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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-bromo-3-isothiocyanatoprop-1-ene 101670-63-7 C4H4BrNS
2-bromo-3-isothiocyanatoprop-1-ene
—— 2-(2-hydroxyphenylaminomethylene)-3(2H)-benzo<b>thiophenone 431040-64-1 C15H11NO2S
2-(2-hydroxyphenylaminomethylene)-3(2H)-benzo<b>thiophenone
—— 2-[N-(2-fluorophenyl)aminomethylene]benzo[b]thiophen-3(2H)-one 851292-67-6 C15H10FNOS
2-[N-(2-fluorophenyl)aminomethylene]benzo[b]thiophen-3(2H)-one
—— methyl 3-oxo-2-(2-phenylthiocyclopentylidene)butanoate 99683-17-7 C16H18O3S
methyl 3-oxo-2-(2-phenylthiocyclopentylidene)butanoate
—— methyl 2-cyclopent-1-enyl-2-phenylthiopropanoate 86895-83-2 C15H18O2S
methyl 2-cyclopent-1-enyl-2-phenylthiopropanoate
—— methyl 2-cyclopent-1-enyl-3-oxo-2-phenylthiobutanoate 99683-12-2 C16H18O3S
methyl 2-cyclopent-1-enyl-3-oxo-2-phenylthiobutanoate
—— methyl 2-cyclopentyl-2-phenylthioacetate 86895-66-1 C14H18O2S
methyl 2-cyclopentyl-2-phenylthioacetate
—— 2-(p-tolylthio)propan-1-ol 67207-68-5 C10H14OS
2-(p-tolylthio)propan-1-ol
—— 1-methyl-2-p-tolylmercaptoethylamine 104864-75-7 C10H15NS
1-methyl-2-p-tolylmercaptoethylamine
—— (2-octyl-1,3-dithian-2-yl)acetaldehyde 875559-32-3 C14H26OS2
(2-octyl-1,3-dithian-2-yl)acetaldehyde
—— (4S)-4-(tert-butyldimethylsilyloxy)-10-phenylthiocyclohex-2-enone 697741-20-1 C18H26O2SSi
(4S)-4-(tert-butyldimethylsilyloxy)-10-phenylthiocyclohex-2-enone
—— (R)-1-(4-methylphenyl)thiopropan-2-ol 404898-26-6 C10H14OS
(R)-1-(4-methylphenyl)thiopropan-2-ol
—— Se-phenyl-S-p-tolyl carbonoselenothioate 1427290-05-8 C14H12OSSe
Se-phenyl-S-p-tolyl carbonoselenothioate
—— (1S)-1-{2-[(6-bromo-2-naphthyl)thio]phenyl}ethanol 889686-79-7 C18H15BrOS
(1S)-1-{2-[(6-bromo-2-naphthyl)thio]phenyl}ethanol
—— 4-methanesulfonyl-butylamine 552838-69-4 C5H13NO2S
4-methanesulfonyl-butylamine
—— 2-(6-chloropyridazin-3-yl)-5-pentyl-4-phenylsulfanyl-4H-pyrazol-3-one 1308248-24-9 C18H19ClN4OS
2-(6-chloropyridazin-3-yl)-5-pentyl-4-phenylsulfanyl-4H-pyrazol-3-one
—— [(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl] butanoate 1202395-58-1 C12H16O2S2
[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl] butanoate
—— (4S,6R)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-ol 1202539-31-8 C8H10OS2
(4S,6R)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-ol
—— 4-[[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]oxy]-4-oxobutanoic acid 1202395-71-8 C12H14O4S2
4-[[(4R,6S)-6-methyl-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-yl]oxy]-4-oxobutanoic acid
—— 2-(ethoxycarbonyl)-2-methyl-1,3-dithiane 4882-95-5 C8H14O2S2
2-(ethoxycarbonyl)-2-methyl-1,3-dithiane
—— 2,2,6-trimethyl-1,3-oxathiane 3,3-dioxide 144686-39-5 C7H14O3S
2,2,6-trimethyl-1,3-oxathiane 3,3-dioxide
—— 1-(6-{[6-(cyclohexyloxy)[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulfanyl}-5-fluoro-1,3-benzothiazol-2-yl)-3-[2-(morpholin-4-yl)ethyl]urea 1239859-64-3 C25H29FN8O3S2
1-(6-{[6-(cyclohexyloxy)[1,2,4]triazolo[4,3-b]pyridazin-3-yl]sulfanyl}-5-fluoro-1,3-benzothiazol-2-yl)-3-[2-(morpholin-4-yl)ethyl]urea
—— 1-(5-phenyl-4,5-dihydro-1,2-oxazol-3-yl)-1-phenylsulfanylbutan-2-ol 121407-75-8 C19H21NO2S
1-(5-phenyl-4,5-dihydro-1,2-oxazol-3-yl)-1-phenylsulfanylbutan-2-ol
—— 2-(4-Methylsulfanylphenyl)-1-oxaspiro[4.5]dec-2-en-4-one 301699-24-1 C16H18O2S
2-(4-Methylsulfanylphenyl)-1-oxaspiro[4.5]dec-2-en-4-one
—— 2-(phenylthio)isonicotinic acid 51362-44-8 C12H9NO2S
