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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-hydroxy-4-phenylsulfanyl-4-methylpentanenitrile 499776-31-7 C12H15NOS
3-hydroxy-4-phenylsulfanyl-4-methylpentanenitrile
—— 2,5-Dimethyl-5-phenylsulfanylhexane-2,4-diol 179806-67-8 C14H22O2S
2,5-Dimethyl-5-phenylsulfanylhexane-2,4-diol
—— (5S,6S)-2-methyl-2-phenylsulfanyl-5-hydroxy-6-(tert-butyldimethylsilyloxy)heptan-3-one 312326-74-2 C20H34O3SSi
(5S,6S)-2-methyl-2-phenylsulfanyl-5-hydroxy-6-(tert-butyldimethylsilyloxy)heptan-3-one
—— Ethyl 3-hydroxy-4-methyl-4-phenylsulfanylpentanedithioate 174784-05-5 C14H20OS3
Ethyl 3-hydroxy-4-methyl-4-phenylsulfanylpentanedithioate
—— (3'aS,7'aS)-7'a-methylspiro[1,3-dithiolane-2,5'-2,3,3a,4,6,7-hexahydroindene]-1'-one 195211-54-2 C12H18OS2
(3'aS,7'aS)-7'a-methylspiro[1,3-dithiolane-2,5'-2,3,3a,4,6,7-hexahydroindene]-1'-one
—— 2-methyl-2-phenylsulfanylhex-5-en-3-one 311806-87-8 C13H16OS
2-methyl-2-phenylsulfanylhex-5-en-3-one
—— 4-hydroxy-5-methyl-5-phenylsulfanylhexan-2-one 179806-58-7 C13H18O2S
4-hydroxy-5-methyl-5-phenylsulfanylhexan-2-one
—— 2-[(4-Chlorophenyl)sulfanyl]-2-nitropropane-1,3-diol 90691-69-3 C9H10ClNO4S
2-[(4-Chlorophenyl)sulfanyl]-2-nitropropane-1,3-diol
—— (<i>R</i>)-3-methanesulfinyl-propylamine 15813-61-3 C4H11NOS
(<i>R</i>)-3-methanesulfinyl-propylamine
—— 4,4'-thiobis<3-isopropyl-6-trifluoromethyl)-2-benzothiazolinethione> 81587-64-6 C22H18F6N2S5
4,4'-thiobis<3-isopropyl-6-trifluoromethyl)-2-benzothiazolinethione>
—— 5-<(ethoxycarbonyl)(phenylthio)methyl>-4-methoxy-6-methyl-2H-pyran-2-one 93338-84-2 C17H18O5S
5-<(ethoxycarbonyl)(phenylthio)methyl>-4-methoxy-6-methyl-2H-pyran-2-one
—— 1,4-bis-carbamimidoylmercapto-but-2-yne 98485-20-2 C6H10N4S2
1,4-bis-carbamimidoylmercapto-but-2-yne
—— 4-butyl-1-(4-chlorophenyl)-5-(phenylthio)-1H-1,2,3-triazole 1605324-38-6 C18H18ClN3S
4-butyl-1-(4-chlorophenyl)-5-(phenylthio)-1H-1,2,3-triazole
—— 2-(4-bromomethylthio)-5-(pyrazin-2-yl)-1,3,4-thiadiazole 1404052-58-9 C13H9BrN4S2
2-(4-bromomethylthio)-5-(pyrazin-2-yl)-1,3,4-thiadiazole
—— 1,4-Bis-(4-chlorophenylthio)-2-butin 56163-27-0 C16H12Cl2S2
1,4-Bis-(4-chlorophenylthio)-2-butin
—— (Z)-1-phenylthio-3-(tetrahydropyran-2-yl)oxy-1-propene 1094758-68-5 C14H18O2S
