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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
—— 4-phenyl-4-(phenylsulfanyl)deca-1,9-dien-5-one 878480-51-4 C22H24OS
4-phenyl-4-(phenylsulfanyl)deca-1,9-dien-5-one
—— intermediate 4 840537-43-1 C11H11FN4S
intermediate 4
—— (2R)-1-[2-[3-[tert-butyl(dimethyl)silyl]oxypropyl]-1,3-dithian-2-yl]propan-2-ol 900807-23-0 C16H34O2S2Si
(2R)-1-[2-[3-[tert-butyl(dimethyl)silyl]oxypropyl]-1,3-dithian-2-yl]propan-2-ol
—— Azathioprine Sodium 55774-33-9 C9H6N7NaO2S
Azathioprine Sodium
—— 2-(2-bromoethylthio)-1,4-difluorobenzene 426842-92-4 C8H7BrF2S
2-(2-bromoethylthio)-1,4-difluorobenzene
—— 2-Allylsulfanyl-propane-1,3-diol 136808-44-1 C6H12O2S
2-Allylsulfanyl-propane-1,3-diol
—— methyl 3-{6-[(2,4-difluorophenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}benzoate 876372-77-9 C20H13F2N3O2S
methyl 3-{6-[(2,4-difluorophenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}benzoate
—— 2(1H)-Pyrimidinone, 1-cyclohexyl-4-(methylthio)- 92050-23-2 C11H16N2OS
2(1H)-Pyrimidinone, 1-cyclohexyl-4-(methylthio)-
—— 2-Propanethiol, 1,1'-thiobis[3-[(2-aminophenyl)thio]- 816445-60-0 C18H24N2S5
2-Propanethiol, 1,1'-thiobis[3-[(2-aminophenyl)thio]-
—— 3-pentyl-6-(4-bromophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine 86628-13-9 C15H17BrN4S
3-pentyl-6-(4-bromophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— (4S,4aS,7R,7aR)-7-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-[2-[(2R,3S,4R)-2-(methoxymethoxy)-3-(2-methoxypropan-2-yl)-4-phenylsulfanyloxan-4-yl]-1,3-dithian-2-yl]-4,4a,7,7a-tetrahydro-3H-cyclopenta[b]pyran-2-one 897043-96-8 C36H56O7S3Si
(4S,4aS,7R,7aR)-7-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-[2-[(2R,3S,4R)-2-(methoxymethoxy)-3-(2-methoxypropan-2-yl)-4-phenylsulfanyloxan-4-yl]-1,3-dithian-2-yl]-4,4a,7,7a-tetrahydro-3H-cyclopenta[b]pyran-2-one
—— (1S,3R,4R,8S)-8-Hydroxy-3-[(S)-hydroxy-((R)-2-phenyl-[1,3]dioxolan-4-yl)-methyl]-1-phenylsulfanyl-2-oxa-5-aza-bicyclo[2.2.2]octan-6-one 872120-64-4 C22H23NO6S
(1S,3R,4R,8S)-8-Hydroxy-3-[(S)-hydroxy-((R)-2-phenyl-[1,3]dioxolan-4-yl)-methyl]-1-phenylsulfanyl-2-oxa-5-aza-bicyclo[2.2.2]octan-6-one
—— N-[2-amino-6-(6-chinolinyl)-4-pyrimidinyl]-N-[3-fluoro-4-(4-pyridinylsulfanyl)phenyl] amine 637039-02-2 C24H17FN6S
N-[2-amino-6-(6-chinolinyl)-4-pyrimidinyl]-N-[3-fluoro-4-(4-pyridinylsulfanyl)phenyl] amine
—— 1-phenyl-1-(phenylsulfanyl)hept-6-en-2-one 878480-44-5 C19H20OS
1-phenyl-1-(phenylsulfanyl)hept-6-en-2-one
—— (2,2-Dimethoxy-5,5-dimethylcyclohexyl)sulfanylbenzene 905294-35-1 C16H24O2S
(2,2-Dimethoxy-5,5-dimethylcyclohexyl)sulfanylbenzene
—— 2-amino-6-phenylsulfanylpyridine-3,5-dicarbonitrile 141987-67-9 C13H8N4S
2-amino-6-phenylsulfanylpyridine-3,5-dicarbonitrile
—— 2-phenyl-2-(phenylsulfanyl)cyclohept-4-enone 878480-53-6 C19H18OS
2-phenyl-2-(phenylsulfanyl)cyclohept-4-enone
