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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-((4-chlorophenyl)thio)-3-methylbutanoic acid 140400-37-9 C11H13ClO2S
2-((4-chlorophenyl)thio)-3-methylbutanoic acid
—— 3-methyl-2-(phenylthio)butanoic acid 57557-60-5 C11H14O2S
3-methyl-2-(phenylthio)butanoic acid
—— 5-((p-tolylthio)methyl)dihydrofuran-2(3H)-one 108078-65-5 C12H14O2S
5-((p-tolylthio)methyl)dihydrofuran-2(3H)-one
—— N,N-dimethylsulfamoyl azide 33581-92-9 C2H6N4O2S
N,N-dimethylsulfamoyl azide
—— (R)-[2-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-(2-methyl-1,3-dithian-2-yl)propyl]-1,3-dithian-2-yl]-(2-prop-2-enylphenyl)methanol 1073175-01-5 C28H46O2S4Si
(R)-[2-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-(2-methyl-1,3-dithian-2-yl)propyl]-1,3-dithian-2-yl]-(2-prop-2-enylphenyl)methanol
—— 4,4'-dimethylthio-3,3'-diquinolinyl sulfide 74575-24-9 C20H16N2S3
4,4'-dimethylthio-3,3'-diquinolinyl sulfide
—— 2-(2-aminophenylsulfanyl)-5-ethylthiophene-3-carboxylic acid methyl ester 848555-36-2 C14H15NO2S2
2-(2-aminophenylsulfanyl)-5-ethylthiophene-3-carboxylic acid methyl ester
—— 1,1,1-trifluoro-4-(methylsulfonyl)but-3-ene-2,2-diol 473994-49-9 C5H7F3O4S
1,1,1-trifluoro-4-(methylsulfonyl)but-3-ene-2,2-diol
—— 1-(1-naphthylthio)isoquinoline 112107-65-0 C19H13NS
1-(1-naphthylthio)isoquinoline
—— 5-Methyl-2-(methylthio)-4-pyrimidinecarbaldehyde 135645-58-8 C7H8N2OS
5-Methyl-2-(methylthio)-4-pyrimidinecarbaldehyde
—— 2-(2-aminophenylsulfanyl)-5-bromothiophene-3-carboxylic acid ethyl ester 848555-47-5 C13H12BrNO2S2
2-(2-aminophenylsulfanyl)-5-bromothiophene-3-carboxylic acid ethyl ester
—— 4-(Dibromomethyl)-5-methyl-2-(methylthio)pyrimidine 135645-56-6 C7H8Br2N2S
4-(Dibromomethyl)-5-methyl-2-(methylthio)pyrimidine
—— 5-(Bromomethyl)-4,6-dimethyl-2-(methylthio)pyrimidine 135645-61-3 C8H11BrN2S
5-(Bromomethyl)-4,6-dimethyl-2-(methylthio)pyrimidine
—— 5-Bromo-4-(bromomethyl)-2-(methylthio)pyrimidine 135645-64-6 C6H6Br2N2S
5-Bromo-4-(bromomethyl)-2-(methylthio)pyrimidine
—— 4-[(4,6-dimethylpyrimidin-2-yl)thio]-2,3,5,6-tetrafluorobenzenesulfonamide 1428673-35-1 C12H9F4N3O2S2
4-[(4,6-dimethylpyrimidin-2-yl)thio]-2,3,5,6-tetrafluorobenzenesulfonamide
—— (2-(mesitylthio)ethyl)diphenylphosphine 919992-40-8 C23H25PS
(2-(mesitylthio)ethyl)diphenylphosphine
—— 2(1-Naphtylthio)benzylalkohol 56057-01-3 C17H14OS
2(1-Naphtylthio)benzylalkohol
—— 1-(2-bromomethyl-phenylsulfanyl)-naphthalene 613670-88-5 C17H13BrS
1-(2-bromomethyl-phenylsulfanyl)-naphthalene
—— 2,4-diamino-6-(naphthalen-1-ylsulfanyl)pyrido(3,2-d)pyrimidine 95095-99-1 C17H13N5S
2,4-diamino-6-(naphthalen-1-ylsulfanyl)pyrido(3,2-d)pyrimidine
—— 2(1-Naphthylthio)phenylessigsaeure 56057-03-5 C18H14O2S
2(1-Naphthylthio)phenylessigsaeure
—— 1-methyl-4-(1-naphthalenylthio)-1H-imidazole-5-carbaldehyde 141524-61-0 C15H12N2OS
1-methyl-4-(1-naphthalenylthio)-1H-imidazole-5-carbaldehyde
—— 2,4-diamino-5-methyl-6-(1-naphthylthio)furo[2,3-d]pyrimidine 221036-12-0 C17H14N4OS
2,4-diamino-5-methyl-6-(1-naphthylthio)furo[2,3-d]pyrimidine
—— 2(1-Naphthylthio)phenylacetonitril 56057-02-4 C18H13NS
2(1-Naphthylthio)phenylacetonitril
—— 4-(Dibromomethyl)-2-(methylthio)pyrimidine 135645-62-4 C6H6Br2N2S
4-(Dibromomethyl)-2-(methylthio)pyrimidine
—— 4-(1-naphthylthio)quinoline 1-oxide 115913-61-6 C19H13NOS
4-(1-naphthylthio)quinoline 1-oxide