(Z)-1-phenylthio-3-(tetrahydropyran-2-yl)oxy-1-propene
—— 1,4-Bis-(2-methylphenylthio)-2-butin 56163-31-6 C18H18S2
1,4-Bis-(2-methylphenylthio)-2-butin
—— 1,4-Bis-(4-bromphenylthio)-2-butin 56163-30-5 C16H12Br2S2
1,4-Bis-(4-bromphenylthio)-2-butin
—— 1,4-bis(p-tolylthio)but-2-yne 56163-32-7 C18H18S2
1,4-bis(p-tolylthio)but-2-yne
—— 3-[(4-chlorophenyl)thio]-2-methyl-6-(methylsulfonyl)-1H-indole 507271-46-7 C16H14ClNO2S2
3-[(4-chlorophenyl)thio]-2-methyl-6-(methylsulfonyl)-1H-indole
—— 5-bromo-3-[(4-chlorophenyl)thio]-2-methyl-1H-indole 336186-27-7 C15H11BrClNS
5-bromo-3-[(4-chlorophenyl)thio]-2-methyl-1H-indole
—— (R)-4-hydroxy-4-(1-(phenylthio)cyclobutyl)butan-2-one 928161-65-3 C14H18O2S
(R)-4-hydroxy-4-(1-(phenylthio)cyclobutyl)butan-2-one
—— 3-[(4-chlorophenyl)thio]-2,5-dimethyl-1H-indole 336186-33-5 C16H14ClNS
3-[(4-chlorophenyl)thio]-2,5-dimethyl-1H-indole
—— 3-(4-chlorophenylsulfanylmethyl)-3-methyl-1,2,5-trioxaspiro[5.5]undecane 869661-08-5 C16H21ClO3S
3-(4-chlorophenylsulfanylmethyl)-3-methyl-1,2,5-trioxaspiro[5.5]undecane
—— 3-[(4-chlorophenyl)thio]-2,5-dimethyl-1H-indole-4-carbonitrile 628736-08-3 C17H13ClN2S
3-[(4-chlorophenyl)thio]-2,5-dimethyl-1H-indole-4-carbonitrile
—— 5-chloro3-[(4-chlorophenyl)thio]-2-methyl-1H-indole-6-carbonitrile 628736-09-4 C16H10Cl2N2S
5-chloro3-[(4-chlorophenyl)thio]-2-methyl-1H-indole-6-carbonitrile
—— but-2-yne-1,4-dithiol 74912-54-2 C4H6S2
but-2-yne-1,4-dithiol
—— m-Aminophenylperfluor-tert-butylsulfid 68596-40-7 C10H6F9NS
m-Aminophenylperfluor-tert-butylsulfid
—— 2,2-bis(ethylthio)acetyl chloride 39098-91-4 C6H11ClOS2
2,2-bis(ethylthio)acetyl chloride
—— 5-(4-Chlorobut-2-ynylsulfanyl)-1,3-dimethylpyrimidine-2,4-dione 310405-06-2 C10H11ClN2O2S
5-(4-Chlorobut-2-ynylsulfanyl)-1,3-dimethylpyrimidine-2,4-dione
—— 7,7-(1,2-Benzenediyldithio)-5-methylbicyclo<3.2.1>octane 129150-08-9 C15H18S2
7,7-(1,2-Benzenediyldithio)-5-methylbicyclo<3.2.1>octane
—— (1,1,1-Trifluoro-3-phenylsulfanylpropan-2-yl) propanoate 182230-66-6 C12H13F3O2S
(1,1,1-Trifluoro-3-phenylsulfanylpropan-2-yl) propanoate
—— 7,7-(1,2-Benzenediyldithio)-5-methylbicyclo<3.2.1>octan-2-one 115436-04-9 C15H16OS2
7,7-(1,2-Benzenediyldithio)-5-methylbicyclo<3.2.1>octan-2-one