—— 2-(4-methylphenyl)-2-(phenylsulfanyl)cyclohept-4-enone 878480-56-9 C20H20OS
2-(4-methylphenyl)-2-(phenylsulfanyl)cyclohept-4-enone
—— (4R,6S)-4-(tert-butyldimethylsilyloxy)-6-methyl-6-phenylthiocyclohex-2-enone 887404-58-2 C19H28O2SSi
(4R,6S)-4-(tert-butyldimethylsilyloxy)-6-methyl-6-phenylthiocyclohex-2-enone
—— (4R,6R)-4-(tert-butyldimethylsilyloxy)-6-methyl-6-phenylthiocyclohex-2-enone 887404-57-1 C19H28O2SSi
(4R,6R)-4-(tert-butyldimethylsilyloxy)-6-methyl-6-phenylthiocyclohex-2-enone
—— 1-(o-ethylthiobenzyl)-4,5-dimethylimidazol-2(3H)-one 873193-41-0 C14H18N2OS
1-(o-ethylthiobenzyl)-4,5-dimethylimidazol-2(3H)-one
—— [5-(4-methylsulfanyl-phenyl)-pyrazin-2-yl]-(2-pyridin-4-yl-ethyl)-amine 821783-96-4 C18H18N4S
[5-(4-methylsulfanyl-phenyl)-pyrazin-2-yl]-(2-pyridin-4-yl-ethyl)-amine
—— 1,1,3,3-Propanetetrathiol 577778-15-5 C3H8S4
1,1,3,3-Propanetetrathiol
—— 6-[(2,4-difluorophenyl)thio]-3-isopropyl-5-methyl[1,2,4]triazolo[4,3-a]pyridine 876372-50-8 C16H15F2N3S
6-[(2,4-difluorophenyl)thio]-3-isopropyl-5-methyl[1,2,4]triazolo[4,3-a]pyridine
—— 1-methyl-N-(oxan-2-yloxy)-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxamide 226397-45-1 C24H30N2O5S2
1-methyl-N-(oxan-2-yloxy)-4-(4-phenylsulfanylphenyl)sulfonylpiperidine-4-carboxamide
—— 2-methyl-4-(2-chlorophenyl)-6-(methylthio)-4H-1,3,4-pyrimido[4,5-e]oxadiazine 691864-59-2 C13H11ClN4OS
2-methyl-4-(2-chlorophenyl)-6-(methylthio)-4H-1,3,4-pyrimido[4,5-e]oxadiazine
—— 4-(6-(2,4-Difluorophenylthio)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)-4-methylpentane-1,2-diol hydrochloride 876461-35-7 C18H19F2N3O2S
4-(6-(2,4-Difluorophenylthio)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)-4-methylpentane-1,2-diol hydrochloride
—— methyl(2-phenylthiocyclopentyl)amine 648419-45-8 C12H17NS
methyl(2-phenylthiocyclopentyl)amine
—— 3-{6-[(2,4-difluorophenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}benzoic acid 876373-18-1 C19H11F2N3O2S
3-{6-[(2,4-difluorophenyl)thio][1,2,4]triazolo[4,3-a]pyridin-3-yl}benzoic acid
—— ethyl 2-[(5-chlorothien-2-yl)thio]-2-methylpropanoate 70060-30-9 C10H13ClO2S2
ethyl 2-[(5-chlorothien-2-yl)thio]-2-methylpropanoate
—— 2-amino-4-tert-butyl-6-phenylsulfanyl-1,4-dihydropyridine-3,5-dicarbonitrile 876176-84-0 C17H18N4S
2-amino-4-tert-butyl-6-phenylsulfanyl-1,4-dihydropyridine-3,5-dicarbonitrile
—— 5-[(2,3-difluorobenzyl)thio]-7-[(1R)-2-hydroxy-1-methylethoxy][1,3]thiazolo[4,5-d]-pyrimidin-2(3H)-one 893433-53-9 C15H13F2N3O3S2
5-[(2,3-difluorobenzyl)thio]-7-[(1R)-2-hydroxy-1-methylethoxy][1,3]thiazolo[4,5-d]-pyrimidin-2(3H)-one
—— N-{5-amino-3-[(4-methylphenyl)sulfanyl]-1H-pyrazol-4-yl}-4-methylbenzamide 909798-34-1 C18H18N4OS
N-{5-amino-3-[(4-methylphenyl)sulfanyl]-1H-pyrazol-4-yl}-4-methylbenzamide
—— (Z)-2-ethoxy-6-(furan-2-yl)-1-phenylsulfanylhex-1-en-3-ol 174907-89-2 C18H22O3S
(Z)-2-ethoxy-6-(furan-2-yl)-1-phenylsulfanylhex-1-en-3-ol
