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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
—— 2-(methylthio)-4-(1H-tetrazol-1-yl)pyrimidine —— C6H6N6S
2-(methylthio)-4-(1H-tetrazol-1-yl)pyrimidine
—— (Z)-1,2-bis(butylthio)-1-decene —— C18H36S2
(Z)-1,2-bis(butylthio)-1-decene
—— 1-(mercaptomethyl)propylammonium chloride 4145-99-7 C4H11NS*ClH
1-(mercaptomethyl)propylammonium chloride
—— N,N-dimethyl-2-(thiophen-2-ylthio)acetamide —— C8H11NOS2
N,N-dimethyl-2-(thiophen-2-ylthio)acetamide
—— 2-(phenylthiomethyl)hexanal —— C13H18OS
2-(phenylthiomethyl)hexanal
—— (1-adamantyl)(4-methylphenyl)sulfide —— C17H22S
(1-adamantyl)(4-methylphenyl)sulfide
—— 2-(7-bromo-3,5-dioxaheptylthio)-5-ethyl-6-(thien-2-ylmethyl)-pyrimidin-4(3H)-one —— C16H21BrN2O3S2
2-(7-bromo-3,5-dioxaheptylthio)-5-ethyl-6-(thien-2-ylmethyl)-pyrimidin-4(3H)-one
—— 3-(dimethylaminomethyl)-5-((2-dimethylamino-6-methyl-4-pyrimidinylsulfanyl)methyl)-1,3,4-oxadiazole-2(3H)-thione —— C13H20N6OS2
3-(dimethylaminomethyl)-5-((2-dimethylamino-6-methyl-4-pyrimidinylsulfanyl)methyl)-1,3,4-oxadiazole-2(3H)-thione
—— N'-(4-chlorobenzylidene)-2-((5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl)thio)acetohydrazide —— C16H12ClN5O2S
N'-(4-chlorobenzylidene)-2-((5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl)thio)acetohydrazide
—— (E)-2-[(dimethylamino)phenylmethylene]-benzo[b]thiophen-3(2H)-one —— C17H15NOS
(E)-2-[(dimethylamino)phenylmethylene]-benzo[b]thiophen-3(2H)-one
—— 2-amino-2-(4-(ethylthio)phenyl)propan-1-ol —— C11H17NOS
2-amino-2-(4-(ethylthio)phenyl)propan-1-ol
—— 1-(2-cyanoethyl)-4-nitro-2-(4-nitrophenylthio)imidazole —— C12H9N5O4S
1-(2-cyanoethyl)-4-nitro-2-(4-nitrophenylthio)imidazole
—— 6-chloro-3-(4-methoxy-phenylsulfanyl)-N-(thiazole-2-yl)-2-pyridine carboxamide —— C16H12ClN3O2S2
6-chloro-3-(4-methoxy-phenylsulfanyl)-N-(thiazole-2-yl)-2-pyridine carboxamide
—— bis(1-ethyl-2-oxopropyl) trisulfide —— C10H18O2S3
bis(1-ethyl-2-oxopropyl) trisulfide
—— O-ethyl pyrimidin-2-yl monothiolcarbonate —— C7H8N2O2S
O-ethyl pyrimidin-2-yl monothiolcarbonate
—— 3-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)propanoic acid —— C10H14N2O3S
3-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)propanoic acid
—— 1-benzyl-4-methyl-5-[(phenylsulfanyl)methyl]pyrrolidin-2-one —— C19H21NOS
1-benzyl-4-methyl-5-[(phenylsulfanyl)methyl]pyrrolidin-2-one
—— 2-ethylhexanethiol —— C9H20S
2-ethylhexanethiol
—— 5-bromo-3-(p-tolyl)-2,3-dihydrobenzo<b>thiophen —— C15H13BrS
5-bromo-3-(p-tolyl)-2,3-dihydrobenzo<b>thiophen
—— ethyl 4-[3-[4-(pyrrol-1-ylmethyl)phenylthio]phenyl]-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate —— C25H27NO3S
ethyl 4-[3-[4-(pyrrol-1-ylmethyl)phenylthio]phenyl]-3,4,5,6-tetrahydro-2H-pyran-4-carboxylate
—— 1-(2-phenylthiovinylidene)-4,4-ethylenedioxycyclohexane —— C16H18O2S
1-(2-phenylthiovinylidene)-4,4-ethylenedioxycyclohexane
—— 2-[2-(tetrahydropyran-2-yloxy)ethyl]-2-(1-methylprop-2-ynyl)-[1,3]dithiane —— C15H24O2S2
2-[2-(tetrahydropyran-2-yloxy)ethyl]-2-(1-methylprop-2-ynyl)-[1,3]dithiane
—— (2R,3S)-3-hydroxy-3-phenyl-2-(phenylthio)propionic acid methyl ester —— C16H16O3S
(2R,3S)-3-hydroxy-3-phenyl-2-(phenylthio)propionic acid methyl ester
—— 3-methyl-2-(4-tolylthio)-3H-imidazo<4,5-f>quinoline —— C18H15N3S
3-methyl-2-(4-tolylthio)-3H-imidazo<4,5-f>quinoline
—— phenyldimethylsilyl phenylthiomethane —— C15H18SSi
phenyldimethylsilyl phenylthiomethane
