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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 2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C11H9ClN2O2S3
Methyl 2-[[4-(4-chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— N-[(3S)-1-benzylpyrrolidin-3-yl]-2-phenylsulfanylpyridine-3-carboxamide —— C23H23N3OS
N-[(3S)-1-benzylpyrrolidin-3-yl]-2-phenylsulfanylpyridine-3-carboxamide
—— 2-[(2R)-1-[(6-methylpyridin-2-yl)methyl]-4-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]piperazin-2-yl]ethanol —— C21H28N6O2S
2-[(2R)-1-[(6-methylpyridin-2-yl)methyl]-4-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]piperazin-2-yl]ethanol
—— [(Z)-4-amino-3-cyano-2-oxopent-3-enyl] 4-(4-chlorophenyl)sulfanylbutanoate —— C16H17ClN2O3S
[(Z)-4-amino-3-cyano-2-oxopent-3-enyl] 4-(4-chlorophenyl)sulfanylbutanoate
—— (1R)-N-ethyl-1-[2-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine —— C13H21NO2S2
(1R)-N-ethyl-1-[2-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine
—— 3-benzylsulfanyl-4-[(1S,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1H-1,2,4-triazol-5-one —— C16H17N3OS
3-benzylsulfanyl-4-[(1S,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1H-1,2,4-triazol-5-one
—— (1R)-N-ethyl-1-[4-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine —— C13H21NO2S2
(1R)-N-ethyl-1-[4-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine
—— (1S)-N-ethyl-1-[2-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine —— C13H21NO2S2
(1S)-N-ethyl-1-[2-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine
—— 3-benzylsulfanyl-4-[(1S,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1H-1,2,4-triazol-5-one —— C16H17N3OS
3-benzylsulfanyl-4-[(1S,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]-1H-1,2,4-triazol-5-one
—— methyl 2,4-dimethyl-5-[2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C19H18N2O3S2
methyl 2,4-dimethyl-5-[2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— (1R)-1-[4-benzyl-5-[(3,5-dimethylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C23H30N4S
(1R)-1-[4-benzyl-5-[(3,5-dimethylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— (1R)-N-ethyl-1-[2-fluoro-6-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine —— C13H20FNO2S2
(1R)-N-ethyl-1-[2-fluoro-6-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine
—— (1S)-N-ethyl-1-[2-fluoro-6-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine —— C13H20FNO2S2
(1S)-N-ethyl-1-[2-fluoro-6-(2-methylsulfonylethylsulfanyl)phenyl]ethanamine
—— 1-(2-Adamantyl)-3-(2-methylprop-2-enyl)thiourea —— C15H24N2S
1-(2-Adamantyl)-3-(2-methylprop-2-enyl)thiourea
—— 2-[(2R)-1-[(5-methylfuran-2-yl)methyl]-4-[(2-methylsulfanylpyrimidin-5-yl)methyl]piperazin-2-yl]ethanol —— C18H26N4O2S
2-[(2R)-1-[(5-methylfuran-2-yl)methyl]-4-[(2-methylsulfanylpyrimidin-5-yl)methyl]piperazin-2-yl]ethanol
—— N-benzyl-2-phenylsulfanyl-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)acetamide —— C22H22N2OS2
N-benzyl-2-phenylsulfanyl-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)acetamide
—— N-butyl-2-(3-cyanopyridin-2-yl)sulfanyl-3H-benzimidazole-5-sulfonamide —— C17H17N5O2S2
N-butyl-2-(3-cyanopyridin-2-yl)sulfanyl-3H-benzimidazole-5-sulfonamide
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone —— C16H19N3OS2
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone
—— 1-[(3R,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C24H27N5O3S2
1-[(3R,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (2R)-N-(3-ethoxypropyl)-2-(2-methylsulfonylethylsulfanyl)propan-1-amine —— C11H25NO3S2
(2R)-N-(3-ethoxypropyl)-2-(2-methylsulfonylethylsulfanyl)propan-1-amine
—— N'-hydroxy-6-(2-methylsulfonylethylsulfanyl)pyridine-3-carboximidamide —— C9H13N3O3S2
N'-hydroxy-6-(2-methylsulfonylethylsulfanyl)pyridine-3-carboximidamide
—— (2S)-N-(3-ethoxypropyl)-2-(2-methylsulfonylethylsulfanyl)propan-1-amine —— C11H25NO3S2
(2S)-N-(3-ethoxypropyl)-2-(2-methylsulfonylethylsulfanyl)propan-1-amine
—— N'-hydroxy-2-(2-methylsulfonylethylsulfanyl)benzenecarboximidamide —— C10H14N2O3S2
N'-hydroxy-2-(2-methylsulfonylethylsulfanyl)benzenecarboximidamide
—— 3-fluoro-N'-hydroxy-4-(2-methylsulfonylethylsulfanyl)benzenecarboximidamide —— C10H13FN2O3S2
3-fluoro-N'-hydroxy-4-(2-methylsulfonylethylsulfanyl)benzenecarboximidamide
—— ethyl (2S)-2-methyl-3-(2-methylsulfonylethylsulfonyl)propanoate —— C9H18O6S2
ethyl (2S)-2-methyl-3-(2-methylsulfonylethylsulfonyl)propanoate
—— 4-chloro-N'-hydroxy-2-(2-methylsulfonylethylsulfanyl)benzenecarboximidamide —— C10H13ClN2O3S2
