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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
—— (2S)-2-[(2R)-1-[2-(2-methylpropyl)-1,3-dioxolan-2-yl]propan-2-yl]-6,10-dithiaspiro[4.5]decan-4-one 172332-72-8 C18H30O3S2
(2S)-2-[(2R)-1-[2-(2-methylpropyl)-1,3-dioxolan-2-yl]propan-2-yl]-6,10-dithiaspiro[4.5]decan-4-one
—— (S)-2,6-Dimethyl-3-phenylsulfanyl-hept-5-en-2-ol 143359-40-4 C15H22OS
(S)-2,6-Dimethyl-3-phenylsulfanyl-hept-5-en-2-ol
—— 5-Ethylsulfanyl-3-(2-methylpropyl)-1-(2-trimethylsilylethoxymethyl)pyrimidine-2,4-dione 199444-52-5 C16H30N2O3SSi
5-Ethylsulfanyl-3-(2-methylpropyl)-1-(2-trimethylsilylethoxymethyl)pyrimidine-2,4-dione
—— 4-bromo-5-(4-methoxybenzyl)-1-methyl-2-phenylsulfanyl-1H-imidazole 443095-82-7 C18H17BrN2OS
4-bromo-5-(4-methoxybenzyl)-1-methyl-2-phenylsulfanyl-1H-imidazole
—— O-propan-2-yl 4-hydroxybut-2-ynylsulfanylmethanethioate 205323-76-8 C8H12O2S2
O-propan-2-yl 4-hydroxybut-2-ynylsulfanylmethanethioate
—— 4-Pentene-2,3-diol, 1-[(2-aminophenyl)thio]-, [S-(R*,R*)]- 152009-53-5 C11H15NO2S
4-Pentene-2,3-diol, 1-[(2-aminophenyl)thio]-, [S-(R*,R*)]-
—— lithium;(Z)-methyl-(methylsulfanylmethylidene)-oxido-lambda4-sulfane —— C3H7LiOS2
lithium;(Z)-methyl-(methylsulfanylmethylidene)-oxido-lambda4-sulfane
—— but-3-enoic acid N-methyl-N-(5-(methylsulfanyl)furan-2-yl)amide 404575-52-6 C10H13NO2S
but-3-enoic acid N-methyl-N-(5-(methylsulfanyl)furan-2-yl)amide
—— 1-Mercapto-2-methylmercapto-maleonitril 88096-52-0 C5H4N2S2
1-Mercapto-2-methylmercapto-maleonitril
—— 5-(4-methoxybenzyl)-1-methyl-2-phenylsulfanyl-1H-imidazole 443095-81-6 C18H18N2OS
5-(4-methoxybenzyl)-1-methyl-2-phenylsulfanyl-1H-imidazole
—— (Z)-2-ethoxy-7-(furan-2-yl)-1-phenylsulfanylhept-1-en-3-ol 174907-91-6 C19H24O3S
(Z)-2-ethoxy-7-(furan-2-yl)-1-phenylsulfanylhept-1-en-3-ol
—— N-[(2-bromophenyl)methyl]-2-chloro-2-methylsulfanyl-N-(2-phenylsulfanylcyclohexen-1-yl)acetamide 205446-82-8 C22H23BrClNOS2
N-[(2-bromophenyl)methyl]-2-chloro-2-methylsulfanyl-N-(2-phenylsulfanylcyclohexen-1-yl)acetamide
—— 3,5-Bis-methylsulfanyl-[1,2,4]triazine-6-carboxylic acid 186959-29-5 C6H7N3O2S2
3,5-Bis-methylsulfanyl-[1,2,4]triazine-6-carboxylic acid
—— tris(8-ethoxycarbonyl-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d ]bis[1,3]-dithiol-4-yl)methane 1416175-80-8 C46H52O6S12
tris(8-ethoxycarbonyl-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d ]bis[1,3]-dithiol-4-yl)methane
—— (3S,4R)-1-Phenylsulfanyl-non-8-ene-3,4-diol 180693-06-5 C15H22O2S
(3S,4R)-1-Phenylsulfanyl-non-8-ene-3,4-diol
—— 4-[4-(4-Propan-2-yloxyphenyl)sulfanylphenyl]sulfanylbenzenethiol 203631-76-9 C21H20OS3
4-[4-(4-Propan-2-yloxyphenyl)sulfanylphenyl]sulfanylbenzenethiol
