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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
—— N-[(Z)-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]methylideneamino]-2-(2-fluorophenyl)sulfanylacetamide —— C18H17FN4OS2
N-[(Z)-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]methylideneamino]-2-(2-fluorophenyl)sulfanylacetamide
—— ethyl 2,4-dimethyl-5-[[2-[2-(4-methylphenyl)sulfanylacetyl]hydrazinyl]methylidene]pyrrole-3-carboxylate —— C19H23N3O3S
ethyl 2,4-dimethyl-5-[[2-[2-(4-methylphenyl)sulfanylacetyl]hydrazinyl]methylidene]pyrrole-3-carboxylate
—— 3-(2-cyclohexylethyl)-4-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione —— C18H24N4S2
3-(2-cyclohexylethyl)-4-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione
—— 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(1-propylpiperidin-1-ium-4-yl)acetamide —— C18H28N5O2S+
2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(1-propylpiperidin-1-ium-4-yl)acetamide
—— 2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C18H21N5O2S2
2-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— Methyl 2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C9H15N3O2S2
Methyl 2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— N-cycloheptyl-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H26N4O2S2
N-cycloheptyl-2-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 3-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-4-ethyl-5-(furan-2-yl)-1,2,4-triazole —— C18H18ClN3O3S
3-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-4-ethyl-5-(furan-2-yl)-1,2,4-triazole
—— 7-[[5-(Butylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C14H17N5OS3
7-[[5-(Butylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-3-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 2-(1-ethyltetrazol-5-yl)sulfanyl-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide —— C16H17N5OS2
2-(1-ethyltetrazol-5-yl)sulfanyl-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide
—— 3-methyl-7-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C15H17N5O2S3
3-methyl-7-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 5-[[5-(5-methyl-3-phenyl-1,2-oxazol-4-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-propyl-1,3,4-thiadiazol-2-amine —— C18H18N6O2S2
5-[[5-(5-methyl-3-phenyl-1,2-oxazol-4-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-propyl-1,3,4-thiadiazol-2-amine
—— 3-methyl-7-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C15H17N5O2S3
3-methyl-7-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 5-Chloro-4-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]thiadiazole —— C16H18ClN5S3
5-Chloro-4-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]thiadiazole
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-propyl-2-pyrimidin-2-ylsulfanylacetamide —— C13H19N3O3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-propyl-2-pyrimidin-2-ylsulfanylacetamide
—— 2-(2-Methylfuran-3-yl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole —— C13H8N4O2S2
2-(2-Methylfuran-3-yl)-5-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1,3,4-oxadiazole
—— 3-[[4-Ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-(furan-2-yl)-1,2-oxazole —— C16H14N4O3S
3-[[4-Ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-(furan-2-yl)-1,2-oxazole
—— 2-(1-cyclopropyltetrazol-5-yl)sulfanyl-1-[2,5-dimethyl-1-(1H-1,2,4-triazol-5-yl)pyrrol-3-yl]ethanone —— C14H16N8OS
2-(1-cyclopropyltetrazol-5-yl)sulfanyl-1-[2,5-dimethyl-1-(1H-1,2,4-triazol-5-yl)pyrrol-3-yl]ethanone
—— 4-[[5,6-Dimethyl-4-(1-propan-2-yltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholine —— C17H23N7OS2
4-[[5,6-Dimethyl-4-(1-propan-2-yltetrazol-5-yl)sulfanylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholine
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-propyl-2-pyrimidin-2-ylsulfanylacetamide —— C13H19N3O3S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-propyl-2-pyrimidin-2-ylsulfanylacetamide
—— 4-[[4-(1-Ethyltetrazol-5-yl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholine —— C16H21N7OS2
4-[[4-(1-Ethyltetrazol-5-yl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholine
—— 4-[[4-(1-Ethyltetrazol-5-yl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium —— C16H22N7OS2+
4-[[4-(1-Ethyltetrazol-5-yl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium
—— 1-(azocan-1-yl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone —— C11H18N4OS
1-(azocan-1-yl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone
—— N-[(5-chlorothiophen-2-yl)methyl]-N-ethyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C11H13ClN4OS2
N-[(5-chlorothiophen-2-yl)methyl]-N-ethyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-[(S)-phenyl(thiophen-2-yl)methyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C15H14N4OS2
N-[(S)-phenyl(thiophen-2-yl)methyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-[(5-methylthiophen-2-yl)methyl]-N-(2-phenylethyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C18H20N4OS2
N-[(5-methylthiophen-2-yl)methyl]-N-(2-phenylethyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— 1-(4-benzylsulfonylpiperazin-1-yl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone —— C15H19N5O3S2
1-(4-benzylsulfonylpiperazin-1-yl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone
—— N-(3-phenylsulfanylpropyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C13H16N4OS2
N-(3-phenylsulfanylpropyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— 2-(4-bromophenyl)sulfanyl-N-[(1S)-1-cyclopropylethyl]acetamide —— C13H16BrNOS
2-(4-bromophenyl)sulfanyl-N-[(1S)-1-cyclopropylethyl]acetamide
—— 2-(5-bromothiophen-2-yl)-5-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-1,3,4-oxadiazole —— C9H6BrN5OS2
2-(5-bromothiophen-2-yl)-5-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-1,3,4-oxadiazole
—— N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C15H13FN4OS2
N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— 2-(4-bromophenyl)sulfanyl-N-[(1R)-1-cyclopropylethyl]acetamide —— C13H16BrNOS
2-(4-bromophenyl)sulfanyl-N-[(1R)-1-cyclopropylethyl]acetamide
—— N-[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C15H13FN4OS2
N-[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-butyl-N-methyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C9H16N4OS
N-butyl-N-methyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-[4-(2-methylbutan-2-yl)cyclohexyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C15H26N4OS
N-[4-(2-methylbutan-2-yl)cyclohexyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-methyl-N-(thiophen-3-ylmethyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C10H12N4OS2
N-methyl-N-(thiophen-3-ylmethyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— 1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone —— C13H13N3O3S
1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone
—— N-benzyl-N-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C15H16N4O3S2
N-benzyl-N-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— 5-phenyl-3-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-1,2-oxazole —— C12H10N4OS
5-phenyl-3-(1H-1,2,4-triazol-5-ylsulfanylmethyl)-1,2-oxazole
—— N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C14H19N5OS
N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-[(4-ethylphenyl)methyl]-N-methyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C14H18N4OS
N-[(4-ethylphenyl)methyl]-N-methyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— 1-propyl-5-(1H-1,2,4-triazol-5-ylsulfanylmethyl)tetrazole —— C7H11N7S
1-propyl-5-(1H-1,2,4-triazol-5-ylsulfanylmethyl)tetrazole
—— N-[[5-(4-bromophenyl)furan-2-yl]methyl]-N-methyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C16H15BrN4O2S
N-[[5-(4-bromophenyl)furan-2-yl]methyl]-N-methyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-(2-phenylethyl)-N-(thiophen-2-ylmethyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C17H18N4OS2
N-(2-phenylethyl)-N-(thiophen-2-ylmethyl)-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C11H14N4O2S
N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— N-[(2-fluorophenyl)methyl]-N-methyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide —— C12H13FN4OS
N-[(2-fluorophenyl)methyl]-N-methyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)acetamide
—— 5-(Furan-2-yl)-3-[(1-oxidopyridin-1-ium-2-yl)sulfanylmethyl]-1,2-oxazole —— C13H10N2O3S
5-(Furan-2-yl)-3-[(1-oxidopyridin-1-ium-2-yl)sulfanylmethyl]-1,2-oxazole
—— N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C20H24N2O4S
N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— N-benzyl-N-(furan-2-ylmethyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C19H18N2O3S
N-benzyl-N-(furan-2-ylmethyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methoxyethyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C14H20N2O5S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methoxyethyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide