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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
—— phenyl 1-trimethylsilylcrotyl sulfide 78905-12-1 C13H20SSi
phenyl 1-trimethylsilylcrotyl sulfide
—— (3S,5S,2'R,6'S)-3-(2',6'-oxido-8'-oxo-9'-decenyl)-5-methyl-3-(phenylthio)tetrahydrofuran-2-one 1064039-15-1 C21H26O4S
(3S,5S,2'R,6'S)-3-(2',6'-oxido-8'-oxo-9'-decenyl)-5-methyl-3-(phenylthio)tetrahydrofuran-2-one
—— phenyl α-trimethylsilyl-1-cycloheptenylmethyl sulfide 110362-96-4 C17H26SSi
phenyl α-trimethylsilyl-1-cycloheptenylmethyl sulfide
—— phenyl α-trimethylsilyl-1-cyclopentenylmethyl sulfide 110372-04-8 C15H22SSi
phenyl α-trimethylsilyl-1-cyclopentenylmethyl sulfide
—— methyl 3-{3-[(2,5-dimethylphenyl)thio]-5-isopropyl-1H-indol-2-yl}-2,2-dimethylpropanoate 854279-83-7 C25H31NO2S
methyl 3-{3-[(2,5-dimethylphenyl)thio]-5-isopropyl-1H-indol-2-yl}-2,2-dimethylpropanoate
—— 3-phenylthio-3-trimethylsilyl-2-methylpropene 78905-11-0 C13H20SSi
3-phenylthio-3-trimethylsilyl-2-methylpropene
—— [(Diethyl-methyl-silanyl)-methylsulfanylmethyl]-diethyl-amine 81633-91-2 C11H27NSSi
[(Diethyl-methyl-silanyl)-methylsulfanylmethyl]-diethyl-amine
—— 5,6-dihydro-5-ethoxymethyl-1,3-dithiolo[4,5-b]1,4-dithiin-2-one 355117-93-0 C8H10O2S4
5,6-dihydro-5-ethoxymethyl-1,3-dithiolo[4,5-b]1,4-dithiin-2-one
—— 5,6-dihydro-5-ethoxymethyl-1,3-dithiolo[4,5-b]1,4-dithiin-2-thione 355117-91-8 C8H10OS5
5,6-dihydro-5-ethoxymethyl-1,3-dithiolo[4,5-b]1,4-dithiin-2-thione
—— 7-benzylthio-3-(2-chlorophenyl)-1-(2-ethoxy-1-ethoxymethylethyl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one 335653-51-5 C26H29ClN4O3S
7-benzylthio-3-(2-chlorophenyl)-1-(2-ethoxy-1-ethoxymethylethyl)-3,4-dihydropyrimido[4,5-d]pyrimidin-2(1H)-one
—— 2-(4-Phenyl-1,2,3-selenadiazol-5-yl)-5-methylmercapto-1,3,4-oxadiazol 64369-35-3 C11H8N4OSSe
2-(4-Phenyl-1,2,3-selenadiazol-5-yl)-5-methylmercapto-1,3,4-oxadiazol
—— 2-methylsulfanyl-5-phenylethynyl-[1,3,4]oxadiazole 64369-39-7 C11H8N2OS
2-methylsulfanyl-5-phenylethynyl-[1,3,4]oxadiazole
—— 1-ethylsulfonyl-2-propanone 135102-50-0 C5H10O2S
1-ethylsulfonyl-2-propanone
—— 1,2-bis-ethylsulfanyl-propene 38091-85-9 C7H14S2
1,2-bis-ethylsulfanyl-propene
—— trans-1,2-di(ethylthio)-1-propene 114232-68-7 C7H14S2
trans-1,2-di(ethylthio)-1-propene
—— (3RS)-2-methyl-2-phenylsulfanylhex-5-en-3-ol 311806-85-6 C13H18OS
(3RS)-2-methyl-2-phenylsulfanylhex-5-en-3-ol
—— thiocarbonic acid <i>O</i>-ethyl ester 28953-98-2 C3H6O2S
thiocarbonic acid <i>O</i>-ethyl ester
—— 2,6-Dimethyl-2-(phenylthio)-heptan-3-ol 63996-44-1 C15H24OS
2,6-Dimethyl-2-(phenylthio)-heptan-3-ol
—— ethyl 5-(5-cyclopropylpyridin-3-ylamino)-3-(methylthio)-1,2,4-triazine-6-carboxylate 1429042-11-4 C15H17N5O2S
ethyl 5-(5-cyclopropylpyridin-3-ylamino)-3-(methylthio)-1,2,4-triazine-6-carboxylate
—— 5,5-dimethyl-4-(phenylthio)-4,5-dihydrofuran-2(3H)-one 79749-96-5 C12H14O2S
5,5-dimethyl-4-(phenylthio)-4,5-dihydrofuran-2(3H)-one
—— 3-hydroxy-4-methyl-4-phenylsulfanyl-pentanamide 910865-12-2 C12H17NO2S
3-hydroxy-4-methyl-4-phenylsulfanyl-pentanamide
—— (2RS)-3-methyl-3-phenylsulfanylbutan-2-ol 58468-92-1 C11H16OS
(2RS)-3-methyl-3-phenylsulfanylbutan-2-ol
—— [(2,6-Dimethylhept-1-EN-3-YL)sulfanyl]benzene 61737-13-1 C15H22S
[(2,6-Dimethylhept-1-EN-3-YL)sulfanyl]benzene
—— 2-methyl-2-(phenylsulfanyl)-1-propanol 66164-89-4 C10H14OS
2-methyl-2-(phenylsulfanyl)-1-propanol
—— 1,4-Anhydro-3,5-dideoxy-1,1-dimethyl-2-S-phenyl-2-thio-D-threo-pentitol 178753-35-0 C13H18OS
1,4-Anhydro-3,5-dideoxy-1,1-dimethyl-2-S-phenyl-2-thio-D-threo-pentitol
—— 2,4-bis-benzylsulfanyl-6-(3-methyl-butyl)-pyrimidine 1067679-27-9 C23H26N2S2
2,4-bis-benzylsulfanyl-6-(3-methyl-butyl)-pyrimidine
—— 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