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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
—— 2,2-simethyl-1,3-oxathiane 3,3-dioxide 107840-88-0 C6H12O3S
2,2-simethyl-1,3-oxathiane 3,3-dioxide
—— dibutyl-thiocarbamic acid <i>S</i>-ethyl ester 2444-96-4 C11H23NOS
dibutyl-thiocarbamic acid <i>S</i>-ethyl ester
—— 5-Chloro-4-ethylsulfanyl-2-methylpyridazin-3-one 64178-30-9 C7H9ClN2OS
5-Chloro-4-ethylsulfanyl-2-methylpyridazin-3-one
—— (S,S)-(+)-bis(2-phenyl-2-chloroethyl)sulfide 340168-19-6 C16H16Cl2S
(S,S)-(+)-bis(2-phenyl-2-chloroethyl)sulfide
—— 1-benzyl-5-chloro-3-(ethylsulfanyl)-6-methyl-2(1H)-pyrazinone 658071-58-0 C14H15ClN2OS
1-benzyl-5-chloro-3-(ethylsulfanyl)-6-methyl-2(1H)-pyrazinone
—— 2-ethylsulfanyl-4,5,7,8-tetrahydro-thieno[2,3-d]azepine-6-carboxylic acid ethyl ester 945007-74-9 C13H19NO2S2
2-ethylsulfanyl-4,5,7,8-tetrahydro-thieno[2,3-d]azepine-6-carboxylic acid ethyl ester
—— 1,3,5-tris((4,6-dimethyl-3-mercaptophenyl)thio)-2,4,6-tris(p-tolylthio)benzene 107540-22-7 C51H48S9
1,3,5-tris((4,6-dimethyl-3-mercaptophenyl)thio)-2,4,6-tris(p-tolylthio)benzene
—— 1,9-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]nonane 390799-98-1 C23H26N6S4
1,9-bis[3-(pyrid-3-yl)-1,2,5-thiadiazol-4-ylthio]nonane
—— 2-Methyl-2-phenyl-[1,3]dithiole 128827-91-8 C10H10S2
2-Methyl-2-phenyl-[1,3]dithiole
—— 3'-ethylthio-4-methylthio-3,4'-diquinolinyl sulfide 171286-14-9 C21H18N2S3
3'-ethylthio-4-methylthio-3,4'-diquinolinyl sulfide
—— 5-chloro-4-ethylthio-2-phenyl-3(2H)-pyridazinone 40849-58-9 C12H11ClN2OS
5-chloro-4-ethylthio-2-phenyl-3(2H)-pyridazinone
—— 4-methoxy-3'-methylsulfanyl-3,4'-diquinolinyl sulfide 131519-70-5 C20H16N2OS2
4-methoxy-3'-methylsulfanyl-3,4'-diquinolinyl sulfide
—— 4-(4-bromophenylamino)-5-(ethylthio)-6-fluoropyridazin-3(2H)-one 1169784-75-1 C12H11BrFN3OS
4-(4-bromophenylamino)-5-(ethylthio)-6-fluoropyridazin-3(2H)-one
—— 4-(3-Methylphenyl)-2-methylsulfanyl-5-methylsulfonyl-1,3-thiazine-6-thione 117235-94-6 C13H13NO2S4
4-(3-Methylphenyl)-2-methylsulfanyl-5-methylsulfonyl-1,3-thiazine-6-thione
—— 5,5,6,6,6-pentafluoro-2-(2-chloroethanesulfonyl)-2-methylhexanenitrile 1232400-77-9 C9H11ClF5NO2S
5,5,6,6,6-pentafluoro-2-(2-chloroethanesulfonyl)-2-methylhexanenitrile
—— 2-(3-ethylsulfanyl-pyridine-2-yl)-6-(trifluoromethyl)thiazolo[5,4-b]pyridine 1421950-44-8 C14H10F3N3S2
2-(3-ethylsulfanyl-pyridine-2-yl)-6-(trifluoromethyl)thiazolo[5,4-b]pyridine
