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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
—— (S)-1-(2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethyl)-4-(2-(methylthio)pyrimidin-4-yl)pyridin-2(1H)-one 1453852-92-0 C24H29ClFN3O2SSi
(S)-1-(2-(tert-butyldimethylsilyloxy)-1-(3-chloro-4-fluorophenyl)ethyl)-4-(2-(methylthio)pyrimidin-4-yl)pyridin-2(1H)-one
—— 1-((4-chloro-3-fluorophenyl)(1H-pyrazol-4-yl)methyl)-4-(2-(methylthio)pyrimidin-4-yl)pyridin-2(1H)-one 1453853-53-6 C20H15ClFN5OS
1-((4-chloro-3-fluorophenyl)(1H-pyrazol-4-yl)methyl)-4-(2-(methylthio)pyrimidin-4-yl)pyridin-2(1H)-one
—— (S)-1-(2-(tert-butyldimethylsilyloxy)-1-(3-chlorophenyl)ethyl)-4-(2-(methylthio)pyrimidin-4-yl)pyridin-2(1H)-one 1453853-18-3 C24H30ClN3O2SSi
(S)-1-(2-(tert-butyldimethylsilyloxy)-1-(3-chlorophenyl)ethyl)-4-(2-(methylthio)pyrimidin-4-yl)pyridin-2(1H)-one
—— 1-((4-chloro-3-fluorophenyl)(oxazol-5-yl)methyl)-4-(2-(methylthio)pyrimidin-4-yl)pyridin-2(1H)-one 1453853-42-3 C20H14ClFN4O2S
1-((4-chloro-3-fluorophenyl)(oxazol-5-yl)methyl)-4-(2-(methylthio)pyrimidin-4-yl)pyridin-2(1H)-one
—— 2-(5'-Hexenyl)-2-<2"-(1,3-dioxolanyl)ethyl>-1,3-dithiane 146353-05-1 C15H26O2S2
2-(5'-Hexenyl)-2-<2"-(1,3-dioxolanyl)ethyl>-1,3-dithiane
—— (3-Bromo-1-phenylsulfanylpropyl)sulfanylbenzene 89593-90-8 C15H15BrS2
(3-Bromo-1-phenylsulfanylpropyl)sulfanylbenzene
—— 2-[2-(2-fluoromethylphenylsulfanyl)ethyl]-[1,3]dioxolane 758717-02-1 C12H15FO2S
2-[2-(2-fluoromethylphenylsulfanyl)ethyl]-[1,3]dioxolane
—— 2-Tert-butyl-1-[2-(1,3-dioxolan-2-yl)ethyl]-6-(2-fluoropyridin-4-yl)sulfanylbenzimidazole 1001077-27-5 C21H24FN3O2S
2-Tert-butyl-1-[2-(1,3-dioxolan-2-yl)ethyl]-6-(2-fluoropyridin-4-yl)sulfanylbenzimidazole
—— 2,6-dibromo-4-fluorothioanisole 38366-77-7 C7H5Br2FS
2,6-dibromo-4-fluorothioanisole
—— 3-(ethylsulfanyl)-5-methyl-1-phenyl-7-(tetrahydro-1H-1-pyrrolyl)-1H-pyrimido[4,5-e][1,3,4]thiadiazine 1161010-40-7 C18H21N5S2
3-(ethylsulfanyl)-5-methyl-1-phenyl-7-(tetrahydro-1H-1-pyrrolyl)-1H-pyrimido[4,5-e][1,3,4]thiadiazine
—— 5-fluoro-2-phenylsulfanyl-3-phenylsulfanylmethyl-1H-indole 1295558-78-9 C21H16FNS2
5-fluoro-2-phenylsulfanyl-3-phenylsulfanylmethyl-1H-indole
—— 4-amino-2-[(6-chloropyridin-3-yl)methylsulfanyl]-1H-pyrimidin-6-one 95016-54-9 C10H9ClN4OS
4-amino-2-[(6-chloropyridin-3-yl)methylsulfanyl]-1H-pyrimidin-6-one
—— 2-amino-3-nitro-6-(methylthio)pyridine 144435-17-6 C6H7N3O2S
2-amino-3-nitro-6-(methylthio)pyridine
