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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
—— 2,3-dihydro-2,5-dimethyl-1,4-dithiin 61947-19-1 C6H10S2
2,3-dihydro-2,5-dimethyl-1,4-dithiin
—— 1,2-bis(methylthio)propane 67560-48-9 C5H12S2
1,2-bis(methylthio)propane
—— 2,3-dihydro-2,6-dimethyl-1,4-dithiin 61947-20-4 C6H10S2
2,3-dihydro-2,6-dimethyl-1,4-dithiin
—— 2-ethyl-5,6-dihydro-6-methyl-1,4-dithiin 61947-22-6 C7H12S2
2-ethyl-5,6-dihydro-6-methyl-1,4-dithiin
—— 2-ethyl-5,6-dihydro-5-methyl-1,4-dithiin 61947-21-5 C7H12S2
2-ethyl-5,6-dihydro-5-methyl-1,4-dithiin
—— 2,9-dimercapto-3,5,8-trimethyl-4,7-dithia-decane 78010-95-4 C11H24S4
2,9-dimercapto-3,5,8-trimethyl-4,7-dithia-decane
—— 2,2'-dimethoxy-6,4'-bis-methylsulfanyl-[4,5']bipyrimidinyl 59549-55-2 C12H14N4O2S2
2,2'-dimethoxy-6,4'-bis-methylsulfanyl-[4,5']bipyrimidinyl
—— 6-phenylsulfanyl-[1,2,4]triazolo[4,3-<i>b</i>]pyridazine 99974-48-8 C11H8N4S
6-phenylsulfanyl-[1,2,4]triazolo[4,3-<i>b</i>]pyridazine
—— 4-Nitro-3',4',5'-trimethoxydiphenylsulfide 24891-42-7 C15H15NO5S
4-Nitro-3',4',5'-trimethoxydiphenylsulfide
—— 1-{[4-(Bromomethyl)phenyl]thio}-2-nitro-4-(trifluoromethyl)benzene 650615-78-4 C14H9BrF3NO2S
1-{[4-(Bromomethyl)phenyl]thio}-2-nitro-4-(trifluoromethyl)benzene
—— 2-acetoxymethyl-2,3-dihydrobenzothiophene 99338-94-0 C11H12O2S
2-acetoxymethyl-2,3-dihydrobenzothiophene
—— methylenedithiotetrathiafulvalene 118148-29-1 C7H4S6
methylenedithiotetrathiafulvalene
—— 3,4,5-tris(methylsulfanyl)-1,2-dithiolium iodide 82504-66-3 C6H9S5*I
3,4,5-tris(methylsulfanyl)-1,2-dithiolium iodide
—— (R)-(-)-2-methylbutyl phenyl sulfide 87106-26-1 C11H16S
(R)-(-)-2-methylbutyl phenyl sulfide
—— 1-(pentafluorophenylsulfanyl)hex-5-en-2-one 165531-79-3 C12H9F5OS
1-(pentafluorophenylsulfanyl)hex-5-en-2-one
—— 2,4-Dihydroxy-6-(2-naphthylthio)chinazolin 52979-05-2 C18H12N2O2S
2,4-Dihydroxy-6-(2-naphthylthio)chinazolin
—— Ethyl 2-amino-5-[2-naphthylthio]benzoate 52979-20-1 C19H17NO2S
Ethyl 2-amino-5-[2-naphthylthio]benzoate
—— 1-Chloro-3-(pyridin-4-ylthio)propane 134186-64-4 C8H10ClNS
1-Chloro-3-(pyridin-4-ylthio)propane
—— 4,5,6,4',5',6'-Hexamethyl-5H,5'H-[2,2']bi[[1,3]dithiolo[4,5-c]pyrrolylidene] 183479-89-2 C16H18N2S4
4,5,6,4',5',6'-Hexamethyl-5H,5'H-[2,2']bi[[1,3]dithiolo[4,5-c]pyrrolylidene]
—— S-Ethyl-N,N'-dimethylisothioharnstoff —— C5H12N2S
S-Ethyl-N,N'-dimethylisothioharnstoff
—— 2,4-Dioxo-3-phenyl-6-p-tolylsulfanyl-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde 80947-66-6 C18H14N2O3S
2,4-Dioxo-3-phenyl-6-p-tolylsulfanyl-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde
—— 4-(2-chloropyridin-4-ylthio)naphthalen-1-amine 1338815-51-2 C15H11ClN2S
4-(2-chloropyridin-4-ylthio)naphthalen-1-amine
—— 2,4-Dioxo-3-phenyl-6-phenylsulfanyl-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde 80947-64-4 C17H12N2O3S
2,4-Dioxo-3-phenyl-6-phenylsulfanyl-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde
—— 6-(4-Chloro-phenylsulfanyl)-2,4-dioxo-3-phenyl-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde 80947-65-5 C17H11ClN2O3S
6-(4-Chloro-phenylsulfanyl)-2,4-dioxo-3-phenyl-1,2,3,4-tetrahydro-pyrimidine-5-carbaldehyde
—— 3-Phenyl-6-p-tolylsulfanyl-1H-pyrimidine-2,4-dione 80947-56-4 C17H14N2O2S
3-Phenyl-6-p-tolylsulfanyl-1H-pyrimidine-2,4-dione
