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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-[4-(4-Chloro-2-methylanilino)-1,3-thiazol-2-yl]-5-methylsulfanylthiophene-2-carboximidamide —— C16H15ClN4S3
4-[4-(4-Chloro-2-methylanilino)-1,3-thiazol-2-yl]-5-methylsulfanylthiophene-2-carboximidamide
—— 2-[4-[1-(1-Cyclohexylpiperidin-4-yl)ethenyl]phenyl]sulfanylpyridine —— C24H30N2S
2-[4-[1-(1-Cyclohexylpiperidin-4-yl)ethenyl]phenyl]sulfanylpyridine
—— 4-[[(2R,4R)-4-(4-hydroxyphenyl)sulfanylpyrrolidin-2-yl]methylsulfanyl]phenol —— C17H19NO2S2
4-[[(2R,4R)-4-(4-hydroxyphenyl)sulfanylpyrrolidin-2-yl]methylsulfanyl]phenol
—— (2S,4R)-4-[3-fluoro-5-[4-[(E)-N-hydroxy-C-methylcarbonimidoyl]phenyl]sulfanylphenyl]-2-methyloxan-4-ol —— C20H22FNO3S
(2S,4R)-4-[3-fluoro-5-[4-[(E)-N-hydroxy-C-methylcarbonimidoyl]phenyl]sulfanylphenyl]-2-methyloxan-4-ol
—— 2-[(2-Amino-5-benzylsulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]butan-1-ol —— C16H19N5OS2
2-[(2-Amino-5-benzylsulfanyl-[1,3]thiazolo[4,5-d]pyrimidin-7-yl)amino]butan-1-ol
—— N-[3-(tert-butyl)pyrazol-5-yl][(4-(4-pyridylthio)phenyl)amino]carboxamide —— C19H21N5OS
N-[3-(tert-butyl)pyrazol-5-yl][(4-(4-pyridylthio)phenyl)amino]carboxamide
—— 5-[3-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)propylsulfanyl]-1,3,4-thiadiazol-2-amine;hydrochloride —— C16H21ClN4S2
5-[3-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)propylsulfanyl]-1,3,4-thiadiazol-2-amine;hydrochloride
—— 4-[2-[2-[(5-Methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethoxy]ethylsulfanyl]phenol —— C13H16N2O2S4
4-[2-[2-[(5-Methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethoxy]ethylsulfanyl]phenol
—— 3-(4-chloro-anilino)-5-(3,4-difluoro-benzylthio)-1,2,4-triazole 334539-39-8 C15H11ClF2N4S
3-(4-chloro-anilino)-5-(3,4-difluoro-benzylthio)-1,2,4-triazole
—— (Z,Z)-2-bromo-N-(3-methyl-5-methylsulfanyl-1,2,4-triazol-4-yl)-3-phenylprop-2-en-1-imine —— C13H13BrN4S
(Z,Z)-2-bromo-N-(3-methyl-5-methylsulfanyl-1,2,4-triazol-4-yl)-3-phenylprop-2-en-1-imine
—— N7-Cyclopropyl-5-(pentylthio)thiazolo[4,5-d]pyrimidine-2,7-diamine 259100-75-9 C13H19N5S2
N7-Cyclopropyl-5-(pentylthio)thiazolo[4,5-d]pyrimidine-2,7-diamine
—— 4-[(4-methylphenyl)thio]thieno[3,2-c]pyridine-2-carboxamide —— C15H12N2OS2
4-[(4-methylphenyl)thio]thieno[3,2-c]pyridine-2-carboxamide
—— 3-anilino-5-(5-methyl-isoxazol-3-ylmethylthio)-1,2,4-triazole 334538-61-3 C13H13N5OS
3-anilino-5-(5-methyl-isoxazol-3-ylmethylthio)-1,2,4-triazole
—— 8-benzyl-5-methyl-3,4-dihydro-2H-pyridazino[4,5-b][1,4]thiazepin-9-one —— C15H17N3OS
8-benzyl-5-methyl-3,4-dihydro-2H-pyridazino[4,5-b][1,4]thiazepin-9-one
—— 3-(3-(4-Cyanobutylthio)-1,2,5-thiadiazol-4-yl)-1,2,5,6-tetrahydro-1-methylpyridine —— C13H18N4S2
3-(3-(4-Cyanobutylthio)-1,2,5-thiadiazol-4-yl)-1,2,5,6-tetrahydro-1-methylpyridine
—— 2-(4-Phenylsulfanylanilino)thieno[2,3-d][1,3]oxazin-4-one —— C18H12N2O2S2
2-(4-Phenylsulfanylanilino)thieno[2,3-d][1,3]oxazin-4-one
—— 4-Isopropyl-2-methyl-5-phenylthio-1-[(4-pyridyl)methyl]-1H-pyrrole-3-methanol —— C21H24N2OS
