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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
—— (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
—— N'-propan-2-ylethanedithioamide 78553-95-4 C5H10N2S2
N'-propan-2-ylethanedithioamide
—— 2,3-bis(thiosulfanyl)but-2-enedinitrile 7373-03-7 C6H6N2S2
2,3-bis(thiosulfanyl)but-2-enedinitrile
—— N'-cyclohexylethanedithioamide 78554-01-5 C8H14N2S2
N'-cyclohexylethanedithioamide
—— 1-cyano-N-propylmethanethioamide 78554-05-9 C5H8N2S
1-cyano-N-propylmethanethioamide
—— 4-methylsulfanyl-6-tributylstannanyl-pyrimidine 1002719-56-3 C17H32N2SSn
4-methylsulfanyl-6-tributylstannanyl-pyrimidine
—— 2-[(Cyanocarbothioyl)amino]propane 78554-06-0 C5H8N2S
2-[(Cyanocarbothioyl)amino]propane
—— Dithiooxalsaeure-(1-methyl-hydrazid)-amid 104313-80-6 C3H7N3S2
Dithiooxalsaeure-(1-methyl-hydrazid)-amid
—— 1-cyano-N-(2-methylpropyl)methanethioamide 78554-08-2 C6H10N2S
1-cyano-N-(2-methylpropyl)methanethioamide
—— (1R)-1-[2-(p-tolylsulfanyl)phenyl]ethan-1-ol 705255-54-5 C15H16OS
(1R)-1-[2-(p-tolylsulfanyl)phenyl]ethan-1-ol
—— 4-chloro-2-(5-methyl[1,2,4]triazol-3-ylsulfanyl)-thiazole-5-carbaldehyde 1213236-12-4 C7H5ClN4OS2
4-chloro-2-(5-methyl[1,2,4]triazol-3-ylsulfanyl)-thiazole-5-carbaldehyde
—— tributylstannyl-(13)C-methyl-phenylsulfide 918149-16-3 C19H34SSn
tributylstannyl-(13)C-methyl-phenylsulfide
—— N-phenylmethoxy-3-phenylsulfanylbutanamide 851228-23-4 C17H19NO2S
N-phenylmethoxy-3-phenylsulfanylbutanamide
—— 1-azido-3-(phenylthio)propan-2-ol 175718-41-9 C9H11N3OS
1-azido-3-(phenylthio)propan-2-ol
—— <i>p</i>-tolylsulfanylmethyl-oxirane 5373-01-3 C10H12OS
<i>p</i>-tolylsulfanylmethyl-oxirane
—— 2-chloro-5-(2-chloropyrimidin-4-ylsulfanyl)benzoic acid 1394349-12-2 C11H6Cl2N2O2S
2-chloro-5-(2-chloropyrimidin-4-ylsulfanyl)benzoic acid
—— 2-chloro-5-[2-(2-trimethylsilanyl-ethoxy)-pyrimidin-4-ylsulfanyl]-benzoic acid 1394349-16-6 C16H19ClN2O3SSi
2-chloro-5-[2-(2-trimethylsilanyl-ethoxy)-pyrimidin-4-ylsulfanyl]-benzoic acid
—— 5-[1-(2-bromo-phenylamino)-ethyl]-2-methylsulfanyl-pyrimidin-4-yl-methyl-amine 686758-89-4 C14H17BrN4S
5-[1-(2-bromo-phenylamino)-ethyl]-2-methylsulfanyl-pyrimidin-4-yl-methyl-amine
—— 1-(isopropylsulfinyl)-3-isothiocyanatopropane 1414791-60-8 C7H13NOS2
1-(isopropylsulfinyl)-3-isothiocyanatopropane
—— 3-Isopropylmercapto-propylamin 67215-22-9 C6H15NS
3-Isopropylmercapto-propylamin
—— isopropyl(4-isothiocyanatopropyl)sulfane 1414792-58-7 C7H13NS2
isopropyl(4-isothiocyanatopropyl)sulfane
—— 3-aminomethyl-4,6-dimethyl-2-methylthiopyridine 445471-13-6 C9H14N2S
3-aminomethyl-4,6-dimethyl-2-methylthiopyridine
—— 3-cyano-4,6-dimethyl-2-methylthiopyridine 72456-86-1 C9H10N2S
3-cyano-4,6-dimethyl-2-methylthiopyridine
—— methyl 5-(methylthio)-2-thioxo-1,3-dithiole-4-dithiocarboxylate 120060-17-5 C6H6S6
methyl 5-(methylthio)-2-thioxo-1,3-dithiole-4-dithiocarboxylate
—— 3-(methylthio)heptane 57093-86-4 C8H18S
3-(methylthio)heptane
—— 3-Methyl-5-benzylthio-1,3,4-thiadiazol-2(3H)-thione 134919-03-2 C10H10N2S3
3-Methyl-5-benzylthio-1,3,4-thiadiazol-2(3H)-thione
—— heptane-3-thiol 1639-07-2 C7H16S
heptane-3-thiol