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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
—— (4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid 5-methyl-isoxazol-3-ylmethyl ester 476302-29-1 C18H18N4O3S
(4-amino-5-benzyl-pyrimidin-2-ylsulfanyl)-acetic acid 5-methyl-isoxazol-3-ylmethyl ester
—— (3E)-6-methyl-3-[7-(5-methylsulfanylthiophen-2-yl)-1,4-thiazepan-5-ylidene]pyran-2,4-dione —— C16H17NO3S3
(3E)-6-methyl-3-[7-(5-methylsulfanylthiophen-2-yl)-1,4-thiazepan-5-ylidene]pyran-2,4-dione
—— 4-(3-ethylsulfanyl-5-methyl-1,2-oxazol-4-yl)-N-(4-methylsulfanylphenyl)pyrimidin-2-amine —— C17H18N4OS2
4-(3-ethylsulfanyl-5-methyl-1,2-oxazol-4-yl)-N-(4-methylsulfanylphenyl)pyrimidin-2-amine
—— 2-[4-[(3,5-dichlorophenyl)sulfanyl]-3-ethyl-5-(hydroxymethyl)-1H-pyrazol-1-yl]ethanol —— C14H16Cl2N2O2S
2-[4-[(3,5-dichlorophenyl)sulfanyl]-3-ethyl-5-(hydroxymethyl)-1H-pyrazol-1-yl]ethanol
—— (2S)-2-(3-bromopyridin-2-yl)sulfanyl-N,N-dimethylpropanamide —— C10H13BrN2OS
(2S)-2-(3-bromopyridin-2-yl)sulfanyl-N,N-dimethylpropanamide
—— [(3R)-2,3-dihydro-1-benzothiophen-3-yl]-(1,4-thiazepan-4-yl)methanone —— C14H17NOS2
[(3R)-2,3-dihydro-1-benzothiophen-3-yl]-(1,4-thiazepan-4-yl)methanone
—— (3R)-N-methyl-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzothiophene-3-carboxamide —— C16H16N2OS
(3R)-N-methyl-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzothiophene-3-carboxamide
—— (2R)-2-(3-bromopyridin-2-yl)sulfanyl-N,N-dimethylpropanamide —— C10H13BrN2OS
(2R)-2-(3-bromopyridin-2-yl)sulfanyl-N,N-dimethylpropanamide
—— [5-(3,5-Dichlorophenyl)sulfanyl-4-ethyl-1-propan-2-ylpyrazol-3-yl]methanol —— C15H18Cl2N2OS
[5-(3,5-Dichlorophenyl)sulfanyl-4-ethyl-1-propan-2-ylpyrazol-3-yl]methanol
—— 5-[(4-chlorophenyl)methyl]-3-[(3-methylthiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazole —— C15H14ClN3S2
5-[(4-chlorophenyl)methyl]-3-[(3-methylthiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazole
—— (3S)-N-methyl-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzothiophene-3-carboxamide —— C16H16N2OS
(3S)-N-methyl-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzothiophene-3-carboxamide
—— [(3S)-2,3-dihydro-1-benzothiophen-3-yl]-(1,4-thiazepan-4-yl)methanone —— C14H17NOS2
[(3S)-2,3-dihydro-1-benzothiophen-3-yl]-(1,4-thiazepan-4-yl)methanone
—— (5R)-5-(thiophen-2-ylsulfanylmethyl)-1,3-oxazolidin-2-one —— C8H9NO2S2
(5R)-5-(thiophen-2-ylsulfanylmethyl)-1,3-oxazolidin-2-one
—— (3R)-3-(2,4-dimethylphenyl)sulfanyl-1-methylpyrrolidin-2-one —— C13H17NOS
(3R)-3-(2,4-dimethylphenyl)sulfanyl-1-methylpyrrolidin-2-one
—— (5S)-5-(thiophen-2-ylsulfanylmethyl)-1,3-oxazolidin-2-one —— C8H9NO2S2
(5S)-5-(thiophen-2-ylsulfanylmethyl)-1,3-oxazolidin-2-one
—— 4-[[3-[(4-fluorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-yl]methyl]-N,N-dimethylaniline —— C18H19FN4S
4-[[3-[(4-fluorophenyl)methylsulfanyl]-1H-1,2,4-triazol-5-yl]methyl]-N,N-dimethylaniline
—— (3S)-3-(2,4-dimethylphenyl)sulfanyl-1-methylpyrrolidin-2-one —— C13H17NOS
