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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-methyl-3-phenylsulfanyl-pyridine 1-oxide 1350294-25-5 C12H11NOS
2-methyl-3-phenylsulfanyl-pyridine 1-oxide
—— 3,7-bis[(2-bromo-5-octylphenyl)thio]benzo[1,2-b:4,5-b']dithiophene-2,6-dicarboxylic acid 1618666-20-8 C40H44Br2O4S4
3,7-bis[(2-bromo-5-octylphenyl)thio]benzo[1,2-b:4,5-b']dithiophene-2,6-dicarboxylic acid
—— ((Z)-2-Cyclohexyl-2-ethoxy-vinylsulfanyl)-benzene 89005-25-4 C16H22OS
((Z)-2-Cyclohexyl-2-ethoxy-vinylsulfanyl)-benzene
—— 3-(2-methylsulfanyl-pyrimidin-4-yl)-1-oxo-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole-2-carboxylic acid 2-chloro-benzylamide 852164-86-4 C19H18ClN5O2S
3-(2-methylsulfanyl-pyrimidin-4-yl)-1-oxo-6,7-dihydro-1H,5H-pyrazolo[1,2-a]pyrazole-2-carboxylic acid 2-chloro-benzylamide
—— 1-(2-cyanoethyl)-2-(4-nitrophenylthio)-imidazole 683276-73-5 C12H10N4O2S
1-(2-cyanoethyl)-2-(4-nitrophenylthio)-imidazole
—— (<i>E</i>)-2,3-dimethyl-1-methylsulfanyl-buta-1,3-diene 39198-73-7 C7H12S
(<i>E</i>)-2,3-dimethyl-1-methylsulfanyl-buta-1,3-diene
—— 3-(2-aminophenylthio)-1-(2,4-dimethoxypyrimidin-5-yl)prop-1-yne 260803-80-3 C15H15N3O2S
3-(2-aminophenylthio)-1-(2,4-dimethoxypyrimidin-5-yl)prop-1-yne
—— (1'R,2R,3R,4S,5S)-4-azido-2-(1'-hydroxy-2',2'-bis-phenylsulfanylethyl)-5-methoxy-tetrahydropyran-3-ol 828914-54-1 C20H23N3O4S2
(1'R,2R,3R,4S,5S)-4-azido-2-(1'-hydroxy-2',2'-bis-phenylsulfanylethyl)-5-methoxy-tetrahydropyran-3-ol
—— 4H-1,2,4-Triazol-3-amine, 4-methyl-5-[(phenylmethyl)thio]- 87866-45-3 C10H12N4S
4H-1,2,4-Triazol-3-amine, 4-methyl-5-[(phenylmethyl)thio]-
—— (5-Benzylsulfanyl-4-methyl-4H-[1,2,4]triazol-3-yl)-[1-phenyl-meth-(Z)-ylidene]-amine 99472-19-2 C17H16N4S
(5-Benzylsulfanyl-4-methyl-4H-[1,2,4]triazol-3-yl)-[1-phenyl-meth-(Z)-ylidene]-amine
—— N,N'-ethylene-4-nitro-2,2'-thiodibenzamide 1393085-57-8 C16H13N3O4S
N,N'-ethylene-4-nitro-2,2'-thiodibenzamide
—— 2-methylthio-4-vinylpyrimidine 131467-05-5 C7H8N2S
2-methylthio-4-vinylpyrimidine
—— 1-methyl-2-nitro-4-(phenylthio)benzene 1240287-70-0 C13H11NO2S
1-methyl-2-nitro-4-(phenylthio)benzene
—— 3-<(3,4-Dioxo-2-phenylcyclobut-1-enylthio)methyl>-4-phenylcyclobuten-1,2-dion 81758-67-0 C21H12O4S
3-<(3,4-Dioxo-2-phenylcyclobut-1-enylthio)methyl>-4-phenylcyclobuten-1,2-dion
