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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
—— 5-[3-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)propylsulfanyl]-1,3,4-thiadiazol-2-amine —— C16H20N4S2
5-[3-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)propylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 1-[4-(4-Chlorophenyl)sulfanylthiophen-3-yl]-3-[3-(dimethylamino)propyl]urea —— C16H20ClN3OS2
1-[4-(4-Chlorophenyl)sulfanylthiophen-3-yl]-3-[3-(dimethylamino)propyl]urea
—— 4-[[(2R,4R)-4-(4-hydroxyphenyl)sulfanylpyrrolidin-2-yl]methylsulfanyl]phenol;hydrochloride —— C17H20ClNO2S2
4-[[(2R,4R)-4-(4-hydroxyphenyl)sulfanylpyrrolidin-2-yl]methylsulfanyl]phenol;hydrochloride
—— 1-[(5S)-3,5-bis(difluoromethyl)-5-hydroxy-4H-pyrazol-1-yl]-2-[[5-[[3,5-bis(difluoromethyl)pyrazol-1-yl]methyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C17H17F8N7O2S
1-[(5S)-3,5-bis(difluoromethyl)-5-hydroxy-4H-pyrazol-1-yl]-2-[[5-[[3,5-bis(difluoromethyl)pyrazol-1-yl]methyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— (Z,E)-N-[3-(furan-2-yl)-5-(furan-2-ylsulfanyl)-1,2,4-triazol-4-yl]-3-phenylprop-2-en-1-imine —— C19H14N4O2S
(Z,E)-N-[3-(furan-2-yl)-5-(furan-2-ylsulfanyl)-1,2,4-triazol-4-yl]-3-phenylprop-2-en-1-imine
—— 7-[[5-[(3S)-1-methylsulfonylpiperidin-3-yl]-4-(2-phenylethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C23H26N6O3S3
7-[[5-[(3S)-1-methylsulfonylpiperidin-3-yl]-4-(2-phenylethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 6-Amino-9-benzyl-8-hydroxy-2-(p-tolylthio)purine —— C19H17N5OS
6-Amino-9-benzyl-8-hydroxy-2-(p-tolylthio)purine
—— 1-[(5R)-3,5-bis(difluoromethyl)-5-hydroxy-4H-pyrazol-1-yl]-2-[[5-[[3,5-bis(difluoromethyl)pyrazol-1-yl]methyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C17H17F8N7O2S
1-[(5R)-3,5-bis(difluoromethyl)-5-hydroxy-4H-pyrazol-1-yl]-2-[[5-[[3,5-bis(difluoromethyl)pyrazol-1-yl]methyl]-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 7-[[5-[(3R)-1-methylsulfonylpiperidin-3-yl]-4-(2-phenylethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C23H26N6O3S3
7-[[5-[(3R)-1-methylsulfonylpiperidin-3-yl]-4-(2-phenylethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— Bismuth;diethylcarbamodithioic acid —— C5H11BiNS2+3
Bismuth;diethylcarbamodithioic acid
—— 5-benzylsulfanyl-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C15H16N4O2S2
5-benzylsulfanyl-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— 1-(Cyclopropylmethyl)-6-(3,5-dimethylphenyl)sulfanyl-5-propylpyrimidine-2,4-dione —— C19H24N2O2S
1-(Cyclopropylmethyl)-6-(3,5-dimethylphenyl)sulfanyl-5-propylpyrimidine-2,4-dione
—— 3-[(4-chlorophenyl)methylsulfanyl]-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine —— C16H15ClN4S
3-[(4-chlorophenyl)methylsulfanyl]-N-(4-methylphenyl)-1H-1,2,4-triazol-5-amine
—— 4-[(1-Methylimidazol-2-yl)sulfanylmethyl]-2-(pyridin-4-ylsulfanylmethyl)pyridine —— C16H16N4S2
4-[(1-Methylimidazol-2-yl)sulfanylmethyl]-2-(pyridin-4-ylsulfanylmethyl)pyridine
