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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)-3-[5-(methoxymethylsulfanyl)-1,3,4-oxadiazol-2-yl]thiolane 1,1-dioxide —— C8H12N2O4S2
(3R)-3-[5-(methoxymethylsulfanyl)-1,3,4-oxadiazol-2-yl]thiolane 1,1-dioxide
—— (2S)-2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide —— C12H19N3O5S2
(2S)-2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methoxyethyl)propanamide
—— (2S)-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylpropanamide —— C11H17N3O4S2
(2S)-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylpropanamide
—— N-tert-butyl-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylacetamide —— C12H21N5O2S
N-tert-butyl-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylacetamide
—— (3S)-3-[5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,3,4-oxadiazol-2-yl]thiolane 1,1-dioxide —— C12H18N2O4S2
(3S)-3-[5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,3,4-oxadiazol-2-yl]thiolane 1,1-dioxide
—— (2R)-N-(2-methoxyethyl)-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide —— C12H21N5O3S
(2R)-N-(2-methoxyethyl)-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide
—— (2R)-N-methyl-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide —— C10H17N5O2S
(2R)-N-methyl-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide
—— (2R)-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide —— C9H15N5O2S
(2R)-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide
—— N-(2-methoxyethyl)-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylacetamide —— C11H19N5O3S
N-(2-methoxyethyl)-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylacetamide
—— (2S)-N-cyclopropyl-2-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide —— C12H19N5O2S
(2S)-N-cyclopropyl-2-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide
—— (2S)-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide —— C9H15N5O2S
(2S)-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide
—— N-acetyl-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylacetamide —— C10H15N5O3S
N-acetyl-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylacetamide
—— Ethyl 2-[5-[2-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate —— C18H21N5O3S2
Ethyl 2-[5-[2-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate
—— ethyl 2-[5-[(2S)-1-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate —— C18H23FN4O3S
ethyl 2-[5-[(2S)-1-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate
—— Ethyl 2-[4-methyl-5-[2-oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]acetate —— C16H22N4O3S
Ethyl 2-[4-methyl-5-[2-oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]acetate
—— ethyl 2-[5-[2-[[(2S)-butan-2-yl]carbamoylamino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate —— C14H23N5O4S
ethyl 2-[5-[2-[[(2S)-butan-2-yl]carbamoylamino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate
—— Ethyl 2-[4-methyl-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-3-yl]acetate —— C17H18N4O3S
Ethyl 2-[4-methyl-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-3-yl]acetate
—— Ethyl 2-[5-[2-[(2-fluorophenyl)methylamino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate —— C16H19FN4O3S
Ethyl 2-[5-[2-[(2-fluorophenyl)methylamino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate
—— ethyl 2-[5-[(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate —— C18H24N4O4S
ethyl 2-[5-[(2S)-1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-1-oxopropan-2-yl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate
—— Ethyl 2-[5-[2-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate —— C18H26N4O4S
Ethyl 2-[5-[2-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate
—— ethyl 2-[5-[(2R)-1-(2-methoxyethylamino)-1-oxopropan-2-yl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate —— C13H22N4O4S
ethyl 2-[5-[(2R)-1-(2-methoxyethylamino)-1-oxopropan-2-yl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate
—— ethyl 2-[5-[(2R)-1-(ethylamino)-1-oxopropan-2-yl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate —— C12H20N4O3S
ethyl 2-[5-[(2R)-1-(ethylamino)-1-oxopropan-2-yl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate
—— ethyl 2-[4-methyl-5-[(2S)-1-oxo-1-(prop-2-enylamino)propan-2-yl]sulfanyl-1,2,4-triazol-3-yl]acetate —— C13H20N4O3S
ethyl 2-[4-methyl-5-[(2S)-1-oxo-1-(prop-2-enylamino)propan-2-yl]sulfanyl-1,2,4-triazol-3-yl]acetate
—— Ethyl 2-[5-[2-(1-ethyl-2,5-dimethylpyrrol-3-yl)-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate —— C17H24N4O3S
Ethyl 2-[5-[2-(1-ethyl-2,5-dimethylpyrrol-3-yl)-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate
—— ethyl 2-[4-methyl-5-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]acetate —— C20H24N4O3S
ethyl 2-[4-methyl-5-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]acetate