—— 7-(4-aminophenylthio)-1H-imidazo[4,5-b]pyridin-2(3H)-one 1147504-07-1 C12H10N4OS
7-(4-aminophenylthio)-1H-imidazo[4,5-b]pyridin-2(3H)-one
—— [(R)-6-(3-fluoro-phenylsulfanyl)-1,2,3,4-tetrahydro-naphthalen-1-ylmethyl]-urea 1231765-11-9 C18H19FN2OS
[(R)-6-(3-fluoro-phenylsulfanyl)-1,2,3,4-tetrahydro-naphthalen-1-ylmethyl]-urea
—— [(R)-6-(3-fluoro-phenylsulfanyl)-1,2,3,4-tetrahydro-naphthalen-1-yl-methyl]amine hydrochloride 1231765-10-8 C17H18FNS*ClH
[(R)-6-(3-fluoro-phenylsulfanyl)-1,2,3,4-tetrahydro-naphthalen-1-yl-methyl]amine hydrochloride
—— (S)-3-[3-(o-bromophenylthio)butanoyl]oxazolidin-2-one 1334952-07-6 C13H14BrNO3S
(S)-3-[3-(o-bromophenylthio)butanoyl]oxazolidin-2-one
—— 3-(allyloxy)-2-(methylsulfanyl)-N-[2-(vinyloxy)ethyl]pyrrole 1252928-26-9 C12H17NO2S
3-(allyloxy)-2-(methylsulfanyl)-N-[2-(vinyloxy)ethyl]pyrrole
—— 132491-46-4 C25H32S4Si
—— 4,5-bis(hexylthio)-1,3-dithiole-2-thione 149468-17-7 C15H26S5
4,5-bis(hexylthio)-1,3-dithiole-2-thione
—— 132491-47-5 C25H28O2S4
—— 4-{3-[(4-bromo-2-chlorophenyl)thio]phenyl}tetrahydro-2H-pyran-4-carboxamide 1159186-47-6 C18H17BrClNO2S
4-{3-[(4-bromo-2-chlorophenyl)thio]phenyl}tetrahydro-2H-pyran-4-carboxamide
—— 3-phenyl-2-(phenylsufanyl)benzo[b]thiophene 77128-61-1 C20H14S2
3-phenyl-2-(phenylsufanyl)benzo[b]thiophene
—— 2-[2-(1-Cyano-3,3-dimethyl-2-oxobutylidene)-4,8-dihydroxy-[1,3]dithiolo[4,5-f][1,3]benzodithiol-6-ylidene]-4,4-dimethyl-3-oxopentanenitrile 1118625-18-5 C22H20N2O4S4
2-[2-(1-Cyano-3,3-dimethyl-2-oxobutylidene)-4,8-dihydroxy-[1,3]dithiolo[4,5-f][1,3]benzodithiol-6-ylidene]-4,4-dimethyl-3-oxopentanenitrile
—— 2-ethylsulfanyl-4-methyl-pyrimidine 61767-95-1 C7H10N2S
2-ethylsulfanyl-4-methyl-pyrimidine
—— (Z)-1-[tert-butyl(dimethyl)silyl]-3-phenylsulfanylprop-2-en-1-one 152452-57-8 C15H22OSSi
(Z)-1-[tert-butyl(dimethyl)silyl]-3-phenylsulfanylprop-2-en-1-one
—— (E)-4-[tert-butyl(dimethyl)silyl]-4-hydroxy-6-phenylsulfanylhex-5-en-2-one 416893-36-2 C18H28O2SSi
(E)-4-[tert-butyl(dimethyl)silyl]-4-hydroxy-6-phenylsulfanylhex-5-en-2-one
—— Tert-butyl-[4-(4-fluorophenyl)sulfanyl-2,3,5,6-tetramethylphenoxy]-dimethylsilane 196944-23-7 C22H31FOSSi
Tert-butyl-[4-(4-fluorophenyl)sulfanyl-2,3,5,6-tetramethylphenoxy]-dimethylsilane
—— Tert-butyl-dimethyl-(2,3,5-trimethyl-4-phenylsulfanyl-6-prop-2-enylphenoxy)silane 1026485-13-1 C24H34OSSi
