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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
—— propyl (2R)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C15H19N3O2S2
propyl (2R)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— butyl (2S)-2-[(4-oxo-6-propyl-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C14H22N2O3S
butyl (2S)-2-[(4-oxo-6-propyl-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— butyl (2S)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C15H21N3O2S2
butyl (2S)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— 1-[5-but-2-ynylsulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]-4-methylpiperidine —— C17H26N4OS
1-[5-but-2-ynylsulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]-4-methylpiperidine
—— 5-[(4-chlorophenyl)methyl]-3-[(5-methylthiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazole —— C15H14ClN3S2
5-[(4-chlorophenyl)methyl]-3-[(5-methylthiophen-2-yl)methylsulfanyl]-1H-1,2,4-triazole
—— 2-but-2-ynylsulfanyl-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole —— C15H16N2OS
2-but-2-ynylsulfanyl-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole
—— 3-but-2-ynylsulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C11H15N3O2S
3-but-2-ynylsulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— propyl (2R)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C14H19N3O2S2
propyl (2R)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— propyl (2S)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C14H19N3O2S2
propyl (2S)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— 5-but-2-ynylsulfanyl-1-[[(2R)-oxolan-2-yl]methyl]tetrazole —— C10H14N4OS
5-but-2-ynylsulfanyl-1-[[(2R)-oxolan-2-yl]methyl]tetrazole
—— 3-but-2-ynylsulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C11H15N3O2S
3-but-2-ynylsulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— (3R,5R)-1-[5-but-2-ynylsulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]-3,5-dimethylpiperidine —— C18H24N4OS
(3R,5R)-1-[5-but-2-ynylsulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]-3,5-dimethylpiperidine
—— (3S,5R)-1-[5-but-2-ynylsulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]-3,5-dimethylpiperidine —— C18H24N4OS
(3S,5R)-1-[5-but-2-ynylsulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]-3,5-dimethylpiperidine
—— 1-[5-but-2-ynylsulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]-4-methylpiperidine —— C17H26N4OS
1-[5-but-2-ynylsulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]-4-methylpiperidine
—— 3,5-dimethyl-N-phenyl-4-pyrimidin-2-ylsulfanylpyrazole-1-carboxamide —— C16H15N5OS
3,5-dimethyl-N-phenyl-4-pyrimidin-2-ylsulfanylpyrazole-1-carboxamide
—— 2-but-2-ynylsulfanyl-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C15H16N2OS
2-but-2-ynylsulfanyl-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— 5-but-2-ynylsulfanyl-1-[[(2S)-oxolan-2-yl]methyl]tetrazole —— C10H14N4OS
5-but-2-ynylsulfanyl-1-[[(2S)-oxolan-2-yl]methyl]tetrazole
—— 3-[(3S)-1-azabicyclo[2.2.1]heptan-3-yl]-4-(3-phenylpropylsulfanyl)-1,2,5-thiadiazole —— C17H21N3S2
3-[(3S)-1-azabicyclo[2.2.1]heptan-3-yl]-4-(3-phenylpropylsulfanyl)-1,2,5-thiadiazole
—— N,N-dimethyl-4-[[3-(pyridin-2-ylmethylsulfanyl)-1H-1,2,4-triazol-5-yl]methyl]aniline —— C17H19N5S
N,N-dimethyl-4-[[3-(pyridin-2-ylmethylsulfanyl)-1H-1,2,4-triazol-5-yl]methyl]aniline
—— N,N-dimethyl-4-[[3-(thiophen-3-ylmethylsulfanyl)-1H-1,2,4-triazol-5-yl]methyl]aniline —— C16H18N4S2
N,N-dimethyl-4-[[3-(thiophen-3-ylmethylsulfanyl)-1H-1,2,4-triazol-5-yl]methyl]aniline
—— 7-methyl-4-[(4-methylphenyl)thio]thieno[3,2-d]pyrimidine-6-carboxamide —— C15H13N3OS2
7-methyl-4-[(4-methylphenyl)thio]thieno[3,2-d]pyrimidine-6-carboxamide
—— (2R,4R)-2-amino-4-[3-(hydroxymethyl)-6-methylpyridin-2-yl]sulfanyl-4-phenylbutan-1-ol —— C17H22N2O2S
(2R,4R)-2-amino-4-[3-(hydroxymethyl)-6-methylpyridin-2-yl]sulfanyl-4-phenylbutan-1-ol
—— 3-(6-Pyridin-4-ylsulfanylpyridin-3-yl)-3,9-diazabicyclo[4.2.1]nonane —— C17H20N4S
3-(6-Pyridin-4-ylsulfanylpyridin-3-yl)-3,9-diazabicyclo[4.2.1]nonane
—— 2-amino-4-benzylsulfanyl-6-furan-2-yl-pyrimidine-5-carbonitrile —— C16H12N4OS
2-amino-4-benzylsulfanyl-6-furan-2-yl-pyrimidine-5-carbonitrile
—— exo-6-(3-(3-hydroxypropylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C12H19N3OS2
exo-6-(3-(3-hydroxypropylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— 3-(5-Benzylsulfanylthiophen-2-yl)pyridine —— C16H13NS2
3-(5-Benzylsulfanylthiophen-2-yl)pyridine
—— 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