]acetate —— C14H12NO2S-
2-[2-(4-Aminophenyl)sulfanylphenyl]acetate
—— [3-(4-Chlorophenyl)sulfanylphenyl]methyl-dimethylazanium —— C15H17ClNS+
[3-(4-Chlorophenyl)sulfanylphenyl]methyl-dimethylazanium
—— [2-(4-Bromophenyl)sulfanylphenyl]methyl-dimethylazanium —— C15H17BrNS+
[2-(4-Bromophenyl)sulfanylphenyl]methyl-dimethylazanium
—— dimethyl-[2-[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)sulfanyl]ethyl]azanium —— C6H12N3S3+
dimethyl-[2-[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)sulfanyl]ethyl]azanium
—— [2-[2-Amino-4-(trifluoromethyl)phenyl]sulfanyl-5-fluorophenyl]methyl-dimethylazanium —— C16H17F4N2S+
[2-[2-Amino-4-(trifluoromethyl)phenyl]sulfanyl-5-fluorophenyl]methyl-dimethylazanium
—— 2-Phenylsulfanylcarbonylsulfanylacetate —— C9H7O3S2-
2-Phenylsulfanylcarbonylsulfanylacetate
—— (2S)-2-(3-bromothiophen-2-yl)sulfanylpropanoate —— C7H6BrO2S2-
(2S)-2-(3-bromothiophen-2-yl)sulfanylpropanoate
—— 1-[2-(4-Chlorophenyl)sulfanylethyl]-4-methylpiperazine-1,4-diium —— C13H21ClN2S+2
1-[2-(4-Chlorophenyl)sulfanylethyl]-4-methylpiperazine-1,4-diium
—— (2S)-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C8H9N2O3S-
(2S)-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— (5R)-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-4,5,6,7-tetrahydro-1H-indazol-5-amine —— C15H19N3S2
(5R)-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-4,5,6,7-tetrahydro-1H-indazol-5-amine
—— (5S)-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-4,5,6,7-tetrahydro-1H-indazol-5-amine —— C15H19N3S2
(5S)-N-[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-4,5,6,7-tetrahydro-1H-indazol-5-amine
—— (2R)-2-(4-bromothiophen-3-yl)sulfanylpropanoate —— C7H6BrO2S2-
(2R)-2-(4-bromothiophen-3-yl)sulfanylpropanoate
—— (1S)-2,2-dimethyl-N-[(3R)-3-[(S)-methylsulfinyl]butyl]cyclopentan-1-amine —— C12H25NOS
(1S)-2,2-dimethyl-N-[(3R)-3-[(S)-methylsulfinyl]butyl]cyclopentan-1-amine
—— (5S)-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-4,5,6,7-tetrahydro-1H-indazol-5-amine —— C15H19N3S2
(5S)-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-4,5,6,7-tetrahydro-1H-indazol-5-amine
—— 3-Phenylsulfanylbenzoate —— C13H9O2S-
3-Phenylsulfanylbenzoate
—— (5R)-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-4,5,6,7-tetrahydro-1H-indazol-5-amine —— C15H19N3S2
(5R)-N-[(4S,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]-4,5,6,7-tetrahydro-1H-indazol-5-amine
—— 2-Amino-6-benzylsulfanyl-4-thiophen-2-ylpyridin-1-ium-3,5-dicarbonitrile —— C18H13N4S2+
2-Amino-6-benzylsulfanyl-4-thiophen-2-ylpyridin-1-ium-3,5-dicarbonitrile
—— N-[(1S)-1-(3-fluoro-4-methylsulfanylphenyl)ethyl]hex-5-yn-1-amine —— C15H20FNS