—— butyl chloro{[(ethylthio)carbonyl]oxy}acetate 352320-93-5 C9H15ClO4S
butyl chloro{[(ethylthio)carbonyl]oxy}acetate
—— 5-methylsulfonyl-2-methylthio-4-phenyl-1,3-thiazine-6-thione 117235-95-7 C12H11NO2S4
5-methylsulfonyl-2-methylthio-4-phenyl-1,3-thiazine-6-thione
—— (4-bromo-3-(difluoromethyl)phenyl)(ethyl)sulfane 1614246-61-5 C9H9BrF2S
(4-bromo-3-(difluoromethyl)phenyl)(ethyl)sulfane
—— 3-ethylsulfanylpyridine-4-carbonitrile 89407-34-1 C8H8N2S
3-ethylsulfanylpyridine-4-carbonitrile
—— 5,5,6,6,6-pentafluoro-2-(2-ethylthioethanesulfonyl)-2-methylhexanenitrile 1232400-65-5 C11H16F5NO2S2
5,5,6,6,6-pentafluoro-2-(2-ethylthioethanesulfonyl)-2-methylhexanenitrile
—— N-(3-((1H-1,2,4-triazol-5-yl)thio)-4-hydroxyphenyl)-4-nitrobenzenesulfonamide 1489231-01-7 C14H11N5O5S2
N-(3-((1H-1,2,4-triazol-5-yl)thio)-4-hydroxyphenyl)-4-nitrobenzenesulfonamide
—— 4-Bromo-2-chloro-1-(ethylsulfanyl)benzene 1310947-47-7 C8H8BrClS
4-Bromo-2-chloro-1-(ethylsulfanyl)benzene
—— N-(3-((1H-1,2,4-triazol-5-yl)thio)-4-hydroxyphenyl)-4-chlorobenzenesulfonamide 881943-05-1 C14H11ClN4O3S2
N-(3-((1H-1,2,4-triazol-5-yl)thio)-4-hydroxyphenyl)-4-chlorobenzenesulfonamide
—— 2-amino-5-(5-trifluoromethylpyridin-2-ylthio)thiazole 133692-05-4 C9H6F3N3S2
2-amino-5-(5-trifluoromethylpyridin-2-ylthio)thiazole
—— N-(3-((1H-1,2,4-triazol-5-yl)thio)-4-hydroxyphenyl)-4-methoxybenzenesulfonamide 701953-79-9 C15H14N4O4S2
N-(3-((1H-1,2,4-triazol-5-yl)thio)-4-hydroxyphenyl)-4-methoxybenzenesulfonamide
—— N-(3-((1H-1,2,4-triazol-5-yl)thio)-4-hydroxyphenyl)-2,4,6-triisopropylbenzenesulfonamide 1489231-02-8 C23H30N4O3S2
N-(3-((1H-1,2,4-triazol-5-yl)thio)-4-hydroxyphenyl)-2,4,6-triisopropylbenzenesulfonamide
—— 2-chloro-4-(ethylthio)nicotinonitrile 868065-69-4 C8H7ClN2S
2-chloro-4-(ethylthio)nicotinonitrile
—— N-(3-((1H-1,2,4-triazol-5-yl)thio)-4-hydroxyphenyl)methanesulfonamide 919966-54-4 C9H10N4O3S2
N-(3-((1H-1,2,4-triazol-5-yl)thio)-4-hydroxyphenyl)methanesulfonamide
—— N-(4-hydroxy-3-((5-methyl-1,3,4-thiadiazol-2-yl)thio)phenyl)-4-nitrobenzenesulfonamide 1489231-03-9 C15H12N4O5S3
N-(4-hydroxy-3-((5-methyl-1,3,4-thiadiazol-2-yl)thio)phenyl)-4-nitrobenzenesulfonamide
—— N-(3-((1H-1,2,4-triazol-5-yl)thio)-4-hydroxyphenyl)-2,6-dichlorobenzenesulfonamide 1489231-00-6 C14H10Cl2N4O3S2
N-(3-((1H-1,2,4-triazol-5-yl)thio)-4-hydroxyphenyl)-2,6-dichlorobenzenesulfonamide