—— 6-[(3,8,8-trimethyl-6,7-dihydro-5H-naphthalen-2-yl)sulfanyl]pyridine-3-carboxylic acid —— C19H21NO2S
6-[(3,8,8-trimethyl-6,7-dihydro-5H-naphthalen-2-yl)sulfanyl]pyridine-3-carboxylic acid
—— 3-anilino-5-(3,4-difluoro-benzylthio)-1,2,4-triazole 334538-77-1 C15H12F2N4S
3-anilino-5-(3,4-difluoro-benzylthio)-1,2,4-triazole
—— 2-ethenylsulfonyl-N-[[(2-ethenylsulfonylacetyl)amino]methyl]acetamide —— C9H14N2O6S2
2-ethenylsulfonyl-N-[[(2-ethenylsulfonylacetyl)amino]methyl]acetamide
—— N-(4-methylphenyl)-3-(1-phenylethylsulfanyl)-1H-1,2,4-triazol-5-amine —— C17H18N4S
N-(4-methylphenyl)-3-(1-phenylethylsulfanyl)-1H-1,2,4-triazol-5-amine
—— 5-Methyl-8-thiophen-2-ylsulfanyl-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine —— C11H7F3N4S2
5-Methyl-8-thiophen-2-ylsulfanyl-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine
—— 3-(4-methyl-anilino)-5-(2-methyl-thiazol-4-ylmethylthio)-1,2,4-triazole 334538-97-5 C14H15N5S2
3-(4-methyl-anilino)-5-(2-methyl-thiazol-4-ylmethylthio)-1,2,4-triazole
—— (Z)-tert-butyl-hydroxy-[[5-(2-methoxyphenyl)sulfanylfuran-2-yl]methylidene]azanium —— C16H20NO3S+
(Z)-tert-butyl-hydroxy-[[5-(2-methoxyphenyl)sulfanylfuran-2-yl]methylidene]azanium
—— 4-[2-(2-Pyridin-4-ylsulfanylethoxy)ethylsulfanyl]phenol —— C15H17NO2S2
4-[2-(2-Pyridin-4-ylsulfanylethoxy)ethylsulfanyl]phenol
—— 3-Chloro-4-(3,4-dichloro-phenylsulfanyl)-phenylamine 32631-30-4 C12H8Cl3NS
3-Chloro-4-(3,4-dichloro-phenylsulfanyl)-phenylamine
—— 3-(4-methyl-anilino)-5-(cyclohexylmethylthio)-1,2,4-triazole 334538-89-5 C16H22N4S
3-(4-methyl-anilino)-5-(cyclohexylmethylthio)-1,2,4-triazole
—— 4-[2-[2-(1H-pyrazol-4-ylsulfanyl)ethoxy]ethylsulfanyl]phenol —— C13H16N2O2S2
4-[2-[2-(1H-pyrazol-4-ylsulfanyl)ethoxy]ethylsulfanyl]phenol
—— N-methyl-4-(4-methylphenyl)sulfanylthieno[3,2-d]pyrimidin-7-amine —— C14H13N3S2
N-methyl-4-(4-methylphenyl)sulfanylthieno[3,2-d]pyrimidin-7-amine
—— 2-[(Z)-3,4,4-trifluorobut-2-enyl]sulfanyl-[1,3]thiazolo[4,5-b]pyridine —— C10H7F3N2S2
2-[(Z)-3,4,4-trifluorobut-2-enyl]sulfanyl-[1,3]thiazolo[4,5-b]pyridine
—— 2-(5-Methylsulfanyl-4-phenylthiophen-2-yl)-2-oxoethanimidamide —— C13H12N2OS2
2-(5-Methylsulfanyl-4-phenylthiophen-2-yl)-2-oxoethanimidamide
—— 3-[[(3R)-1-azabicyclo[2.2.1]heptan-3-yl]oxy]-4-butylsulfanyl-1,2,5-thiadiazole —— C12H19N3OS2
3-[[(3R)-1-azabicyclo[2.2.1]heptan-3-yl]oxy]-4-butylsulfanyl-1,2,5-thiadiazole
—— 3-(1-Azatricyclo[3.3.1.13,7]decan-4-yl)-4-ethylsulfanyl-1,2,5-thiadiazole —— C13H19N3S2
3-(1-Azatricyclo[3.3.1.13,7]decan-4-yl)-4-ethylsulfanyl-1,2,5-thiadiazole
—— 3-[[(1S)-2-amino-1-phenylethyl]thio]-5-methyl-2-thiophenecarbonitrile —— C14H14N2S2
3-[[(1S)-2-amino-1-phenylethyl]thio]-5-methyl-2-thiophenecarbonitrile
—— 5-Methylsulfanyl-4-(4-methyl-thiazol-2-yl)-thiophene-2-carboxamidine —— C10H11N3S3
5-Methylsulfanyl-4-(4-methyl-thiazol-2-yl)-thiophene-2-carboxamidine
—— N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-(2-phenylsulfanylphenyl)formamide —— C19H18N4OS
N-[(4-amino-2-methylpyrimidin-5-yl)methyl]-N-(2-phenylsulfanylphenyl)formamide