(3S)-3-(2,4-dimethylphenyl)sulfanyl-1-methylpyrrolidin-2-one
—— 1,1,1-Trifluoropropan-2-yl 2-(4-pyrazol-1-ylpyrimidin-2-yl)sulfanylacetate —— C12H11F3N4O2S
1,1,1-Trifluoropropan-2-yl 2-(4-pyrazol-1-ylpyrimidin-2-yl)sulfanylacetate
—— 5-[2-(5-Hydroxy-4,4-dimethylpentyl)sulfanylethylsulfanyl]-2,2-dimethylpentan-1-ol —— C16H34O2S2
5-[2-(5-Hydroxy-4,4-dimethylpentyl)sulfanylethylsulfanyl]-2,2-dimethylpentan-1-ol
—— exo-6-(3-(2-(1,3-dioxolan-2-yl)-ethylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C14H21N3O2S2
exo-6-(3-(2-(1,3-dioxolan-2-yl)-ethylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 3-[(3R)-1-azabicyclo[2.2.1]heptan-3-yl]-4-(3-phenylpropylsulfanyl)-1,2,5-thiadiazole —— C17H21N3S2
3-[(3R)-1-azabicyclo[2.2.1]heptan-3-yl]-4-(3-phenylpropylsulfanyl)-1,2,5-thiadiazole
—— 1-[2-[2-(4-Methoxyphenyl)sulfanylphenyl]ethyl]imidazol-2-amine —— C18H19N3OS
1-[2-[2-(4-Methoxyphenyl)sulfanylphenyl]ethyl]imidazol-2-amine
—— 5-[(3-methylphenyl)methyl]-3-[(5-methylthiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazole —— C16H17N3S2
5-[(3-methylphenyl)methyl]-3-[(5-methylthiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazole
—— N-(4-fluorophenyl)-4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)pyrimidin-2-amine —— C15H13FN4OS
N-(4-fluorophenyl)-4-(5-methyl-3-methylsulfanyl-1,2-oxazol-4-yl)pyrimidin-2-amine
—— 5-[(3-methylphenyl)methyl]-3-[(3-methylthiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazole —— C16H17N3S2
5-[(3-methylphenyl)methyl]-3-[(3-methylthiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazole
—— 4-[2-[2-(2-Aminoimidazol-1-yl)ethyl]phenyl]sulfanylphenol —— C17H17N3OS
4-[2-[2-(2-Aminoimidazol-1-yl)ethyl]phenyl]sulfanylphenol
—— 4-methylthio-3-(5-methylisoxazol-3-yl)-2-ethylbromobenzene 391200-02-5 C13H14BrNOS
4-methylthio-3-(5-methylisoxazol-3-yl)-2-ethylbromobenzene
—— 5-[(4-chlorophenyl)methyl]-3-(furan-2-ylmethylsulfanyl)-1H-1,2,4-triazole —— C14H12ClN3OS
5-[(4-chlorophenyl)methyl]-3-(furan-2-ylmethylsulfanyl)-1H-1,2,4-triazole
—— 4-Isopropyl-2-methyl-5-methylthio-1-[(4-pyridyl)methyl]-1H-pyrrole-3-methanol —— C16H22N2OS
4-Isopropyl-2-methyl-5-methylthio-1-[(4-pyridyl)methyl]-1H-pyrrole-3-methanol
—— 3-(benzylthio)-5-(2-methylbenzyl)-4H-1,2,4-triazole —— C17H17N3S
3-(benzylthio)-5-(2-methylbenzyl)-4H-1,2,4-triazole
—— (1R,2R)-N-(cyanomethyl)-2-[(4-fluorophenyl)sulfanylmethyl]cyclopentane-1-carboxamide —— C15H17FN2OS
(1R,2R)-N-(cyanomethyl)-2-[(4-fluorophenyl)sulfanylmethyl]cyclopentane-1-carboxamide
—— 4-Hydroxy-4-phenyl-5-phenylsulfanylcyclohex-2-en-1-one —— C18H16O2S
4-Hydroxy-4-phenyl-5-phenylsulfanylcyclohex-2-en-1-one
—— 4-(2-[4-chloro-phenylsulfanyl]-phenyl)-1H-1,2,3-triazole 369363-82-6 C14H10ClN3S
4-(2-[4-chloro-phenylsulfanyl]-phenyl)-1H-1,2,3-triazole
—— 3-[(S)-octylsulfinyl]propan-1-ol —— C11H24O2S
3-[(S)-octylsulfinyl]propan-1-ol
—— 1-[(S)-2-chloroethylsulfinyl]decane —— C12H25ClOS
1-[(S)-2-chloroethylsulfinyl]decane
—— 4-[(R)-octylsulfinyl]butan-1-ol —— C12H26O2S
4-[(R)-octylsulfinyl]butan-1-ol
