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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
—— 1-Phenylsulfanyl-butane-2,3-dione 114114-06-6 C10H10O2S
1-Phenylsulfanyl-butane-2,3-dione
—— 4-methyl-1,2-pentadienyl phenyl sulfide 77084-82-3 C12H14S
4-methyl-1,2-pentadienyl phenyl sulfide
—— 2-(3-pyridylmethylene)-7-ethylbenzo[b]thiophen-3(2H)-one 1027996-95-7 C16H13NOS
2-(3-pyridylmethylene)-7-ethylbenzo[b]thiophen-3(2H)-one
—— 2-(4-pyridylmethylene)-7-ethylbenzo[b]thiophen-3(2H)-one 1027996-96-8 C16H13NOS
2-(4-pyridylmethylene)-7-ethylbenzo[b]thiophen-3(2H)-one
—— 1-methoxy-2-methyl-1-methylsulfanyl-propene 70114-70-4 C6H12OS
1-methoxy-2-methyl-1-methylsulfanyl-propene
—— 1-Ethylsulfanyl-3-methylsulfanyl-benzene 83500-74-7 C9H12S2
1-Ethylsulfanyl-3-methylsulfanyl-benzene
—— (E)-1-fluoro-1-phenyl-2-(phenylthio)propene 129762-13-6 C15H13FS
(E)-1-fluoro-1-phenyl-2-(phenylthio)propene
—— 2-hydroxymethyl-1,4-benzodithiane 1206598-12-0 C9H10OS2
2-hydroxymethyl-1,4-benzodithiane
—— 1,2,3,4,4a,10a-hexahydrothianthrene 1206598-11-9 C12H14S2
1,2,3,4,4a,10a-hexahydrothianthrene
—— 3-Butyl-2,3-dihydro-1,4-benzodithiine 1206598-10-8 C12H16S2
3-Butyl-2,3-dihydro-1,4-benzodithiine
—— N,N-Dimethyl-N'-(2-methylsulfanyl-pyrimidin-4-yl)-formamidine 141945-01-9 C8H12N4S
N,N-Dimethyl-N'-(2-methylsulfanyl-pyrimidin-4-yl)-formamidine
—— <3-(methylthio)phenylthio>acetic acid 3996-33-6 C9H10O2S2
<3-(methylthio)phenylthio>acetic acid
—— (2-Cyclohexanesulfonyl-ethyl)-trimethyl-silane 114764-26-0 C11H24O2SSi
(2-Cyclohexanesulfonyl-ethyl)-trimethyl-silane
—— 1-Methyl-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitro-1,2,4-triazole 5187-06-4 C6H7N7O2S
1-Methyl-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitro-1,2,4-triazole
—— 5-Methoxycyclohexene-1-carbonyl isothiocyanate 1134541-40-4 C9H11NO2S
5-Methoxycyclohexene-1-carbonyl isothiocyanate
—— Trimethyl-(1-methyl-4-phenylsulfanyl-butoxy)-silane 193539-53-6 C14H24OSSi
Trimethyl-(1-methyl-4-phenylsulfanyl-butoxy)-silane
—— 2,4,6-Trimethyl-6H-1,3,5-oxathiazin 339362-92-4 C6H11NOS
2,4,6-Trimethyl-6H-1,3,5-oxathiazin
—— 4-ethyl-3-phenylthio-4,5-dihydrofuran-2(3H)-one 96540-45-3 C12H14O2S
4-ethyl-3-phenylthio-4,5-dihydrofuran-2(3H)-one
—— methyl 2-(trifluoromethylsulfonyl)acetate 54049-36-4 C4H5F3O4S
methyl 2-(trifluoromethylsulfonyl)acetate
—— ethyl 4-methyl-2-oxo-7-phenylthio-2,3,6,7-tetrahydro-1H-1,3-diazepine-5-carboxylate 1251716-07-0 C15H18N2O3S
ethyl 4-methyl-2-oxo-7-phenylthio-2,3,6,7-tetrahydro-1H-1,3-diazepine-5-carboxylate
—— 4-(2'-phenyl-ethylthio)-aniline 60091-84-1 C14H15NS
4-(2'-phenyl-ethylthio)-aniline
—— 5-(4-Chlorophenyl)-3-{[(4-chlorophenyl)sulfanyl]methyl}isoxazole 4714-78-7 C16H11Cl2NOS
5-(4-Chlorophenyl)-3-{[(4-chlorophenyl)sulfanyl]methyl}isoxazole
—— 2-Bromo-1-[(4-chlorophenyl)sulfanyl]-4-nitrobenzene 58291-59-1 C12H7BrClNO2S
2-Bromo-1-[(4-chlorophenyl)sulfanyl]-4-nitrobenzene
—— 2-<bis(methylthio)-methyloxycarbonyl-methyl>-cyclohexanone 111017-53-9 C11H18O3S2
2-<bis(methylthio)-methyloxycarbonyl-methyl>-cyclohexanone
—— Ethyl 2-[(4-phenyl-1,2,3-thiadiazol-5-yl)sulfanyl]acetate 338408-09-6 C12H12N2O2S2
Ethyl 2-[(4-phenyl-1,2,3-thiadiazol-5-yl)sulfanyl]acetate
—— 3-[2-(tert-butyldiphenylsilyloxy)ethyl]-6,8-bis(methylsulfanyl)imidazo[2,1-f ][1,2,4]triazine 1097624-32-2 C25H30N4OS2Si
