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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
—— 2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide —— C15H19N3OS2
2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide
—— (2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]propanamide —— C18H22FN3O2S
(2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]propanamide
—— [(2R)-1-(ethylamino)-1-oxopropan-2-yl] (2R)-2-phenylsulfanylpropanoate —— C14H19NO3S
[(2R)-1-(ethylamino)-1-oxopropan-2-yl] (2R)-2-phenylsulfanylpropanoate
—— (2S)-2-[[4-benzyl-5-(piperidin-1-ium-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide —— C20H30N5OS+
(2S)-2-[[4-benzyl-5-(piperidin-1-ium-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide
—— (2S)-2-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide —— C20H29N5OS
(2S)-2-[[4-benzyl-5-(piperidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide
—— [2-(6-amino-1-methyl-2,4-dioxopyrimidin-5-yl)-2-oxoethyl] (2R)-2-phenylsulfanylpropanoate —— C16H17N3O5S
[2-(6-amino-1-methyl-2,4-dioxopyrimidin-5-yl)-2-oxoethyl] (2R)-2-phenylsulfanylpropanoate
—— (2S)-N-ethyl-2-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C18H26N4OS2
(2S)-N-ethyl-2-[[5-[(5S)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— [(2S)-1-(ethylamino)-1-oxopropan-2-yl] 2-(4-chlorophenyl)sulfanylpyridine-3-carboxylate —— C17H17ClN2O3S
[(2S)-1-(ethylamino)-1-oxopropan-2-yl] 2-(4-chlorophenyl)sulfanylpyridine-3-carboxylate
—— [(2S)-1-(ethylamino)-1-oxopropan-2-yl] (2S)-2-(4-chlorophenyl)sulfanylpropanoate —— C14H18ClNO3S
[(2S)-1-(ethylamino)-1-oxopropan-2-yl] (2S)-2-(4-chlorophenyl)sulfanylpropanoate
—— 2-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-1,3,4-thiadiazole —— C12H11ClN2O2S2
2-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-1,3,4-thiadiazole
—— 2-(4-fluorophenyl)-5-[(1S)-1-(1,3,4-thiadiazol-2-ylsulfanyl)ethyl]-1,3,4-oxadiazole —— C12H9FN4OS2
2-(4-fluorophenyl)-5-[(1S)-1-(1,3,4-thiadiazol-2-ylsulfanyl)ethyl]-1,3,4-oxadiazole
—— (2R)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N,N-dimethylpropanamide —— C12H16N4O2S
(2R)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N,N-dimethylpropanamide
—— (2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(4-fluorophenyl)methyl]propanamide —— C15H17FN4OS
(2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(4-fluorophenyl)methyl]propanamide
—— (2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N,N-di(propan-2-yl)propanamide —— C14H24N4OS
(2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N,N-di(propan-2-yl)propanamide
—— N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C13H17F3N4O3S2
N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C13H17F3N4O3S2
N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 6-Amino-1-methyl-5-[2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]pyrimidine-2,4-dione —— C11H11F3N6O3S
6-Amino-1-methyl-5-[2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]pyrimidine-2,4-dione
—— (2R)-N-ethyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C9H15N3OS3
(2R)-N-ethyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— [(2R)-1-(2-methoxyethylamino)-1-oxopropan-2-yl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C15H19N3O5S
[(2R)-1-(2-methoxyethylamino)-1-oxopropan-2-yl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— (2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C12H18N4O3S2
(2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— 2-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-5-(3-methylphenyl)-1,3,4-oxadiazole —— C19H17ClN2O3S
2-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-5-(3-methylphenyl)-1,3,4-oxadiazole
—— (2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N,N-di(propan-2-yl)propanamide —— C14H24N4OS
(2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N,N-di(propan-2-yl)propanamide
—— 2-[(1S)-1-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole —— C18H17N5O2S
2-[(1S)-1-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole
—— [(2R)-1-[(4-methylphenyl)methylamino]-1-oxopropan-2-yl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C20H21N3O4S
[(2R)-1-[(4-methylphenyl)methylamino]-1-oxopropan-2-yl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— 6-Amino-1-methyl-5-[2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione —— C16H15N5O4S
6-Amino-1-methyl-5-[2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]pyrimidine-2,4-dione
—— (2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpropanamide —— C13H20N4O3S2
(2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylpropanamide
—— (2S)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N,N-dimethylpropanamide —— C12H16N4O2S
(2S)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N,N-dimethylpropanamide
—— (2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-propylpropanamide —— C11H18N4OS
(2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-propylpropanamide
—— [(2R)-1-[(2-chlorophenyl)methylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H19ClFNO3S
[(2R)-1-[(2-chlorophenyl)methylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— (2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide —— C13H20N4O3S2
(2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylpropanamide
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H19FN4OS
(2S)-N-[(4-fluorophenyl)methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide —— C11H18N4O2S2
(2S)-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide
—— [(2S)-1-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C17H19FN2O5S2
[(2S)-1-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— (2S)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]-N-prop-2-enylpropanamide —— C15H16N2OS2
(2S)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]-N-prop-2-enylpropanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C18H22N2O3S3
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-tert-butyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C16H20N2OS2
(2R)-N-tert-butyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— (2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-(2-phenylethyl)propanamide —— C16H20N4OS
(2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-(2-phenylethyl)propanamide
—— [(2R)-1-(cycloheptylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H26FNO3S
[(2R)-1-(cycloheptylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— (2S)-N-[(4-methylphenyl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C20H20N2OS2
(2S)-N-[(4-methylphenyl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylpropanamide —— C13H16FNO3S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanylpropanamide
—— [(2R)-1-(methoxycarbonylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C14H16FNO5S
[(2R)-1-(methoxycarbonylamino)-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C18H22N2O3S3
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— [(2R)-1-[(4-methylphenyl)methylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate —— C20H22FNO3S
[(2R)-1-[(4-methylphenyl)methylamino]-1-oxopropan-2-yl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [(2R)-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
[(2R)-1-[2-cyanoethyl(methyl)amino]-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (2R)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methoxyethyl)propanamide —— C16H29N5O2S
(2R)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methoxyethyl)propanamide
—— (2R)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-cycloheptylpropanamide —— C20H35N5OS
(2R)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-cycloheptylpropanamide
—— [(2S)-1-(azepan-1-yl)-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C19H26N4O4S
[(2S)-1-(azepan-1-yl)-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (2R)-N-[(4-methylphenyl)methyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H22N4OS
(2R)-N-[(4-methylphenyl)methyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H17ClN4OS
(2R)-N-[(2-chlorophenyl)methyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-cycloheptylpropanamide —— C20H35N5OS
(2S)-2-[[4-amino-5-(2-cyclohexylethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-cycloheptylpropanamide