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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-(5-Hydroxy-4,4-dimethyl-pentane-1sulfinyl)-2,2-dimethyl-pentan-1-ol —— C14H30O3S
5-(5-Hydroxy-4,4-dimethyl-pentane-1sulfinyl)-2,2-dimethyl-pentan-1-ol
—— [3-(5-Methyl-2-nitrophenyl)sulfanylphenyl]methanamine —— C14H14N2O2S
[3-(5-Methyl-2-nitrophenyl)sulfanylphenyl]methanamine
—— 1-Pyridin-2-ylsulfanylbutan-2-ol —— C9H13NOS
1-Pyridin-2-ylsulfanylbutan-2-ol
—— 5-[(2,6-difluorophenyl)methylsulfanyl]-1H-1,2,4-triazole —— C9H7F2N3S
5-[(2,6-difluorophenyl)methylsulfanyl]-1H-1,2,4-triazole
—— 5-[(5-chlorothiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazole —— C7H6ClN3S2
5-[(5-chlorothiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazole
—— 2-(4-methylphenyl)sulfanyl-N-[3-[[(3S)-oxolan-3-yl]methoxy]propyl]acetamide —— C17H25NO3S
2-(4-methylphenyl)sulfanyl-N-[3-[[(3S)-oxolan-3-yl]methoxy]propyl]acetamide
—— N-[3-[[(3R)-oxolan-3-yl]methoxy]propyl]-2-phenylsulfanylacetamide —— C16H23NO3S
N-[3-[[(3R)-oxolan-3-yl]methoxy]propyl]-2-phenylsulfanylacetamide
—— N-[3-[[(3S)-oxolan-3-yl]methoxy]propyl]-2-phenylsulfanylacetamide —— C16H23NO3S
N-[3-[[(3S)-oxolan-3-yl]methoxy]propyl]-2-phenylsulfanylacetamide
—— ethyl 2-[[(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]acetate —— C25H41N5O2S
ethyl 2-[[(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]acetate
—— ethyl 3-[2-(N,N-dimethylsulfonylamino)phenyl]sulfanyl-6-(3-pyridylmethoxy)benzo[b]thiophene-2-carboxylate —— C25H24N2O7S4
ethyl 3-[2-(N,N-dimethylsulfonylamino)phenyl]sulfanyl-6-(3-pyridylmethoxy)benzo[b]thiophene-2-carboxylate
—— N-[(1S)-2-methyl-1-(5-methyl-1H-1,2,4-triazol-3-yl)propyl]-2-phenylsulfanylacetamide —— C15H20N4OS
N-[(1S)-2-methyl-1-(5-methyl-1H-1,2,4-triazol-3-yl)propyl]-2-phenylsulfanylacetamide
—— N-[(2R,3S)-2-hydroxy-2,3-dimethylpentyl]-2-phenylsulfanylacetamide —— C15H23NO2S
N-[(2R,3S)-2-hydroxy-2,3-dimethylpentyl]-2-phenylsulfanylacetamide
—— N-[(1R)-2-methyl-1-(5-methyl-1H-1,2,4-triazol-3-yl)propyl]-2-phenylsulfanylacetamide —— C15H20N4OS
N-[(1R)-2-methyl-1-(5-methyl-1H-1,2,4-triazol-3-yl)propyl]-2-phenylsulfanylacetamide
—— N-[(2R,3R)-2-hydroxy-2,3-dimethylpentyl]-2-phenylsulfanylacetamide —— C15H23NO2S
N-[(2R,3R)-2-hydroxy-2,3-dimethylpentyl]-2-phenylsulfanylacetamide
—— N-[(2S)-2-methyl-3-(2-methyl-1,3-dioxolan-2-yl)propyl]-2-phenylsulfanylacetamide —— C16H23NO3S
N-[(2S)-2-methyl-3-(2-methyl-1,3-dioxolan-2-yl)propyl]-2-phenylsulfanylacetamide
—— N-[(2S,3R)-2-hydroxy-2,3-dimethylpentyl]-2-phenylsulfanylacetamide —— C15H23NO2S
N-[(2S,3R)-2-hydroxy-2,3-dimethylpentyl]-2-phenylsulfanylacetamide
—— N-[(2R)-2-methyl-3-(2-methyl-1,3-dioxolan-2-yl)propyl]-2-phenylsulfanylacetamide —— C16H23NO3S
N-[(2R)-2-methyl-3-(2-methyl-1,3-dioxolan-2-yl)propyl]-2-phenylsulfanylacetamide
—— N-[(2S,3S)-2-hydroxy-2,3-dimethylpentyl]-2-phenylsulfanylacetamide —— C15H23NO2S
N-[(2S,3S)-2-hydroxy-2,3-dimethylpentyl]-2-phenylsulfanylacetamide
—— N-benzyl-2-[5-[[2-[(4-fluorophenyl)methylsulfanyl]-1-methyl-4-oxopyrimidin-5-yl]methyl]-2-oxopyrimidin-1-yl]-N-methylacetamide —— C27H26FN5O3S
N-benzyl-2-[5-[[2-[(4-fluorophenyl)methylsulfanyl]-1-methyl-4-oxopyrimidin-5-yl]methyl]-2-oxopyrimidin-1-yl]-N-methylacetamide
—— N-[(2S)-2-methyl-3-(2-methyl-1,3-dioxolan-2-yl)propyl]-2-(4-methylphenyl)sulfanylacetamide —— C17H25NO3S
N-[(2S)-2-methyl-3-(2-methyl-1,3-dioxolan-2-yl)propyl]-2-(4-methylphenyl)sulfanylacetamide
—— N-[[4-(aminomethylideneamino)phenyl]methyl]-2-[2-(5-amino-2-methylsulfanylphenyl)-3-chloro-6-oxo-5-(propan-2-ylamino)pyrazin-1-yl]acetamide —— C24H28ClN7O2S
N-[[4-(aminomethylideneamino)phenyl]methyl]-2-[2-(5-amino-2-methylsulfanylphenyl)-3-chloro-6-oxo-5-(propan-2-ylamino)pyrazin-1-yl]acetamide
—— 2-[5-(3-Amino-2,3-dioxopropyl)-7-benzyl-6-ethyl-2-phenylsulfanylpyrrolo[2,3-d]pyrimidin-4-yl]oxyacetic acid —— C26H24N4O5S
2-[5-(3-Amino-2,3-dioxopropyl)-7-benzyl-6-ethyl-2-phenylsulfanylpyrrolo[2,3-d]pyrimidin-4-yl]oxyacetic acid
—— N-[(2R)-2-methyl-3-(2-methyl-1,3-dioxolan-2-yl)propyl]-2-(4-methylphenyl)sulfanylacetamide —— C17H25NO3S
N-[(2R)-2-methyl-3-(2-methyl-1,3-dioxolan-2-yl)propyl]-2-(4-methylphenyl)sulfanylacetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2S)-2-(5-ethylfuran-2-yl)azepan-1-yl]ethanone —— C22H24ClN3O3S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2S)-2-(5-ethylfuran-2-yl)azepan-1-yl]ethanone
—— 5-[3-[(2R)-2-(5-ethylfuran-2-yl)azepan-1-yl]-3-oxopropyl]-6-methyl-2-methylsulfanyl-1H-pyrimidin-4-one —— C21H29N3O3S
5-[3-[(2R)-2-(5-ethylfuran-2-yl)azepan-1-yl]-3-oxopropyl]-6-methyl-2-methylsulfanyl-1H-pyrimidin-4-one
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2R)-2-(5-ethylfuran-2-yl)azepan-1-yl]ethanone —— C22H24ClN3O3S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2R)-2-(5-ethylfuran-2-yl)azepan-1-yl]ethanone
—— 5-[3-[(2S)-2-(5-ethylfuran-2-yl)azepan-1-yl]-3-oxopropyl]-6-methyl-2-methylsulfanyl-1H-pyrimidin-4-one —— C21H29N3O3S
5-[3-[(2S)-2-(5-ethylfuran-2-yl)azepan-1-yl]-3-oxopropyl]-6-methyl-2-methylsulfanyl-1H-pyrimidin-4-one
—— 2-[[2-[(1R)-1-ethoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole —— C19H23N3O2S2
2-[[2-[(1R)-1-ethoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole
—— 2-[[2-[(1S)-1-ethoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C19H23N3O2S2
2-[[2-[(1S)-1-ethoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— 2-[[2-[(1S)-1-ethoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole —— C19H23N3O2S2
2-[[2-[(1S)-1-ethoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole
—— 2-[[2-[(1R)-1-ethoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C19H23N3O2S2
2-[[2-[(1R)-1-ethoxyethyl]-1,3-thiazol-4-yl]methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— 6,7-Dichloro-2-isopropyl-3-(5-cyclopropylmethylsulfanyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline —— C17H16Cl2N4S3
6,7-Dichloro-2-isopropyl-3-(5-cyclopropylmethylsulfanyl-1,3,4-thiadiazol-2-ylsulfanyl)quinoxaline
—— 5-(2-Anilinopyrimidin-4-yl)-4-(4-chlorophenyl)-2-methylsulfanylthiophene-3-carbonitrile —— C22H15ClN4S2
5-(2-Anilinopyrimidin-4-yl)-4-(4-chlorophenyl)-2-methylsulfanylthiophene-3-carbonitrile
—— 2-(3,4-dimethylphenyl)sulfanyl-N-[1-[[(3S)-oxolan-3-yl]methyl]piperidin-4-yl]pyridine-3-carboxamide —— C24H31N3O2S
2-(3,4-dimethylphenyl)sulfanyl-N-[1-[[(3S)-oxolan-3-yl]methyl]piperidin-4-yl]pyridine-3-carboxamide
—— 2-(3-bromopyridin-2-yl)sulfanyl-N-[(1S)-3-methyl-1-phenylbutyl]acetamide —— C18H21BrN2OS
