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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
—— 1-[(3S)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-pyrimidin-2-ylsulfanylethanone —— C17H14N4OS3
1-[(3S)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-pyrimidin-2-ylsulfanylethanone
—— N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H23N5O2S
N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylacetamide —— C15H20N4O2S
2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylacetamide
—— 1-[2,5-dimethyl-1-[(1R)-1-phenylethyl]pyrrol-3-yl]-2-pyrimidin-2-ylsulfanylethanone —— C20H21N3OS
1-[2,5-dimethyl-1-[(1R)-1-phenylethyl]pyrrol-3-yl]-2-pyrimidin-2-ylsulfanylethanone
—— N-[(1S)-1-(4-bromophenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide —— C14H14BrN3OS
N-[(1S)-1-(4-bromophenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide
—— N'-acetyl-2-pyrimidin-2-ylsulfanylacetohydrazide —— C8H10N4O2S
N'-acetyl-2-pyrimidin-2-ylsulfanylacetohydrazide
—— N-[(1R)-1-(4-ethylphenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide —— C16H19N3OS
N-[(1R)-1-(4-ethylphenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide
—— N-[(1R)-1-(4-bromophenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide —— C14H14BrN3OS
N-[(1R)-1-(4-bromophenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide
—— 1-[2,5-dimethyl-1-[(1S)-1-phenylethyl]pyrrol-3-yl]-2-pyrimidin-2-ylsulfanylethanone —— C20H21N3OS
1-[2,5-dimethyl-1-[(1S)-1-phenylethyl]pyrrol-3-yl]-2-pyrimidin-2-ylsulfanylethanone
—— 1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C18H21N5O2S
1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H19ClN4OS
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— methyl 2,4-dimethyl-5-[(2S)-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C17H22N4O3S
methyl 2,4-dimethyl-5-[(2S)-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H19ClN4OS
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(4-fluorophenyl)methyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H17FN4OS
N-[(4-fluorophenyl)methyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C18H24N4O3S2
1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 6-Amino-3-methyl-5-[2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione —— C16H22N6O3S
6-Amino-3-methyl-5-[2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1-propylpyrimidine-2,4-dione
—— 1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C17H19N5OS2
1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— (2R)-N-(1-adamantyl)-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C19H28N4OS
(2R)-N-(1-adamantyl)-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 1-(1-Benzyl-2,5-dimethylpyrrol-3-yl)-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C21H24N4OS
1-(1-Benzyl-2,5-dimethylpyrrol-3-yl)-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 2-(4-Chlorophenyl)-4-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-thiazole —— C16H15ClN4S2
2-(4-Chlorophenyl)-4-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-thiazole
—— 2-[(5-Methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C8H12N4OS
2-[(5-Methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-N-cyclopropyl-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C12H18N4OS
(2R)-N-cyclopropyl-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-methyl-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C9H14N4OS
N-methyl-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-(2-Bromophenyl)-5-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C15H14BrN5OS
2-(2-Bromophenyl)-5-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C20H30N4OS
N-[(1S)-1-(1-adamantyl)ethyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— ethyl 2,4-dimethyl-5-[(2S)-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C18H24N4O3S
ethyl 2,4-dimethyl-5-[(2S)-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— methyl 2,4-dimethyl-5-[(2R)-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C17H22N4O3S
methyl 2,4-dimethyl-5-[(2R)-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— 7-[(5-Methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C13H13N5OS2
7-[(5-Methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— N-[(4-chlorophenyl)methyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H17ClN4OS
N-[(4-chlorophenyl)methyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C22H23N5O2S
1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— (2S)-N-cyclopropyl-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C12H18N4OS
(2S)-N-cyclopropyl-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— ethyl 2,4-dimethyl-5-[(2R)-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C18H24N4O3S
ethyl 2,4-dimethyl-5-[(2R)-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— 1-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C22H23N5O2S
1-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H18N4O3S2
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N'-acetyl-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetohydrazide —— C10H15N5O2S
N'-acetyl-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]acetohydrazide
—— (2S)-N-(1-cyanocyclohexyl)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C17H24N4O2S
(2S)-N-(1-cyanocyclohexyl)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— 2-(4-fluorophenyl)sulfanyl-N-(2-methyl-2-morpholin-4-ium-4-ylpropyl)acetamide —— C16H24FN2O2S+
2-(4-fluorophenyl)sulfanyl-N-(2-methyl-2-morpholin-4-ium-4-ylpropyl)acetamide
—— (2R)-N-(1-cyanocyclohexyl)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C17H24N4O2S
(2R)-N-(1-cyanocyclohexyl)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— 5-[[(2S)-oxan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C8H13N3OS2
5-[[(2S)-oxan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C8H13N3OS2
5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-(1H-1,2,4-triazol-5-ylsulfanyl)-1-(1,2,5-trimethylpyrrol-3-yl)ethanone —— C11H14N4OS
2-(1H-1,2,4-triazol-5-ylsulfanyl)-1-(1,2,5-trimethylpyrrol-3-yl)ethanone
—— 3-[(3aS,7aS)-1,3-dioxo-3a,4,5,6,7,7a-hexahydroisoindol-2-yl]-N-[3-chloro-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]propanamide —— C21H22ClN3O3S2
3-[(3aS,7aS)-1,3-dioxo-3a,4,5,6,7,7a-hexahydroisoindol-2-yl]-N-[3-chloro-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]propanamide
—— 1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone —— C17H14ClN5O2S
1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone
—— 1-[(2S)-2-(2-chlorophenyl)sulfanylpropanoyl]-N-ethylazetidine-3-carboxamide —— C15H19ClN2O2S
1-[(2S)-2-(2-chlorophenyl)sulfanylpropanoyl]-N-ethylazetidine-3-carboxamide
—— 1-[(2R)-2-(2-chlorophenyl)sulfanylpropanoyl]-N-ethylazetidine-3-carboxamide —— C15H19ClN2O2S
1-[(2R)-2-(2-chlorophenyl)sulfanylpropanoyl]-N-ethylazetidine-3-carboxamide
—— 3-[2-(4-Chlorophenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazol-2-one —— C14H11ClN2O2S2
3-[2-(4-Chlorophenyl)sulfanylethyl]-5-thiophen-2-yl-1,3,4-oxadiazol-2-one
—— (2R)-2-[4-[2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile —— C21H29N7OS
(2R)-2-[4-[2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile
—— (2S)-2-[4-[2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile —— C21H29N7OS
(2S)-2-[4-[2-[[5-(dimethylamino)-4-propan-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile
—— N-[(3,4-dimethoxyphenyl)methyl]-2-phenylsulfanylpyridine-3-carboxamide —— C21H20N2O3S
N-[(3,4-dimethoxyphenyl)methyl]-2-phenylsulfanylpyridine-3-carboxamide
—— 2-(2-Cyano-phenylsulfanyl)-N-cyclohexyl-benzamide —— C20H20N2OS
2-(2-Cyano-phenylsulfanyl)-N-cyclohexyl-benzamide