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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
—— (2Z)-2-iodo-4-(phenylthio)-2-buten-1-ol 158300-18-6 C10H11IOS
(2Z)-2-iodo-4-(phenylthio)-2-buten-1-ol
—— (2S,5S,6S,1'R)-2-(1'-hydroxy-3'-(phenylsulfanyl)propyl)-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxane-2-carboxylic acid methyl ester 1042925-98-3 C19H28O7S
(2S,5S,6S,1'R)-2-(1'-hydroxy-3'-(phenylsulfanyl)propyl)-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxane-2-carboxylic acid methyl ester
—— (3-methoxyphenyl)(2,4,6-trimethoxyphenyl)sulfane 1242673-93-3 C16H18O4S
(3-methoxyphenyl)(2,4,6-trimethoxyphenyl)sulfane
—— 4-{[(3-pyridyl)methyl]sulfanyl}aniline 125382-42-5 C12H12N2S
4-{[(3-pyridyl)methyl]sulfanyl}aniline
—— (2R,4R)-2,4-dimethyl-1-phenylthio-hexane 177420-68-7 C14H22S
(2R,4R)-2,4-dimethyl-1-phenylthio-hexane
—— (2S,4R)-2,4-dimethyl-5-phenylthio-1-pentanol 177420-67-6 C13H20OS
(2S,4R)-2,4-dimethyl-5-phenylthio-1-pentanol
—— 3-Methyl-5-methylsulfanyl-4-(2-phenylamino-pyrimidin-4-yl)-thiophene-2-carbonitrile 473530-72-2 C17H14N4S2
3-Methyl-5-methylsulfanyl-4-(2-phenylamino-pyrimidin-4-yl)-thiophene-2-carbonitrile
—— 4-(3-dimethylamino-acryloyl)-3-methyl-5-methylsulfanyl-thiophene-2-carbonitrile 1098622-19-5 C12H14N2OS2
4-(3-dimethylamino-acryloyl)-3-methyl-5-methylsulfanyl-thiophene-2-carbonitrile
—— {4-[4-methyl-2-methylsulfanyl-5-(4-methyl-thiazol-2-yl)-thiophen-3-yl]-pyrimidin-2-yl}-phenylamine 473530-82-4 C20H18N4S3
{4-[4-methyl-2-methylsulfanyl-5-(4-methyl-thiazol-2-yl)-thiophen-3-yl]-pyrimidin-2-yl}-phenylamine
—— 3-dimethylamino-1-[4-methyl-2-methylsulfanyl-5-(4-methyl-thiazol-2-yl)-thiophen-3-yl]-propenone 1098622-18-4 C15H18N2OS3
3-dimethylamino-1-[4-methyl-2-methylsulfanyl-5-(4-methyl-thiazol-2-yl)-thiophen-3-yl]-propenone
—— 5-acetyl-2-methylsulfanyl-4-(4-chloro-phenyl)-thiophene-3-carbonitrile 63244-11-1 C14H10ClNOS2
5-acetyl-2-methylsulfanyl-4-(4-chloro-phenyl)-thiophene-3-carbonitrile
—— 3-(2-<i>tert</i>-butylsulfanyl-phenyl)-oxiranecarboxylic acid ethyl ester 65924-67-6 C15H20O3S
3-(2-<i>tert</i>-butylsulfanyl-phenyl)-oxiranecarboxylic acid ethyl ester
—— 1,4-Bis-<N,N-dimethyl-thiocarbamoylmercapto>-benzol 13512-06-6 C12H16N2O2S2
1,4-Bis-<N,N-dimethyl-thiocarbamoylmercapto>-benzol
—— 3-('-Methylphenyl)-2-methylmercapto-4-(3H)pyrimidone 80306-55-4 C12H12N2OS
3-('-Methylphenyl)-2-methylmercapto-4-(3H)pyrimidone
—— 6-amino-3-isobutoxy-2-<(4-tert-butylphenyl)thio>benzonitrile 1026449-09-1 C21H26N2OS
6-amino-3-isobutoxy-2-<(4-tert-butylphenyl)thio>benzonitrile
—— 6-amino-3-ethoxy-2-<(4-tert-butylphenyl)thio>benzonitrile 1027190-49-3 C19H22N2OS
6-amino-3-ethoxy-2-<(4-tert-butylphenyl)thio>benzonitrile
—— Benzyl-p-tolylsulfanylmethyl-amine; hydrochloride 33711-32-9 C15H17NS*ClH
Benzyl-p-tolylsulfanylmethyl-amine; hydrochloride
—— phenyl<2'-(phenylthiomethylene)cyclohex-1-yl>methanol 125334-87-4 C20H22OS
phenyl<2'-(phenylthiomethylene)cyclohex-1-yl>methanol
—— 1-phenyl-2-phenylthio-2-cyclohex-1-enylethanol 125334-86-3 C20H22OS
1-phenyl-2-phenylthio-2-cyclohex-1-enylethanol
—— N,N-dibutylthiocarbamic acid 57442-69-0 C9H18NOS*H
N,N-dibutylthiocarbamic acid
—— Benzyl-phenylsulfanylmethyl-amine; hydrochloride 65502-69-4 C14H15NS*ClH
Benzyl-phenylsulfanylmethyl-amine; hydrochloride
—— (Z)-1-methoxy-3-methyl-1-(phenylthio)but-1-ene 93500-16-4 C12H16OS
(Z)-1-methoxy-3-methyl-1-(phenylthio)but-1-ene
—— [(3-Methyl-2-nitrobut-3-en-1-yl)sulfanyl]benzene 65912-13-2 C11H13NO2S