3-[2-(tert-butyldiphenylsilyloxy)ethyl]-6,8-bis(methylsulfanyl)imidazo[2,1-f ][1,2,4]triazine
—— 7-(1-methylethyl)-2,4-bis(methylsulfanyl)imidazo[2,1-f]-1,2,4-triazine 1099104-72-9 C10H14N4S2
7-(1-methylethyl)-2,4-bis(methylsulfanyl)imidazo[2,1-f]-1,2,4-triazine
—— 3,6-Bis-methylsulfanyl-thiazolo[5,4-e][1,2,4]triazine 112394-70-4 C6H6N4S3
3,6-Bis-methylsulfanyl-thiazolo[5,4-e][1,2,4]triazine
—— 8-Hydrazino-6-(methylsulfanyl)imidazo[2,1-f][1,2,4]triazine 254114-40-4 C6H8N6S
8-Hydrazino-6-(methylsulfanyl)imidazo[2,1-f][1,2,4]triazine
—— 3-Methylsulfanyl-thiazolo[5,4-e][1,2,4]triazine-6-thiol 112394-30-6 C5H4N4S3
3-Methylsulfanyl-thiazolo[5,4-e][1,2,4]triazine-6-thiol
—— 6-(Methylsulfanyl)imidazo[2,1-f][1,2,4]triazine 254114-41-5 C6H6N4S
6-(Methylsulfanyl)imidazo[2,1-f][1,2,4]triazine
—— 3-methyl-1-phenyl-1,3-bis(phenylthio)-2-butanone 104354-57-6 C23H22OS2
3-methyl-1-phenyl-1,3-bis(phenylthio)-2-butanone
—— (2,2,4,4-Tetramethyl-cyclobutylsulfanyl)-benzene 67132-85-8 C14H20S
(2,2,4,4-Tetramethyl-cyclobutylsulfanyl)-benzene
—— 8-Methylsulfanyl-6-(methylsulfonyl)imidazo[2,1-f][1,2,4]triazine 254114-48-2 C7H8N4O2S2
8-Methylsulfanyl-6-(methylsulfonyl)imidazo[2,1-f][1,2,4]triazine
—— 2-(6-Acetylamino-pyridin-3-ylsulfanyl)-benzoic acid 177584-46-2 C14H12N2O3S
2-(6-Acetylamino-pyridin-3-ylsulfanyl)-benzoic acid
—— 4-methyl-6-methylthio-2-phenylpyrimidine-5-carbonitrile 216777-21-8 C13H11N3S
4-methyl-6-methylthio-2-phenylpyrimidine-5-carbonitrile
—— 2-thiomethyl-5-formylthiazole 95453-55-7 C5H5NOS2
2-thiomethyl-5-formylthiazole
—— 5-chloro-2-(methylthio)thiazole 915137-38-1 C4H4ClNS2
5-chloro-2-(methylthio)thiazole
—— (E)-butyl 3-(2-(methylthio)thiazol-5-yl)acrylate 1236376-63-8 C11H15NO2S2
(E)-butyl 3-(2-(methylthio)thiazol-5-yl)acrylate
—— 3-(4-chlorophenylthio)-1-(thiophen-2-yl)-1-propanone 320422-69-3 C13H11ClOS2
3-(4-chlorophenylthio)-1-(thiophen-2-yl)-1-propanone
—— N-(5-(2,4-dichlorophenylthio)-1,3-dimethyl-4-pyrazolyl)formamide 152527-18-9 C12H11Cl2N3OS
N-(5-(2,4-dichlorophenylthio)-1,3-dimethyl-4-pyrazolyl)formamide
—— 1,2-dihydro-2-oxo-5-phenylthio-3-pyridinecarboxylic acid, t-butyl ester 95797-13-0 C16H17NO3S
1,2-dihydro-2-oxo-5-phenylthio-3-pyridinecarboxylic acid, t-butyl ester
—— 2-[1-(3-Methoxy-pyridin-2-yl)-1H-imidazol-2-ylsulfanylmethyl]-phenylamine 117296-42-1 C16H16N4OS
2-[1-(3-Methoxy-pyridin-2-yl)-1H-imidazol-2-ylsulfanylmethyl]-phenylamine
—— 1,2-dihydro-2-oxo-5-phenylthio-3-pyridinecarboxylic acid 95797-14-1 C12H9NO3S
1,2-dihydro-2-oxo-5-phenylthio-3-pyridinecarboxylic acid
—— 2-(2-(4-hydroxybutyl)-1,3-dithian-2-yl)acetaldehyde 1373273-64-3 C10H18O2S2
2-(2-(4-hydroxybutyl)-1,3-dithian-2-yl)acetaldehyde
—— 5-Methyl-6-phenylsulfanylhex-3-yn-2-ol 1262416-53-4 C13H16OS
5-Methyl-6-phenylsulfanylhex-3-yn-2-ol
—— 2-(1-Methyl-2-phenylsulfanyl-ethyl)-[1,3]dioxolane 56161-50-3 C12H16O2S
2-(1-Methyl-2-phenylsulfanyl-ethyl)-[1,3]dioxolane
—— 5-ethylthio-2-(β-hydroxyethyl)thiophene 57555-40-5 C8H12OS2
5-ethylthio-2-(β-hydroxyethyl)thiophene
—— 1-(2,6-diisopropylphenyl)-3-[4-(4-chlorophenylsulfanyl)-phenyl]-urea 1155798-59-6 C25H27ClN2OS
1-(2,6-diisopropylphenyl)-3-[4-(4-chlorophenylsulfanyl)-phenyl]-urea
—— 5-Methoxy-2-methylthio-3-formylthiophene 71908-82-2 C7H8O2S2
5-Methoxy-2-methylthio-3-formylthiophene