N-[(1S)-1-(3-fluoro-4-methylsulfanylphenyl)ethyl]hex-5-yn-1-amine
—— N-[(1R)-1-(3-fluoro-4-methylsulfanylphenyl)ethyl]hex-5-yn-1-amine —— C15H20FNS
N-[(1R)-1-(3-fluoro-4-methylsulfanylphenyl)ethyl]hex-5-yn-1-amine
—— 2-[[4-Cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C14H16N3O3S-
2-[[4-Cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (1R,8R,9S)-8-(4-methylphenyl)-2,6-dithia-4,11-diazatricyclo[7.3.0.03,7]dodec-3(7)-ene-5,10,12-trione —— C15H12N2O3S2
(1R,8R,9S)-8-(4-methylphenyl)-2,6-dithia-4,11-diazatricyclo[7.3.0.03,7]dodec-3(7)-ene-5,10,12-trione
—— (1S)-2,2-dimethyl-N-[[1-(methylsulfonylmethyl)cyclopropyl]methyl]cyclopentan-1-amine —— C13H25NO2S
(1S)-2,2-dimethyl-N-[[1-(methylsulfonylmethyl)cyclopropyl]methyl]cyclopentan-1-amine
—— (1R)-2,2-dimethyl-N-[[1-(methylsulfonylmethyl)cyclopropyl]methyl]cyclopentan-1-amine —— C13H25NO2S
(1R)-2,2-dimethyl-N-[[1-(methylsulfonylmethyl)cyclopropyl]methyl]cyclopentan-1-amine
—— (7S,8R)-7-bromo-2-methyl-8-phenyl-4,6,7,8-tetrahydro-[1,3]thiazino[3,2-b][1,2,4]triazin-9-ium-3-one —— C13H13BrN3OS+
(7S,8R)-7-bromo-2-methyl-8-phenyl-4,6,7,8-tetrahydro-[1,3]thiazino[3,2-b][1,2,4]triazin-9-ium-3-one
—— (7S,8S)-7-bromo-2-methyl-8-phenyl-4,6,7,8-tetrahydro-[1,3]thiazino[3,2-b][1,2,4]triazin-9-ium-3-one —— C13H13BrN3OS+
(7S,8S)-7-bromo-2-methyl-8-phenyl-4,6,7,8-tetrahydro-[1,3]thiazino[3,2-b][1,2,4]triazin-9-ium-3-one
—— 4-(Dimethylamino)-2-phenylsulfanylpyridin-1-ium-3-carbonitrile —— C14H14N3S+
4-(Dimethylamino)-2-phenylsulfanylpyridin-1-ium-3-carbonitrile
—— 2-(N-cyclohexyl-C-methylcarbonimidoyl)-1-benzothiophen-3-one —— C16H19NOS
2-(N-cyclohexyl-C-methylcarbonimidoyl)-1-benzothiophen-3-one
—— 3-[(Z)-but-2-enyl]sulfanyl-5-tert-butyl-1H-1,2,4-triazole —— C10H17N3S
3-[(Z)-but-2-enyl]sulfanyl-5-tert-butyl-1H-1,2,4-triazole
—— (4S,6S)-6-methyl-N-[(4-propan-2-yl-1,2,4-triazol-3-yl)methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine —— C14H20N4S2
(4S,6S)-6-methyl-N-[(4-propan-2-yl-1,2,4-triazol-3-yl)methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine
—— (3S)-3-phenylsulfanyl-2,3-dihydro-1-benzothiophene 1,1-dioxide —— C14H12O2S2
(3S)-3-phenylsulfanyl-2,3-dihydro-1-benzothiophene 1,1-dioxide
—— (4R,6S)-6-methyl-N-[(4-propan-2-yl-1,2,4-triazol-3-yl)methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine —— C14H20N4S2
(4R,6S)-6-methyl-N-[(4-propan-2-yl-1,2,4-triazol-3-yl)methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine
—— (3R)-1-(2-chloropyridin-3-yl)-3-(4-methylphenyl)sulfanylpyrrolidine-2,5-dione —— C16H13ClN2O2S
(3R)-1-(2-chloropyridin-3-yl)-3-(4-methylphenyl)sulfanylpyrrolidine-2,5-dione