[(3-Methyl-2-nitrobut-3-en-1-yl)sulfanyl]benzene
—— 4-{1-[difluoro(phenylthio)methyl]cyclohex-1-yl}morpholine 1357268-68-8 C17H23F2NOS
4-{1-[difluoro(phenylthio)methyl]cyclohex-1-yl}morpholine
—— (2-chloro-4-methyl-5-((2,2,2-trifluoroethyl)thio)phenyl)boronic acid 1416349-29-5 C9H9BClF3O2S
(2-chloro-4-methyl-5-((2,2,2-trifluoroethyl)thio)phenyl)boronic acid
—— 2-aminophenyl piperidine-1-carbodithioate 1269796-05-5 C12H16N2S2
2-aminophenyl piperidine-1-carbodithioate
—— N-Cyclohexyl-2,2-dimethyl-thiopropionamide 65726-22-9 C11H21NS
N-Cyclohexyl-2,2-dimethyl-thiopropionamide
—— 2-((phenylthio)benzyl)cyclohex-2-en-1-one 157584-97-9 C19H18OS
2-((phenylthio)benzyl)cyclohex-2-en-1-one
—— 2-[Hydroxy(phenyl)methyl]-3-phenylsulfanylcyclohexan-1-one 157584-95-7 C19H20O2S
2-[Hydroxy(phenyl)methyl]-3-phenylsulfanylcyclohexan-1-one
—— Pent-2-en-4-inylthiol 26068-33-7 C5H6S
Pent-2-en-4-inylthiol
—— 2',4'-Diamino-3-hydroxy-diphenylsulfid 27848-32-4 C12H12N2OS
2',4'-Diamino-3-hydroxy-diphenylsulfid
—— 6-bromohexylthiol 342401-51-8 C6H13BrS
6-bromohexylthiol
—— Diisobutyl-thiocarbamic acid 71261-27-3 C9H19NOS
Diisobutyl-thiocarbamic acid
—— N-heptyldithiocarbamic acid 22292-13-3 C8H17NS2
N-heptyldithiocarbamic acid
—— N-nonyldithiocarbamic acid 738519-76-1 C10H21NS2
N-nonyldithiocarbamic acid
—— 6-Amino-dihydrothiazolo<3,2-a>pyridinium 66201-73-8 C7H9N2S*Cl
6-Amino-dihydrothiazolo<3,2-a>pyridinium
—— 2-(Dichloromethylidene)-2H-1,3-benzodithiole 64188-91-6 C8H4Cl2S2
2-(Dichloromethylidene)-2H-1,3-benzodithiole
—— 1-phenyl-2-(2,4,6-trimethylphenylthio)but-3-en-1-ol 76120-48-4 C19H22OS
1-phenyl-2-(2,4,6-trimethylphenylthio)but-3-en-1-ol
—— (Z)-1-phenyl-4-(2,4,6-trimethylphenylthio)but-3-en-1-ol 76120-49-5 C19H22OS
(Z)-1-phenyl-4-(2,4,6-trimethylphenylthio)but-3-en-1-ol
—— (4Z,6E)-1-(tert-butyldimethylsilyl)oxy-8-(tert-butyldiphenylsilyl)oxy-5-phenylthio-4,6-octadiene-3-ol 301310-28-1 C36H50O3SSi2
(4Z,6E)-1-(tert-butyldimethylsilyl)oxy-8-(tert-butyldiphenylsilyl)oxy-5-phenylthio-4,6-octadiene-3-ol
—— (4Z,6E)-1-(tert-butyldimethylsilyl)oxy-3,8-di[(tert-butyldiphenylsilyl)oxy]-5-phenylthio-4,6-octadiene 301310-29-2 C52H68O3SSi3
(4Z,6E)-1-(tert-butyldimethylsilyl)oxy-3,8-di[(tert-butyldiphenylsilyl)oxy]-5-phenylthio-4,6-octadiene
—— (4Z,6E)-3,8-di[(tert-butyldiphenylsilyl)oxy]-5-phenylthio-4,6-octadiene-1-ol 301310-30-5 C46H54O3SSi2
(4Z,6E)-3,8-di[(tert-butyldiphenylsilyl)oxy]-5-phenylthio-4,6-octadiene-1-ol
—— (4Z,6E)-1-azido-3,8-di[(tert-butyldiphenylsilyl)oxy]-5-phenylthio-4,6-octadiene 301310-31-6 C46H53N3O2SSi2
(4Z,6E)-1-azido-3,8-di[(tert-butyldiphenylsilyl)oxy]-5-phenylthio-4,6-octadiene
—— S-2-Pyridyl (R)-3-tert-butyldimethylsilyloxybutanoate 141781-29-5 C15H25NO2SSi
S-2-Pyridyl (R)-3-tert-butyldimethylsilyloxybutanoate
—— N-[5-chloro-2-(phenylsulfanyl)phenyl]-1-benzofuran-2-sulfonamide 1451261-59-8 C20H14ClNO3S2
N-[5-chloro-2-(phenylsulfanyl)phenyl]-1-benzofuran-2-sulfonamide
—— N-isopentyldithiocarbamic acid 22292-10-0 C6H13NS2
N-isopentyldithiocarbamic acid
—— (3R,8aS)-5-oxo-3-phenyl-6,6-bis(phenylsulfanyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine 602302-24-9 C25H23NO2S2
(3R,8aS)-5-oxo-3-phenyl-6,6-bis(phenylsulfanyl)-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
—— 2-(phenylthio)malonamide 22805-18-1 C9H10N2O2S
2-(phenylthio)malonamide
—— 2-(Phenylsulfanyl)prop-1-en-1-one 66977-59-1 C9H8OS
2-(Phenylsulfanyl)prop-1-en-1-one
—— Diethyl 2-(phenylsulfanylmethyl)propanedioate 82418-82-4 C14H18O4S
Diethyl 2-(phenylsulfanylmethyl)propanedioate