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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-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]methylideneamino]-2-(4-methylphenyl)sulfanylacetamide —— C20H22N4O2S
N-[(Z)-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]methylideneamino]-2-(4-methylphenyl)sulfanylacetamide
—— N-[(Z)-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]methylideneamino]-3-(4-fluorophenyl)sulfanylpropanamide —— C20H21FN4O2S
N-[(Z)-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]methylideneamino]-3-(4-fluorophenyl)sulfanylpropanamide
—— 3-(4-fluorophenyl)sulfanyl-N-[(Z)-1-(5-methylthiophen-2-yl)ethylideneamino]propanamide —— C16H17FN2OS2
3-(4-fluorophenyl)sulfanyl-N-[(Z)-1-(5-methylthiophen-2-yl)ethylideneamino]propanamide
—— 2-(4-methylphenyl)sulfanyl-N-[(Z)-1-(5-methylthiophen-2-yl)ethylideneamino]acetamide —— C16H18N2OS2
2-(4-methylphenyl)sulfanyl-N-[(Z)-1-(5-methylthiophen-2-yl)ethylideneamino]acetamide
—— 3-[(5E)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid —— C14H13NO3S3
3-[(5E)-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid
—— methyl (2R)-2-(4-fluorophenyl)-2-(2H-triazol-4-ylsulfanyl)acetate —— C11H10FN3O2S
methyl (2R)-2-(4-fluorophenyl)-2-(2H-triazol-4-ylsulfanyl)acetate
—— 3-[(1S)-cyclohex-2-en-1-yl]-1-ethyl-1-[(2S)-1-methylsulfonylpropan-2-yl]urea —— C13H24N2O3S
3-[(1S)-cyclohex-2-en-1-yl]-1-ethyl-1-[(2S)-1-methylsulfonylpropan-2-yl]urea
—— (2S)-N-(4-methylcyclohexyl)-2-(2H-triazol-4-ylsulfanyl)propanamide —— C12H20N4OS
(2S)-N-(4-methylcyclohexyl)-2-(2H-triazol-4-ylsulfanyl)propanamide
—— 2-[(1R)-1-ethoxyethyl]-4-(2H-triazol-4-ylsulfanylmethyl)-1,3-thiazole —— C10H14N4OS2
2-[(1R)-1-ethoxyethyl]-4-(2H-triazol-4-ylsulfanylmethyl)-1,3-thiazole
—— 3-[(1R)-cyclohex-2-en-1-yl]-1-ethyl-1-[(2S)-1-methylsulfonylpropan-2-yl]urea —— C13H24N2O3S
3-[(1R)-cyclohex-2-en-1-yl]-1-ethyl-1-[(2S)-1-methylsulfonylpropan-2-yl]urea
—— 1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C24H20N4O5S
1-[(3S,3aS,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 3-benzyl-5-[(1S)-1-(2H-triazol-4-ylsulfanyl)ethyl]-1,2,4-oxadiazole —— C13H13N5OS
3-benzyl-5-[(1S)-1-(2H-triazol-4-ylsulfanyl)ethyl]-1,2,4-oxadiazole
—— methyl (2S)-2-(4-fluorophenyl)-2-(2H-triazol-4-ylsulfanyl)acetate —— C11H10FN3O2S
methyl (2S)-2-(4-fluorophenyl)-2-(2H-triazol-4-ylsulfanyl)acetate
—— 1-[(3S,3aR,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C24H20N4O5S
1-[(3S,3aR,7Z)-3-(furan-2-yl)-7-(furan-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-[(1S)-1-ethoxyethyl]-4-(2H-triazol-4-ylsulfanylmethyl)-1,3-thiazole —— C10H14N4OS2
2-[(1S)-1-ethoxyethyl]-4-(2H-triazol-4-ylsulfanylmethyl)-1,3-thiazole
—— (2R)-N-(4-methylcyclohexyl)-2-(2H-triazol-4-ylsulfanyl)propanamide —— C12H20N4OS
(2R)-N-(4-methylcyclohexyl)-2-(2H-triazol-4-ylsulfanyl)propanamide
—— 1-[(1R)-cyclohex-2-en-1-yl]-3-[(2S)-1-methylsulfonylpropan-2-yl]urea —— C11H20N2O3S
1-[(1R)-cyclohex-2-en-1-yl]-3-[(2S)-1-methylsulfonylpropan-2-yl]urea
—— 3-[(1S)-cyclohex-2-en-1-yl]-1-ethyl-1-[(2R)-1-methylsulfonylpropan-2-yl]urea —— C13H24N2O3S
