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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
—— 3-(methylsulfanyl)-5-[6-(methylsulfanyl)pyridin-2-yl]-1,2,4-triazine 501117-53-9 C10H10N4S2
3-(methylsulfanyl)-5-[6-(methylsulfanyl)pyridin-2-yl]-1,2,4-triazine
—— 2-thiocarbamoyl-thioacetimidic acid methyl ester 67209-06-7 C4H8N2S2
2-thiocarbamoyl-thioacetimidic acid methyl ester
—— but-3-yn-2-yl(p-tolyl)sulfane 61783-84-4 C11H12S
but-3-yn-2-yl(p-tolyl)sulfane
—— 3-(phenylsulfenyl)-1-butyne 13610-06-5 C10H10S
3-(phenylsulfenyl)-1-butyne
—— (4-methylpent-1-yn-3-yl)(phenyl)sulfane 77084-83-4 C12H14S
(4-methylpent-1-yn-3-yl)(phenyl)sulfane
—— (Z)-1-phenyl-4-(phenylthio)pent-3-en-1-ol 76120-59-7 C17H18OS
(Z)-1-phenyl-4-(phenylthio)pent-3-en-1-ol
—— (R)-N-tertbutyloxycarbonyl-1-phenylthio-2-propylamine 155768-96-0 C14H21NO2S
(R)-N-tertbutyloxycarbonyl-1-phenylthio-2-propylamine
—— (R)-1-methyl-2-phenylsylfanylethylamine 122673-69-2 C9H13NS
(R)-1-methyl-2-phenylsylfanylethylamine
—— (2-cyanoethyl)thiourea 30381-21-6 C4H7N3S
(2-cyanoethyl)thiourea
—— 4,4'-dichloro-3,6,3',6'-tetramethyl-2,2'-sulfanediyl-di-phenol 103998-38-5 C16H16Cl2O2S
4,4'-dichloro-3,6,3',6'-tetramethyl-2,2'-sulfanediyl-di-phenol
—— 2-[[5-(2-Chloro-4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetic acid 1038341-15-9 C10H6ClFN2O3S
2-[[5-(2-Chloro-4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetic acid
—— 3-Methoxy-5-(2-oxo-propylsulfanyl)-isothiazole-4-carbonitrile 77726-74-0 C8H8N2O2S2
3-Methoxy-5-(2-oxo-propylsulfanyl)-isothiazole-4-carbonitrile
—— methyl [3-(dioxolan-2-yl)-thiophen-2-ylthio]acetate 122267-20-3 C10H12O4S2
methyl [3-(dioxolan-2-yl)-thiophen-2-ylthio]acetate
—— methyl <(3-formylthiophene-2-yl)thio>acetate 19685-82-6 C8H8O3S2
methyl <(3-formylthiophene-2-yl)thio>acetate
—— methyl (E)-3-methyl-4-hexenedithioate 146550-33-6 C8H14S2
methyl (E)-3-methyl-4-hexenedithioate
—— 2,3-Bis(tert-butylsulfanyl)-5,6,7,8-tetrahydroindolizine 67036-42-4 C16H27NS2
2,3-Bis(tert-butylsulfanyl)-5,6,7,8-tetrahydroindolizine
—— 5-(methylsulfanyl)pyridine-2-carbonitrile 848141-12-8 C7H6N2S
5-(methylsulfanyl)pyridine-2-carbonitrile
—— 6,6’-thiobis-(2,4-dibromophenol) 57547-97-4 C12H6Br4O2S
6,6’-thiobis-(2,4-dibromophenol)
—— 5,5'-dibromo-2,2'-dihydroxydiphenyl sulfide 5336-22-1 C12H8Br2O2S
5,5'-dibromo-2,2'-dihydroxydiphenyl sulfide
—— (5-Isopropylsulfanyl-[1,3,4]thiadiazol-2-yl)-carbamic acid allyl ester 141992-81-6 C9H13N3O2S2
(5-Isopropylsulfanyl-[1,3,4]thiadiazol-2-yl)-carbamic acid allyl ester
—— 4-(3-Bromophenylthio)-6-chloroquinazoline 1202228-27-0 C14H8BrClN2S
4-(3-Bromophenylthio)-6-chloroquinazoline
—— 2-[[4-(2-Amino-2-oxoethyl)-5-propyl-4H-1,2,4-triazol-3-yl]thio]acetic acid 1038373-42-0 C9H14N4O3S
2-[[4-(2-Amino-2-oxoethyl)-5-propyl-4H-1,2,4-triazol-3-yl]thio]acetic acid
—— 1-Phenyl-2-(phenylthio)-3-buten-1-ol 76126-88-0 C16H16OS
1-Phenyl-2-(phenylthio)-3-buten-1-ol
—— 2-Cyclohexenyl-butyl-sulfid 18508-18-4 C10H18S
2-Cyclohexenyl-butyl-sulfid
—— 3-Cyclopent-3-en-1-ylsulfanylcyclopentene 78400-63-2 C10H14S
3-Cyclopent-3-en-1-ylsulfanylcyclopentene
—— 3-Methylmercapto-4-p-tolyl-5-oxo-6-methyl-4,5-dihydro-1,2,4-triazine 77126-83-1 C12H13N3OS
3-Methylmercapto-4-p-tolyl-5-oxo-6-methyl-4,5-dihydro-1,2,4-triazine
—— 2-[(4-Tert-butyl-5-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetic acid 1038311-81-7 C10H17N3O2S
2-[(4-Tert-butyl-5-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetic acid
—— 1-methanesulfinyl-dodec-11-en-2-one 13133-46-5 C13H24O2S
1-methanesulfinyl-dodec-11-en-2-one
—— (2-bromo-4-fluorobenzyl)(phenyl)sulfane 1405206-42-9 C13H10BrFS
(2-bromo-4-fluorobenzyl)(phenyl)sulfane
—— 2,3,9,10,16,17,23,24-octakis(2,6-diisopropylphenylsulfanyl)-1,4,8,11,15,18,22,25-(octaaza)phthalocyanine 1569939-75-8 C120H138N16S8
2,3,9,10,16,17,23,24-octakis(2,6-diisopropylphenylsulfanyl)-1,4,8,11,15,18,22,25-(octaaza)phthalocyanine
—— 2-Methyl-11-phenylthioundecan-2-ol 341534-70-1 C18H30OS
2-Methyl-11-phenylthioundecan-2-ol
—— 6-benzyl-2-(ethoxymethylthio)-5-methylpyrimidin-4(3H)-one 1202564-57-5 C15H18N2O2S
6-benzyl-2-(ethoxymethylthio)-5-methylpyrimidin-4(3H)-one
—— 1-phenyl-4-(phenylthio)but-3-en-1-ol 76120-43-9 C16H16OS
1-phenyl-4-(phenylthio)but-3-en-1-ol
—— di(3-cyclopentenyl) sulfide 78400-62-1 C10H14S
di(3-cyclopentenyl) sulfide
—— dipropyl-thiocarbamic acid <i>S</i>-(3-chloro-propyl ester) 14042-73-0 C10H20ClNOS
dipropyl-thiocarbamic acid <i>S</i>-(3-chloro-propyl ester)
—— ethyl 7-amino-2,3-dihydro-5-oxo-5H-thiazolo<3,2-a>pyrimidine-3-acetate 126856-94-8 C10H13N3O3S
ethyl 7-amino-2,3-dihydro-5-oxo-5H-thiazolo<3,2-a>pyrimidine-3-acetate
—— 2a,3-dihydro-1-thia-5,8,8b-triazaacenaphthylene-4,7(2H)-dione 126856-95-9 C8H7N3O2S
2a,3-dihydro-1-thia-5,8,8b-triazaacenaphthylene-4,7(2H)-dione
—— 6-benzyl-5-methyl-2-(phenethylthio)pyrimidin-4(3H)-one 1202564-49-5 C20H20N2OS
6-benzyl-5-methyl-2-(phenethylthio)pyrimidin-4(3H)-one
—— (4-Ethylsulfanyl-phenylsulfanyl)-acetonitrile 79506-69-7 C10H11NS2
(4-Ethylsulfanyl-phenylsulfanyl)-acetonitrile
—— 1-(5-amino-3-methylthio-1H-1,2,4-triazol-1-yl)-N'-methylcarbothiohydrazide 135885-23-3 C5H10N6S2
1-(5-amino-3-methylthio-1H-1,2,4-triazol-1-yl)-N'-methylcarbothiohydrazide
—— 1-(5-amino-3-methylthio-1H-1,2,4-triazol-1-yl)-N-methylcarbothiohydrazide 135857-21-5 C5H10N6S2
1-(5-amino-3-methylthio-1H-1,2,4-triazol-1-yl)-N-methylcarbothiohydrazide
—— methyl (5-amino-3-methylthio-1,2,4-triazol-1-yl)dithiocarbonate 92945-30-7 C5H8N4S3
methyl (5-amino-3-methylthio-1,2,4-triazol-1-yl)dithiocarbonate
—— butenyl sulfide 78606-89-0 C8H14S
butenyl sulfide
—— diethyl-thiocarbamic acid <i>S</i>-(3-chloro-propyl ester) 14042-72-9 C8H16ClNOS
diethyl-thiocarbamic acid <i>S</i>-(3-chloro-propyl ester)
—— 6-benzyl-5-methyl-2-(1-phenylethylthio)pyrimidin-4(3H)-one 1202564-56-4 C20H20N2OS
6-benzyl-5-methyl-2-(1-phenylethylthio)pyrimidin-4(3H)-one
—— 2,2,3,3,4,4,5,5-octafluoropentanoic acid thioamide 753012-61-2 C5H3F8NS
2,2,3,3,4,4,5,5-octafluoropentanoic acid thioamide
—— 6-benzyl-5-methyl-2-(2-methylbenzylthio)pyrimidin-4(3H)-one 1202564-51-9 C20H20N2OS
6-benzyl-5-methyl-2-(2-methylbenzylthio)pyrimidin-4(3H)-one
—— 6-benzyl-2-(benzyloxymethylthio)-5-methylpyrimidin-4(3H)-one 1202564-58-6 C20H20N2O2S
6-benzyl-2-(benzyloxymethylthio)-5-methylpyrimidin-4(3H)-one
—— 6-benzyl-5-methyl-2-(benzylthio)pyrimidin-4(3H)-one 1202564-48-4 C19H18N2OS
6-benzyl-5-methyl-2-(benzylthio)pyrimidin-4(3H)-one
—— 2-(allylthio)-6-benzyl-5-methylpyrimidin-4(3H)-one 1202564-59-7 C15H16N2OS
2-(allylthio)-6-benzyl-5-methylpyrimidin-4(3H)-one