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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
—— methylene-2-(1,3-dithianyl)-2'-(1,3-dithianyl-2-hydroxymethyl) 62888-30-6 C10H18OS4
methylene-2-(1,3-dithianyl)-2'-(1,3-dithianyl-2-hydroxymethyl)
—— 2,2'-methylenebis(1,3-dithianyl-2-hydroxymethyl) 62888-22-6 C11H20O2S4
2,2'-methylenebis(1,3-dithianyl-2-hydroxymethyl)
—— 3-methylthiothiophene-2-carboxaldehyde 16237-84-6 C6H6OS2
3-methylthiothiophene-2-carboxaldehyde
—— (4-bromo-but-2-ynylsulfanyl)-benzene 1257307-95-1 C10H9BrS
(4-bromo-but-2-ynylsulfanyl)-benzene
—— thiacyclododeca-3,10-diyne-1,1-dioxide 514853-57-7 C11H14O2S
thiacyclododeca-3,10-diyne-1,1-dioxide
—— 2,2-bis(methylthio)heptane 75920-72-8 C9H20S2
2,2-bis(methylthio)heptane
—— 4-chloro-6-(3,4-dimethoxy-phenylsulfanyl)-2-methyl-pyrimidin-5-ylamine 870257-97-9 C13H14ClN3O2S
4-chloro-6-(3,4-dimethoxy-phenylsulfanyl)-2-methyl-pyrimidin-5-ylamine
—— cyclooctenyl-3-phenyl thioether 108533-50-2 C14H18S
cyclooctenyl-3-phenyl thioether
—— 4-Tert-butyl-2-[5-tert-butyl-3-(chloromethyl)-2-hydroxyphenyl]sulfanyl-6-(chloromethyl)phenol 404578-46-7 C22H28Cl2O2S
4-Tert-butyl-2-[5-tert-butyl-3-(chloromethyl)-2-hydroxyphenyl]sulfanyl-6-(chloromethyl)phenol
—— (3-Methyl-2-phenylsulfanylimidazol-4-yl)methanol 497059-31-1 C11H12N2OS
(3-Methyl-2-phenylsulfanylimidazol-4-yl)methanol
—— [(1R,3R)-2,2-dichloro-3-methylcyclopropyl]sulfanylbenzene 35347-63-8 C10H10Cl2S
[(1R,3R)-2,2-dichloro-3-methylcyclopropyl]sulfanylbenzene
—— 2-methyl-1-prop-2-enylsulphinylprop-1-ene 99097-21-9 C7H12OS
2-methyl-1-prop-2-enylsulphinylprop-1-ene
—— 2-methyl-1-(prop-2-enylthio)prop-1-ene 63196-69-0 C7H12S
2-methyl-1-(prop-2-enylthio)prop-1-ene
—— 1-ethylsulfanyl-5,5-dimethyl-hex-2-ene 32997-11-8 C10H20S
1-ethylsulfanyl-5,5-dimethyl-hex-2-ene
—— 1,3-thiaselenetane 1-oxide 918905-40-5 C2H4OSSe
1,3-thiaselenetane 1-oxide
—— Cyclopropyl-t-butyl-sulfon 89794-74-1 C7H14O2S
Cyclopropyl-t-butyl-sulfon
—— (4RS,6SR)-4-(tert-butyldimethylsilyloxy)-6-methyl-6-phenylthiocyclohex-2-enone —— C19H28O2SSi
(4RS,6SR)-4-(tert-butyldimethylsilyloxy)-6-methyl-6-phenylthiocyclohex-2-enone
—— (+)-(1R,3S,5S,6S)-5-(tert-butyldimethylsilyloxy)-3-methyl-3-(phenylthio)-7-oxabicyclo[4.1.0]heptan-2-one 1289117-07-2 C19H28O3SSi
(+)-(1R,3S,5S,6S)-5-(tert-butyldimethylsilyloxy)-3-methyl-3-(phenylthio)-7-oxabicyclo[4.1.0]heptan-2-one
—— (+)-(1R,3R,5S,6S)-5-(tert-butyldimethylsilyloxy)-3-methyl-3-(phenylthio)-7-oxabicyclo[4.1.0]heptan-2-one 1289117-14-1 C19H28O3SSi
(+)-(1R,3R,5S,6S)-5-(tert-butyldimethylsilyloxy)-3-methyl-3-(phenylthio)-7-oxabicyclo[4.1.0]heptan-2-one
—— (1S,3S,5S,6R)-5-(tert-butyldimethylsilyloxy)-3-methyl-3-(phenylthio)-7-oxabicyclo[4.1.0]heptan-2-one 1289117-08-3 C19H28O3SSi
(1S,3S,5S,6R)-5-(tert-butyldimethylsilyloxy)-3-methyl-3-(phenylthio)-7-oxabicyclo[4.1.0]heptan-2-one
—— thiacyclooctodeca-3,16-1,1-dioxide 514853-70-4 C17H26O2S
thiacyclooctodeca-3,16-1,1-dioxide