4-Isopropyl-2-methyl-5-phenylthio-1-[(4-pyridyl)methyl]-1H-pyrrole-3-methanol
—— (5R,6R)-6-(3-(3-(2-thienyl)propylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C16H21N3S3
(5R,6R)-6-(3-(3-(2-thienyl)propylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 4-(3-ethylsulfanyl-5-methyl-1,2-oxazol-4-yl)-N-(4-fluorophenyl)pyrimidin-2-amine —— C16H15FN4OS
4-(3-ethylsulfanyl-5-methyl-1,2-oxazol-4-yl)-N-(4-fluorophenyl)pyrimidin-2-amine
—— 6-acetyl-2-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanylpyridine-3-carbonitrile —— C18H19N3O2S
6-acetyl-2-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanylpyridine-3-carbonitrile
—— 4-(2-Anilinopyridin-4-yl)-3-methyl-5-methylsulfanylthiophene-2-carbonitrile —— C18H15N3S2
4-(2-Anilinopyridin-4-yl)-3-methyl-5-methylsulfanylthiophene-2-carbonitrile
—— 3-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-5-methyl-6-oxo-1H-pyridine-2-carbonitrile —— C17H19N3O2S
3-[(1R,3S)-3-amino-4-hydroxy-1-phenylbutyl]sulfanyl-5-methyl-6-oxo-1H-pyridine-2-carbonitrile
—— 2-(4-Chlorophenyl)-5-(1-oxidopyridin-1-ium-2-yl)sulfanyl-1,2-thiazol-3-one —— C14H9ClN2O2S2
2-(4-Chlorophenyl)-5-(1-oxidopyridin-1-ium-2-yl)sulfanyl-1,2-thiazol-3-one
—— exo-6-(3-(4-methylbenzylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C17H21N3S2
exo-6-(3-(4-methylbenzylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— N-[(1S,2R,4R)-7-azabicyclo[2.2.1]hept-2-yl]-5-(phenylsulfanyl)-thiophene-2-carboxamide 500605-54-9 C17H18N2OS2
N-[(1S,2R,4R)-7-azabicyclo[2.2.1]hept-2-yl]-5-(phenylsulfanyl)-thiophene-2-carboxamide
—— 2-[(1R,3S)-3-amino-4-methoxy-1-phenylbutyl]sulfanyl-6-methylpyridine-3-carbonitrile —— C18H21N3OS
2-[(1R,3S)-3-amino-4-methoxy-1-phenylbutyl]sulfanyl-6-methylpyridine-3-carbonitrile
—— 3-(6-Pyridin-4-ylsulfanylpyridin-3-yl)-3,10-diazabicyclo[4.3.1]decane —— C18H22N4S
3-(6-Pyridin-4-ylsulfanylpyridin-3-yl)-3,10-diazabicyclo[4.3.1]decane
—— N-(2-propan-2-ylphenyl)-3-thiophen-2-ylsulfanyl-1H-1,2,4-triazol-5-amine —— C15H16N4S2
N-(2-propan-2-ylphenyl)-3-thiophen-2-ylsulfanyl-1H-1,2,4-triazol-5-amine
—— 7-fluoro-9-(4-methyl-1-piperazinyl)pyrrolo[2,1-b][1,3]benzothiazepine —— C17H18FN3S
7-fluoro-9-(4-methyl-1-piperazinyl)pyrrolo[2,1-b][1,3]benzothiazepine
—— (1R,2R)-N-(cyanomethyl)-2-{[(3-hydroxyphenyl)sulfanyl]methyl}cyclohexane-1-carboxamide —— C16H20N2O2S
(1R,2R)-N-(cyanomethyl)-2-{[(3-hydroxyphenyl)sulfanyl]methyl}cyclohexane-1-carboxamide
—— 5-[(2-methylphenyl)methyl]-3-(thiophen-2-ylmethylsulfanyl)-1H-1,2,4-triazole —— C15H15N3S2
5-[(2-methylphenyl)methyl]-3-(thiophen-2-ylmethylsulfanyl)-1H-1,2,4-triazole
—— (3R)-3-(5-chloro-2-methoxypyridin-4-yl)sulfanyl-3-(1,2-oxazol-5-yl)propan-1-amine —— C12H14ClN3O2S
(3R)-3-(5-chloro-2-methoxypyridin-4-yl)sulfanyl-3-(1,2-oxazol-5-yl)propan-1-amine
—— 2-[4-Amino-1-(1,2-oxazol-5-yl)butyl]sulfanyl-6-methylpyridine-3-carbonitrile —— C14H16N4OS
2-[4-Amino-1-(1,2-oxazol-5-yl)butyl]sulfanyl-6-methylpyridine-3-carbonitrile
—— 2-[[3-[(3-methylthiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazol-5-yl]methyl]pyridine —— C14H14N4S2
