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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
—— 9-[4-chloro-3-(2-methylthioethoxycarbonylmethylthio)phenylimino]-8-thia-1,6-diazabicyclo[4.3.0]-nonan-7-one 121502-29-2 C17H20ClN3O3S3
9-[4-chloro-3-(2-methylthioethoxycarbonylmethylthio)phenylimino]-8-thia-1,6-diazabicyclo[4.3.0]-nonan-7-one
—— 2-(ethoxy-methyleneamino)-5-ethylsulfanyl-1H-pyrrole-3,4-dicarbonitrile 1500-89-6 C11H12N4OS
2-(ethoxy-methyleneamino)-5-ethylsulfanyl-1H-pyrrole-3,4-dicarbonitrile
—— N-methyl-5-[(3,3,3-trifluoropropyl)sulphonyl]pentan-1-amine 1353009-24-1 C9H18F3NO2S
N-methyl-5-[(3,3,3-trifluoropropyl)sulphonyl]pentan-1-amine
—— N-methyl-3-[(4,4,4-trifluorobutyl)sulphonyl]propan-1-amine 1353009-34-3 C8H16F3NO2S
N-methyl-3-[(4,4,4-trifluorobutyl)sulphonyl]propan-1-amine
—— 3-chloropropyl 4,4,4-trifluorobutyl sulphone 1353008-97-5 C7H12ClF3O2S
3-chloropropyl 4,4,4-trifluorobutyl sulphone
—— 2(5-Indanylthio)phenylacetonitril 56096-76-5 C17H15NS
2(5-Indanylthio)phenylacetonitril
—— 2-(5-Indanylthio)benzoesaeure 56096-73-2 C16H14O2S
2-(5-Indanylthio)benzoesaeure
—— 2-(5-Indanylthio)phenylessigsaeure 56096-77-6 C17H16O2S
2-(5-Indanylthio)phenylessigsaeure
—— 2-(5-Indanylthio)benzylchlorid 56096-75-4 C16H15ClS
2-(5-Indanylthio)benzylchlorid
—— N,N'-bis(ethoxythiocarbonyl)hydrazine 91915-06-9 C6H12N2O2S2
N,N'-bis(ethoxythiocarbonyl)hydrazine
—— 2-methyl-N-[4-(5-sulfamoylthiophen-2-yl)sulfanylphenyl]propanamide 63032-20-2 C14H16N2O3S3
2-methyl-N-[4-(5-sulfamoylthiophen-2-yl)sulfanylphenyl]propanamide
—— 7-Ethylmercapto-1.3-dimethyl-6-aza-lumazin 7271-95-6 C9H11N5O2S
7-Ethylmercapto-1.3-dimethyl-6-aza-lumazin
—— 2-(1-[4-bromophenyl]ethylthio)-pyridine N-oxide 60264-07-5 C13H12BrNOS
2-(1-[4-bromophenyl]ethylthio)-pyridine N-oxide
—— Ethanol, 2-mercapto-, reaction products with 1,5-hexadiene 75535-34-1 C8H16OS
Ethanol, 2-mercapto-, reaction products with 1,5-hexadiene
—— ethanesulfonyl isothiocyanate 52405-94-4 C3H5NO2S2
ethanesulfonyl isothiocyanate
—— N-[1-(1,1-dioxido-2(S)-thietanyl)cyclohexyl]-2-methyl-2-propane-(S)-sulfinamide 865469-60-9 C13H25NO3S2
N-[1-(1,1-dioxido-2(S)-thietanyl)cyclohexyl]-2-methyl-2-propane-(S)-sulfinamide
—— p-Methylmercapto-phenyl-mercapto-essigsaeure 18619-28-8 C9H10O2S2
p-Methylmercapto-phenyl-mercapto-essigsaeure
—— Ethanol, 2,2'-thiobis-, reaction products with hydrogen peroxide 82457-26-9 C4H12O4S
Ethanol, 2,2'-thiobis-, reaction products with hydrogen peroxide
—— 5-[2-(2-(methylsulfanyl)-5,6-dihydro-4H-furo[2,3-b]pyridin-7-yl)-2-oxoethyl]cyclopent-1-enecarboxylic acid methyl ester 325737-03-9 C17H21NO4S
5-[2-(2-(methylsulfanyl)-5,6-dihydro-4H-furo[2,3-b]pyridin-7-yl)-2-oxoethyl]cyclopent-1-enecarboxylic acid methyl ester
—— Di-tert.-butyl-dithiolkohlensaeureester 16118-32-4 C9H18OS2
Di-tert.-butyl-dithiolkohlensaeureester
—— 5-(oxan-4-ylsulfanyl)pyridin-2-carbonitrile 1454252-77-7 C11H12N2OS
5-(oxan-4-ylsulfanyl)pyridin-2-carbonitrile
—— 6-bromobenzo[b]thiophene-2,3-dione 73655-14-8 C8H3BrO2S
6-bromobenzo[b]thiophene-2,3-dione
—— Tris(2-hydroxyethyl)ammonium 4-fluorophenylthioacetate 102582-91-2 C6H15NO3*C8H7FO2S
Tris(2-hydroxyethyl)ammonium 4-fluorophenylthioacetate
—— 1,1-diisopropyl-dithiobiuret 14812-42-1 C8H17N3S2
1,1-diisopropyl-dithiobiuret
—— 1,1-Diethyl-dithiobiuret 14812-41-0 C6H13N3S2
1,1-Diethyl-dithiobiuret
—— Phenylglyoxylsaeure-diphenylmercaptal 10490-08-1 C20H16O2S2
Phenylglyoxylsaeure-diphenylmercaptal
—— dithiodecanediamide 7773-78-6 C10H20N2S2
dithiodecanediamide
—— bis-(3-amino-propyl)-sulfone 102203-35-0 C6H16N2O2S
bis-(3-amino-propyl)-sulfone
—— 4-chloro-5-methylthio-6-methylthiomethylpyrimidine 147115-20-6 C7H9ClN2S2
4-chloro-5-methylthio-6-methylthiomethylpyrimidine
—— (5S)-3-[(R)-2-(tert-butyldimethylsilyloxy)non-8-enyl]-5-methyl-3-phenylthio-3H-dihydrofuran-2-one 862603-33-6 C26H42O3SSi
(5S)-3-[(R)-2-(tert-butyldimethylsilyloxy)non-8-enyl]-5-methyl-3-phenylthio-3H-dihydrofuran-2-one
—— 1-{2,6-dichloro-4-[(phenylthio)methyl]pyridin-3-yl}hept-6-en-1-ol 607708-23-6 C19H21Cl2NOS
1-{2,6-dichloro-4-[(phenylthio)methyl]pyridin-3-yl}hept-6-en-1-ol
—— 2-(2,4-difluorophenyl)-1-(4-(3-((5-(3-fluorophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol 1528792-75-7 C26H28F3N7O2S
2-(2,4-difluorophenyl)-1-(4-(3-((5-(3-fluorophenyl)-1,3,4-oxadiazol-2-yl)thio)propyl)piperazin-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol
—— 3-(3,3-Dimethylbutan-2-ylamino)-4-(4-methylsulfanylanilino)cyclobut-3-ene-1,2-dione 266318-17-6 C17H22N2O2S
3-(3,3-Dimethylbutan-2-ylamino)-4-(4-methylsulfanylanilino)cyclobut-3-ene-1,2-dione
—— 3,3-dimethyl-2-butanethiol 1638-99-9 C6H14S