—— 3-(1-Azabicyclo[2.2.1]heptan-3-yl)-4-(2-phenylsulfanylethylsulfanyl)-1,2,5-thiadiazole —— C16H19N3S3
3-(1-Azabicyclo[2.2.1]heptan-3-yl)-4-(2-phenylsulfanylethylsulfanyl)-1,2,5-thiadiazole
—— 4-isobutylthio-3-isopropyl-1-methyl-5-{[(pyridin-4-ylmethyl)amino] methyl}-1,3-dihydro-2-imidazolone —— C18H28N4OS
4-isobutylthio-3-isopropyl-1-methyl-5-{[(pyridin-4-ylmethyl)amino] methyl}-1,3-dihydro-2-imidazolone
—— 4-[[4-Methyl-6-(o-tolylsulfanyl)-3-oxo-pyrazin-2-yl]amino]benzonitrile —— C19H16N4OS
4-[[4-Methyl-6-(o-tolylsulfanyl)-3-oxo-pyrazin-2-yl]amino]benzonitrile
—— ethyl (4S)-6-amino-4-(2-chlorophenyl)-5-cyano-2-[(3-cyano-6-thiophen-2-ylpyridin-2-yl)sulfanylmethyl]-4H-pyran-3-carboxylate —— C26H19ClN4O3S2
ethyl (4S)-6-amino-4-(2-chlorophenyl)-5-cyano-2-[(3-cyano-6-thiophen-2-ylpyridin-2-yl)sulfanylmethyl]-4H-pyran-3-carboxylate
—— 3-(6-Phenylsulfanylpyridin-3-yl)-3,10-diazabicyclo[4.3.1]decane —— C19H23N3S
3-(6-Phenylsulfanylpyridin-3-yl)-3,10-diazabicyclo[4.3.1]decane
—— 2-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-6-(hydroxymethyl)pyridine-3-carbonitrile —— C17H19N3O2S
2-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-6-(hydroxymethyl)pyridine-3-carbonitrile
—— 2,2,2-Trifluoroethyl 2-(4-pyrazol-1-ylpyrimidin-2-yl)sulfanylacetate —— C11H9F3N4O2S
2,2,2-Trifluoroethyl 2-(4-pyrazol-1-ylpyrimidin-2-yl)sulfanylacetate
—— trans-N-(cyanomethyl)-2-({[4-(methylsulfanyl)phenyl]sulfanyl}-methyl)cyclopentanecarboxamide —— C16H20N2OS2
trans-N-(cyanomethyl)-2-({[4-(methylsulfanyl)phenyl]sulfanyl}-methyl)cyclopentanecarboxamide
—— 2-[(1S)-2-amino-1-phenylethyl]sulfanyl-6-(trifluoromethyl)pyridine-3-carbonitrile —— C15H12F3N3S
2-[(1S)-2-amino-1-phenylethyl]sulfanyl-6-(trifluoromethyl)pyridine-3-carbonitrile
—— Ethyl 2-[4-(5-nitropyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate —— C11H11N5O4S
Ethyl 2-[4-(5-nitropyrazol-1-yl)pyrimidin-2-yl]sulfanylacetate
—— trans-N-cyanomethyl-2-(4-fluorophenylsulfanylmethyl)-cyclohexanecarboxamide —— C16H19FN2OS
trans-N-cyanomethyl-2-(4-fluorophenylsulfanylmethyl)-cyclohexanecarboxamide
—— 2-Amino-4-furan-2-yl-6-(pyridin-2-ylmethylsulfanyl)-pyrimidine-5-carbonitrile —— C15H11N5OS
2-Amino-4-furan-2-yl-6-(pyridin-2-ylmethylsulfanyl)-pyrimidine-5-carbonitrile
—— 6-(5,5-Dimethyl-6-oxohexyl)sulfinyl-2,2-dimethylhexanal —— C16H30O3S
6-(5,5-Dimethyl-6-oxohexyl)sulfinyl-2,2-dimethylhexanal
—— (4-amino-5-thiophen-2-ylmethyl-pyrimidin-2-ylsulfanyl)-acetic acid methyl ester 476302-03-1 C12H13N3O2S2
(4-amino-5-thiophen-2-ylmethyl-pyrimidin-2-ylsulfanyl)-acetic acid methyl ester
—— 2-[(1R)-3-amino-1-(3-chloro-1,2-oxazol-5-yl)propyl]sulfanyl-6-methylpyridine-3-carbonitrile —— C13H13ClN4OS
2-[(1R)-3-amino-1-(3-chloro-1,2-oxazol-5-yl)propyl]sulfanyl-6-methylpyridine-3-carbonitrile
—— 4-methylthio-3-(isoxazol-3-yl)-2-ethylbromobenzene 391199-98-7 C12H12BrNOS
4-methylthio-3-(isoxazol-3-yl)-2-ethylbromobenzene
—— 2-[[5-[(2-methylphenyl)methyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine —— C16H16N4S
2-[[5-[(2-methylphenyl)methyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]pyridine