—— tert-butyl [(3S,4S)-4-(methoxymethoxy)-2,2-dimethyl-1-phenylsulfanylhex-5-en-3-yl] carbonate 150849-75-5 C21H32O5S
tert-butyl [(3S,4S)-4-(methoxymethoxy)-2,2-dimethyl-1-phenylsulfanylhex-5-en-3-yl] carbonate
—— 1-{2,6-dichloro-4-[(phenylthio)methyl]pyridin-3-yl}hept-6-en-1-one 607708-25-8 C19H19Cl2NOS
1-{2,6-dichloro-4-[(phenylthio)methyl]pyridin-3-yl}hept-6-en-1-one
—— 5-[1-hydroxy-1-(3,4-dimethoxy-2-methoxymethoxyphenyl)methyl]-4-[1-hydroxy-1-(4-methoxyphenyl)methyl]-1-methyl-2-phenylthio-1H-imidazole 445474-63-5 C29H32N2O7S
5-[1-hydroxy-1-(3,4-dimethoxy-2-methoxymethoxyphenyl)methyl]-4-[1-hydroxy-1-(4-methoxyphenyl)methyl]-1-methyl-2-phenylthio-1H-imidazole
—— [(3aR,4R,6R,6aR)-2,2-dimethyl-4-phenylsulfanyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methoxy-dimethyl-octoxysilane 157428-33-6 C24H40O5SSi
[(3aR,4R,6R,6aR)-2,2-dimethyl-4-phenylsulfanyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methoxy-dimethyl-octoxysilane
—— 1H-Pyrazolo[1,5-b][1,2,4]triazole, 6-(1,1-dimethylethyl)-2-(methylthio)- 192578-76-0 C9H14N4S
1H-Pyrazolo[1,5-b][1,2,4]triazole, 6-(1,1-dimethylethyl)-2-(methylthio)-
—— 2,2'-Bis-methoxymethoxy-3,3'-bis-phenylsulfanyl-[1,1']binaphthalenyl 142010-85-3 C36H30O4S2
2,2'-Bis-methoxymethoxy-3,3'-bis-phenylsulfanyl-[1,1']binaphthalenyl
—— 3-Pyridin-2-ylsulfanylcyclohexan-1-one 153054-46-7 C11H13NOS
3-Pyridin-2-ylsulfanylcyclohexan-1-one
—— (1Z,3S)-3-hydroxy-1-(4'-methylphenylthio)-1-nitrobut-1-ene 160349-78-0 C11H13NO3S
(1Z,3S)-3-hydroxy-1-(4'-methylphenylthio)-1-nitrobut-1-ene
—— (3S,4R,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-phenyl-3-phenylsulfanyloxolan-2-one 144728-54-1 C33H34O3SSi
(3S,4R,5S)-5-[[tert-butyl(diphenyl)silyl]oxymethyl]-4-phenyl-3-phenylsulfanyloxolan-2-one
—— (2R)-3-methyl-[(2-methylprop-2-enyl)thio]butan-1-ol 216376-35-1 C9H18OS
(2R)-3-methyl-[(2-methylprop-2-enyl)thio]butan-1-ol
—— Agn-PC-0nfkdq 188969-07-5 C22H26S5
Agn-PC-0nfkdq
—— α-fluoro-α-[2-(4-phenylthiazolyl)thio]acetonitrile 493046-83-6 C11H7FN2S2
α-fluoro-α-[2-(4-phenylthiazolyl)thio]acetonitrile
—— O-[(1S,2R)-1-[(4R)-2,2-ditert-butyl-1,3,2-dioxasilinan-4-yl]-3-hydroxy-2-methylpropyl] methylsulfanylmethanethioate 213742-02-0 C17H34O4S2Si
O-[(1S,2R)-1-[(4R)-2,2-ditert-butyl-1,3,2-dioxasilinan-4-yl]-3-hydroxy-2-methylpropyl] methylsulfanylmethanethioate
—— (R)-2-Methyl-5-phenylsulfanyl-2-vinyl-pentanoic acid ethyl ester 185039-11-6 C16H22O2S
(R)-2-Methyl-5-phenylsulfanyl-2-vinyl-pentanoic acid ethyl ester
—— 1-[(Phenylthio)methyl]cyclopropanamine 437985-45-0 C10H13NS
1-[(Phenylthio)methyl]cyclopropanamine
—— 1-[1-(4-methylthio-phenyl)-ethyl]-biguanide 779308-02-0 C11H17N5S
1-[1-(4-methylthio-phenyl)-ethyl]-biguanide