—— N-(3-((7H-purin-6-yl)thio)-4-hydroxyphenyl)-4-nitrobenzenesulfonamide 1489231-08-4 C17H12N6O5S2
N-(3-((7H-purin-6-yl)thio)-4-hydroxyphenyl)-4-nitrobenzenesulfonamide
—— N-(3-((1,3,4-thiadiazol-2-yl)thio)-4-hydroxyphenyl)-4-nitrobenzenesulfonamide 1489231-04-0 C14H10N4O5S3
N-(3-((1,3,4-thiadiazol-2-yl)thio)-4-hydroxyphenyl)-4-nitrobenzenesulfonamide
—— 5-ethylthio-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboaldehyde 915137-34-7 C8H9F3N2OS
5-ethylthio-1-methyl-3-trifluoromethyl-1H-pyrazole-4-carboaldehyde
—— N-(3-((1H-1,2,4-triazol-5-yl)thio)-4-hydroxyphenyl)-2,4,6-trimethylbenzenesulfonamide 670267-87-5 C17H18N4O3S2
N-(3-((1H-1,2,4-triazol-5-yl)thio)-4-hydroxyphenyl)-2,4,6-trimethylbenzenesulfonamide
—— (S)-methyl 3-phenylthiobutanoate 119873-29-9 C11H14O2S
(S)-methyl 3-phenylthiobutanoate
—— N-(4-hydroxy-3-((1-methyl-1H-tetrazol-5-yl)thio)phenyl)-4-nitrobenzenesulfonamide 1489231-06-2 C14H12N6O5S2
N-(4-hydroxy-3-((1-methyl-1H-tetrazol-5-yl)thio)phenyl)-4-nitrobenzenesulfonamide
—— sodium ethane thiol 811-51-8 C2H6S*Na
sodium ethane thiol
—— 5-(ethylthio)uracil 2383-84-8 C6H8N2O2S
5-(ethylthio)uracil
—— 5-bromo-2-(ethylthio)-4-methylpyridine 1429341-49-0 C8H10BrNS
5-bromo-2-(ethylthio)-4-methylpyridine
—— 5-(cyclopentylthio)-1,3,4-thiadiazol-2-amine 40177-33-1 C7H11N3S2
5-(cyclopentylthio)-1,3,4-thiadiazol-2-amine
—— (Z)-1-(p-aminophenylthio)-1-propen-3-ol 612092-00-9 C9H11NOS
(Z)-1-(p-aminophenylthio)-1-propen-3-ol
—— 4-(thiophen-2-ylthio)butanenitrile 474709-58-5 C8H9NS2
4-(thiophen-2-ylthio)butanenitrile
—— 4-(4-amino-2-(2-iodo-5-methoxyphenylthio)-1H-imidazo[4,5-c]pyridin-1-yl)butanenitrile 1061317-05-2 C17H16IN5OS
4-(4-amino-2-(2-iodo-5-methoxyphenylthio)-1H-imidazo[4,5-c]pyridin-1-yl)butanenitrile
—— bis(3-methyl-4-methylthiophenyl)disulfide 84910-80-5 C16H18S4
bis(3-methyl-4-methylthiophenyl)disulfide
—— N-Butyl-Na(2)-(1-methylethyl)thiourea 25343-72-0 C8H18N2S
N-Butyl-Na(2)-(1-methylethyl)thiourea
—— 2,5-bis(methylthio)-4-bromotoluene 84910-83-8 C9H11BrS2
2,5-bis(methylthio)-4-bromotoluene
—— 2,5-bis-(methylthio)toluene 84910-82-7 C9H12S2
2,5-bis-(methylthio)toluene
—— ethyl (2-benzylthiotetrahydro-2-pyranyl)acetate 119873-50-6 C16H22O3S
ethyl (2-benzylthiotetrahydro-2-pyranyl)acetate
—— 4-(2-(3-bromophenylthio)pyridin-3-yloxy)butanenitrile 1452773-17-9 C15H13BrN2OS
4-(2-(3-bromophenylthio)pyridin-3-yloxy)butanenitrile