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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
—— (2R)-N-(2-phenylsulfanylphenyl)-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C20H22N4OS2
(2R)-N-(2-phenylsulfanylphenyl)-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C16H22N4O2S2
(2R)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H19FN4O2S2
(2S)-N-[(4-fluorophenyl)methyl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H19ClN4O2S2
(2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(4-fluorophenyl)methyl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H19FN4O2S2
(2R)-N-[(4-fluorophenyl)methyl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C18H22N2O3S3
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— N-[(S)-cyclopropyl-(2,5-difluorophenyl)methyl]-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H16F2N4OS
N-[(S)-cyclopropyl-(2,5-difluorophenyl)methyl]-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-N-[(4-methylphenyl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C20H20N2OS2
(2R)-N-[(4-methylphenyl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— N-[(R)-cyclopropyl-(2,5-difluorophenyl)methyl]-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H16F2N4OS
N-[(R)-cyclopropyl-(2,5-difluorophenyl)methyl]-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]-N-prop-2-enylpropanamide —— C15H16N2OS2
(2R)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]-N-prop-2-enylpropanamide
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C17H20N2O3S3
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-(1-cyanocyclohexyl)-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C20H23N3OS2
(2R)-N-(1-cyanocyclohexyl)-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C17H17N3O3S3
(2S)-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-(1-cyanocyclohexyl)-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C20H23N3OS2
(2S)-N-(1-cyanocyclohexyl)-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-(2-methoxyethyl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C15H18N2O2S2
(2R)-N-(2-methoxyethyl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C17H20N2O3S3
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— N-[(R)-cyclopentyl(pyridin-2-yl)methyl]-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H21N5OS
N-[(R)-cyclopentyl(pyridin-2-yl)methyl]-2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2S)-N-tert-butyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C16H20N2OS2
(2S)-N-tert-butyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— methyl N-[(2R)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanoyl]carbamate —— C14H14N2O3S2
methyl N-[(2R)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanoyl]carbamate
—— (2S)-N-(2-methylpropyl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C16H20N2OS2
(2S)-N-(2-methylpropyl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— (2R)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]-N-propylpropanamide —— C15H18N2OS2
(2R)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]-N-propylpropanamide
—— (2S)-N-(2-phenylethyl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C20H20N2OS2
(2S)-N-(2-phenylethyl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C17H20N2O3S3
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— (2S)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]-N-propylpropanamide —— C15H18N2OS2
(2S)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]-N-propylpropanamide
—— methyl N-[(2S)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanoyl]carbamate —— C14H14N2O3S2
methyl N-[(2S)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanoyl]carbamate
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C18H22N2O3S3
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-(2-methoxyethyl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C15H18N2O2S2
(2S)-N-(2-methoxyethyl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C19H17FN2OS2
(2S)-N-[(4-fluorophenyl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-(2-cyanoethyl)-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C16H17N3OS2
(2S)-N-(2-cyanoethyl)-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— [(2R)-1-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C17H19FN2O5S2
[(2R)-1-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2R)-1-oxo-1-(thiophen-2-ylmethylamino)propan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C17H18FNO3S2
[(2R)-1-oxo-1-(thiophen-2-ylmethylamino)propan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2S)-1-[(4-fluorophenyl)methylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H19F2NO3S
[(2S)-1-[(4-fluorophenyl)methylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2S)-1-(cycloheptylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H26FNO3S
[(2S)-1-(cycloheptylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2S)-1-(tert-butylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C16H22FNO3S
[(2S)-1-(tert-butylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2R)-1-(tert-butylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C16H22FNO3S
[(2R)-1-(tert-butylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2R)-1-[(4-fluorophenyl)methylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H19F2NO3S
[(2R)-1-[(4-fluorophenyl)methylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2R)-1-[[(3S)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C16H20FNO5S2
[(2R)-1-[[(3S)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2S)-1-[[(3R)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C16H20FNO5S2
[(2S)-1-[[(3R)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2R)-1-[[(3R)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C16H20FNO5S2
[(2R)-1-[[(3R)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2S)-1-[(2-chlorophenyl)methylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H19ClFNO3S
[(2S)-1-[(2-chlorophenyl)methylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2S)-1-(methoxycarbonylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C14H16FNO5S
[(2S)-1-(methoxycarbonylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— 5-[(1S)-1-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole —— C13H20N4OS3
5-[(1S)-1-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylpropanamide —— C13H16FNO3S2
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylpropanamide
—— 5-[(1R)-1-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole —— C13H20N4OS3
5-[(1R)-1-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole
—— 4-Phenyl-2-(pyridin-3-ylmethylsulfanyl)-1,3-thiazole —— C15H12N2S2
4-Phenyl-2-(pyridin-3-ylmethylsulfanyl)-1,3-thiazole
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylpropanamide —— C13H16FNO3S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylpropanamide
—— 3-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(1R)-1-phenylethyl]propanamide —— C16H20N4OS
3-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(1R)-1-phenylethyl]propanamide
—— [(2S)-1-(cycloheptylamino)-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C20H28N4O4S
[(2S)-1-(cycloheptylamino)-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [(2R)-1-(azepan-1-yl)-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C19H26N4O4S
[(2R)-1-(azepan-1-yl)-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [(2S)-1-[2-cyanoethyl(methyl)amino]-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C17H21N5O4S
[(2S)-1-[2-cyanoethyl(methyl)amino]-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate