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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-phenyl 1-methyl-1H-pyrrole-2-carbothioate 1352812-07-7 C12H11NOS
S-phenyl 1-methyl-1H-pyrrole-2-carbothioate
—— bis-(1-bromo-vinyl) sulfone 17101-75-6 C4H4Br2O2S
bis-(1-bromo-vinyl) sulfone
—— (2R,3R,6S)-6-Hydroxymethyl-2-phenylsulfanylethynyl-3,6-dihydro-2H-pyran-3-ol 147161-77-1 C14H14O3S
(2R,3R,6S)-6-Hydroxymethyl-2-phenylsulfanylethynyl-3,6-dihydro-2H-pyran-3-ol
—— 2-acetoxy-3-phenylthio-2-propenale 96028-50-1 C11H10O3S
2-acetoxy-3-phenylthio-2-propenale
—— tert-butyl 2-(2-(methylthio)-6-(trifluoromethyl)pyrimidin-4-yl)-1H-pyrrole-1-carboxylate 1251914-12-1 C15H16F3N3O2S
tert-butyl 2-(2-(methylthio)-6-(trifluoromethyl)pyrimidin-4-yl)-1H-pyrrole-1-carboxylate
—— N-(3-methoxy-1H-pyrazol-5-yl)-2-(methylthio)-6-(trifluoromethyl)pyrimidin-4-amine 935667-45-1 C10H10F3N5OS
N-(3-methoxy-1H-pyrazol-5-yl)-2-(methylthio)-6-(trifluoromethyl)pyrimidin-4-amine
—— 2-methylthio-6-trifluoromethylpyrimidine-4-carbonitrile 1256638-51-3 C7H4F3N3S
2-methylthio-6-trifluoromethylpyrimidine-4-carbonitrile
—— 4-[2-(Methylsulfanyl)-6-(trifluoromethyl)-4-pyrimidinyl]morpholine 339019-56-6 C10H12F3N3OS
4-[2-(Methylsulfanyl)-6-(trifluoromethyl)-4-pyrimidinyl]morpholine
—— 4-isopropyl-2-(methylthio)-6-(trifluoromethyl)pyrimidine 62772-96-7 C9H11F3N2S
4-isopropyl-2-(methylthio)-6-(trifluoromethyl)pyrimidine
—— [4-(1-ethylpropylamino)-2-methylsulfanylpyrimidin-5-yl]methanol 850628-68-1 C11H19N3OS
[4-(1-ethylpropylamino)-2-methylsulfanylpyrimidin-5-yl]methanol
—— 4-(1-ethylpropylamino)-2-methylsulfanylpyrimidine-5-carbaldehyde 850628-69-2 C11H17N3OS
4-(1-ethylpropylamino)-2-methylsulfanylpyrimidine-5-carbaldehyde
—— 3-methyl-2-(methylsulfanyl)-6-(trifluoromethyl)pyrimidine-4(3H)-one 156112-54-8 C7H7F3N2OS
3-methyl-2-(methylsulfanyl)-6-(trifluoromethyl)pyrimidine-4(3H)-one
—— 1-[4-(1-ethylpropylamino)-2-methylsulfanylpyrimidin-5-yl]ethanone 850628-73-8 C12H19N3OS
1-[4-(1-ethylpropylamino)-2-methylsulfanylpyrimidin-5-yl]ethanone
—— 1-[4-(1-ethylpropylamino)-2-methylsulfanylpyrimidin-5-yl]ethanol 850628-70-5 C12H21N3OS
1-[4-(1-ethylpropylamino)-2-methylsulfanylpyrimidin-5-yl]ethanol
—— (2R)-2-[(S)-cyclohexyl-(2-methylsulfanylanilino)methyl]-2H-furan-5-one 1092853-50-3 C18H23NO2S
(2R)-2-[(S)-cyclohexyl-(2-methylsulfanylanilino)methyl]-2H-furan-5-one
—— (2R,3S)-N-(tert-butoxycarbonyl)-3-amino-5-methyl-1-[(4-methylphenyl)sulfenyl]-2-hexanol 537035-61-3 C19H31NO3S