—— 1-[(2R)-2,3-dichloropropyl]sulfonyloctane —— C11H22Cl2O2S
1-[(2R)-2,3-dichloropropyl]sulfonyloctane
—— 1-[(R)-2-chloroethylsulfinyl]decane —— C12H25ClOS
1-[(R)-2-chloroethylsulfinyl]decane
—— 1-[(2S)-2,3-dichloropropyl]sulfonyloctane —— C11H22Cl2O2S
1-[(2S)-2,3-dichloropropyl]sulfonyloctane
—— 3-[(R)-octylsulfinyl]propan-1-ol —— C11H24O2S
3-[(R)-octylsulfinyl]propan-1-ol
—— 4-Chloro-6-(cyclopropylmethyl-amino)-2-methylsulfanyl-pyrimidine-5-carbaldehyde 444605-26-9 C10H12ClN3OS
4-Chloro-6-(cyclopropylmethyl-amino)-2-methylsulfanyl-pyrimidine-5-carbaldehyde
—— methyl (E)-4-methoxy-3-phenylsulfanylbut-2-enoate —— C12H14O3S
methyl (E)-4-methoxy-3-phenylsulfanylbut-2-enoate
—— methyl (E)-6-cyano-3-phenylsulfanylhex-2-enoate —— C14H15NO2S
methyl (E)-6-cyano-3-phenylsulfanylhex-2-enoate
—— 6-Methyl-2-[5-(methylamino)pent-1-en-3-ylsulfanyl]pyridine-3-carbonitrile —— C13H17N3S
6-Methyl-2-[5-(methylamino)pent-1-en-3-ylsulfanyl]pyridine-3-carbonitrile
—— (4S)-2-amino-4-(4-bromothiophen-2-yl)-7,7-dimethyl-5-oxo-1-(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)-6,8-dihydro-4H-quinoline-3-carbonitrile —— C21H22BrN5OS3
(4S)-2-amino-4-(4-bromothiophen-2-yl)-7,7-dimethyl-5-oxo-1-(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)-6,8-dihydro-4H-quinoline-3-carbonitrile
—— (4R)-2-amino-4-(4-bromothiophen-2-yl)-7,7-dimethyl-5-oxo-1-(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)-6,8-dihydro-4H-quinoline-3-carbonitrile —— C21H22BrN5OS3
(4R)-2-amino-4-(4-bromothiophen-2-yl)-7,7-dimethyl-5-oxo-1-(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)-6,8-dihydro-4H-quinoline-3-carbonitrile
—— (4S)-2-amino-4-(3,5-dichlorothiophen-2-yl)-7,7-dimethyl-5-oxo-1-(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)-6,8-dihydro-4H-quinoline-3-carbonitrile —— C21H21Cl2N5OS3
(4S)-2-amino-4-(3,5-dichlorothiophen-2-yl)-7,7-dimethyl-5-oxo-1-(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)-6,8-dihydro-4H-quinoline-3-carbonitrile
—— (4R)-2-amino-4-[5-(2-chlorophenyl)furan-2-yl]-7,7-dimethyl-5-oxo-1-(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)-6,8-dihydro-4H-quinoline-3-carbonitrile —— C27H26ClN5O2S2
(4R)-2-amino-4-[5-(2-chlorophenyl)furan-2-yl]-7,7-dimethyl-5-oxo-1-(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)-6,8-dihydro-4H-quinoline-3-carbonitrile
—— (4S)-2-amino-4-[5-(3-chlorophenyl)furan-2-yl]-7,7-dimethyl-5-oxo-1-(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)-6,8-dihydro-4H-quinoline-3-carbonitrile —— C27H26ClN5O2S2
(4S)-2-amino-4-[5-(3-chlorophenyl)furan-2-yl]-7,7-dimethyl-5-oxo-1-(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)-6,8-dihydro-4H-quinoline-3-carbonitrile
—— (4S)-2-amino-4-[5-(2-chlorophenyl)furan-2-yl]-7,7-dimethyl-5-oxo-1-(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)-6,8-dihydro-4H-quinoline-3-carbonitrile —— C27H26ClN5O2S2
(4S)-2-amino-4-[5-(2-chlorophenyl)furan-2-yl]-7,7-dimethyl-5-oxo-1-(5-propan-2-ylsulfanyl-1,3,4-thiadiazol-2-yl)-6,8-dihydro-4H-quinoline-3-carbonitrile