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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
—— 2,5,8,10,12-pentathiabicyclo<7.3.0>dodec-1(9)-en-11-on 155199-99-8 C7H8OS5
2,5,8,10,12-pentathiabicyclo<7.3.0>dodec-1(9)-en-11-on
—— (2R,3S)-2-((2S,3S)-2,3-Bis-triethylsilanyloxy-icosyl)-3-phenylsulfanylmethyl-oxirane 879290-34-3 C41H78O3SSi2
(2R,3S)-2-((2S,3S)-2,3-Bis-triethylsilanyloxy-icosyl)-3-phenylsulfanylmethyl-oxirane
—— (E)-1,1,1-trifluoro-4-(4-methylphenyl)sulfanyldec-3-en-2-one 1173163-96-6 C17H21F3OS
(E)-1,1,1-trifluoro-4-(4-methylphenyl)sulfanyldec-3-en-2-one
—— 3-hydroxy-2-[hydroxy-(4-methylthio-phenyl)-methyl]-pyran-4-one 189566-74-3 C13H12O4S
3-hydroxy-2-[hydroxy-(4-methylthio-phenyl)-methyl]-pyran-4-one
—— N-[4'-(methylthio)benzylidene]butan-1-amine 1337927-70-4 C12H17NS
N-[4'-(methylthio)benzylidene]butan-1-amine
—— 5-(2-Ethoxyethyl)-2-(methylsulfanyl)pyrimidine-4,6-diol 6964-71-2 C9H14N2O3S
5-(2-Ethoxyethyl)-2-(methylsulfanyl)pyrimidine-4,6-diol
—— 2-phenylsulfanyl-benzenesulfonic acid 110245-60-8 C12H10O3S2
2-phenylsulfanyl-benzenesulfonic acid
—— N-methyl-2-(phenylthio)ethanamine-2,2-d2 143745-75-9 C9H13NS
N-methyl-2-(phenylthio)ethanamine-2,2-d2
—— 2-phenyl-2-(phenylamino)acetonitrile 1183480-59-2 C15H13BrN2S
2-phenyl-2-(phenylamino)acetonitrile
—— 6-((6-chloro-2-methyl-1-(1-methyl-1H-pyrazol-4-yl)-1H-indol-3-yl)thio)picolinic acid 1415474-19-9 C19H15ClN4O2S
6-((6-chloro-2-methyl-1-(1-methyl-1H-pyrazol-4-yl)-1H-indol-3-yl)thio)picolinic acid
—— (2Z,5Z)-5-(4-(methylthio)benzylidene)-3-phenyl-2-(phenylimino)thiazolidin-4-one 1082953-73-8 C23H18N2OS2
(2Z,5Z)-5-(4-(methylthio)benzylidene)-3-phenyl-2-(phenylimino)thiazolidin-4-one
—— 4-<(4-Chlor-phenylmercapto)-methyl>-pyridin 91961-63-6 C12H10ClNS
4-<(4-Chlor-phenylmercapto)-methyl>-pyridin
—— ethyl 6-((6-chloro-2-methyl-1H-indol-3-yl)thio)picolinate 1415474-42-8 C17H15ClN2O2S
ethyl 6-((6-chloro-2-methyl-1H-indol-3-yl)thio)picolinate
—— ethyl 2,2-difluoro-3-hydroxy-3-(4-methylthiophenyl)propanoate 1042662-69-0 C12H14F2O3S
ethyl 2,2-difluoro-3-hydroxy-3-(4-methylthiophenyl)propanoate
—— 6-(4′-methylthiophenyl)fulvene 179477-49-7 C13H12S
6-(4′-methylthiophenyl)fulvene
—— (R)-1-(4-methylthiophenyl)penta-3,4-dien-1-ol 1204319-36-7 C12H14OS
(R)-1-(4-methylthiophenyl)penta-3,4-dien-1-ol
—— 3-(3-bromo-phenylsulfanyl)-1,1,1-trifluoro-propan-2-one 125647-95-2 C9H6BrF3OS