(2R,3S)-N-(tert-butoxycarbonyl)-3-amino-5-methyl-1-[(4-methylphenyl)sulfenyl]-2-hexanol
—— 5-Acetyl-7-methylthioimidazo[5,1-b]-thiazole 258839-78-0 C8H8N2OS2
5-Acetyl-7-methylthioimidazo[5,1-b]-thiazole
—— 5-(5-Cyanopyridin-2-yl)sulfanyl-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]pyridine-3-carboxylic acid 950857-50-8 C20H12F3N3O3S
5-(5-Cyanopyridin-2-yl)sulfanyl-6-methyl-2-oxo-1-[3-(trifluoromethyl)phenyl]pyridine-3-carboxylic acid
—— (E)-2-((E)-2-Cyano-1-dimethylamino-ethenesulfonyl)-3-dimethylamino-acrylonitrile 106073-28-3 C10H14N4O2S
(E)-2-((E)-2-Cyano-1-dimethylamino-ethenesulfonyl)-3-dimethylamino-acrylonitrile
—— 4-bromo-2,2-dimethyl-5-{4-(methylthio)phenyl}-3(2H)furanone 301698-96-4 C13H13BrO2S
4-bromo-2,2-dimethyl-5-{4-(methylthio)phenyl}-3(2H)furanone
—— [2-Methylsulfanyl-4-[(1-methylsulfonylpiperidin-4-yl)amino]pyrimidin-5-yl]methanol 1280218-50-9 C12H20N4O3S2
[2-Methylsulfanyl-4-[(1-methylsulfonylpiperidin-4-yl)amino]pyrimidin-5-yl]methanol
—— 4-(1-methanesulfonylpiperidin-4-ylamino)-2-methylsulfanylpyrimidine-5-carbaldehyde 1280218-51-0 C12H18N4O3S2
4-(1-methanesulfonylpiperidin-4-ylamino)-2-methylsulfanylpyrimidine-5-carbaldehyde
—— 6-(difluoromethoxy)-2-[[(2,3-difluorophenyl)methyl]thio]-4-pyrimidinol 878385-12-7 C12H8F4N2O2S
6-(difluoromethoxy)-2-[[(2,3-difluorophenyl)methyl]thio]-4-pyrimidinol
—— 6-methylsulfonyl-2-phenyl-4H-pyrimido<4,5-e><1,3,4>thiadiazine 79091-21-7 C12H10N4O2S2
6-methylsulfonyl-2-phenyl-4H-pyrimido<4,5-e><1,3,4>thiadiazine
—— 5-bromo-4-hydrazinyl-2-(methylthio)pyrimidine 875-96-7 C5H7BrN4S
5-bromo-4-hydrazinyl-2-(methylthio)pyrimidine
—— 1-dimethylcarbamoylsulfanyl-1-methylsulfanyl-hept-2-ene 65367-50-2 C11H21NOS2
1-dimethylcarbamoylsulfanyl-1-methylsulfanyl-hept-2-ene
—— (Z)-1-(Ethansulfinyl)-2-methyl-1-hexen 54088-88-9 C9H18OS
(Z)-1-(Ethansulfinyl)-2-methyl-1-hexen
—— 1-(Ethansulfinyl)-1-hexin 54088-87-8 C8H14OS
1-(Ethansulfinyl)-1-hexin
—— 4'-(2-amino-4-thiazolyl)-2'-(2,4-difluorophenylthio)methanesulfonanilide 764611-70-3 C16H13F2N3O2S3
4'-(2-amino-4-thiazolyl)-2'-(2,4-difluorophenylthio)methanesulfonanilide
—— <i>N</i>',<i>N</i>'''-dibutyl-<i>N</i>,<i>N</i>''-ethanediyl-bis-thiourea 96535-28-3 C12H26N4S2
<i>N</i>',<i>N</i>'''-dibutyl-<i>N</i>,<i>N</i>''-ethanediyl-bis-thiourea
—— 2-tert-butyl-5-(1H-pyrazol-4-ylsulfanyl)-1-(4,4,4-trifluorobutyl)benzimidazole 1161858-46-3 C18H21F3N4S