—— 1-phenylthio-3,3,3-trifluoropropene 155444-61-4 C9H7F3S
1-phenylthio-3,3,3-trifluoropropene
—— p-tolyl 4-O-tert-butoxycarbonyl-3-azido-2,3,6-trideoxy-1-thio-α-L-lyxopyranoside 1083237-00-6 C18H25N3O4S
p-tolyl 4-O-tert-butoxycarbonyl-3-azido-2,3,6-trideoxy-1-thio-α-L-lyxopyranoside
—— 3-(phenylthio)-1,1,1-trifluoropropan-2-one cyanohydrin 90357-42-9 C10H8F3NOS
3-(phenylthio)-1,1,1-trifluoropropan-2-one cyanohydrin
—— 5-ethylsulfanyl-thiazole 14527-49-2 C5H7NS2
5-ethylsulfanyl-thiazole
—— (E)-2-(Phenylthio)-1,3,4-trichlorobut-2-ene 85972-06-1 C10H9Cl3S
(E)-2-(Phenylthio)-1,3,4-trichlorobut-2-ene
—— O-2-ethenyl-2-(2-propenyl)-4-pentenyl S-methyl dithiocarbonate 133129-79-0 C12H18OS2
O-2-ethenyl-2-(2-propenyl)-4-pentenyl S-methyl dithiocarbonate
—— [(1,1-Dimethoxy-2-methylpropan-2-yl)sulfanyl]benzene 89036-96-4 C12H18O2S
[(1,1-Dimethoxy-2-methylpropan-2-yl)sulfanyl]benzene
—— 1,4-bis(phenylsulfanyl)but-2-yne 13597-12-1 C16H14S2
1,4-bis(phenylsulfanyl)but-2-yne
—— 1-Methoxy-1-(phenylsulfanyl)-2-methylpropan-2-ol 78614-64-9 C11H16O2S
1-Methoxy-1-(phenylsulfanyl)-2-methylpropan-2-ol
—— 2,5-Dimethyl-4-(phenylthio)-2H-1,2,3-diazaphosphol 94839-50-6 C10H11N2PS
2,5-Dimethyl-4-(phenylthio)-2H-1,2,3-diazaphosphol
—— 3-Phenylsulfanyl-hexane-1,2-diol 131424-40-3 C12H18O2S
3-Phenylsulfanyl-hexane-1,2-diol
—— N,N-dimethyl-2-<5'-(pyridin-3''-yl)-1',3',4'-oxadiazol-2'ylthio>ethylamine 88317-58-2 C11H14N4OS
N,N-dimethyl-2-<5'-(pyridin-3''-yl)-1',3',4'-oxadiazol-2'ylthio>ethylamine
—— (1r,4r)-4-((5-(((5-(tert-butyl)oxazol-2-yl)methyl)thio)thiazol-2-yl)amino)cyclohexan-1-ol 1093252-77-7 C17H25N3O2S2
(1r,4r)-4-((5-(((5-(tert-butyl)oxazol-2-yl)methyl)thio)thiazol-2-yl)amino)cyclohexan-1-ol
—— <i>D</i>-5-deoxy-arabinose diethyl dithioacetal 13051-80-4 C9H20O3S2
<i>D</i>-5-deoxy-arabinose diethyl dithioacetal
—— 2-[(Phenylsulfanyl)methyl]-3-propyloxirane 142286-43-9 C12H16OS
2-[(Phenylsulfanyl)methyl]-3-propyloxirane
—— 1-(2,3-dihydroxypropyl)-4-[(2,3-dihydroxypropyl)thio]pyrimidin-2(1H)-one 1160617-71-9 C10H16N2O5S
1-(2,3-dihydroxypropyl)-4-[(2,3-dihydroxypropyl)thio]pyrimidin-2(1H)-one
—— 5-(phenylsulfanyl)-6-(phenylselanyl)acenaphthene 1362858-10-3 C24H18SSe
5-(phenylsulfanyl)-6-(phenylselanyl)acenaphthene