3-[(1S)-cyclohex-2-en-1-yl]-1-ethyl-1-[(2R)-1-methylsulfonylpropan-2-yl]urea
—— 1-[(1S)-cyclohex-2-en-1-yl]-3-[(2R)-1-methylsulfonylpropan-2-yl]urea —— C11H20N2O3S
1-[(1S)-cyclohex-2-en-1-yl]-3-[(2R)-1-methylsulfonylpropan-2-yl]urea
—— 3-[(1R)-cyclohex-2-en-1-yl]-1-ethyl-1-[(2R)-1-methylsulfonylpropan-2-yl]urea —— C13H24N2O3S
3-[(1R)-cyclohex-2-en-1-yl]-1-ethyl-1-[(2R)-1-methylsulfonylpropan-2-yl]urea
—— 1-[(1R)-cyclohex-2-en-1-yl]-3-[(2R)-1-methylsulfonylpropan-2-yl]urea —— C11H20N2O3S
1-[(1R)-cyclohex-2-en-1-yl]-3-[(2R)-1-methylsulfonylpropan-2-yl]urea
—— N-[(1S)-1-(2-bromophenyl)ethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide —— C18H22BrN3OS
N-[(1S)-1-(2-bromophenyl)ethyl]-3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanamide
—— N-[(1R)-1-(2-bromophenyl)ethyl]-2-(2,5-difluorophenyl)sulfanylacetamide —— C16H14BrF2NOS
N-[(1R)-1-(2-bromophenyl)ethyl]-2-(2,5-difluorophenyl)sulfanylacetamide
—— 1-[4-[(3,5-Dimethyl-1,2-oxazol-4-yl)sulfonyl]piperazin-1-yl]-2-phenylsulfanylethanone —— C17H21N3O4S2
1-[4-[(3,5-Dimethyl-1,2-oxazol-4-yl)sulfonyl]piperazin-1-yl]-2-phenylsulfanylethanone
—— 3-benzyl-5-[(1R)-1-(2H-triazol-4-ylsulfanyl)ethyl]-1,2,4-oxadiazole —— C13H13N5OS
3-benzyl-5-[(1R)-1-(2H-triazol-4-ylsulfanyl)ethyl]-1,2,4-oxadiazole
—— (2S)-1-[4-[(3,5-dimethyl-1,2-oxazol-4-yl)sulfonyl]piperazin-1-yl]-2-(4-methylphenyl)sulfanylpropan-1-one —— C19H25N3O4S2
(2S)-1-[4-[(3,5-dimethyl-1,2-oxazol-4-yl)sulfonyl]piperazin-1-yl]-2-(4-methylphenyl)sulfanylpropan-1-one
—— 1-[(3R,3aS,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone —— C20H20N6OS3
1-[(3R,3aS,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone
—— 1-[(3S,3aS,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone —— C20H20N6OS3
1-[(3S,3aS,7Z)-3-thiophen-2-yl-7-(thiophen-2-ylmethylidene)-3a,4,5,6-tetrahydro-3H-indazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone
—— 1-[4-[(3,5-Dimethyl-1,2-oxazol-4-yl)sulfonyl]piperazin-1-yl]-2-(4-methylphenyl)sulfanylethanone —— C18H23N3O4S2
1-[4-[(3,5-Dimethyl-1,2-oxazol-4-yl)sulfonyl]piperazin-1-yl]-2-(4-methylphenyl)sulfanylethanone
—— 1-[4-[(3,5-Dimethyl-1,2-oxazol-4-yl)sulfonyl]piperazin-1-yl]-2-(2,4-dimethylphenyl)sulfanylethanone —— C19H25N3O4S2
1-[4-[(3,5-Dimethyl-1,2-oxazol-4-yl)sulfonyl]piperazin-1-yl]-2-(2,4-dimethylphenyl)sulfanylethanone
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(1S)-2-morpholin-4-yl-1-phenylethyl]propanamide —— C22H30N4O2S
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(1S)-2-morpholin-4-yl-1-phenylethyl]propanamide
—— 1-[4-[(3,5-Dimethyl-1,2-oxazol-4-yl)sulfonyl]piperazin-1-yl]-2-(2-methylphenyl)sulfanylethanone —— C18H23N3O4S2
1-[4-[(3,5-Dimethyl-1,2-oxazol-4-yl)sulfonyl]piperazin-1-yl]-2-(2-methylphenyl)sulfanylethanone
—— 6-ethylsulfanyl-N-[[(3R)-1-(2,2,2-trifluoroethyl)pyrrolidin-3-yl]methyl]pyrazin-2-amine —— C13H19F3N4S
6-ethylsulfanyl-N-[[(3R)-1-(2,2,2-trifluoroethyl)pyrrolidin-3-yl]methyl]pyrazin-2-amine
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(1R)-2-morpholin-4-yl-1-phenylethyl]propanamide —— C22H30N4O2S