—— 3-(2,4-difluorophenyl)-5-(3-trifluoromethylsulfanylphenyl)-[1,2,4]triazine 765917-09-7 C16H8F5N3S
3-(2,4-difluorophenyl)-5-(3-trifluoromethylsulfanylphenyl)-[1,2,4]triazine
—— (Z)-(S)-5-Hydroxy-7-phenyl-7-phenylsulfanyl-hept-2-enoic acid methyl ester —— C20H22O3S
(Z)-(S)-5-Hydroxy-7-phenyl-7-phenylsulfanyl-hept-2-enoic acid methyl ester
—— (E)-N-[(2-chloro-6-fluorophenyl)methoxy]-1-[2-(4-methylsulfanylphenyl)cyclopenten-1-yl]methanimine 493021-74-2 C20H19ClFNOS
(E)-N-[(2-chloro-6-fluorophenyl)methoxy]-1-[2-(4-methylsulfanylphenyl)cyclopenten-1-yl]methanimine
—— (3R,4R)-7-(phenylthio)-4-<<2-(trimethylsilyl)ethoxy>methoxy>-7-octen-3-ol 165403-06-5 C20H34O3SSi
(3R,4R)-7-(phenylthio)-4-<<2-(trimethylsilyl)ethoxy>methoxy>-7-octen-3-ol
—— 5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-(4-ethoxyphenyl)-4H-1,2,4-triazole-3-thiol 1400271-92-2 C24H20N6OS2
5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-(4-ethoxyphenyl)-4H-1,2,4-triazole-3-thiol
—— 2,6-dimethoxy-3-(phenylsulfanyl)pyridine 1373693-68-5 C13H13NO2S
2,6-dimethoxy-3-(phenylsulfanyl)pyridine
—— 5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-(4-methoxyphenyl)-4H-1,2,4-triazole-3-thiol 1400271-91-1 C23H18N6OS2
5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-(4-methoxyphenyl)-4H-1,2,4-triazole-3-thiol
—— 5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-(4-fluorophenyl)-4H-1,2,4-triazole-3-thiol 1400271-89-7 C22H15FN6S2
5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-(4-fluorophenyl)-4H-1,2,4-triazole-3-thiol
—— 5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-isopropyl-4H-1,2,4-triazole-3-thiol 1400271-93-3 C19H18N6S2
5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-isopropyl-4H-1,2,4-triazole-3-thiol
—— 5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-phenyl-4H-1,2,4-triazole-3-thiol 1400271-88-6 C22H16N6S2
5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-phenyl-4H-1,2,4-triazole-3-thiol
—— 5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-(4-chlorophenyl)-4H-1,2,4-triazole-3-thiol 1400271-90-0 C22H15ClN6S2
5-(4,5-diphenyl-4H-1,2,4-triazol-3-ylthio)-4-(4-chlorophenyl)-4H-1,2,4-triazole-3-thiol
—— 2-methoxy-6-(methylthio)-3-nitropyridine 1578246-49-7 C7H8N2O3S
2-methoxy-6-(methylthio)-3-nitropyridine
—— S-(4-{2-[(tert-butoxycarbonyl)amino]-ethyl}phenyl) O-ethyl carbonodithioate 391671-77-5 C16H23NO3S2
S-(4-{2-[(tert-butoxycarbonyl)amino]-ethyl}phenyl) O-ethyl carbonodithioate
—— N-(t-butyloxycarbonyl)-2-chloro-1,1-dioxo-1-thia-7-azacyclododecane 306774-39-0 C15H28ClNO4S
N-(t-butyloxycarbonyl)-2-chloro-1,1-dioxo-1-thia-7-azacyclododecane
—— 1-(3-methylbut-3-enyl)-5-(phenylsulfanyl)pyrrolidin-2-one 80664-42-2 C15H19NOS
1-(3-methylbut-3-enyl)-5-(phenylsulfanyl)pyrrolidin-2-one
—— 2-[(2R,4R,6S)-2-[(2S)-1-oxopropan-2-yl]-6-phenylsulfanyloxan-4-yl]acetonitrile 197771-12-3 C16H19NO2S
2-[(2R,4R,6S)-2-[(2S)-1-oxopropan-2-yl]-6-phenylsulfanyloxan-4-yl]acetonitrile