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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
—— methyl 4-[(4-methylphenyl)thio]butanoate 29193-78-0 C12H16O2S
methyl 4-[(4-methylphenyl)thio]butanoate
—— 3-isobutyl-4-(phenylthio)-1H-pyrazol-5(4H)-one 1188445-12-6 C13H16N2OS
3-isobutyl-4-(phenylthio)-1H-pyrazol-5(4H)-one
—— (2R,3R,4R,6R)-4-azido-2-(hydroxymethyl)-6-phenylsulfanyloxan-3-ol 1239701-19-9 C12H15N3O3S
(2R,3R,4R,6R)-4-azido-2-(hydroxymethyl)-6-phenylsulfanyloxan-3-ol
—— 1-(4-fluorophenyl)-3-isobutyl-4-(phenylthio)-1H-pyrazol-5(4H)-one 1188445-21-7 C19H19FN2OS
1-(4-fluorophenyl)-3-isobutyl-4-(phenylthio)-1H-pyrazol-5(4H)-one
—— 3-isobutyl-4-(4-chlorophenylthio)-1H-pyrazol-5(4H)-one 1188445-14-8 C13H15ClN2OS
3-isobutyl-4-(4-chlorophenylthio)-1H-pyrazol-5(4H)-one
—— O-(2-phenylsulfanylethyl) N-phenylcarbamothioate 1033617-81-0 C15H15NOS2
O-(2-phenylsulfanylethyl) N-phenylcarbamothioate
—— 4-amino-1-[(2R,3R,5S,9R)-9-[tert-butyl(dimethyl)silyl]oxy-3-phenylsulfanyl-1-oxaspiro[4.4]nonan-2-yl]pyrimidin-2-one 629666-46-2 C24H35N3O3SSi
4-amino-1-[(2R,3R,5S,9R)-9-[tert-butyl(dimethyl)silyl]oxy-3-phenylsulfanyl-1-oxaspiro[4.4]nonan-2-yl]pyrimidin-2-one
—— ethyl [(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate 476211-49-1 C7H11N3O2S
ethyl [(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]acetate
—— 3-[Tert-butyl(dimethyl)silyl]oxy-4-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpentanoyl chloride 1612831-43-2 C18H27ClF3NO2SSi
3-[Tert-butyl(dimethyl)silyl]oxy-4-methyl-5-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpentanoyl chloride
—— (2S,5R)-3,6-dimethoxy-2-(2-phenylsulfanylprop-2-enyl)-5-propan-2-yl-2,5-dihydropyrazine 203920-11-0 C18H24N2O2S
(2S,5R)-3,6-dimethoxy-2-(2-phenylsulfanylprop-2-enyl)-5-propan-2-yl-2,5-dihydropyrazine
—— 1-Chlor-2-phenylthio-2-propen 15893-06-8 C9H9ClS
1-Chlor-2-phenylthio-2-propen
—— ethyl 2-((4-chlorophenyl)thio)-2-phenylacetate 101282-63-7 C16H15ClO2S
ethyl 2-((4-chlorophenyl)thio)-2-phenylacetate
—— ethyl 2-phenyl-2-(phenylthio)penta-3,4-dienoate 1150634-47-1 C19H18O2S
ethyl 2-phenyl-2-(phenylthio)penta-3,4-dienoate
—— 1-(4-methylsulfanyl-phenyl)-ethanone semicarbazone 40028-95-3 C10H13N3OS
1-(4-methylsulfanyl-phenyl)-ethanone semicarbazone
—— ethyl 2-phenyl-2-(2-bromophenylthio)-4-pentenoate 1150634-41-5 C19H19BrO2S
