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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-Methoxy-6-(1-methyl-1H-[1,2,4]triazol-3-ylsulfanyl)-pyridine 141212-69-3 C9H10N4OS
2-Methoxy-6-(1-methyl-1H-[1,2,4]triazol-3-ylsulfanyl)-pyridine
—— 2-(pyridin-2-ylsulfanyl)-1H-benzimidazole 91394-40-0 C12H9N3S
2-(pyridin-2-ylsulfanyl)-1H-benzimidazole
—— 4-(2,6-dimethyl-4-(phenylthio)phenyl)thiazol-2-amine 1334922-92-7 C17H16N2S2
4-(2,6-dimethyl-4-(phenylthio)phenyl)thiazol-2-amine
—— 1-Methoxy-4-methyl-2-[(4-methyl-2-nitrophenyl)sulfanyl]benzene 5465-79-2 C15H15NO3S
1-Methoxy-4-methyl-2-[(4-methyl-2-nitrophenyl)sulfanyl]benzene
—— 4-(1-bromo-ethyl)-6-(phenylsulfanyl)-5-fluoropyrimidine 1112937-29-7 C12H10BrFN2S
4-(1-bromo-ethyl)-6-(phenylsulfanyl)-5-fluoropyrimidine
—— 2-(6-amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)-N-hydroxyacetamide 1012055-86-5 C14H11BrN6O4S
2-(6-amino-8-(6-bromobenzo[d][1,3]dioxol-5-ylthio)-9H-purin-9-yl)-N-hydroxyacetamide
—— N-benzyl-4-(4-(3-(3-(trifluoromethyl)phenyl)thioureido)phenylthio)picolinamide 1395063-27-0 C27H21F3N4OS2
N-benzyl-4-(4-(3-(3-(trifluoromethyl)phenyl)thioureido)phenylthio)picolinamide
—— 6-methyl-2-methylsulfanyl-5-nitro-pyrimidin-4-ylamine 98135-53-6 C6H8N4O2S
6-methyl-2-methylsulfanyl-5-nitro-pyrimidin-4-ylamine
—— 4-[2-(2-Chloro-ethoxy)ethylsulfanyl]-2-chloromethyl-3-methyl-pyridine-hydrochloride 251560-25-5 C11H15Cl2NOS*ClH
4-[2-(2-Chloro-ethoxy)ethylsulfanyl]-2-chloromethyl-3-methyl-pyridine-hydrochloride
—— (+)-(2R,3R)-2-((S)-3-(p-tolylthio)-1-phenylpropyl)-3-propyloxirane 1293385-00-8 C21H26OS
(+)-(2R,3R)-2-((S)-3-(p-tolylthio)-1-phenylpropyl)-3-propyloxirane
—— Ethyl 2-(3-bromo-2-thienylthio)-2-methyl-valerate 133209-63-9 C12H17BrO2S2
Ethyl 2-(3-bromo-2-thienylthio)-2-methyl-valerate
—— 1-Chloro-2-[(2-methoxy-5-methylphenyl)sulfanyl]-3-nitrobenzene 5465-71-4 C14H12ClNO3S
1-Chloro-2-[(2-methoxy-5-methylphenyl)sulfanyl]-3-nitrobenzene
—— 2-ethylmercapto-ethanol 100602-16-2 C4H10OS
2-ethylmercapto-ethanol
—— 3-(5-Phenylthio-2H-benzotriazol-2yl)-5-tert-butyl-4-hydroxyhydrocinnamamide 145233-61-0 C25H26N4O2S
3-(5-Phenylthio-2H-benzotriazol-2yl)-5-tert-butyl-4-hydroxyhydrocinnamamide
—— 2-(1-adamantyl)-N,N-dimethylethanethioamide 898111-67-6 C14H23NS
2-(1-adamantyl)-N,N-dimethylethanethioamide
—— (2-nitro-1,4-phenylene)bis((4-methoxyphenyl)sulfane) 1417568-74-1 C20H17NO4S2
