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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)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]propanamide —— C12H20N4OS2
(2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]propanamide
—— (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide —— C13H15FN4OS2
(2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide
—— N-[2-(3-chlorophenyl)ethyl]-2-(2,4-difluorophenyl)sulfanylacetamide —— C16H14ClF2NOS
N-[2-(3-chlorophenyl)ethyl]-2-(2,4-difluorophenyl)sulfanylacetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(cyclopropylmethyl)-N-propylacetamide —— C11H18N4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(cyclopropylmethyl)-N-propylacetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C18H17N5O2S2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylacetamide —— C12H13FN4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylacetamide
—— N-cyclopropyl-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H14N4OS2
N-cyclopropyl-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— ethyl 5-[(2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C14H18N4O3S2
ethyl 5-[(2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— N-(3-fluorophenyl)-5-[(1-propyltetrazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C13H14FN7S2
N-(3-fluorophenyl)-5-[(1-propyltetrazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2S)-N-(1-cyanocyclohexyl)-2-(3,4-dimethylphenyl)sulfanylpropanamide —— C18H24N2OS
(2S)-N-(1-cyanocyclohexyl)-2-(3,4-dimethylphenyl)sulfanylpropanamide
—— (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]cyclohexan-1-one —— C8H11N3OS2
(2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]cyclohexan-1-one
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(2-chlorophenyl)ethyl]acetamide —— C12H13ClN4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(2-chlorophenyl)ethyl]acetamide
—— (2R)-N-cyclopentyl-2-(3,4-dimethylphenyl)sulfanylpropanamide —— C16H23NOS
(2R)-N-cyclopentyl-2-(3,4-dimethylphenyl)sulfanylpropanamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(4-chlorophenyl)ethyl]acetamide —— C12H13ClN4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(4-chlorophenyl)ethyl]acetamide
—— (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C13H15FN4OS2
(2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one —— C11H20N5OS2+
(2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one
—— 1-(Azocan-1-yl)-2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C17H21FN4OS2
1-(Azocan-1-yl)-2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 1-[(4-Methylsulfanylphenyl)methyl]-5-nitro-2-oxopyridine-3-carbonitrile —— C14H11N3O3S
1-[(4-Methylsulfanylphenyl)methyl]-5-nitro-2-oxopyridine-3-carbonitrile
—— (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one —— C11H19N5OS2
(2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]-N-methylacetamide —— C12H13FN4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]-N-methylacetamide
—— 2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-heptan-2-yl]acetamide —— C17H23FN4OS2
2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-heptan-2-yl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-cyanoethyl)acetamide —— C7H9N5OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-cyanoethyl)acetamide
—— 2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide —— C18H18N4OS3
2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide
—— 2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C16H20N4OS2
2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[2,5-dimethyl-1-[(1S)-1-phenylethyl]pyrrol-3-yl]ethanone —— C18H20N4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[2,5-dimethyl-1-[(1S)-1-phenylethyl]pyrrol-3-yl]ethanone
—— 2-(3-cyano-5-nitro-2-oxopyridin-1-yl)-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C17H16N4O4S
2-(3-cyano-5-nitro-2-oxopyridin-1-yl)-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— 2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide —— C14H18N4OS2
2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide
—— 2-(5-Amino-[1,3,4]thiadiazol-2-ylsulfanyl)-N-isopropyl-acetamide —— C7H12N4OS2
2-(5-Amino-[1,3,4]thiadiazol-2-ylsulfanyl)-N-isopropyl-acetamide
—— (5-phenyl-1,2-oxazol-3-yl)methyl (1'R,5'S)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate —— C22H25NO3S2
(5-phenyl-1,2-oxazol-3-yl)methyl (1'R,5'S)-spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxylate
—— 2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide —— C19H19FN4OS2
2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[2-(2-methylphenyl)ethyl]acetamide
—— 2-[(4-cyclopropyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)ethanone —— C17H19N3O3S
2-[(4-cyclopropyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)ethanone
—— N-(furan-2-ylmethyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C12H16N4O3S
N-(furan-2-ylmethyl)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-[(3R)-2-oxooxolan-3-yl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one —— C9H13N3O3S
3-[(3R)-2-oxooxolan-3-yl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one
—— 3-[[2-(2-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one —— C15H15ClN4OS2
3-[[2-(2-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one
—— 3-[(2-methylphenyl)methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one —— C13H17N3OS
3-[(2-methylphenyl)methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one
—— 3-[(2S)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one —— C19H24N4O3S
3-[(2S)-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one
—— methyl 2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetate —— C8H13N3O3S
methyl 2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetate
—— 3-[2-(azepan-1-yl)-2-oxoethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one —— C13H22N4O2S
3-[2-(azepan-1-yl)-2-oxoethyl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one
—— 3-(2-morpholin-4-yl-2-oxoethyl)sulfanyl-4-propyl-1H-1,2,4-triazol-5-one —— C11H18N4O3S
3-(2-morpholin-4-yl-2-oxoethyl)sulfanyl-4-propyl-1H-1,2,4-triazol-5-one
—— 3-[(3S)-2-oxooxolan-3-yl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one —— C9H13N3O3S
3-[(3S)-2-oxooxolan-3-yl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one
—— 3-[(2S)-1-(4-ethylpiperazin-1-yl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one —— C14H25N5O2S
3-[(2S)-1-(4-ethylpiperazin-1-yl)-1-oxopropan-2-yl]sulfanyl-4-propyl-1H-1,2,4-triazol-5-one
—— (2R)-N-[2-(4-fluorophenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H21FN4O2S
(2R)-N-[2-(4-fluorophenyl)ethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H26N4O4S2
N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H19N5O2S
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 3-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one —— C10H14N4OS2
3-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one
—— ethyl 2-[4-cyclohexyl-5-[(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl]sulfanyl-1,2,4-triazol-3-yl]acetate —— C18H28N4O3S
ethyl 2-[4-cyclohexyl-5-[(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl]sulfanyl-1,2,4-triazol-3-yl]acetate
—— ethyl 2-[4-cyclohexyl-5-[(2R)-1-(ethylamino)-1-oxopropan-2-yl]sulfanyl-1,2,4-triazol-3-yl]acetate —— C17H28N4O3S
ethyl 2-[4-cyclohexyl-5-[(2R)-1-(ethylamino)-1-oxopropan-2-yl]sulfanyl-1,2,4-triazol-3-yl]acetate
—— ethyl 2-[4-cyclohexyl-5-[(2R)-1-oxo-1-(prop-2-enylamino)propan-2-yl]sulfanyl-1,2,4-triazol-3-yl]acetate —— C18H28N4O3S
ethyl 2-[4-cyclohexyl-5-[(2R)-1-oxo-1-(prop-2-enylamino)propan-2-yl]sulfanyl-1,2,4-triazol-3-yl]acetate
—— (2S)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C8H14N4O2S
(2S)-2-[(5-oxo-4-propyl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— ethyl 2-[4-cyclohexyl-5-[2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]acetate —— C21H34N4O3S
ethyl 2-[4-cyclohexyl-5-[2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]acetate