Tert-butyl-dimethyl-(2,3,5-trimethyl-4-phenylsulfanyl-6-prop-2-enylphenoxy)silane
—— (1R)-1-(tert-butyldimethylsiloxy)-N,N-dimethylamino-1-<(4-methylphenyl)sulfanyl>acetamide 150334-50-2 C17H29NO2SSi
(1R)-1-(tert-butyldimethylsiloxy)-N,N-dimethylamino-1-<(4-methylphenyl)sulfanyl>acetamide
—— 2-chloro-1-(phenylthio)hexane 163840-05-9 C12H17ClS
2-chloro-1-(phenylthio)hexane
—— Ethyl 3-methyl-4-phenylsulfanylbutanoate 90696-17-6 C13H18O2S
Ethyl 3-methyl-4-phenylsulfanylbutanoate
—— 1,4-Bis-methylmercapto-octafluorbutan 3492-10-2 C6H6F8S2
1,4-Bis-methylmercapto-octafluorbutan
—— 1,4-bis(4-fluorophenylthio)perfluorobutane 130028-66-9 C16H8F10S2
1,4-bis(4-fluorophenylthio)perfluorobutane
—— 1-Phenylnon-1-en-2-ylsulfanylbenzene 153215-20-4 C21H26S
1-Phenylnon-1-en-2-ylsulfanylbenzene
—— (S)-2-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-5-(2-(methylthio)pyrimidin-4-yl)pyridazin-3(2H)-one 1453852-65-7 C17H14ClFN4O2S
(S)-2-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-5-(2-(methylthio)pyrimidin-4-yl)pyridazin-3(2H)-one
—— 3,3-bis-phenylsulfanyl-undecan-4-ol 62870-20-6 C23H32OS2
3,3-bis-phenylsulfanyl-undecan-4-ol
—— 1-<1-(Phenylthio)-cyclohexyl>-propanon 71221-53-9 C15H20OS
1-<1-(Phenylthio)-cyclohexyl>-propanon
—— 3-Phenylthiodecan-4-on 71221-51-7 C16H24OS
3-Phenylthiodecan-4-on
—— 3,3-Bis-(phenylthio)-pentan-2-on 71221-39-1 C17H18OS2
3,3-Bis-(phenylthio)-pentan-2-on
—— 6-methyl-4-phenylthioheptan-3-one 98711-90-1 C14H20OS
6-methyl-4-phenylthioheptan-3-one
—— 3-Phenylmethyl-3-phenylthio-pentan-2-on 71221-47-1 C18H20OS
3-Phenylmethyl-3-phenylthio-pentan-2-on
—— 2,2-bis(phenylthio)-1-phenylbutane 77815-66-8 C22H22S2
2,2-bis(phenylthio)-1-phenylbutane
—— 2,2-Bisphenylthiobutan-1-ol 71221-38-0 C16H18OS2
2,2-Bisphenylthiobutan-1-ol
—— 1-Phenyl-2,2-bis-(phenylthio)-<1-D>-butan-1-ol 71221-41-5 C22H22OS2
1-Phenyl-2,2-bis-(phenylthio)-<1-D>-butan-1-ol
—— 3-(Phenylsulfanyl)undecan-4-one 62870-23-9 C17H26OS
3-(Phenylsulfanyl)undecan-4-one
—— 6-methyl-3,3-bisphenylthioheptan-4-ol 88065-30-9 C20H26OS2
6-methyl-3,3-bisphenylthioheptan-4-ol
—— 3-methyl-2,4,4-tris(phenylthio)hexanal 128099-07-0 C25H26OS3
3-methyl-2,4,4-tris(phenylthio)hexanal
—— (E)-hex-2-ene-3,4-diylbis(phenylsulfane) 98793-21-6 C18H20S2
(E)-hex-2-ene-3,4-diylbis(phenylsulfane)