—— 2-(benzylthio)-4-chloropyridine 769163-29-3 C12H10ClNS
2-(benzylthio)-4-chloropyridine
—— 5-[((2,3-difluorophenyl)methyl)thio]-7-{[(1S,2S)-2-hydroxy-1-(hydroxymethyl)propyl]amino}thiazolo[4,5-d]pyrimidin-2(3H)-one 676345-69-0 C16H16F2N4O3S2
5-[((2,3-difluorophenyl)methyl)thio]-7-{[(1S,2S)-2-hydroxy-1-(hydroxymethyl)propyl]amino}thiazolo[4,5-d]pyrimidin-2(3H)-one
—— 4-Phenylmercapto-2,6-di-tert.-butyl-phenol 32551-12-5 C20H26OS
4-Phenylmercapto-2,6-di-tert.-butyl-phenol
—— [3aS-(3aα,4β,7β,7aα)]-5-[6-chloro-5-nitro-2-(propylthio)-pyrimidin4-yl]-tetrahydro-4,7-methano-2,2-dimethyl-1,3-dioxolo[4,5-c]pyridin-6(3aH)-one 187666-95-1 C16H19ClN4O5S
[3aS-(3aα,4β,7β,7aα)]-5-[6-chloro-5-nitro-2-(propylthio)-pyrimidin4-yl]-tetrahydro-4,7-methano-2,2-dimethyl-1,3-dioxolo[4,5-c]pyridin-6(3aH)-one
—— 1-benzyl-3-(phenylthiomethyl)-1,5-dihydropyrrol-2-one 1177428-48-6 C18H17NOS
1-benzyl-3-(phenylthiomethyl)-1,5-dihydropyrrol-2-one
—— S-phenyl N-benzyl-N-(buta-2,3-dienyl)carbamothioate 1177428-41-9 C18H17NOS
S-phenyl N-benzyl-N-(buta-2,3-dienyl)carbamothioate
—— 3-fluoro-5-(methylthio) aniline 1184030-27-0 C7H8FNS
3-fluoro-5-(methylthio) aniline
—— (2R)-2-[[2-amino-5-[(4-bromo-2-fluorophenyl)methylsulfanyl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol 463954-06-5 C18H21BrFN5OS2
(2R)-2-[[2-amino-5-[(4-bromo-2-fluorophenyl)methylsulfanyl]-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol
—— 6-chloro-1,1-dioxo-N-propan-2-yl-1lambda6,4,2-benzodithiazin-3-imine 1429321-40-3 C10H11ClN2O2S2
6-chloro-1,1-dioxo-N-propan-2-yl-1lambda6,4,2-benzodithiazin-3-imine
—— 2-({2-chloro-5-[((2,3-difluorophenyl)methyl)thio]thiazolo[4,5-d]pyrimidin-7-yl}amino)-(2S,3S)-butane-1,3-diol 676345-71-4 C16H15ClF2N4O2S2
2-({2-chloro-5-[((2,3-difluorophenyl)methyl)thio]thiazolo[4,5-d]pyrimidin-7-yl}amino)-(2S,3S)-butane-1,3-diol
—— (2R)-2-[(2-amino-5-benzylsulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-2-phenylethanol 1429127-58-1 C20H19N5OS2
(2R)-2-[(2-amino-5-benzylsulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-2-phenylethanol
—— 2-[[2-Bromo-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-1-propanol 259103-45-2 C16H15BrF2N4OS2
2-[[2-Bromo-5-[[(2,3-difluorophenyl)methyl]thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-1-propanol
—— 2-[[2-methoxy-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-1-propanol 333742-96-4 C17H20N4O2S2
2-[[2-methoxy-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-2-methyl-1-propanol
—— (2R)-2-[(2-chloro-5-{[(1S)-1-(5-chloropyridin-2-yl)ethyl]sulfanyl}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol 1016228-79-7 C18H21Cl2N5OS2
(2R)-2-[(2-chloro-5-{[(1S)-1-(5-chloropyridin-2-yl)ethyl]sulfanyl}[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol
—— 2-Methyl-2-[[2-(methylamino)-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol 259101-62-7 C17H21N5OS2
2-Methyl-2-[[2-(methylamino)-5-[(phenylmethyl)thio]thiazolo[4,5-d]pyrimidin-7-yl]amino]-1-propanol