ethyl 2-phenyl-2-(2-bromophenylthio)-4-pentenoate
—— 1-(4-(methylsulfanyl)phenyl)ethylamine 150012-25-2 C9H13NS
1-(4-(methylsulfanyl)phenyl)ethylamine
—— 3-amino-4-(4'-metiltiofenil)furazano 89992-06-3 C9H9N3OS
3-amino-4-(4'-metiltiofenil)furazano
—— Ethyl 1-phenyl-2-(phenylsulfanylmethyl)-3-(2,2,2-trifluoroethyl)cycloprop-2-ene-1-carboxylate 1394290-93-7 C21H19F3O2S
Ethyl 1-phenyl-2-(phenylsulfanylmethyl)-3-(2,2,2-trifluoroethyl)cycloprop-2-ene-1-carboxylate
—— phenyl(5,5,5-trifluoropent-2-ynyl)sulfane 1394290-79-9 C11H9F3S
phenyl(5,5,5-trifluoropent-2-ynyl)sulfane
—— ethyl 2-phenyl-2-(phenylthio)pent-4-enoate 1150634-38-0 C19H20O2S
ethyl 2-phenyl-2-(phenylthio)pent-4-enoate
—— 3-(4-methylmercaptophenyl)-5-(2-thienyl)-pyrazoline 1097965-34-8 C14H14N2S2
3-(4-methylmercaptophenyl)-5-(2-thienyl)-pyrazoline
—— ethyl 2-phenyl-2-(4-bromophenylthio)-4-pentenoate 1150634-40-4 C19H19BrO2S
ethyl 2-phenyl-2-(4-bromophenylthio)-4-pentenoate
—— N-(4-chlorophenyl)-5-(4-(methylmercapto)phenyl)-1,3,4-oxadiazol-2-amine 1257256-84-0 C15H12ClN3OS
N-(4-chlorophenyl)-5-(4-(methylmercapto)phenyl)-1,3,4-oxadiazol-2-amine
—— N-((5-(4-(methylthio)phenyl)isoxazol-3-yl)methyl)adamantan-1-amine 1443123-64-5 C21H26N2OS
N-((5-(4-(methylthio)phenyl)isoxazol-3-yl)methyl)adamantan-1-amine
—— ethyl 2-phenyl-2-(phenylthio)-4-bromo-4-pentenoate 1150634-46-0 C19H19BrO2S
ethyl 2-phenyl-2-(phenylthio)-4-bromo-4-pentenoate
—— 5-(4-(methylmercapto)phenyl)-N-phenyl-1,3,4-oxadiazol-2-amine 1257256-66-8 C15H13N3OS
5-(4-(methylmercapto)phenyl)-N-phenyl-1,3,4-oxadiazol-2-amine
—— 2-(2-N-t-Butoxycarbonylaminoethylthio)-6-chloropyrazine 331779-55-6 C11H16ClN3O2S
2-(2-N-t-Butoxycarbonylaminoethylthio)-6-chloropyrazine
—— 6-(2,5-Dimethylfuran-3-yl)-4-methylsulfanyl-2-oxopyran-3-carbonitrile 939794-53-3 C13H11NO3S
6-(2,5-Dimethylfuran-3-yl)-4-methylsulfanyl-2-oxopyran-3-carbonitrile
—— 1-[4,6-dichloro-2-(methylthio)pyrimidin-5-yl]-3,3-dimethylbutan-1-one 1137576-53-4 C11H14Cl2N2OS
1-[4,6-dichloro-2-(methylthio)pyrimidin-5-yl]-3,3-dimethylbutan-1-one
—— 6-Phenylthio-2-chlorpyrazin 61655-71-8 C10H7ClN2S
6-Phenylthio-2-chlorpyrazin
—— 2-chloro-6-(5-nitro-thiazol-2-ylsulfanyl)-pyrazine 72567-31-8 C7H3ClN4O2S2
2-chloro-6-(5-nitro-thiazol-2-ylsulfanyl)-pyrazine
—— 2-chloro-6-(methylthio)pyrazine 61655-74-1 C5H5ClN2S