—— 6-Naphthalen-1-ylsulfanylpteridine-2,4-diamine 77900-98-2 C16H12N6S
6-Naphthalen-1-ylsulfanylpteridine-2,4-diamine
—— 6-[(1-naphthyl)thio]purine 646510-02-3 C15H10N4S
6-[(1-naphthyl)thio]purine
—— 2-Fluoro-6-naphthalen-1-ylsulfanylbenzonitrile 348168-94-5 C17H10FNS
2-Fluoro-6-naphthalen-1-ylsulfanylbenzonitrile
—— (5R)-5-(2-fluoro-5-(1-naphthalenylsulfanyl)phenyl)-2,2,5-trimethyl-5,6-dihydro-2H-1,4-thiazin-3-amine 1,1-dioxide 1600507-29-6 C23H23FN2O2S2
(5R)-5-(2-fluoro-5-(1-naphthalenylsulfanyl)phenyl)-2,2,5-trimethyl-5,6-dihydro-2H-1,4-thiazin-3-amine 1,1-dioxide
—— 2,4-diamino-5-isopropyl-6-(1'-naphthylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 1043925-20-7 C19H19N5S
2,4-diamino-5-isopropyl-6-(1'-naphthylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 2-(3,4,5-trimethoxyphenylamino)-6-(naphthalen-1-ylthio)-pyrazine 894418-01-0 C23H21N3O3S
2-(3,4,5-trimethoxyphenylamino)-6-(naphthalen-1-ylthio)-pyrazine
—— 2-(naphthalen-1-ylthio)benzo[d]thiazole 1443352-21-3 C17H11NS2
2-(naphthalen-1-ylthio)benzo[d]thiazole
—— 2-amino-5-(1-naphthylsulfanyl)-3,9-dihydro-4H-pyrimido[4,5-b]indol-4-one 1469886-65-4 C20H14N4OS
2-amino-5-(1-naphthylsulfanyl)-3,9-dihydro-4H-pyrimido[4,5-b]indol-4-one
—— 1-Methyl-2-nitro-5-(p-tolylthio)-pyrrol 63059-30-3 C12H12N2O2S
1-Methyl-2-nitro-5-(p-tolylthio)-pyrrol
—— 2,4-diamino-5-propyl-6-(1'-naphthylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine 1043925-12-7 C19H19N5S
2,4-diamino-5-propyl-6-(1'-naphthylsulfanyl)-7H-pyrrolo[2,3-d]pyrimidine
—— 2-chloro-6-naphthalen-1-ylsulfanyl-7H-purine 646509-49-1 C15H9ClN4S
2-chloro-6-naphthalen-1-ylsulfanyl-7H-purine
—— 2-[5-(Methylthio)-1,3,4-oxadiazol-2-yl]benzenemethanesulfonyl isocyanate 114332-63-7 C11H9N3O4S2
2-[5-(Methylthio)-1,3,4-oxadiazol-2-yl]benzenemethanesulfonyl isocyanate
—— 6-Naphthalen-2-ylsulfanylpteridine-2,4-diamine 77900-99-3 C16H12N6S
6-Naphthalen-2-ylsulfanylpteridine-2,4-diamine
—— (5-methylsulfanyl-1<i>H</i>-[1,2,4]triazol-3-yl)-phenyl-amine 334538-51-1 C9H10N4S
(5-methylsulfanyl-1<i>H</i>-[1,2,4]triazol-3-yl)-phenyl-amine
—— 3-Anilino-5-benzylmercapto-1,2,4-triazol 3922-44-9 C15H14N4S
3-Anilino-5-benzylmercapto-1,2,4-triazol
—— 1-(1-Naphthalenesulfanyl)-4-pentyloxy-naphthalene 432047-73-9 C25H24OS
1-(1-Naphthalenesulfanyl)-4-pentyloxy-naphthalene
—— 2-({2-[(2-hydroxy-2-oxoethyl)thio]phenyl}thio)acetic acid 36198-83-1 C10H10O4S2
2-({2-[(2-hydroxy-2-oxoethyl)thio]phenyl}thio)acetic acid
—— 3-(naphthalen-1-ylsulfanyl)-5-nitro-1H-indazole 925450-90-4 C17H11N3O2S
3-(naphthalen-1-ylsulfanyl)-5-nitro-1H-indazole
—— 1,2-cyclobutanedione monodithiane 1018781-73-1 C7H10OS2
1,2-cyclobutanedione monodithiane
—— 1-(methylthio)-2-(1-propynyl)cyclohexene 77416-35-4 C10H14S
1-(methylthio)-2-(1-propynyl)cyclohexene
—— 3-chloro-4-isothiazolesulfonyl isocyanate 89502-18-1 C4HClN2O3S2
3-chloro-4-isothiazolesulfonyl isocyanate
—— Methyl 3,3,3-trifluoro-2-phenylsulfanyl-2-(trifluoromethyl)propanoate 67732-81-4 C11H8F6O2S
Methyl 3,3,3-trifluoro-2-phenylsulfanyl-2-(trifluoromethyl)propanoate
—— 3-(naphthalen-2-ylsulfanyl)benzofuran-4-ol 883001-06-7 C18H12O2S
3-(naphthalen-2-ylsulfanyl)benzofuran-4-ol
—— 6-(2-Naphtylthio)-3-nitro-2-pyridinecarbonitrile 95095-91-3 C16H9N3O2S
6-(2-Naphtylthio)-3-nitro-2-pyridinecarbonitrile
—— 1-methyl-2-<(2-chloroethyl)-thio>-1H-imidazole 131727-49-6 C6H9ClN2S
1-methyl-2-<(2-chloroethyl)-thio>-1H-imidazole