3,3-dimethyl-2-butanethiol
—— 1-{2,6-dichloro-4-[(phenylthio)methyl]pyridin-3-yl}hex-5-en-1-ol 607708-22-5 C18H19Cl2NOS
1-{2,6-dichloro-4-[(phenylthio)methyl]pyridin-3-yl}hex-5-en-1-ol
—— 6-[(E)-3-oxooct-1-enyl]sulfanyl-2H-1,2,4-triazine-3,5-dione 80037-03-2 C11H15N3O3S
6-[(E)-3-oxooct-1-enyl]sulfanyl-2H-1,2,4-triazine-3,5-dione
—— Pent-3-en-2-yl-methylsulfid 89534-73-6 C6H12S
Pent-3-en-2-yl-methylsulfid
—— 2-(dimethylhydrazinylidene)-1-(4-phenylsulfanylphenyl)ethanone 25555-15-1 C16H16N2OS
2-(dimethylhydrazinylidene)-1-(4-phenylsulfanylphenyl)ethanone
—— N-methoxy-N,3-dimethyl-4-phenylsulfanyl-1,2-oxazole-5-carboxamide 916922-04-8 C13H14N2O3S
N-methoxy-N,3-dimethyl-4-phenylsulfanyl-1,2-oxazole-5-carboxamide
—— 3-Methyl-4-phenylsulfanyl-1,2-oxazole-5-carboxylic acid 916922-03-7 C11H9NO3S
3-Methyl-4-phenylsulfanyl-1,2-oxazole-5-carboxylic acid
—— 4-Benzo[1,3]dithiol-2-yl-phenol 76381-53-8 C13H10OS2
4-Benzo[1,3]dithiol-2-yl-phenol
—— 2-[1-methoxy-3-(phenylthio)-2-propyn-1-yl]thiophene 1356910-87-6 C14H12OS2
2-[1-methoxy-3-(phenylthio)-2-propyn-1-yl]thiophene
—— (5Z)-(3S,4S)-6-bromo-1,1-bis-ethylsulfanyl-4-methoxymethoxyhex-5-en-3-ol 651043-75-3 C12H23BrO3S2
(5Z)-(3S,4S)-6-bromo-1,1-bis-ethylsulfanyl-4-methoxymethoxyhex-5-en-3-ol
—— N-(Cycloheptyl)-S-n-propyl-thiolurethan 24363-66-4 C11H21NOS
N-(Cycloheptyl)-S-n-propyl-thiolurethan
—— 8,9-Dihydro-6-phenyl-5H,15H-dibenzo<d,h><1,6,10,2>oxadithiaphosphacyclododecin-6-oxid 122278-87-9 C22H21O2PS2
8,9-Dihydro-6-phenyl-5H,15H-dibenzo<d,h><1,6,10,2>oxadithiaphosphacyclododecin-6-oxid
—— 1-Methylsulfonyl-2-bromo-cycloheptane 59060-03-6 C8H15BrO2S
1-Methylsulfonyl-2-bromo-cycloheptane
—— methyl t-2-(phenylthio)-1-methyl-r-1-cyclopropanecarboxylate 100045-93-0 C12H14O2S
methyl t-2-(phenylthio)-1-methyl-r-1-cyclopropanecarboxylate
—— 3-(4-chlorophenyl)sulfanyl-2-hydroxy-4-methyl-2H-furan-5-one 1379781-64-2 C11H9ClO3S
3-(4-chlorophenyl)sulfanyl-2-hydroxy-4-methyl-2H-furan-5-one
—— N,N'-ditert-butyl-2,3-bis[(Z)-[tert-butyl(oxido)azaniumylidene]methyl]-2,3-bis(tert-butylsulfonyl)butane-1,4-diimine oxide 126994-49-8 C30H58N4O8S2
N,N'-ditert-butyl-2,3-bis[(Z)-[tert-butyl(oxido)azaniumylidene]methyl]-2,3-bis(tert-butylsulfonyl)butane-1,4-diimine oxide
—— 2-Cyclohepten-1-yl-phenylsulfid 64741-12-4 C13H16S
2-Cyclohepten-1-yl-phenylsulfid