—— 4,5-Bis(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctylsulfanyl)-1,3-dithiole-2-thione 166545-02-4 C19H8F26S5
4,5-Bis(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctylsulfanyl)-1,3-dithiole-2-thione
—— 1-(6-methoxy-2-pyridyl)-N-(2-methylsulfanylphenyl)-methanimine 1618679-78-9 C14H14N2OS
1-(6-methoxy-2-pyridyl)-N-(2-methylsulfanylphenyl)-methanimine
—— 2-nitro-5-[[3-(trifluoromethyl)phenyl]sulfanyl]pyridine 1609560-94-2 C12H7F3N2O2S
2-nitro-5-[[3-(trifluoromethyl)phenyl]sulfanyl]pyridine
—— 5-[(3,5-difluorophenyl)sulfanyl]-2-nitropyridine 1609560-89-5 C11H6F2N2O2S
5-[(3,5-difluorophenyl)sulfanyl]-2-nitropyridine
—— 1-Cyclopentyl-7-methylsulfanyl-1H-2-thia-1,6,8-triaza-naphthalene 2,2-dioxide 572915-36-7 C12H15N3O2S2
1-Cyclopentyl-7-methylsulfanyl-1H-2-thia-1,6,8-triaza-naphthalene 2,2-dioxide
—— 1-(4-cyclopentylamino-2-methylsulfanylpyrimidin-5-yl)propan-1-one 850628-74-9 C13H19N3OS
1-(4-cyclopentylamino-2-methylsulfanylpyrimidin-5-yl)propan-1-one
—— <i>tert</i>-Butylmercapto-acetylen 41463-35-8 C6H10S
<i>tert</i>-Butylmercapto-acetylen
—— 1-(4-cyclopentylamino-2-methylsulfanylpyrimidin-5-yl)-2,2,2-trifluoroethanone 850628-75-0 C12H14F3N3OS
1-(4-cyclopentylamino-2-methylsulfanylpyrimidin-5-yl)-2,2,2-trifluoroethanone
—— cis-Ethylen-1.2-di-tert.-butyl-sulfon 87137-89-1 C10H20O4S2
cis-Ethylen-1.2-di-tert.-butyl-sulfon
—— 1.2-Bis-tert.butylsulfonyl-aethan 5862-63-5 C10H22O4S2
1.2-Bis-tert.butylsulfonyl-aethan
—— 1-(4-cyclopentylamino-2-methylsulfanylpyrimidin-5-yl)-2,2,2-trifluoroethanol 850628-72-7 C12H16F3N3OS
1-(4-cyclopentylamino-2-methylsulfanylpyrimidin-5-yl)-2,2,2-trifluoroethanol
—— 1-(4-cyclopentylamino-2-methylsulfanylpyrimidin-5-yl)propan-1-ol 850628-71-6 C13H21N3OS
1-(4-cyclopentylamino-2-methylsulfanylpyrimidin-5-yl)propan-1-ol
—— 1,1,1,2,2,3,3,4,4-nonafluoro-4-prop-1-enylsulfonylbutane 66406-80-2 C7H5F9O2S
1,1,1,2,2,3,3,4,4-nonafluoro-4-prop-1-enylsulfonylbutane
—— Aethyl-N-aethylthio-carbamat 51552-67-1 C5H11NO2S
Aethyl-N-aethylthio-carbamat
—— 2-methyl-1-cyclohexenyl isothiocyanate 94516-64-0 C8H11NS
2-methyl-1-cyclohexenyl isothiocyanate
—— 1,2-Dichlor-1-methylmercaptoethan 19826-11-0 C3H6Cl2S
1,2-Dichlor-1-methylmercaptoethan
—— 2,5-dithiaheptane 76229-75-9 C5H12S2
2,5-dithiaheptane
—— 5-methyl-2-{[2-(methylsulfanyl)ethyl]sulfanyl}-6-(thiophen-2-ylmethyl)pyrimidin-4(3H)-one 1290637-15-8 C13H16N2OS3
5-methyl-2-{[2-(methylsulfanyl)ethyl]sulfanyl}-6-(thiophen-2-ylmethyl)pyrimidin-4(3H)-one
—— 6-{[2-(Methylsulfanyl)ethyl]sulfanyl}-1,2,4-triazine-3,5(2H,4H)-dione 184697-89-0 C6H9N3O2S2
6-{[2-(Methylsulfanyl)ethyl]sulfanyl}-1,2,4-triazine-3,5(2H,4H)-dione
—— N,N'-di-Boc-N''-triflyguanidine 862719-22-0 C12H19F3N2O6S
N,N'-di-Boc-N''-triflyguanidine
—— 4-[di(ethoxycarbonyl)methyl]-7-phenyl-6-phenylthio-2,3,4,5-tetrahydro-1H-1,3-diazepin-2-one 1353137-50-4 C24H26N2O5S
4-[di(ethoxycarbonyl)methyl]-7-phenyl-6-phenylthio-2,3,4,5-tetrahydro-1H-1,3-diazepin-2-one
—— 7-phenyl-4,6-di(phenylthio)-2,3,4,5-tetrahydro-1H-1,3-diazepin-2-one 1353137-58-2 C23H20N2OS2
7-phenyl-4,6-di(phenylthio)-2,3,4,5-tetrahydro-1H-1,3-diazepin-2-one
—— 4-cyano-7-phenyl-6-phenylthio-2,3,4,5-tetrahydro-1H-1,3-diazepin-2-one 1353137-47-9 C18H15N3OS
4-cyano-7-phenyl-6-phenylthio-2,3,4,5-tetrahydro-1H-1,3-diazepin-2-one
—— 7-phenyl-6-phenylthio-2,3,4,5-tetrahydro-1H-1,3-diazepin-2-one 1353137-56-0 C17H16N2OS
7-phenyl-6-phenylthio-2,3,4,5-tetrahydro-1H-1,3-diazepin-2-one
—— 6,7-Dihydro-2H-thiazolo<2,3-c><1,2,4>triazin-3,4-dion 77799-20-3 C5H5N3O2S
6,7-Dihydro-2H-thiazolo<2,3-c><1,2,4>triazin-3,4-dion
—— 4-hydroxymethyl-6-phenyl-5-phenylthio-1,2,3,4-tetrahydropyrimidin-2-one 1353137-45-7 C17H16N2O2S
4-hydroxymethyl-6-phenyl-5-phenylthio-1,2,3,4-tetrahydropyrimidin-2-one
—— N-Methyl-S.S-diaethyl-sulfoximid 35362-75-5 C5H13NOS
N-Methyl-S.S-diaethyl-sulfoximid
—— Ditert-butyl-[[ditert-butylphosphanylimino(diethyl)-lambda6-sulfanylidene]amino]phosphane 66435-91-4 C20H46N2P2S
Ditert-butyl-[[ditert-butylphosphanylimino(diethyl)-lambda6-sulfanylidene]amino]phosphane
—— 1-(4-Methylphenyl)sulfanylpentan-2-ol 1241769-20-9 C12H18OS
1-(4-Methylphenyl)sulfanylpentan-2-ol
—— Cyclohexyl-<α,α-dichlor-methyl>-sulfon 10038-12-7 C7H12Cl2O2S
Cyclohexyl-<α,α-dichlor-methyl>-sulfon
—— Benzo[c]thiophen-4(5H)-one,6,7-dihydro-6,6-dimethyl-3-(methylthio)-,oxime —— C11H15NOS2
Benzo[c]thiophen-4(5H)-one,6,7-dihydro-6,6-dimethyl-3-(methylthio)-,oxime
—— 2-Chloro-3-(4-methoxyphenylsulfanyl)-6-methylpyridine 777940-48-4 C13H12ClNOS
2-Chloro-3-(4-methoxyphenylsulfanyl)-6-methylpyridine
—— 5-acetamido-4-phenylthiopentanonitrile 117768-55-5 C13H16N2OS
5-acetamido-4-phenylthiopentanonitrile
—— 5-hydroxy-6-p-tolylthiohexanonitrile 108078-59-7 C13H17NOS
5-hydroxy-6-p-tolylthiohexanonitrile
—— 1-(4-Bromophenyl)sulfanylpentan-2-ol 1241769-22-1 C11H15BrOS
1-(4-Bromophenyl)sulfanylpentan-2-ol
—— 5-hydroxy-6-phenylthiohexanonitrile 108078-57-5 C12H15NOS
5-hydroxy-6-phenylthiohexanonitrile
—— 5-acetamido-6-p-tolylthiohexanonitrile 117768-60-2 C15H20N2OS
5-acetamido-6-p-tolylthiohexanonitrile