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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-[1-(2-Methoxyethyl)-2,5-dimethylpyrrol-3-yl]-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C19H24N4O2S2
1-[1-(2-Methoxyethyl)-2,5-dimethylpyrrol-3-yl]-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 2-[(4-Amino-5-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(4-methylpiperazin-4-ium-1-yl)ethanone —— C12H23N6OS+
2-[(4-Amino-5-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(4-methylpiperazin-4-ium-1-yl)ethanone
—— 2-[(4-amino-5-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzyl-N-methylacetamide —— C16H23N5OS
2-[(4-amino-5-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzyl-N-methylacetamide
—— 2-[(4-amino-5-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)acetamide —— C15H21N5OS
2-[(4-amino-5-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C14H18N4O3S3
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[(4-amino-5-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(diethylamino)ethyl]acetamide —— C13H26N6OS
2-[(4-amino-5-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(diethylamino)ethyl]acetamide
—— N-benzyl-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H18N4OS2
N-benzyl-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[(4-amino-5-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C11H19N5O2S
2-[(4-amino-5-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 2-[(4-Amino-5-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(4-methylpiperazin-1-yl)ethanone —— C12H22N6OS
2-[(4-Amino-5-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-1-(4-methylpiperazin-1-yl)ethanone
—— 2-[(4-Amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-morpholin-4-ylethanone —— C9H15N5O2S
2-[(4-Amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-morpholin-4-ylethanone
—— 2-[(4-amino-5-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-butan-2-yl]acetamide —— C12H23N5OS
2-[(4-amino-5-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-butan-2-yl]acetamide
—— 2-[(4-amino-5-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzyl-N-methylacetamide —— C14H19N5OS
2-[(4-amino-5-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-benzyl-N-methylacetamide
—— 1-(2,5-Dimethyl-1-propan-2-ylpyrrol-3-yl)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C19H24N4OS2
1-(2,5-Dimethyl-1-propan-2-ylpyrrol-3-yl)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 7-[[4-Methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C15H13N5OS3
7-[[4-Methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— N-[(1S,2S)-2-methylcyclohexyl]-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H24N4OS2
N-[(1S,2S)-2-methylcyclohexyl]-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C11H14N4OS2
(2S)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 1-(1-Adamantyl)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C20H25N3OS2
1-(1-Adamantyl)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— N-benzyl-N-methyl-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H20N4OS2
N-benzyl-N-methyl-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-tert-butyl-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C14H20N4OS2
N-tert-butyl-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-N-cyclopropyl-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C14H18N4OS2
(2S)-N-cyclopropyl-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-[(1S,2R)-2-methylcyclohexyl]-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H24N4OS2
N-[(1S,2R)-2-methylcyclohexyl]-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C11H12N4S2
(2S)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile
—— 2-[(4-Amino-1,2,4-triazol-3-yl)sulfanyl]-1-pyrrolidin-1-ylethanone —— C8H13N5OS
2-[(4-Amino-1,2,4-triazol-3-yl)sulfanyl]-1-pyrrolidin-1-ylethanone
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H19ClN4OS2
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— [2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C19H26N4O4S
[2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— N-cyclopentyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C11H17N3OS3
N-cyclopentyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— [2-(2-Methoxyethylamino)-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C15H20N4O5S
[2-(2-Methoxyethylamino)-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [2-[Benzyl(methyl)amino]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C20H22N4O4S
[2-[Benzyl(methyl)amino]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[(5-Ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C15H16N4OS3
2-[(5-Ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide —— C16H14ClF2NOS
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide
—— 6-Amino-5-[2-(3,4-difluorophenyl)sulfanylacetyl]-1-propylpyrimidine-2,4-dione —— C15H15F2N3O3S
6-Amino-5-[2-(3,4-difluorophenyl)sulfanylacetyl]-1-propylpyrimidine-2,4-dione
—— [2-Oxo-2-(pentan-3-ylamino)ethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C17H24N4O4S
[2-Oxo-2-(pentan-3-ylamino)ethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (2-Oxo-2-thiophen-2-ylethyl) 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C16H15N3O4S2
(2-Oxo-2-thiophen-2-ylethyl) 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C14H16ClN3OS3
N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— [(2R)-1-(benzylamino)-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C20H22N4O4S
[(2R)-1-(benzylamino)-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— Methyl 3-[3-[2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]propanoate —— C16H21N3O3S3
Methyl 3-[3-[2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]-2,5-dimethylpyrrol-1-yl]propanoate
—— N-(1-cyanocyclohexyl)-2-(3,4-difluorophenyl)sulfanyl-N-methylacetamide —— C16H18F2N2OS
N-(1-cyanocyclohexyl)-2-(3,4-difluorophenyl)sulfanyl-N-methylacetamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C12H13F2NO3S2
2-(3,4-difluorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide —— C20H25F2NOS
N-[(1S)-1-(1-adamantyl)ethyl]-2-(3,4-difluorophenyl)sulfanylacetamide
—— 2-[(1R)-1-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C11H11N5OS2
2-[(1R)-1-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 1-(1-adamantyl)-2-[[5-[[(4R)-4-methylhexyl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C21H33N3OS2
1-(1-adamantyl)-2-[[5-[[(4R)-4-methylhexyl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 2-[(4-amino-5-propyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)acetamide —— C15H21N5OS
2-[(4-amino-5-propyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)acetamide
—— 2-[(4-amino-5-propyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C15H21N5OS
2-[(4-amino-5-propyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— 3-Methyl-5-(2-phenylethylsulfanyl)-1,2,4-triazol-4-amine —— C11H14N4S
3-Methyl-5-(2-phenylethylsulfanyl)-1,2,4-triazol-4-amine
—— 5-[(4-chlorophenyl)methyl]-4-methyl-2-propan-2-ylsulfanyl-1H-pyrimidin-6-one —— C15H17ClN2OS
5-[(4-chlorophenyl)methyl]-4-methyl-2-propan-2-ylsulfanyl-1H-pyrimidin-6-one
—— 3-Benzylsulfanyl-5-propan-2-yl-1,2,4-triazol-4-amine —— C12H16N4S
3-Benzylsulfanyl-5-propan-2-yl-1,2,4-triazol-4-amine
—— 3-[[3-[(4-Amino-5-propyl-1,2,4-triazol-3-yl)sulfanylmethyl]phenyl]methylsulfanyl]-5-propyl-1,2,4-triazol-4-amine —— C18H26N8S2
3-[[3-[(4-Amino-5-propyl-1,2,4-triazol-3-yl)sulfanylmethyl]phenyl]methylsulfanyl]-5-propyl-1,2,4-triazol-4-amine
—— 2-[(4-amino-5-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C15H21N5OS
2-[(4-amino-5-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— 2-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(5-chlorothiophen-2-yl)ethanone —— C16H14ClN3OS2
2-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(5-chlorothiophen-2-yl)ethanone
—— (2E,5S)-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-2-[(Z)-pentylidenehydrazinylidene]-1,3-thiazolidin-4-one —— C16H19F2N3OS2
(2E,5S)-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-2-[(Z)-pentylidenehydrazinylidene]-1,3-thiazolidin-4-one