—— Ethyl 2-[5-[2-[(1-cyanocyclopentyl)amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate —— C15H21N5O3S
Ethyl 2-[5-[2-[(1-cyanocyclopentyl)amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate
—— ethyl 2-[5-[(1S)-1-cyanoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate —— C10H14N4O2S
ethyl 2-[5-[(1S)-1-cyanoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate
—— ethyl 2-[5-[(2R)-1-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate —— C18H23FN4O3S
ethyl 2-[5-[(2R)-1-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-1-oxopropan-2-yl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate
—— Methyl 3-[3-[2-[[5-(2-ethoxy-2-oxoethyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]propanoate —— C19H26N4O5S
Methyl 3-[3-[2-[[5-(2-ethoxy-2-oxoethyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]propanoate
—— ethyl 2-[4-methyl-5-[2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]acetate —— C16H26N4O3S
ethyl 2-[4-methyl-5-[2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]acetate
—— ethyl 2-[5-[2-[[(1S)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate —— C21H32N4O3S
ethyl 2-[5-[2-[[(1S)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate
—— Ethyl 2-[4-methyl-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,2,4-triazol-3-yl]acetate —— C18H20N4O2S2
Ethyl 2-[4-methyl-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,2,4-triazol-3-yl]acetate
—— ethyl 2-[4-methyl-5-[2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]acetate —— C16H26N4O3S
ethyl 2-[4-methyl-5-[2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]acetate
—— Ethyl 2-[5-[[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]acetate —— C17H17ClN4O2S2
Ethyl 2-[5-[[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]acetate
—— ethyl 2-[5-[(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate —— C13H20N4O3S
ethyl 2-[5-[(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate
—— Ethyl 2-[4-methyl-5-[2-(2-methylpropylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]acetate —— C13H22N4O3S
Ethyl 2-[4-methyl-5-[2-(2-methylpropylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]acetate
—— ethyl 2-[5-[2-[[(1R)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate —— C21H32N4O3S
ethyl 2-[5-[2-[[(1R)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate
—— Ethyl 2-[5-(2-amino-2-oxoethyl)sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate —— C9H14N4O3S
Ethyl 2-[5-(2-amino-2-oxoethyl)sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate
—— Ethyl 2-[5-[2-[benzyl(methyl)amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate —— C17H22N4O3S
Ethyl 2-[5-[2-[benzyl(methyl)amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]acetate
—— [(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 4-acetyl-1H-pyrrole-2-carboxylate —— C22H20N2O4S
[(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 4-acetyl-1H-pyrrole-2-carboxylate
—— [(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 4-acetyl-1H-pyrrole-2-carboxylate —— C22H20N2O4S
[(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 4-acetyl-1H-pyrrole-2-carboxylate
—— [2-oxo-2-(2-phenylsulfanylanilino)ethyl] 4-acetyl-1H-pyrrole-2-carboxylate —— C21H18N2O4S
[2-oxo-2-(2-phenylsulfanylanilino)ethyl] 4-acetyl-1H-pyrrole-2-carboxylate
—— [(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 2-methylfuran-3-carboxylate —— C21H19NO4S
[(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 2-methylfuran-3-carboxylate
—— 5-[(4,5-Dicyclopropyl-1,2,4-triazol-3-yl)sulfanylmethyl]-3-thiophen-3-yl-1,2,4-oxadiazole —— C15H15N5OS2
5-[(4,5-Dicyclopropyl-1,2,4-triazol-3-yl)sulfanylmethyl]-3-thiophen-3-yl-1,2,4-oxadiazole
—— [(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 2-methylfuran-3-carboxylate —— C21H19NO4S
[(2R)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 2-methylfuran-3-carboxylate
—— (2S)-2-[[5-(3-amino-3-oxopropyl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-chlorophenyl)methyl]propanamide —— C17H22ClN5O2S
(2S)-2-[[5-(3-amino-3-oxopropyl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-chlorophenyl)methyl]propanamide
—— (2S)-2-[[5-(3-amino-3-oxopropyl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C18H25N5O2S
(2S)-2-[[5-(3-amino-3-oxopropyl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— (2S)-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C18H20N4OS3
(2S)-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— (2R)-N-(2-cyanoethyl)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylpropanamide —— C16H19N5OS2
(2R)-N-(2-cyanoethyl)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylpropanamide
—— (2S)-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methoxyethyl)propanamide —— C16H22N4O2S2
(2S)-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methoxyethyl)propanamide