4-chloro-N'-hydroxy-2-(2-methylsulfonylethylsulfanyl)benzenecarboximidamide
—— ethyl (2R)-2-methyl-3-(2-methylsulfonylethylsulfonyl)propanoate —— C9H18O6S2
ethyl (2R)-2-methyl-3-(2-methylsulfonylethylsulfonyl)propanoate
—— 2-(2-cyanophenyl)sulfanyl-N-(thiophen-2-ylmethyl)benzamide —— C19H14N2OS2
2-(2-cyanophenyl)sulfanyl-N-(thiophen-2-ylmethyl)benzamide
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone —— C16H19N3OS2
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[(2S)-2-thiophen-2-ylpyrrolidin-1-yl]ethanone
—— [2-[1-(Furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 2-(4-fluorophenyl)sulfanylacetate —— C21H20FNO4S
[2-[1-(Furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 2-(4-fluorophenyl)sulfanylacetate
—— 6-amino-5-[2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)acetyl]-1-propylpyrimidine-2,4-dione —— C18H21N3O5S
6-amino-5-[2-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)acetyl]-1-propylpyrimidine-2,4-dione
—— 4-[6-(2,5-Dichlorophenyl)sulfanylpyridin-3-yl]sulfonylmorpholine —— C15H14Cl2N2O3S2
4-[6-(2,5-Dichlorophenyl)sulfanylpyridin-3-yl]sulfonylmorpholine
—— 2-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-5-piperidin-1-ylsulfonylpyridine —— C14H16F3N5O2S2
2-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-5-piperidin-1-ylsulfonylpyridine
—— 4-(4-Chlorophenyl)sulfanyl-1-[4-(pyridin-4-ylmethyl)piperazin-1-yl]butan-1-one —— C20H24ClN3OS
4-(4-Chlorophenyl)sulfanyl-1-[4-(pyridin-4-ylmethyl)piperazin-1-yl]butan-1-one
—— N-[2-(cyclohexen-1-yl)ethyl]-2-[(6-methyl-5-oxo-2H-1,2,4-triazin-3-yl)sulfanyl]acetamide —— C14H20N4O2S
N-[2-(cyclohexen-1-yl)ethyl]-2-[(6-methyl-5-oxo-2H-1,2,4-triazin-3-yl)sulfanyl]acetamide
—— 4-[[12-[(4-Methyl-1,3-thiazol-2-yl)sulfanyl]-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-10-yl]methyl]morpholine —— C18H20N4OS3
4-[[12-[(4-Methyl-1,3-thiazol-2-yl)sulfanyl]-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-10-yl]methyl]morpholine
—— 3-[2-(2-Chloro-4-nitrophenyl)sulfanyl-4-oxoquinazolin-3-yl]propyl-dimethylazanium —— C19H20ClN4O3S+
3-[2-(2-Chloro-4-nitrophenyl)sulfanyl-4-oxoquinazolin-3-yl]propyl-dimethylazanium
—— 4-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-6-phenylthieno[2,3-d]pyrimidine —— C16H10F3N5S2
4-[[4-Methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-6-phenylthieno[2,3-d]pyrimidine
—— 6-(3,4-dimethylphenyl)sulfanyl-N,N-diethylpyridine-3-sulfonamide —— C17H22N2O2S2
6-(3,4-dimethylphenyl)sulfanyl-N,N-diethylpyridine-3-sulfonamide
—— 12-(2,3-Dihydro-1,4-benzodioxin-6-ylsulfanyl)-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene —— C17H14N2O2S2
12-(2,3-Dihydro-1,4-benzodioxin-6-ylsulfanyl)-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraene
—— (1R)-2-(2-fluorophenyl)sulfanyl-1-phenylethanamine —— C14H14FNS
(1R)-2-(2-fluorophenyl)sulfanyl-1-phenylethanamine
—— (1S)-2-(2-fluorophenyl)sulfanyl-1-phenylethanamine —— C14H14FNS
(1S)-2-(2-fluorophenyl)sulfanyl-1-phenylethanamine
—— 4-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]-5,6-dimethyl-2-(phenylsulfanylmethyl)thieno[2,3-d]pyrimidine —— C19H19N5S3
4-[(4,5-Dimethyl-1,2,4-triazol-3-yl)sulfanyl]-5,6-dimethyl-2-(phenylsulfanylmethyl)thieno[2,3-d]pyrimidine
—— 4-[[5,6-Dimethyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]thieno[2,3-d]pyrimidin-2-yl]methyl]morpholine —— C17H20N4OS3
4-[[5,6-Dimethyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]thieno[2,3-d]pyrimidin-2-yl]methyl]morpholine
—— N-[4-(7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-ylsulfanyl)phenyl]acetamide —— C17H15N3OS2
N-[4-(7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-ylsulfanyl)phenyl]acetamide
—— 4-(2,4-Dimethylphenyl)sulfanylthieno[2,3-d]pyrimidine —— C14H12N2S2
4-(2,4-Dimethylphenyl)sulfanylthieno[2,3-d]pyrimidine
—— 2-[(6,8-Dichloro-[1,2,4]triazolo[4,3-a]pyridin-3-yl)sulfanyl]-5-nitrobenzonitrile —— C13H5Cl2N5O2S
2-[(6,8-Dichloro-[1,2,4]triazolo[4,3-a]pyridin-3-yl)sulfanyl]-5-nitrobenzonitrile
—— N-[4-[(10-methyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-yl)sulfanyl]phenyl]acetamide —— C18H17N3OS2
N-[4-[(10-methyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-yl)sulfanyl]phenyl]acetamide
—— 4-methyl-2-[4-[(3S)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-1,3-thiazole —— C16H19N3O4S3
4-methyl-2-[4-[(3S)-3-methylpiperidin-1-yl]sulfonyl-2-nitrophenyl]sulfanyl-1,3-thiazole
—— N-[4-[5-(4-fluorophenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanylphenyl]acetamide —— C20H14FN3OS2
N-[4-[5-(4-fluorophenyl)thieno[2,3-d]pyrimidin-4-yl]sulfanylphenyl]acetamide