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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-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C18H21N3O4S
1-[1-(2-Methoxyethyl)-2,5-dimethylpyrrol-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 7-[[5-(2-Methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C14H10N4O3S2
7-[[5-(2-Methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 3-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methyl-4-oxopentan-2-yl)propanamide —— C17H20ClN3O3S
3-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methyl-4-oxopentan-2-yl)propanamide
—— N-[(1S,2S)-2-methylcyclohexyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H21N3O3S
N-[(1S,2S)-2-methylcyclohexyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-(2-Methylfuran-3-yl)-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole —— C15H11N3O3S2
2-(2-Methylfuran-3-yl)-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole
—— N-(3-methoxypropyl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C8H13N3O2S2
N-(3-methoxypropyl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C9H13N3O3S3
N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— 1-[2,5-dimethyl-1-[(1R)-1-phenylethyl]pyrrol-3-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone —— C18H19N3OS2
1-[2,5-dimethyl-1-[(1R)-1-phenylethyl]pyrrol-3-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone
—— N-(2-methoxyethyl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C7H11N3O2S2
N-(2-methoxyethyl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— N-[(2R)-butan-2-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C13H17N3O3S
N-[(2R)-butan-2-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C20H23N3O4S
1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 1-(2,5-Dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C18H19N3O3S
1-(2,5-Dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— (2R)-1-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol —— C15H19ClN3O3S+
(2R)-1-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol
—— N-[(1R)-1-(4-ethylphenyl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C14H17N3OS2
N-[(1R)-1-(4-ethylphenyl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— 1-(4-Acetylpiperazin-1-yl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C15H18N4O4S
1-(4-Acetylpiperazin-1-yl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C20H23N3O4S
1-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C10H14N4OS2
N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— 1-[(3R)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone —— C15H12N4OS4
1-[(3R)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone
—— (3S,4R)-4-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C12H11ClN2O4S2
(3S,4R)-4-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H17N3O5S2
N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-[1-[(4-Fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone —— C17H16FN3OS2
1-[1-[(4-Fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone
—— 1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C19H23N3O4S
1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H15F2N3O3S
N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone —— C14H17N3O3S3
1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone
—— N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C9H13N3O3S3
N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— ethyl 2,5-dimethyl-4-[2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C18H19N3O5S
ethyl 2,5-dimethyl-4-[2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— N-[(2R)-3-methylbutan-2-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H19N3O3S
N-[(2R)-3-methylbutan-2-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-1-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-morpholin-4-ylpropan-2-ol —— C15H18ClN3O3S
(2R)-1-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-morpholin-4-ylpropan-2-ol
—— 2-[(4-Bromo-2-fluorophenyl)methylsulfanyl]-5-(2-methylfuran-3-yl)-1,3,4-oxadiazole —— C14H10BrFN2O2S
2-[(4-Bromo-2-fluorophenyl)methylsulfanyl]-5-(2-methylfuran-3-yl)-1,3,4-oxadiazole
—— N-[(2S)-3-methylbutan-2-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H19N3O3S
N-[(2S)-3-methylbutan-2-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-(2,4-difluorophenyl)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H15F2N3O3S
N-[(1R)-1-(2,4-difluorophenyl)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-(2-Methylfuran-3-yl)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole —— C16H12N4O3S
2-(2-Methylfuran-3-yl)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-(Furan-2-yl)-5-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole —— C14H10N4O4S
2-(Furan-2-yl)-5-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole
—— 1-[2,5-dimethyl-1-[(1R)-1-phenylethyl]pyrrol-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C23H23N3O3S
1-[2,5-dimethyl-1-[(1R)-1-phenylethyl]pyrrol-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-Methyl-5-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole —— C11H10N4O3S
2-Methyl-5-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole
—— N-[(1S)-1-(4-bromophenyl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C12H12BrN3OS2
N-[(1S)-1-(4-bromophenyl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— N-[(1R)-1-(4-bromophenyl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C12H12BrN3OS2
N-[(1R)-1-(4-bromophenyl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— N-(2-cyanoethyl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C12H12N4O3S
N-(2-cyanoethyl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N'-acetyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetohydrazide —— C11H12N4O4S
N'-acetyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetohydrazide
—— N-[2-(4-chlorophenyl)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H16ClN3O3S
N-[2-(4-chlorophenyl)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-[2,5-dimethyl-1-[(1S)-1-phenylethyl]pyrrol-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C23H23N3O3S
1-[2,5-dimethyl-1-[(1S)-1-phenylethyl]pyrrol-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H21N3O3S
N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— ethyl 2,4-dimethyl-5-[2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C18H19N3O5S
ethyl 2,4-dimethyl-5-[2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— N-[(4-fluorophenyl)methyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H14FN3O3S
N-[(4-fluorophenyl)methyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (3R,4S)-4-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C17H23N3O3S3
(3R,4S)-4-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C14H17N3O5S2
N-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (3S,4S)-4-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C17H23N3O3S3
(3S,4S)-4-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— (2R)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]pentanedinitrile —— C19H23N5S2
(2R)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]pentanedinitrile
—— (3R,4R)-4-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C17H23N3O3S3
(3R,4R)-4-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— Methyl 3-[2,5-dimethyl-3-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]pyrrol-1-yl]propanoate —— C15H19N3O3S2
Methyl 3-[2,5-dimethyl-3-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]pyrrol-1-yl]propanoate