2-tert-butyl-5-(1H-pyrazol-4-ylsulfanyl)-1-(4,4,4-trifluorobutyl)benzimidazole
—— PU-H71-NBD1 1333155-93-3 C27H29IN10O5S
PU-H71-NBD1
—— 1-{ [(1-cyano-4-hydroxy-7-phenylsulfanylisoquinoline-3-carbonyl)amino]methyl}cyclobutanecarboxylic acid tert-butyl ester 1455094-50-4 C27H27N3O4S
1-{ [(1-cyano-4-hydroxy-7-phenylsulfanylisoquinoline-3-carbonyl)amino]methyl}cyclobutanecarboxylic acid tert-butyl ester
—— 1-{[(1-cyano-4-hydroxy-7-(phenylsulfanyl)isoquinoline-3-carbonyl)amino]methyl}cyclobutanecarboxylic acid 1455090-24-0 C23H19N3O4S
1-{[(1-cyano-4-hydroxy-7-(phenylsulfanyl)isoquinoline-3-carbonyl)amino]methyl}cyclobutanecarboxylic acid
—— 1-hexylmercapto-2-vinyloxy-ethane 99850-55-2 C10H20OS
1-hexylmercapto-2-vinyloxy-ethane
—— 7-Methyl-7-phenylthio bicyclo[3.2.0]hept-2-en-6-one 56380-61-1 C14H14OS
7-Methyl-7-phenylthio bicyclo[3.2.0]hept-2-en-6-one
—— 2-(2-butylsulfanyl-ethylsulfanyl)-ethanol 159859-34-4 C8H18OS2
2-(2-butylsulfanyl-ethylsulfanyl)-ethanol
—— phenyl 2,6-anhydro-3-O-(diethylisopropylsilyl)-4-O-isobutyryl-3-C-methyl-1,2-dithio-L-mannopyranoside 151929-61-2 C24H38O4S2Si
phenyl 2,6-anhydro-3-O-(diethylisopropylsilyl)-4-O-isobutyryl-3-C-methyl-1,2-dithio-L-mannopyranoside
—— 1-(3,4-dimethoxyphenyl)-N-[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]phenyl]methanimine 5482-49-5 C20H21N3O2S
1-(3,4-dimethoxyphenyl)-N-[2-[(3,5-dimethyl-1H-pyrazol-4-yl)sulfanyl]phenyl]methanimine
—— 1-methylsulfanyl-2-vinyloxy-ethane 6607-53-0 C5H10OS
1-methylsulfanyl-2-vinyloxy-ethane
—— 2-phenyl-2-(3-chloropropyl)-1,3-dithiolane 144227-00-9 C12H15ClS2
2-phenyl-2-(3-chloropropyl)-1,3-dithiolane
—— 2-phenyl-2-(3-chloropropyl)-1,3-dithiane 144227-01-0 C13H17ClS2
2-phenyl-2-(3-chloropropyl)-1,3-dithiane
—— 2-((4-chlorophenyl)thio)quinoxaline 42713-64-4 C14H9ClN2S
2-((4-chlorophenyl)thio)quinoxaline
—— (2-quinoxalinyl)thioether 115071-16-4 C16H10N4S
(2-quinoxalinyl)thioether
—— 2,4,6-trimethyl-[1,3,5]oxadithiane 39058-38-3 C6H12OS2
2,4,6-trimethyl-[1,3,5]oxadithiane
—— 2-Methylthio-3-nitro-4-methylpyridin 66665-82-5 C7H8N2O2S
2-Methylthio-3-nitro-4-methylpyridin
—— 4-pyridyl propargyl sulfide 72421-06-8 C8H7NS
4-pyridyl propargyl sulfide
—— (<i>R</i>)-2-phenylsulfanyl-propionic acid amide 96405-48-0 C9H11NOS
(<i>R</i>)-2-phenylsulfanyl-propionic acid amide
—— 2,2,6,6-tetramethylcyclohexanethione 63702-89-6 C10H18OS
2,2,6,6-tetramethylcyclohexanethione
—— Methyl-1,1-dimethylethansulfenat 30223-16-6 C5H12OS
Methyl-1,1-dimethylethansulfenat