3-(3-bromo-phenylsulfanyl)-1,1,1-trifluoro-propan-2-one
—— N-tert-butyl-α-(4-methylthiophenyl)nitrone 117458-02-3 C12H17NOS
N-tert-butyl-α-(4-methylthiophenyl)nitrone
—— 2-(4-(methylthio)phenyl)-1,3-dioxane 1586046-84-5 C11H14O2S
2-(4-(methylthio)phenyl)-1,3-dioxane
—— 7-Amino-6-methyl-2,3-dihydro-thiazolo[3,2-a]pyrimidin-5-one 149221-58-9 C7H9N3OS
7-Amino-6-methyl-2,3-dihydro-thiazolo[3,2-a]pyrimidin-5-one
—— 4-ethyl-1-{4-(methylthio)phenyl}-2-hexyn-1,4-diol 301699-12-7 C15H20O2S
4-ethyl-1-{4-(methylthio)phenyl}-2-hexyn-1,4-diol
—— (2-oxo-1-oxa-4-thia-spiro[4.4]non-3-ylmethyl)-carbamic acid tert-butyl ester 676608-67-6 C13H21NO4S
(2-oxo-1-oxa-4-thia-spiro[4.4]non-3-ylmethyl)-carbamic acid tert-butyl ester
—— N,N'-Bis-(2-phenylsulfanyl-phenyl)-diazene N-oxide 90158-92-2 C24H18N2OS2
N,N'-Bis-(2-phenylsulfanyl-phenyl)-diazene N-oxide
—— 1-(4-(Methylthio)phenyl)-2,2,2-trifluoroethanol 122035-81-8 C9H9F3OS
1-(4-(Methylthio)phenyl)-2,2,2-trifluoroethanol
—— 3-(2-Fluor-benzylmercapto)-6-methyl-pyridazin 5273-48-3 C12H11FN2S
3-(2-Fluor-benzylmercapto)-6-methyl-pyridazin
—— ethyl [(3-hydroxyphenyl)sulfanyl]acetate 287201-99-4 C10H12O3S
ethyl [(3-hydroxyphenyl)sulfanyl]acetate
—— 2-amino-7,7-dimethyl-4-(4-(methylthio)phenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile 313379-76-9 C19H20N2O2S
2-amino-7,7-dimethyl-4-(4-(methylthio)phenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile
—— 4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenyl methyl sulfide 1360628-14-3 C14H20O2S
4-(4,4,5,5-tetramethyl-1,3-dioxolan-2-yl)phenyl methyl sulfide
—— Bis-aziridino-thioformaldehyd 13163-23-0 C5H8N2S
Bis-aziridino-thioformaldehyd
—— 2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-(2-{[(2S)-2,3-dihydroxypropyl]amino}-1,3-thiazol-4-yl)pyridine-3,5-dicarbonitrile 1187543-27-6 C23H18ClN7O2S3
2-Amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-(2-{[(2S)-2,3-dihydroxypropyl]amino}-1,3-thiazol-4-yl)pyridine-3,5-dicarbonitrile
—— 3-(4-Fluorbenzylmercapto)-6-ethoxy-pyridazin 5273-51-8 C13H13FN2OS
3-(4-Fluorbenzylmercapto)-6-ethoxy-pyridazin
—— 5-(4-chloro-phenylsulfanylmethyl)-2,4-dimethyl-pyridin-3-ol 6953-02-2 C14H14ClNOS
5-(4-chloro-phenylsulfanylmethyl)-2,4-dimethyl-pyridin-3-ol
—— 3-(3-Fluorbenzylmercapto)-6-propyloxy-pyridazin 5273-55-2 C14H15FN2OS
3-(3-Fluorbenzylmercapto)-6-propyloxy-pyridazin
—— 3-(3-Fluor-benzylmercapto)-6-methyl-pyridazin 5376-26-1 C12H11FN2S