2-(phenylthio)isonicotinic acid
—— 1-(5-phenyl-4,5-dihydro-1,2-oxazol-3-yl)-1-phenylsulfanylpentan-2-ol 121407-76-9 C20H23NO2S
1-(5-phenyl-4,5-dihydro-1,2-oxazol-3-yl)-1-phenylsulfanylpentan-2-ol
—— (r,s)-Methyl 3-(phenylthiomethyl)-4,5-dihydroisoxazole-5-carboxylate 121407-64-5 C12H13NO3S
(r,s)-Methyl 3-(phenylthiomethyl)-4,5-dihydroisoxazole-5-carboxylate
—— 2-((3-methoxyphenyl)thio)benzo[d]thiazole 1403498-56-5 C14H11NOS2
2-((3-methoxyphenyl)thio)benzo[d]thiazole
—— N-[(1S)-1-phenylethyl]-N-(2-phenylsulfanylethyl)formamide 350678-32-9 C17H19NOS
N-[(1S)-1-phenylethyl]-N-(2-phenylsulfanylethyl)formamide
—— (S)-(+)-2-[(phenylthio)methyl]pyrrolidine 106865-52-5 C11H15NS
(S)-(+)-2-[(phenylthio)methyl]pyrrolidine
—— 2,3-dimethoxy-4-hydroxy-4-(1-(phenylthio)-3,3-(pentamethylene)-1,2-propadienyl)-2-cyclobuten-1-one 173913-11-6 C20H22O4S
2,3-dimethoxy-4-hydroxy-4-(1-(phenylthio)-3,3-(pentamethylene)-1,2-propadienyl)-2-cyclobuten-1-one
—— 2-[(5-fluoro-4-methyl-2-nitrophenyl)thio]-N,N-dimethylbenzenemethanamine 627488-38-4 C16H17FN2O2S
2-[(5-fluoro-4-methyl-2-nitrophenyl)thio]-N,N-dimethylbenzenemethanamine
—— 2-[(5-fluoro-4-methyl-2-nitrophenyl)thio]-N,N-dimethylbenzamide 627487-85-8 C16H15FN2O3S
2-[(5-fluoro-4-methyl-2-nitrophenyl)thio]-N,N-dimethylbenzamide
—— (2R,3S,4R)-2,4-dimethyl-5-phenylthio-1,3-pentane diol 141859-96-3 C13H20O2S
(2R,3S,4R)-2,4-dimethyl-5-phenylthio-1,3-pentane diol
—— 2-(cyclohexylidenyl)ethenyl phenyl sulfide 69358-71-0 C14H16S
2-(cyclohexylidenyl)ethenyl phenyl sulfide
—— 1-(1-phenylsulfanylvinyl)cyclohexanol 253268-92-7 C14H18OS
1-(1-phenylsulfanylvinyl)cyclohexanol
—— ethyl 2-<<(2R,3S)-3-<(tert-butoxycarbonyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>sulfonyl>acetate 142843-09-2 C19H35NO7S
ethyl 2-<<(2R,3S)-3-<(tert-butoxycarbonyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>sulfonyl>acetate
—— 1-[1,2-Bis(phenylsulfanyl)ethenyl]cyclohexan-1-ol 89005-27-6 C20H22OS2
1-[1,2-Bis(phenylsulfanyl)ethenyl]cyclohexan-1-ol
—— 1-Oxaspiro[4.5]dec-3-en-2-one, 4-(phenylthio)- 77199-33-8 C15H16O2S
1-Oxaspiro[4.5]dec-3-en-2-one, 4-(phenylthio)-
—— S-Pyridin-2-yl 14-oxotetradecanethioate 138117-15-4 C19H29NO2S
S-Pyridin-2-yl 14-oxotetradecanethioate
—— 2-(methylthio)-4,5-diaminopyrimidine 50680-76-7 C5H8N4S
2-(methylthio)-4,5-diaminopyrimidine
—— 7-(2-Formylaminoethyl)thio-2-(tri-n-butylstannyl)imidazo[5,1-b]thiazole 352305-45-4 C20H35N3OS2Sn
7-(2-Formylaminoethyl)thio-2-(tri-n-butylstannyl)imidazo[5,1-b]thiazole
—— 7-carbamoylmethylthio-2-(tri-n-butylstannyl)imidazo[5,1-b]thiazole 352469-95-5 C19H33N3OS2Sn
7-carbamoylmethylthio-2-(tri-n-butylstannyl)imidazo[5,1-b]thiazole
—— 2-(dodecylthio)thiophene 6911-42-8 C16H28S2
2-(dodecylthio)thiophene
—— (Z)-3,4-bis(8-mercaptooctyl)hex-3-ene-1,6-diol 1415909-66-8 C22H44O2S2
(Z)-3,4-bis(8-mercaptooctyl)hex-3-ene-1,6-diol
—— 3-Methylsulfanyl-6-(2,3,5-trichlorophenyl)-1,2,4-triazin-5-amine 227604-19-5 C10H7Cl3N4S
3-Methylsulfanyl-6-(2,3,5-trichlorophenyl)-1,2,4-triazin-5-amine
—— SMDTC-glyoxal —— C6H10N4S4
SMDTC-glyoxal
—— N'-prop-2-enylethanedithioamide 78554-00-4 C5H8N2S2
N'-prop-2-enylethanedithioamide
—— ethyl 3-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]propynate 203650-06-0 C21H22N4O2S
ethyl 3-[1-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)piperidin-4-yl]propynate
—— N-butyl-1-cyanomethanethioamide 78554-07-1 C6H10N2S
N-butyl-1-cyanomethanethioamide