—— 2-((2-amino-5-(benzylthio)thiazolo[4,5-d]pyrimidin-7-yl)amino)propane-1,3-diol 333744-00-6 C15H17N5O2S2
2-((2-amino-5-(benzylthio)thiazolo[4,5-d]pyrimidin-7-yl)amino)propane-1,3-diol
—— (2R)-2-[[2-amino-5-(pyridin-2-ylmethylsulfanyl)-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol 1429127-61-6 C17H22N6OS2
(2R)-2-[[2-amino-5-(pyridin-2-ylmethylsulfanyl)-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol
—— 2-((2-amino-5-(benzylthio)thiazolo[4,5-d]pyrimidin-7-yl)amino)ethan-1-ol 259101-08-1 C14H15N5OS2
2-((2-amino-5-(benzylthio)thiazolo[4,5-d]pyrimidin-7-yl)amino)ethan-1-ol
—— (3R)-3-[(2-amino-5-benzylsulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-2,5-dimethylhexan-2-ol 1429127-59-2 C20H27N5OS2
(3R)-3-[(2-amino-5-benzylsulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-2,5-dimethylhexan-2-ol
—— (2R)-2-[[2-amino-5-(3-phenylpropylsulfanyl)-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol 1429127-64-9 C20H27N5OS2
(2R)-2-[[2-amino-5-(3-phenylpropylsulfanyl)-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol
—— (2R)-2-[[2-amino-5-(2-phenylethylsulfanyl)-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol 849943-60-8 C19H25N5OS2
(2R)-2-[[2-amino-5-(2-phenylethylsulfanyl)-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol
—— (2R)-2-{[2-amino-5-(benzylthio)[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}-3-methylbutan-1-ol 849943-27-7 C17H21N5OS2
(2R)-2-{[2-amino-5-(benzylthio)[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino}-3-methylbutan-1-ol
—— (2R)-2-[[2-amino-5-(pyridin-4-ylmethylsulfanyl)-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol 1429127-63-8 C17H22N6OS2
(2R)-2-[[2-amino-5-(pyridin-4-ylmethylsulfanyl)-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol
—— (2R)-2-[(5-{[(1S)-1-(5-chloropyridin-2-yl)ethyl]sulfanyl}-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol 1016228-80-0 C19H24ClN5O2S2
(2R)-2-[(5-{[(1S)-1-(5-chloropyridin-2-yl)ethyl]sulfanyl}-2-methoxy[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]-4-methylpentan-1-ol
—— isopentenyl isopropyl sulfide 111437-33-3 C8H16S
isopentenyl isopropyl sulfide
—— (2R)-2-[[2-amino-5-[(1R)-1-(2-bromophenyl)ethyl]sulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol 1429127-66-1 C19H24BrN5OS2
(2R)-2-[[2-amino-5-[(1R)-1-(2-bromophenyl)ethyl]sulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol
—— (2R)-2-[[2-amino-5-[(1S)-1-(2-bromophenyl)ethyl]sulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol 1429127-65-0 C19H24BrN5OS2
(2R)-2-[[2-amino-5-[(1S)-1-(2-bromophenyl)ethyl]sulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl]amino]-4-methylpentan-1-ol
—— 5-Ethyl-1-((4-methylbenzyloxy)methyl)-6-(phenylthio)-2-thiouracil 136160-28-6 C21H22N2O2S2
5-Ethyl-1-((4-methylbenzyloxy)methyl)-6-(phenylthio)-2-thiouracil
—— 2-(1-methoxyethyl)-3-(methylthio)thiophene 94781-34-7 C8H12OS2
2-(1-methoxyethyl)-3-(methylthio)thiophene