—— 1-(2-Benzylsulfanyl-benzyl)-5-hydroxy-pyrrolidin-2-one 226088-34-2 C18H19NO2S
1-(2-Benzylsulfanyl-benzyl)-5-hydroxy-pyrrolidin-2-one
—— (Z)-2-(phenylthio)but-2-ene 35347-59-2 C10H12S
(Z)-2-(phenylthio)but-2-ene
—— tert-Butyl-dimethyl-[1-((1R,2R)-1-oxo-2-propyl-1λ<sup>4</sup>-[1,3]dithiolan-2-yl)-vinyloxy]-silane 1026527-34-3 C14H28O2S2Si
tert-Butyl-dimethyl-[1-((1R,2R)-1-oxo-2-propyl-1λ<sup>4</sup>-[1,3]dithiolan-2-yl)-vinyloxy]-silane
—— [(4S,5S)-5-(1,1-Dimethyl-2-phenylsulfanyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol 169899-79-0 C16H24O3S
[(4S,5S)-5-(1,1-Dimethyl-2-phenylsulfanyl-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methanol
—— S-(2-chloro-4-fluoro-5-aminophenyl)dimethylthiocarbamate 105586-18-3 C9H10ClFN2OS
S-(2-chloro-4-fluoro-5-aminophenyl)dimethylthiocarbamate
—— (3R,4R)-1-Phenylsulfanyl-non-8-ene-3,4-diol 180693-00-9 C15H22O2S
(3R,4R)-1-Phenylsulfanyl-non-8-ene-3,4-diol
—— (Z)-1-(tributylstannyl)-1-[(trifluoromethyl)sulfonyl]oct-1-ene 176312-45-1 C21H41F3O2SSn
(Z)-1-(tributylstannyl)-1-[(trifluoromethyl)sulfonyl]oct-1-ene
—— 4-Methyl-2-phenylsulfanyl-pent-3-enal 115205-39-5 C12H14OS
4-Methyl-2-phenylsulfanyl-pent-3-enal
—— (3R,3aR,6R,8aR,4'S)-3-(2',2'-dimethyl-1',3'-dioxan-4'-yl)-8-methoxy-8a-trifluoroacetoxymethyl-7-phenylthio-1,2,3,6-tetrahydro03a,6-epoxyazulene 256343-66-5 C25H27F3O6S
(3R,3aR,6R,8aR,4'S)-3-(2',2'-dimethyl-1',3'-dioxan-4'-yl)-8-methoxy-8a-trifluoroacetoxymethyl-7-phenylthio-1,2,3,6-tetrahydro03a,6-epoxyazulene
—— 1-p-Tolylsulfanyl-decan-2-one 126882-45-9 C17H26OS
1-p-Tolylsulfanyl-decan-2-one
—— 1,1,1-trifluoromethyl-3-chloropropane-2-thiol 95356-47-1 C3H4ClF3S
1,1,1-trifluoromethyl-3-chloropropane-2-thiol
—— 1,1,1-trifluoro-3-phenyl-3-phenylthio-2-propanone 177747-66-9 C15H11F3OS
1,1,1-trifluoro-3-phenyl-3-phenylthio-2-propanone
—— 1,1,2,2,3,3,5,5-Octamethyl-4,6-bis(phenylsulfanyl)-1,2,3,5-tetrasilinane 253589-50-3 C22H36S2Si4
1,1,2,2,3,3,5,5-Octamethyl-4,6-bis(phenylsulfanyl)-1,2,3,5-tetrasilinane
—— (1E,4Z,6Z)-6-cyano-1-ethoxy-8,8-dimethyl-2,4-bis(phenylthio)nona-1,4,6-trien-3-ol 403719-66-4 C26H29NO2S2
(1E,4Z,6Z)-6-cyano-1-ethoxy-8,8-dimethyl-2,4-bis(phenylthio)nona-1,4,6-trien-3-ol
—— N-[(2-bromophenyl)methyl]-2-methylsulfinyl-N-(2-phenylsulfanylcyclohexen-1-yl)acetamide 205446-78-2 C22H24BrNO2S2
N-[(2-bromophenyl)methyl]-2-methylsulfinyl-N-(2-phenylsulfanylcyclohexen-1-yl)acetamide
—— 5,6-dihydro-1,3-dithiolo<4,5-b><1,4>oxathiin-2-thione 175844-46-9 C5H4OS4
5,6-dihydro-1,3-dithiolo<4,5-b><1,4>oxathiin-2-thione
—— 5,6-dihydro-1,4-dithiin 605671-62-3 C6H10OS2
5,6-dihydro-1,4-dithiin
—— 2-trifluoromethyl-3-(1,3-dithianyl)-7-methyl-1,6,8-nonatriene 160089-09-8 C14H19F3S2
2-trifluoromethyl-3-(1,3-dithianyl)-7-methyl-1,6,8-nonatriene