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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
—— 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
—— (Z)-7-[(1S,2R,3R)-3-[[3-(4-methoxyphenyl)sulfanylbenzoyl]amino]-2-bicyclo[2.2.1]heptanyl]hept-5-enoic acid —— C28H33NO4S
(Z)-7-[(1S,2R,3R)-3-[[3-(4-methoxyphenyl)sulfanylbenzoyl]amino]-2-bicyclo[2.2.1]heptanyl]hept-5-enoic acid
—— 1-[2-(2,4-Dichlorophenyl)-2-[(3-phenylsulfanylphenyl)methoxy]ethyl]imidazole —— C24H20Cl2N2OS
1-[2-(2,4-Dichlorophenyl)-2-[(3-phenylsulfanylphenyl)methoxy]ethyl]imidazole
—— 1-[5-[[5-(2-Amino-4,5-difluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-2-methylpyrimidin-4-yl]-2,3-diethylguanidine —— C19H22F2N8OS
1-[5-[[5-(2-Amino-4,5-difluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-2-methylpyrimidin-4-yl]-2,3-diethylguanidine
—— N-[3-[4-(3-aminopropylamino)butylamino]propyl]-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide —— C23H35N5OS
N-[3-[4-(3-aminopropylamino)butylamino]propyl]-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide
—— 4-[4-[3-Fluoro-5-(4-methoxyoxan-4-yl)phenyl]sulfanylphenyl]oxan-4-ol —— C23H27FO4S
4-[4-[3-Fluoro-5-(4-methoxyoxan-4-yl)phenyl]sulfanylphenyl]oxan-4-ol
—— 6,7-dichloro-2-isopropyl-3-(4-methyl-5-trifluoromethyl-4H-1,2,4-triazol-3-ylsulfanyl)quinoxaline 281208-84-2 C15H12Cl2F3N5S
6,7-dichloro-2-isopropyl-3-(4-methyl-5-trifluoromethyl-4H-1,2,4-triazol-3-ylsulfanyl)quinoxaline
—— 3-[[(3R)-1-azabicyclo[2.2.1]heptan-3-yl]oxy]-4-(3,3,3-trifluoropropylsulfanyl)-1,2,5-thiadiazole;oxalic acid —— C13H16F3N3O5S2
3-[[(3R)-1-azabicyclo[2.2.1]heptan-3-yl]oxy]-4-(3,3,3-trifluoropropylsulfanyl)-1,2,5-thiadiazole;oxalic acid
—— 6-Acetyl-2-(3-chlorophenyl)-4-(2-chlorophenyl)sulfanyl-5-methylpyridazin-3-one —— C19H14Cl2N2O2S
6-Acetyl-2-(3-chlorophenyl)-4-(2-chlorophenyl)sulfanyl-5-methylpyridazin-3-one
—— N-(3-methoxy-2-naphthyl)-N'-(4-(4-pyridinylthio)phenyl)urea —— C23H19N3O2S
N-(3-methoxy-2-naphthyl)-N'-(4-(4-pyridinylthio)phenyl)urea
—— 1-(2,4-Difluorophenyl)-3-[4-(4-nitrophenyl)sulfanylphenyl]urea —— C19H13F2N3O3S
1-(2,4-Difluorophenyl)-3-[4-(4-nitrophenyl)sulfanylphenyl]urea
—— 2-[3-(9a,10-dihydro-5aH-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-3-azabicyclo[3.3.1]nonan-9-yl]acetic acid —— C21H26N4O2S
2-[3-(9a,10-dihydro-5aH-pyrazino[2,3-b][1,4]benzothiazin-8-ylmethyl)-3-azabicyclo[3.3.1]nonan-9-yl]acetic acid
—— 7-(1-aminopropan-2-ylamino)-5-[(2,3-difluorophenyl)methylsulfanyl]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C15H15F2N5OS2
7-(1-aminopropan-2-ylamino)-5-[(2,3-difluorophenyl)methylsulfanyl]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— N-(aminoiminomethyl)-2-methylthio-6,7-dihydro-5H-benzocycloheptene-8-carboxamide —— C14H17N3OS
N-(aminoiminomethyl)-2-methylthio-6,7-dihydro-5H-benzocycloheptene-8-carboxamide
—— 4-[2-Amino-5-(4-bromophenyl)sulfanylpyrimidin-4-yl]cyclohexan-1-one —— C16H16BrN3OS
4-[2-Amino-5-(4-bromophenyl)sulfanylpyrimidin-4-yl]cyclohexan-1-one
—— (E)-1-N-methyl-1-N'-[2-[[2-[(2-methyliminoimidazolidin-1-yl)methyl]-1,3-thiazol-4-yl]sulfanyl]ethyl]-2-nitroethene-1,1-diamine —— C13H21N7O2S2
(E)-1-N-methyl-1-N'-[2-[[2-[(2-methyliminoimidazolidin-1-yl)methyl]-1,3-thiazol-4-yl]sulfanyl]ethyl]-2-nitroethene-1,1-diamine
—— 4-[[2-Amino-5-(2,4-dichlorophenyl)sulfanylpyrimidin-4-yl]amino]phenol —— C16H12Cl2N4OS
4-[[2-Amino-5-(2,4-dichlorophenyl)sulfanylpyrimidin-4-yl]amino]phenol
—— 6-Acetyl-2-(4-fluorophenyl)-4-[4-(hydroxyamino)butylsulfanyl]-5-methylpyridazin-3-one —— C17H20FN3O3S
6-Acetyl-2-(4-fluorophenyl)-4-[4-(hydroxyamino)butylsulfanyl]-5-methylpyridazin-3-one
—— 7-(1-hydroxypropan-2-ylamino)-5-[(3-methylphenyl)methylsulfanyl]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C16H18N4O2S2
7-(1-hydroxypropan-2-ylamino)-5-[(3-methylphenyl)methylsulfanyl]-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— 5-benzylsulfanyl-7-(1-hydroxybutan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C16H18N4O2S2
5-benzylsulfanyl-7-(1-hydroxybutan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— 1-(3-propylthio-1,2,5-thiadiazol-4-yl)-4-azatricyclo<2.2.1.0<sup>2,6</sup>>heptane oxalate —— C2H2O4*C11H15N3S2
1-(3-propylthio-1,2,5-thiadiazol-4-yl)-4-azatricyclo<2.2.1.0<sup>2,6</sup>>heptane oxalate
—— 4-[2-[3-(4-Hydroxyphenyl)sulfanylpyrrolidin-1-yl]ethylsulfanyl]phenol —— C18H21NO2S2
4-[2-[3-(4-Hydroxyphenyl)sulfanylpyrrolidin-1-yl]ethylsulfanyl]phenol
—— 5-Methyl-8-(2-phenylethylsulfanyl)-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine —— C15H13F3N4S
5-Methyl-8-(2-phenylethylsulfanyl)-3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine
—— 3-(4-chloro-anilino)-5-(5-methyl-isoxazol-3-ylmethylthio)-1,2,4-triazole 334539-37-6 C13H12ClN5OS
3-(4-chloro-anilino)-5-(5-methyl-isoxazol-3-ylmethylthio)-1,2,4-triazole
—— 8-Methyl-5-phenylmethoxy-2,3-dihydropyridazino[4,5-b][1,4]thiazepine-4,9-dione —— C15H15N3O3S
8-Methyl-5-phenylmethoxy-2,3-dihydropyridazino[4,5-b][1,4]thiazepine-4,9-dione