(2-nitro-1,4-phenylene)bis((4-methoxyphenyl)sulfane)
—— 1-[4-[[2-Tert-butyl-5-(1,3-thiazol-2-ylsulfanyl)benzimidazol-1-yl]methyl]piperidin-1-yl]ethanone 1067154-00-0 C22H28N4OS2
1-[4-[[2-Tert-butyl-5-(1,3-thiazol-2-ylsulfanyl)benzimidazol-1-yl]methyl]piperidin-1-yl]ethanone
—— 1-[4-[(2-Tert-butyl-5-pyridin-4-ylsulfanylbenzimidazol-1-yl)methyl]piperidin-1-yl]ethanone 1067153-85-8 C24H30N4OS
1-[4-[(2-Tert-butyl-5-pyridin-4-ylsulfanylbenzimidazol-1-yl)methyl]piperidin-1-yl]ethanone
—— (R)-N-(4-chloro-3-(phenylthio)benzyl)-1-(3-chlorophenyl)ethanamine 1025771-24-7 C21H19Cl2NS
(R)-N-(4-chloro-3-(phenylthio)benzyl)-1-(3-chlorophenyl)ethanamine
—— 4-[[2-Tert-butyl-5-(1,3-thiazol-2-ylsulfanyl)benzimidazol-1-yl]methyl]piperidine-1-carbaldehyde 1067155-15-0 C21H26N4OS2
4-[[2-Tert-butyl-5-(1,3-thiazol-2-ylsulfanyl)benzimidazol-1-yl]methyl]piperidine-1-carbaldehyde
—— 1-[4-[[2-Tert-butyl-5-(4-fluorophenyl)sulfanylbenzimidazol-1-yl]methyl]piperidin-1-yl]ethanone 1067154-59-9 C25H30FN3OS
1-[4-[[2-Tert-butyl-5-(4-fluorophenyl)sulfanylbenzimidazol-1-yl]methyl]piperidin-1-yl]ethanone
—— 3,6-Dichloro-4-(2-chloroethylsulfanyl)pyridazine 7152-70-7 C6H5Cl3N2S
3,6-Dichloro-4-(2-chloroethylsulfanyl)pyridazine
—— (2-Phenylmercapto-aethyl)-(2-brom-aethyl)-amin 802564-36-9 C10H14BrNS
(2-Phenylmercapto-aethyl)-(2-brom-aethyl)-amin
—— (1-Oxo-2,3-dihydro-1,4-dithiin-5-yl)methanol 1257249-05-0 C5H8O2S2
(1-Oxo-2,3-dihydro-1,4-dithiin-5-yl)methanol
—— (4-Oxo-2,3-dihydro-1,4-dithiin-5-yl)methanol 1257249-06-1 C5H8O2S2
(4-Oxo-2,3-dihydro-1,4-dithiin-5-yl)methanol
—— 4-Methylmercapto-3-formyl-thiophen 88511-85-7 C6H6OS2
4-Methylmercapto-3-formyl-thiophen
—— 1,2-Bis(phenylthio)butan 64342-86-5 C16H18S2
1,2-Bis(phenylthio)butan
—— 1-(Phenylthiomethyl)propyl-trifluoracetat 66164-95-2 C12H13F3O2S
1-(Phenylthiomethyl)propyl-trifluoracetat
—— 2,7-bis-ethylmercapto-3<i>H</i>-pyrimido[4,5-<i>d</i>]pyrimidin-4-one 114134-03-1 C10H12N4OS2
2,7-bis-ethylmercapto-3<i>H</i>-pyrimido[4,5-<i>d</i>]pyrimidin-4-one
—— 2-methylsulfanyl-4-propylmino-pyrimidine-5-carbaldehyde 1537216-26-4 C9H13N3OS
2-methylsulfanyl-4-propylmino-pyrimidine-5-carbaldehyde
—— (2-methylsulfanyl-4-propylamino-pyridine-5-yl)-methanol 1026379-64-5 C9H15N3OS
(2-methylsulfanyl-4-propylamino-pyridine-5-yl)-methanol
—— 2-(formyl(1,3-dithiol-2-yl)methylene)-1,3-diselenole 115118-40-6 C8H6OS2Se2