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(1R)-2-morpholin-4-yl-1-phenylethyl]propanamide
—— 6-ethylsulfanyl-N-[[(3S)-1-(2,2,2-trifluoroethyl)pyrrolidin-3-yl]methyl]pyrazin-2-amine —— C13H19F3N4S
6-ethylsulfanyl-N-[[(3S)-1-(2,2,2-trifluoroethyl)pyrrolidin-3-yl]methyl]pyrazin-2-amine
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(1R)-2-morpholin-4-yl-1-phenylethyl]acetamide —— C20H22F2N2O2S
2-(2,5-difluorophenyl)sulfanyl-N-[(1R)-2-morpholin-4-yl-1-phenylethyl]acetamide
—— 2-(4-methylphenyl)sulfanyl-N-[(1R)-2-morpholin-4-yl-1-phenylethyl]acetamide —— C21H26N2O2S
2-(4-methylphenyl)sulfanyl-N-[(1R)-2-morpholin-4-yl-1-phenylethyl]acetamide
—— 2-(4-methylphenyl)sulfanyl-N-[(1S)-2-morpholin-4-yl-1-phenylethyl]acetamide —— C21H26N2O2S
2-(4-methylphenyl)sulfanyl-N-[(1S)-2-morpholin-4-yl-1-phenylethyl]acetamide
—— 3-[(2-Benzylsulfanyl-6-methylpyrimidin-4-yl)amino]phenol —— C18H17N3OS
3-[(2-Benzylsulfanyl-6-methylpyrimidin-4-yl)amino]phenol
—— (2S)-3-(4-fluorophenyl)sulfanyl-N-(2-hydroxy-2-methylpropyl)-2-methylpropanamide —— C14H20FNO2S
(2S)-3-(4-fluorophenyl)sulfanyl-N-(2-hydroxy-2-methylpropyl)-2-methylpropanamide
—— 2-(4-fluorophenyl)sulfanyl-N-[(1S)-2-morpholin-4-ium-4-yl-1-phenylethyl]acetamide —— C20H24FN2O2S+
2-(4-fluorophenyl)sulfanyl-N-[(1S)-2-morpholin-4-ium-4-yl-1-phenylethyl]acetamide
—— N-[(R)-cyano-(2,4-difluorophenyl)methyl]-3-pyridin-2-ylsulfanylpropanamide —— C16H13F2N3OS
N-[(R)-cyano-(2,4-difluorophenyl)methyl]-3-pyridin-2-ylsulfanylpropanamide
—— 2-(3,4-dimethylphenyl)sulfanyl-N-[(1R)-2-morpholin-4-ium-4-yl-1-phenylethyl]acetamide —— C22H29N2O2S+
2-(3,4-dimethylphenyl)sulfanyl-N-[(1R)-2-morpholin-4-ium-4-yl-1-phenylethyl]acetamide
—— 2-(2-methylphenyl)sulfanyl-N-[(1S)-2-morpholin-4-yl-1-phenylethyl]acetamide —— C21H26N2O2S
2-(2-methylphenyl)sulfanyl-N-[(1S)-2-morpholin-4-yl-1-phenylethyl]acetamide
—— 2-(4-fluorophenyl)sulfanyl-N-[(1R)-2-morpholin-4-ium-4-yl-1-phenylethyl]acetamide —— C20H24FN2O2S+
2-(4-fluorophenyl)sulfanyl-N-[(1R)-2-morpholin-4-ium-4-yl-1-phenylethyl]acetamide
—— N-[(1S)-2-morpholin-4-yl-1-phenylethyl]-2-phenylsulfanylacetamide —— C20H24N2O2S
N-[(1S)-2-morpholin-4-yl-1-phenylethyl]-2-phenylsulfanylacetamide
—— 3-(4-chlorophenyl)sulfanyl-N-[(1S)-2-morpholin-4-yl-1-phenylethyl]propanamide —— C21H25ClN2O2S
3-(4-chlorophenyl)sulfanyl-N-[(1S)-2-morpholin-4-yl-1-phenylethyl]propanamide
—— (6E)-5-imino-6-[(4-methylsulfanylphenyl)methylidene]-3-propan-2-ylsulfonyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C16H16N4O3S3
(6E)-5-imino-6-[(4-methylsulfanylphenyl)methylidene]-3-propan-2-ylsulfonyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one
—— 1-[(3R,4S)-1,3-dimethylpiperidin-4-yl]-1-methyl-3-[(1S)-1-(4-methylsulfanylphenyl)ethyl]urea —— C18H29N3OS
1-[(3R,4S)-1,3-dimethylpiperidin-4-yl]-1-methyl-3-[(1S)-1-(4-methylsulfanylphenyl)ethyl]urea
—— (6E)-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-imino-3-propan-2-ylsulfonyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one —— C19H15ClN4O4S3
(6E)-6-[[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylidene]-5-imino-3-propan-2-ylsulfonyl-[1,2,4]thiadiazolo[4,5-a]pyrimidin-7-one