2-[[3-[(3-methylthiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazol-5-yl]methyl]pyridine
—— (Z)-N-[(5-propylsulfanylthiadiazol-4-yl)methoxy]-1-azabicyclo[2.2.1]heptan-3-imine —— C12H18N4OS2
(Z)-N-[(5-propylsulfanylthiadiazol-4-yl)methoxy]-1-azabicyclo[2.2.1]heptan-3-imine
—— 3-[[4-(thiadiazol-5-yl)phenyl]methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C11H10N6S2
3-[[4-(thiadiazol-5-yl)phenyl]methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— (1R,2R)-2-[(4-chlorophenyl)sulfanylmethyl]-N-(cyanomethyl)cyclopentane-1-carboxamide —— C15H17ClN2OS
(1R,2R)-2-[(4-chlorophenyl)sulfanylmethyl]-N-(cyanomethyl)cyclopentane-1-carboxamide
—— 6-(5,5-Dimethyl-6-oxohexyl)sulfanyl-2,2-dimethylhexanal —— C16H30O2S
6-(5,5-Dimethyl-6-oxohexyl)sulfanyl-2,2-dimethylhexanal
—— 3-[(3S)-1-azabicyclo[2.2.1]heptan-3-yl]-4-pentylsulfanyl-1,2,5-thiadiazole —— C13H21N3S2
3-[(3S)-1-azabicyclo[2.2.1]heptan-3-yl]-4-pentylsulfanyl-1,2,5-thiadiazole
—— (4-amino-5-cyclopropylmethyl-pyrimidin-2-yl-sulfanyl)-acetic acid ethyl ester 476302-33-7 C12H17N3O2S
(4-amino-5-cyclopropylmethyl-pyrimidin-2-yl-sulfanyl)-acetic acid ethyl ester
—— 2-[4-(4-Chlorophenyl)sulfanyl-3,5-dimethylpyrazol-1-yl]ethanol —— C13H15ClN2OS
2-[4-(4-Chlorophenyl)sulfanyl-3,5-dimethylpyrazol-1-yl]ethanol
—— 3-Amino-1-chloro-4-phenylsulfanylbutan-2-one —— C10H12ClNOS
3-Amino-1-chloro-4-phenylsulfanylbutan-2-one
—— 1-Cyclopentylmethyl-3-(2-hydroxy-ethyl)-thiourea —— C9H18N2OS
1-Cyclopentylmethyl-3-(2-hydroxy-ethyl)-thiourea
—— 5-ethynylsulfanyl-3H-1,3,4-thiadiazole-2-thione —— C4H2N2S3
5-ethynylsulfanyl-3H-1,3,4-thiadiazole-2-thione
—— 3-[[(4R,9R,14R,19R)-3,10,13,20,26-pentazatetracyclo[20.3.1.04,9.014,19]hexacosa-1(25),22(26),23-trien-24-yl]sulfanyl]propan-1-ol —— C24H41N5OS
3-[[(4R,9R,14R,19R)-3,10,13,20,26-pentazatetracyclo[20.3.1.04,9.014,19]hexacosa-1(25),22(26),23-trien-24-yl]sulfanyl]propan-1-ol
—— (Z,Z)-2-bromo-3-phenyl-N-[3-(2-phenylethyl)-5-(2-phenylethylsulfanyl)-1,2,4-triazol-4-yl]prop-2-en-1-imine —— C27H25BrN4S
(Z,Z)-2-bromo-3-phenyl-N-[3-(2-phenylethyl)-5-(2-phenylethylsulfanyl)-1,2,4-triazol-4-yl]prop-2-en-1-imine
—— 2-[(1-benzyl-2-oxopyridin-4-yl)methyl]-5-(8-phenyloctylsulfanyl)-1H-pyrimidin-6-one —— C31H35N3O2S
2-[(1-benzyl-2-oxopyridin-4-yl)methyl]-5-(8-phenyloctylsulfanyl)-1H-pyrimidin-6-one
—— 2-[5-[[2-[(4-fluorophenyl)methylsulfanyl]-1-methyl-4-oxopyrimidin-5-yl]methyl]-2-oxopyrimidin-1-yl]-N-(2-methoxyethyl)-N-methylacetamide —— C23H26FN5O4S
2-[5-[[2-[(4-fluorophenyl)methylsulfanyl]-1-methyl-4-oxopyrimidin-5-yl]methyl]-2-oxopyrimidin-1-yl]-N-(2-methoxyethyl)-N-methylacetamide
—— N-{4-[3-(4-Fluorophenylsulfamoyl)-4-hydroxyphenylsulfanyl]-3,5-dimethylphenyl}-oxamic acid —— C22H19FN2O6S2
N-{4-[3-(4-Fluorophenylsulfamoyl)-4-hydroxyphenylsulfanyl]-3,5-dimethylphenyl}-oxamic acid
—— 2-(3-benzyl-4-oxo-2-sulfanylidene-1,3-thiazolidin-5-yl)-N-[(4-phenylsulfanylphenyl)methyl]acetamide —— C25H22N2O2S3
2-(3-benzyl-4-oxo-2-sulfanylidene-1,3-thiazolidin-5-yl)-N-[(4-phenylsulfanylphenyl)methyl]acetamide