2-(3-bromopyridin-2-yl)sulfanyl-N-[(1S)-3-methyl-1-phenylbutyl]acetamide
—— N-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-ylmethyl)-2-[(2S)-4-propan-2-ylmorpholin-2-yl]acetamide —— C15H24N4O2S
N-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-ylmethyl)-2-[(2S)-4-propan-2-ylmorpholin-2-yl]acetamide
—— 2-(3-bromopyridin-2-yl)sulfanyl-N-[(1R)-3-methyl-1-phenylbutyl]acetamide —— C18H21BrN2OS
2-(3-bromopyridin-2-yl)sulfanyl-N-[(1R)-3-methyl-1-phenylbutyl]acetamide
—— 2-[(1R)-1-(3-bromopyridin-2-yl)sulfanylethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole —— C16H14BrN3OS
2-[(1R)-1-(3-bromopyridin-2-yl)sulfanylethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole
—— 2-(3,4-dimethylphenyl)sulfanyl-N-[1-[[(3R)-oxolan-3-yl]methyl]piperidin-4-yl]pyridine-3-carboxamide —— C24H31N3O2S
2-(3,4-dimethylphenyl)sulfanyl-N-[1-[[(3R)-oxolan-3-yl]methyl]piperidin-4-yl]pyridine-3-carboxamide
—— 2-[(1S)-1-(3-bromopyridin-2-yl)sulfanylethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole —— C16H14BrN3OS
2-[(1S)-1-(3-bromopyridin-2-yl)sulfanylethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole
—— 2-[(6-methylpyridin-3-yl)methyl]-5-(8-phenyloctylsulfanyl)-1H-pyrimidin-6-one —— C25H31N3OS
2-[(6-methylpyridin-3-yl)methyl]-5-(8-phenyloctylsulfanyl)-1H-pyrimidin-6-one
—— 3-[5-[3-Fluoro-5-(4-methoxyoxan-4-yl)phenyl]sulfanyl-2-(methylamino)phenyl]propanoic acid —— C22H26FNO4S
3-[5-[3-Fluoro-5-(4-methoxyoxan-4-yl)phenyl]sulfanyl-2-(methylamino)phenyl]propanoic acid
—— N-[4-[4-[(2,2-dimethylcyclopropanecarbonyl)amino]phenyl]sulfanylphenyl]-2,2-dimethylcyclopropane-1-carboxamide —— C24H28N2O2S
N-[4-[4-[(2,2-dimethylcyclopropanecarbonyl)amino]phenyl]sulfanylphenyl]-2,2-dimethylcyclopropane-1-carboxamide
—— (6S)-8-chloro-6-(4-methylpiperazin-1-yl)-5,6-dihydropyrrolo[2,1-b][1,3]benzothiazepine;dihydrochloride —— C17H22Cl3N3S
(6S)-8-chloro-6-(4-methylpiperazin-1-yl)-5,6-dihydropyrrolo[2,1-b][1,3]benzothiazepine;dihydrochloride
—— 5-(6,7-difluoroquinazolin-4-yl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C15H13F2N5OS2
5-(6,7-difluoroquinazolin-4-yl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 5-(6,7-difluoroquinazolin-4-yl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C15H13F2N5OS2
5-(6,7-difluoroquinazolin-4-yl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 5-(4'-Cyanobenzyl)-1-[2-(3"methylphenylthio)pyrid-5-ylmethyl)imidazole —— C24H20N4S
5-(4'-Cyanobenzyl)-1-[2-(3"methylphenylthio)pyrid-5-ylmethyl)imidazole
—— 7-[[2-Hydroxy-1-(hydroxymethyl)ethyl]amino]-5-[[(2-methyl-4-thiazolyl)methyl] thio]thiazolo[4,5-d]pyrimidin-2(3H)-one —— C13H15N5O3S3
7-[[2-Hydroxy-1-(hydroxymethyl)ethyl]amino]-5-[[(2-methyl-4-thiazolyl)methyl] thio]thiazolo[4,5-d]pyrimidin-2(3H)-one
—— 5-[(2,3-difluorophenyl)methylsulfanyl]-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one —— C15H14F2N4O2S2
5-[(2,3-difluorophenyl)methylsulfanyl]-7-(1-hydroxypropan-2-ylamino)-3H-[1,3]thiazolo[4,5-d]pyrimidin-2-one
—— N-[[(5S)-3-[5-(5-aminopyridin-2-yl)sulfanylpyridin-3-yl]-2-oxo-1,3-oxazolidin-5-yl]methyl]ethanethioamide —— C16H17N5O2S2
N-[[(5S)-3-[5-(5-aminopyridin-2-yl)sulfanylpyridin-3-yl]-2-oxo-1,3-oxazolidin-5-yl]methyl]ethanethioamide