—— (2Z)-2-(3-{[(tert-butoxycarbonyl)amino]methyl}benzylidene)-3-oxo-2,3-dihydrobenzo[b]thiophene-7-carboxylic acid —— C22H21NO5S
(2Z)-2-(3-{[(tert-butoxycarbonyl)amino]methyl}benzylidene)-3-oxo-2,3-dihydrobenzo[b]thiophene-7-carboxylic acid
—— 5-{[(1S)-1-(6-chloropyridin-3-yl)ethyl]sulfanyl}-7-{[(2R)-1-hydroxypentan-2-yl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one —— C17H20ClN5O2S2
5-{[(1S)-1-(6-chloropyridin-3-yl)ethyl]sulfanyl}-7-{[(2R)-1-hydroxypentan-2-yl]amino}[1,3]thiazolo[4,5-d]pyrimidin-2(3H)-one
—— α-[2-(2'-Methyl-6'trifluoromethyl-4'-pyrimidinyl)thiomethylphenyl]-glyoxylic acid methyl ester O-methyloxime —— C17H16F3N3O3S
α-[2-(2'-Methyl-6'trifluoromethyl-4'-pyrimidinyl)thiomethylphenyl]-glyoxylic acid methyl ester O-methyloxime
—— N,N'-Bis(dimethylphosphoryl)-S,S-dimethylsulfodiimid —— C6H18N2O2P2S
N,N'-Bis(dimethylphosphoryl)-S,S-dimethylsulfodiimid
—— tert-butyl S-4,6-dimethylpirimidin-2-ylthiocarbonate —— C11H16N2OS
tert-butyl S-4,6-dimethylpirimidin-2-ylthiocarbonate
—— methyl-(3E,5S,6R)-5-methyl-6-thiophenyl-7-dimethyl-3-octenoate —— C18H26O2S
methyl-(3E,5S,6R)-5-methyl-6-thiophenyl-7-dimethyl-3-octenoate
—— 3-(4-((2,4-dichlorophenyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione —— C19H14Cl2N2O3S
3-(4-((2,4-dichlorophenyl)thio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione
—— 3-(p-chlorophenylthio)-1,5-diphenylpentane —— C23H23ClS
3-(p-chlorophenylthio)-1,5-diphenylpentane
—— (-)-3-(phenylthio)cycloheptanone —— C13H16OS
(-)-3-(phenylthio)cycloheptanone
—— 3-chloro-2-((4-chlorobutyl)thio)pyridine —— C9H11Cl2NS
3-chloro-2-((4-chlorobutyl)thio)pyridine
—— (3-methylthiopyridin-6-yl)phenylmethanol —— C13H13NOS
(3-methylthiopyridin-6-yl)phenylmethanol
—— 2,3-dihydro-5-ethylmercapto-6-phenyl-2-thioxo-3-(2-tolyl)-thiazolo<4,5-d>pyrimidin-7(6H)-one —— C20H17N3OS3
2,3-dihydro-5-ethylmercapto-6-phenyl-2-thioxo-3-(2-tolyl)-thiazolo<4,5-d>pyrimidin-7(6H)-one
—— 1-(4-fluorophenyl)-2-(phenylthio)ethanol —— C14H13FOS
1-(4-fluorophenyl)-2-(phenylthio)ethanol
—— 7-thia-tetradecan-5-ene-1-ol —— C13H26OS
7-thia-tetradecan-5-ene-1-ol
—— 8-quinolyl 8-chloro-5,5-dioxoimidazo[1,2-b][1,4,2]benzodithiazine-7-carboxylate —— C19H10ClN3O4S2
8-quinolyl 8-chloro-5,5-dioxoimidazo[1,2-b][1,4,2]benzodithiazine-7-carboxylate
—— 1-bromo-4,4-[1,3-propanediyl-bis(thio)]-3-(trimethylsilyloxy)-trans-1-n-heptene —— C13H25BrOS2Si
1-bromo-4,4-[1,3-propanediyl-bis(thio)]-3-(trimethylsilyloxy)-trans-1-n-heptene
—— 2-fluoro-4-(p-tolylthio)pyridine —— C12H10FNS
2-fluoro-4-(p-tolylthio)pyridine
—— (4-bromophenyl)(2,4-dimethoxyphenyl)sulfane —— C14H13BrO2S
(4-bromophenyl)(2,4-dimethoxyphenyl)sulfane
—— 1,3-bis[[p-(dimethylamino)benzylidene]amino]-2-(methylthio)imidazolium tetrafluoroborate —— BF4*C22H27N6S
1,3-bis[[p-(dimethylamino)benzylidene]amino]-2-(methylthio)imidazolium tetrafluoroborate
—— triethyl((phenylthio)methyl)silane —— C13H22SSi
triethyl((phenylthio)methyl)silane
—— 3-(methylthio)propanal hydrate —— C4H10O2S
3-(methylthio)propanal hydrate
—— 3,16-dithia-octadecane —— C16H34S2
3,16-dithia-octadecane
—— 1,5-bis-(2-phenylsulfanyl-phenyl)-thiocarbazone —— C25H20N4S3
1,5-bis-(2-phenylsulfanyl-phenyl)-thiocarbazone
—— 2-{[(2-hexadecylamino)ethyl]sulfonyl}acetamide —— C20H42N2O3S
2-{[(2-hexadecylamino)ethyl]sulfonyl}acetamide
—— 2-(3-chloro-4-methylsulfanyl-phenyl)-3-(1,4-dioxa-spiro[4.5]dec-8-yl)-propionic acid methyl ester —— C19H25ClO4S
2-(3-chloro-4-methylsulfanyl-phenyl)-3-(1,4-dioxa-spiro[4.5]dec-8-yl)-propionic acid methyl ester