—— 3-Phenyl-6-phenylsulfanyl-1H-pyrimidine-2,4-dione 80947-54-2 C16H12N2O2S
3-Phenyl-6-phenylsulfanyl-1H-pyrimidine-2,4-dione
—— 6-(4-Chloro-phenylsulfanyl)-3-phenyl-1H-pyrimidine-2,4-dione 80947-55-3 C16H11ClN2O2S
6-(4-Chloro-phenylsulfanyl)-3-phenyl-1H-pyrimidine-2,4-dione
—— 2,3-Dihydrothiepin 37996-46-6 C6H8S
2,3-Dihydrothiepin
—— (R)-N-((S)-2,2-difluoro-1-(3-fluorophenyl)-2-(phenylthio)ethyl)-2-methylpropane-2-sulfinamide 1365214-60-3 C18H20F3NOS2
(R)-N-((S)-2,2-difluoro-1-(3-fluorophenyl)-2-(phenylthio)ethyl)-2-methylpropane-2-sulfinamide
—— 5-tert-butyldimethylsiloxymethyl-1-phenylthiomethyl-2,6,6-trimethyl-1-cyclohexene 171504-25-9 C23H38OSSi
5-tert-butyldimethylsiloxymethyl-1-phenylthiomethyl-2,6,6-trimethyl-1-cyclohexene
—— 2,3-diisothiocyanatobuta-1,3-diene 137768-86-6 C6H4N2S2
2,3-diisothiocyanatobuta-1,3-diene
—— (S)-N-(2,2-difluoro-1-(3-fluorophenyl)-2-(phenylthio)ethyl)prop-2-en-1-amine 1365214-61-4 C17H16F3NS
(S)-N-(2,2-difluoro-1-(3-fluorophenyl)-2-(phenylthio)ethyl)prop-2-en-1-amine
—— 5-methylmercapto-1,2,3-thiadiazole 106220-55-7 C3H4N2S2
5-methylmercapto-1,2,3-thiadiazole
—— 3-Bromo-2-methylsulfanyl-furan 57102-25-7 C5H5BrOS
3-Bromo-2-methylsulfanyl-furan
—— 1-acetoxy-4-methyl-3-phenylthio-2-pentanone 69798-60-3 C14H18O3S
1-acetoxy-4-methyl-3-phenylthio-2-pentanone
—— 1-chloro-4-methyl-3-phenylthio-2-pentanone 69798-75-0 C12H15ClOS
1-chloro-4-methyl-3-phenylthio-2-pentanone
—— 2,2-Bis-ethylsulfanyl-pentanedioic acid dimethyl ester 43227-76-5 C11H20O4S2
2,2-Bis-ethylsulfanyl-pentanedioic acid dimethyl ester
—— 3-Bromo-4-methyl-2-methylsulfanyl-furan 204760-88-3 C6H7BrOS
3-Bromo-4-methyl-2-methylsulfanyl-furan
—— 4-Methylthio-3-buten-1-yne 3448-56-4 C5H6S
4-Methylthio-3-buten-1-yne
—— 2,2-Bis-ethylsulfanyl-5-oxo-hexanenitrile 89450-19-1 C10H17NOS2
2,2-Bis-ethylsulfanyl-5-oxo-hexanenitrile
—— Bis-ethylsulfanyl-(3-oxo-cyclohexyl)-acetic acid methyl ester 43227-87-8 C13H22O3S2
Bis-ethylsulfanyl-(3-oxo-cyclohexyl)-acetic acid methyl ester
—— 4-Cyano-4,4-bis-ethylsulfanyl-butyric acid methyl ester 89450-20-4 C10H17NO2S2
4-Cyano-4,4-bis-ethylsulfanyl-butyric acid methyl ester
—— (Z)-2,2,8,8-Tetrakis-ethylsulfanyl-4-formyl-non-4-enedinitrile 89450-26-0 C18H28N2OS4
(Z)-2,2,8,8-Tetrakis-ethylsulfanyl-4-formyl-non-4-enedinitrile
—— (2R,3R,8R,4E,6E)-8-tert-butyldimethylsilyloxy-2-chloroacetoxy-3-phenylthiotrideca-4,6-dienyl 2,2-dimethylpropanoate 286930-14-1 C32H51ClO5SSi
(2R,3R,8R,4E,6E)-8-tert-butyldimethylsilyloxy-2-chloroacetoxy-3-phenylthiotrideca-4,6-dienyl 2,2-dimethylpropanoate
—— 2,2-Bis-ethylsulfanyl-5-oxo-pentanenitrile 89450-24-8 C9H15NOS2
2,2-Bis-ethylsulfanyl-5-oxo-pentanenitrile
—— 3-Methanesulfinyl-4-thia-1,2-diaza-spiro[5.5]undec-2-ene-5-carboxylic acid ethyl ester 172472-26-3 C12H20N2O3S2
3-Methanesulfinyl-4-thia-1,2-diaza-spiro[5.5]undec-2-ene-5-carboxylic acid ethyl ester
—— 3-Methanesulfonyl-hept-6-en-2-ol 568578-32-5 C8H16O3S
3-Methanesulfonyl-hept-6-en-2-ol
—— (E)-thiacyclonon-4-ene 1,1-dioxide 79760-37-5 C8H14O2S
(E)-thiacyclonon-4-ene 1,1-dioxide
—— ((4-(tert-butylthio)phenyl)ethynyl)triisopropylsilane 795274-48-5 C21H34SSi
((4-(tert-butylthio)phenyl)ethynyl)triisopropylsilane
—— 5-(tert-butyl)-3-(phenylthiomethyl)pyrazole 493038-65-6 C14H18N2S
5-(tert-butyl)-3-(phenylthiomethyl)pyrazole