3-(3-Fluor-benzylmercapto)-6-methyl-pyridazin
—— 2-([2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl)-6-[(2R)-2,3-dihydroxypropyl]amino-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile 1187543-00-5 C23H17ClN6O2S3
2-([2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl)-6-[(2R)-2,3-dihydroxypropyl]amino-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile
—— 3-(3-Fluorbenzylmercapto)-6-ethoxy-pyridazin 5273-50-7 C13H13FN2OS
3-(3-Fluorbenzylmercapto)-6-ethoxy-pyridazin
—— N-[2-(Methanesulfonyl)ethyl]carbamimidic acid 6959-73-5 C4H10N2O3S
N-[2-(Methanesulfonyl)ethyl]carbamimidic acid
—— 4-[(3-hydroxyphenyl)thio]benzaldehyde 1257087-06-1 C13H10O2S
4-[(3-hydroxyphenyl)thio]benzaldehyde
—— 5-[4-amino-6-(3-hydroxyphenylsulfanyl)-[1,3,5]triazin-2-yl]-2,4-dichlorophenol 1052649-57-6 C15H10Cl2N4O2S
5-[4-amino-6-(3-hydroxyphenylsulfanyl)-[1,3,5]triazin-2-yl]-2,4-dichlorophenol
—— 3-(2-Fluorbenzylmercapto)-6-ethoxy-pyridazin 5376-28-3 C13H13FN2OS
3-(2-Fluorbenzylmercapto)-6-ethoxy-pyridazin
—— 3-{[(4-Bromophenyl)methyl]sulfanyl}-6-propoxypyridazine 6954-08-1 C14H15BrN2OS
3-{[(4-Bromophenyl)methyl]sulfanyl}-6-propoxypyridazine
—— N-(tert-butyl)-5-(pyridin-4-ylthio)thiophene-2-sulfonamide 900814-32-6 C13H16N2O2S3
N-(tert-butyl)-5-(pyridin-4-ylthio)thiophene-2-sulfonamide
—— 4-Phenylmercapto-2,6-diamino-pyridin 18960-93-5 C11H11N3S
4-Phenylmercapto-2,6-diamino-pyridin
—— 1-(diethylcarbamoyl)-3-(2-chloro-6-methylphenylthio)-5-methylpyrazole 143533-45-3 C16H20ClN3OS
1-(diethylcarbamoyl)-3-(2-chloro-6-methylphenylthio)-5-methylpyrazole
—— (2R)-3-methyl-1-propylsulfanylbutan-2-amine 1198786-76-3 C8H19NS
(2R)-3-methyl-1-propylsulfanylbutan-2-amine
—— 1-(dimethylsulfamoyl)-5-(2,5-dimethylphenylthio)pyrazole 143535-36-8 C13H17N3O2S2
1-(dimethylsulfamoyl)-5-(2,5-dimethylphenylthio)pyrazole
—— 8-(6-(4-tert-butylphenyl)benzo[d][1,3]dioxol-5-ylthio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine 1289543-75-4 C28H34N6O2S
8-(6-(4-tert-butylphenyl)benzo[d][1,3]dioxol-5-ylthio)-9-(3-(isopropylamino)propyl)-9H-purin-6-amine
—— 5,7-Dimethyl-3,6,8-trioxo-pyrimido<5,4-b>1,4-thiazin 1781-12-0 C8H9N3O3S
5,7-Dimethyl-3,6,8-trioxo-pyrimido<5,4-b>1,4-thiazin
—— 1-Allyl-3-aethyl-5-(carboxymethylthio)-6-amino-uracil 91338-31-7 C11H15N3O4S
1-Allyl-3-aethyl-5-(carboxymethylthio)-6-amino-uracil
—— 4-(4-chloro-benzylmercapto)-pyridine 105836-55-3 C12H10ClNS
4-(4-chloro-benzylmercapto)-pyridine