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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
—— [(3R)-2,3-dihydro-1-benzothiophen-3-yl]-[(3S,4R)-3-methyl-4-morpholin-4-ylpyrrolidin-1-yl]methanone —— C18H24N2O2S
[(3R)-2,3-dihydro-1-benzothiophen-3-yl]-[(3S,4R)-3-methyl-4-morpholin-4-ylpyrrolidin-1-yl]methanone
—— [(2R)-2,3-dihydro-1,4-benzoxathiin-2-yl]-[(3S,4S)-3-(dimethylamino)-4-methylpyrrolidin-1-yl]methanone —— C16H22N2O2S
[(2R)-2,3-dihydro-1,4-benzoxathiin-2-yl]-[(3S,4S)-3-(dimethylamino)-4-methylpyrrolidin-1-yl]methanone
—— [(2R)-2,3-dihydro-1,4-benzoxathiin-2-yl]-[(3S,4R)-3-(dimethylamino)-4-methylpyrrolidin-1-yl]methanone —— C16H22N2O2S
[(2R)-2,3-dihydro-1,4-benzoxathiin-2-yl]-[(3S,4R)-3-(dimethylamino)-4-methylpyrrolidin-1-yl]methanone
—— [(2R)-2,3-dihydro-1,4-benzoxathiin-2-yl]-[(3R,4R)-3-(dimethylamino)-4-methylpyrrolidin-1-yl]methanone —— C16H22N2O2S
[(2R)-2,3-dihydro-1,4-benzoxathiin-2-yl]-[(3R,4R)-3-(dimethylamino)-4-methylpyrrolidin-1-yl]methanone
—— N-benzyl-3-(3,4-dimethylphenyl)sulfanylpropanamide —— C18H21NOS
N-benzyl-3-(3,4-dimethylphenyl)sulfanylpropanamide
—— N-[(R)-phenyl(thiophen-2-yl)methyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H18N4OS3
N-[(R)-phenyl(thiophen-2-yl)methyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[4-(2-methylbutan-2-yl)cyclohexyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H30N4OS2
N-[4-(2-methylbutan-2-yl)cyclohexyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(1-adamantyl)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-cyanoethyl)acetamide —— C21H31N5O2S
N-(1-adamantyl)-2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-cyanoethyl)acetamide
—— 2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide —— C19H22N4O2S2
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide
—— 3-[2-(azocan-1-yl)-2-oxoethyl]sulfanyl-4-butyl-1H-1,2,4-triazol-5-one —— C15H26N4O2S
3-[2-(azocan-1-yl)-2-oxoethyl]sulfanyl-4-butyl-1H-1,2,4-triazol-5-one
—— N-[(2-fluorophenyl)methyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H15FN4OS2
N-[(2-fluorophenyl)methyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide —— C16H21FN4O2S
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(2-fluorophenyl)ethyl]acetamide
—— N-[(S)-phenyl(thiophen-2-yl)methyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H18N4OS3
N-[(S)-phenyl(thiophen-2-yl)methyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-methylphenyl)methyl]acetamide —— C16H22N4O2S
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-methylphenyl)methyl]acetamide
—— 2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C17H24N4O2S2
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— N-[(1R)-1-(furan-2-yl)ethyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H16N4O2S2
N-[(1R)-1-(furan-2-yl)ethyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]acetamide —— C19H21FN4O2S2
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]acetamide
—— 2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide —— C15H19FN4O2S
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide
—— N-[(1R)-1-cyclopropylethyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C12H18N4OS2
N-[(1R)-1-cyclopropylethyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H20N4OS3
N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide —— C19H22N4O2S2
2-[(4-butyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide
—— N-[(2S)-5-methylhexan-2-yl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H24N4OS2
N-[(2S)-5-methylhexan-2-yl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(2-methylphenyl)methyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H18N4OS2
N-[(2-methylphenyl)methyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[2-(2-fluorophenyl)ethyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H17FN4OS2
N-[2-(2-fluorophenyl)ethyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[2-(2-methylphenyl)ethyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H20N4OS2
N-[2-(2-methylphenyl)ethyl]-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-prop-2-enyl-5-[(1-propyltetrazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C10H15N7S2
N-prop-2-enyl-5-[(1-propyltetrazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-[(2-fluorophenyl)methyl]-N-methyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H17FN4OS2
N-[(2-fluorophenyl)methyl]-N-methyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-(Azocan-1-yl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C14H22N4OS2
1-(Azocan-1-yl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— N-benzyl-N-(furan-2-ylmethyl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H20N4O2S2
N-benzyl-N-(furan-2-ylmethyl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(1-adamantyl)-N-(2-cyanoethyl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C20H27N5OS2
N-(1-adamantyl)-N-(2-cyanoethyl)-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— [(3S)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-(5-methyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone —— C16H18N4O2S
[(3S)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-(5-methyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone
—— [(3S)-2,3-dihydro-1-benzothiophen-3-yl]-[(2S)-2-(5-methyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone —— C16H18N4O2S
[(3S)-2,3-dihydro-1-benzothiophen-3-yl]-[(2S)-2-(5-methyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone
—— [(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[(2R)-2-(5-methyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone —— C16H18N4O2S
[(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[(2R)-2-(5-methyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone
—— [(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[(2R)-2-(5-methyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone —— C16H18N4O2S
[(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[(2R)-2-(5-methyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone
—— [(3R)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-(5-methyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone —— C16H18N4O2S
[(3R)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-(5-methyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone
—— [(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(5-methyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone —— C16H18N4O2S
[(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(5-methyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone
—— [(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(5-methyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone —— C16H18N4O2S
[(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(5-methyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone
—— [2-[2-(4-Bromophenyl)sulfanylethylamino]-2-oxoethyl] cyclopropanecarboxylate —— C14H16BrNO3S
[2-[2-(4-Bromophenyl)sulfanylethylamino]-2-oxoethyl] cyclopropanecarboxylate
—— [(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[(2R)-2-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone —— C18H21N3O2S
[(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[(2R)-2-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone
—— [(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone —— C18H21N3O2S
[(2S)-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone
—— N-[2-(2-fluorophenyl)ethyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C15H18FN3OS3
N-[2-(2-fluorophenyl)ethyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— [(3R)-2,3-dihydro-1-benzothiophen-3-yl]-[(2S)-2-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone —— C18H21N3O2S
[(3R)-2,3-dihydro-1-benzothiophen-3-yl]-[(2S)-2-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone
—— N-[(2-fluorophenyl)methyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C14H16FN3OS3
N-[(2-fluorophenyl)methyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2R)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C8H13N3OS3
(2R)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— [(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone —— C18H21N3O2S
[(2R)-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone
—— [(3S)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone —— C18H21N3O2S
[(3S)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone
—— [(3R)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone —— C18H21N3O2S
[(3R)-2,3-dihydro-1-benzothiophen-3-yl]-[(2R)-2-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C16H20FN3OS3
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C8H13N3OS3
(2S)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— [(2R)-2,3-dihydro-1,4-benzoxathiin-2-yl]-[(2S)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone —— C17H19N3O3S
[(2R)-2,3-dihydro-1,4-benzoxathiin-2-yl]-[(2S)-2-(5-ethyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]methanone