2-chloro-6-(methylthio)pyrazine
—— N-(4-(6-chloropyrazin-2-ylthio)phenyl)cyclopropanecarboxamide 926647-18-9 C14H12ClN3OS
N-(4-(6-chloropyrazin-2-ylthio)phenyl)cyclopropanecarboxamide
—— 2,2'-Bis-<2-methoxycarbonyl-phenylmercapto>-azoxybenzol 7196-53-4 C28H22N2O5S2
2,2'-Bis-<2-methoxycarbonyl-phenylmercapto>-azoxybenzol
—— (+/-)-2-(prop-2-ynyl)-2-[2-(p-tolylsulfenyl)phenyl]pent-4-enenitrile 1392204-34-0 C21H19NS
(+/-)-2-(prop-2-ynyl)-2-[2-(p-tolylsulfenyl)phenyl]pent-4-enenitrile
—— ((4S,5R)-5-methoxyoctan-4-yl)(phenyl)sulfane 1202357-37-6 C15H24OS
((4S,5R)-5-methoxyoctan-4-yl)(phenyl)sulfane
—— ((4R,5S)-5-methoxyoctan-4-yl)(phenyl)sulfane 1228432-89-0 C15H24OS
((4R,5S)-5-methoxyoctan-4-yl)(phenyl)sulfane
—— o-Thiocyanatophenylessigsaeure 142336-19-4 C9H7NO2S
o-Thiocyanatophenylessigsaeure
—— ethyl 2-(2-(ethylthio)phenyl)acetate 1363179-43-4 C12H16O2S
ethyl 2-(2-(ethylthio)phenyl)acetate
—— 4-amino-3-benzylthio-6-methyl-as-triazin-5(4H)-one 23702-91-2 C11H12N4OS
4-amino-3-benzylthio-6-methyl-as-triazin-5(4H)-one
—— <2-(phenylthio)cyclopentyl>acetonitrile 99965-86-3 C13H15NS
<2-(phenylthio)cyclopentyl>acetonitrile
—— 2-[2-(4-methylthiophenyl)ethoxy]ethanol 81228-13-9 C11H16O2S
2-[2-(4-methylthiophenyl)ethoxy]ethanol
—— 3-methyl-4,7-dioxo-4,5,6,7,8-tetrahydro-1,2,4-triazino[3,4-b][1,3,4]thiadiazine 24272-82-0 C6H6N4O2S
3-methyl-4,7-dioxo-4,5,6,7,8-tetrahydro-1,2,4-triazino[3,4-b][1,3,4]thiadiazine
—— 7-(p-chlorophenyl)-3-methyl-8H-[1,2,4]triazino[3,4-b][1,3,4]thiadiazin-4-one 68469-27-2 C12H9ClN4OS
7-(p-chlorophenyl)-3-methyl-8H-[1,2,4]triazino[3,4-b][1,3,4]thiadiazin-4-one
—— 8-dihydro-3-methyl-7-phenyl-4-one[1,2,4]triazino[3,4-b][1,3,4]thiadiazine 68469-24-9 C12H10N4OS
8-dihydro-3-methyl-7-phenyl-4-one[1,2,4]triazino[3,4-b][1,3,4]thiadiazine
—— 2-acetamido-2-[2-(4-heptylthiophenyl)ethyl]propane-1,3-diol 296282-77-4 C20H33NO3S
2-acetamido-2-[2-(4-heptylthiophenyl)ethyl]propane-1,3-diol
—— 2-cyclohexyl-propane-2-thiol 865156-99-6 C9H18S
2-cyclohexyl-propane-2-thiol
—— 2-[2-(4-methylthiophenyl)ethoxy]ethyl methanesulfonate 81228-20-8 C12H18O4S2
2-[2-(4-methylthiophenyl)ethoxy]ethyl methanesulfonate
—— 2-(4-methylthiophenyl)ethoxyacetic acid 81228-06-0 C11H14O3S
2-(4-methylthiophenyl)ethoxyacetic acid
—— ethanesulfonyl-methanesulfonyl-methane 87615-76-7 C4H10O4S2
ethanesulfonyl-methanesulfonyl-methane