2-(formyl(1,3-dithiol-2-yl)methylene)-1,3-diselenole
—— N-{3-[2-(4-hydroxyphenylsulfanyl)thiazol-5-yl]-1-methylprop-2-ynyl}acetamide 903886-73-7 C15H14N2O2S2
N-{3-[2-(4-hydroxyphenylsulfanyl)thiazol-5-yl]-1-methylprop-2-ynyl}acetamide
—— 4-methanesulfonyl-butyronitrile 34502-60-8 C5H9NO2S
4-methanesulfonyl-butyronitrile
—— 4-(methylsulfinyl)butanenitrile 61121-65-1 C5H9NOS
4-(methylsulfinyl)butanenitrile
—— 1-(4-(methylsulfinyl)butyl)-3-(5-oxohexyl)thiourea 1356346-97-8 C12H24N2O2S2
1-(4-(methylsulfinyl)butyl)-3-(5-oxohexyl)thiourea
—— (3R)-1-phenylthio-4,4-(trimethylene)hexane-3-ol 255721-57-4 C15H22OS
(3R)-1-phenylthio-4,4-(trimethylene)hexane-3-ol
—— 4-(4-acetamidophenylthio)-N-methylpicolinamide 1017375-26-6 C15H15N3O2S
4-(4-acetamidophenylthio)-N-methylpicolinamide
—— S,S'-propane-1,3-diyl bis(selenothiocarbamate) 118329-98-9 C9H18N2S2Se2
S,S'-propane-1,3-diyl bis(selenothiocarbamate)
—— N-methyl-4-(4-(3-(3-(trifluoromethyl)phenyl)thioureido)phenylthio)picolinamide 1417344-63-8 C21H17F3N4OS2
N-methyl-4-(4-(3-(3-(trifluoromethyl)phenyl)thioureido)phenylthio)picolinamide
—— (E)-5-(Phenylthio)pent-2-en-4-inal 270918-58-6 C11H8OS
(E)-5-(Phenylthio)pent-2-en-4-inal
—— nitro-5 tertiobutylthio-2 pyridine 96592-08-4 C9H12N2O2S
nitro-5 tertiobutylthio-2 pyridine
—— 4-(4-bromo-phenylsulfanyl)-pyridine 154057-83-7 C11H8BrNS
4-(4-bromo-phenylsulfanyl)-pyridine
—— <i>N</i>,<i>N</i>-bis-(2-hydroxy-ethyl)-<i>N</i>'-methyl-thiourea 32817-53-1 C6H14N2O2S
<i>N</i>,<i>N</i>-bis-(2-hydroxy-ethyl)-<i>N</i>'-methyl-thiourea
—— (6,7-dihydro-5H-benzo[7]annulen-9-yl)(phenyl)sulfane 1418755-87-9 C17H16S
(6,7-dihydro-5H-benzo[7]annulen-9-yl)(phenyl)sulfane
—— 9-Bromo-9,10-dihydro-4-thia-10a-aza-benzo[f]azulene 214270-68-5 C12H10BrNS
9-Bromo-9,10-dihydro-4-thia-10a-aza-benzo[f]azulene
—— (6-methylsulfanylpyridin-3-yl)carbamic acid tert-butyl ester 1198785-08-8 C11H16N2O2S
(6-methylsulfanylpyridin-3-yl)carbamic acid tert-butyl ester
—— 9,10-Dihydro-4-thia-10a-aza-benzo[f]azulen-9-ol 214270-66-3 C12H11NOS
9,10-Dihydro-4-thia-10a-aza-benzo[f]azulen-9-ol
—— 2-methylsulfanyl-3,5,6,7-tetrahydro-cyclopentapyrimidine-4-thione 7511-98-0 C8H10N2S2
2-methylsulfanyl-3,5,6,7-tetrahydro-cyclopentapyrimidine-4-thione
—— 3-Methyl-1,1-bis-(phenylthio)-butan-2-ol 71221-31-3 C17H20OS2
3-Methyl-1,1-bis-(phenylthio)-butan-2-ol