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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-[(5-chlorothiophen-2-yl)methyl]-N-prop-2-enyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H17ClN4OS3
N-[(5-chlorothiophen-2-yl)methyl]-N-prop-2-enyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-(2-Methylphenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole —— C16H12N4O2S2
2-(2-Methylphenyl)-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-(2,5-Dimethylfuran-3-yl)-5-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole —— C19H18N4O3S
2-(2,5-Dimethylfuran-3-yl)-5-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole
—— N-[2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]acetamide —— C13H15N3O2S
N-[2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]acetamide
—— 2-[[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one —— C20H18N4O2S2
2-[[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one
—— (4-oxo-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-2-yl)methyl (2S)-2-phenylsulfanylpropanoate —— C20H20N2O3S2
(4-oxo-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-2-yl)methyl (2S)-2-phenylsulfanylpropanoate
—— 2-(2,5-Dimethylfuran-3-yl)-5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole —— C18H16N4O3S
2-(2,5-Dimethylfuran-3-yl)-5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole
—— 2-[[5-(2-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one —— C20H18N4O2S2
2-[[5-(2-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one
—— 2-(2,5-Dimethylfuran-3-yl)-5-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole —— C19H17N3O2S2
2-(2,5-Dimethylfuran-3-yl)-5-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanylmethyl]-1,3,4-oxadiazole
—— N-[2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]ethyl]acetamide —— C18H27N5OS
N-[2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]ethyl]acetamide
—— (2R)-N-ethyl-4-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]morpholine-2-carboxamide —— C15H21N5O3S
(2R)-N-ethyl-4-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]morpholine-2-carboxamide
—— (2S)-N-ethyl-4-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]morpholine-2-carboxamide —— C15H21N5O3S
(2S)-N-ethyl-4-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]morpholine-2-carboxamide
—— N-[2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]ethyl]acetamide —— C18H27N5OS
N-[2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]ethyl]acetamide
—— [(1S)-1-[5-(2-acetamidoethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C18H28N5OS+
[(1S)-1-[5-(2-acetamidoethylsulfanyl)-4-benzyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— (2R)-N-ethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C13H15N3O2S
(2R)-N-ethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-5-phenyl-1,3,4-oxadiazole —— C18H15ClN2O3S
2-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-5-phenyl-1,3,4-oxadiazole
—— 2-(4-methylphenyl)-5-[(1R)-1-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole —— C19H16N4O2S
2-(4-methylphenyl)-5-[(1R)-1-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole
—— N-cyclopentyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C19H23N3O4S2
N-cyclopentyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2S)-N,N-dimethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C13H15N3O2S
(2S)-N,N-dimethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N,N-dimethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C13H15N3O2S
(2R)-N,N-dimethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-(4-fluorophenyl)-5-[(1S)-1-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole —— C18H13FN4O2S
2-(4-fluorophenyl)-5-[(1S)-1-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]-1,3,4-oxadiazole
—— [2-(Azocan-1-yl)-2-oxoethyl] 2-[[4-amino-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C18H25N5O4S
[2-(Azocan-1-yl)-2-oxoethyl] 2-[[4-amino-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [2-[Methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] 3-ethyl-5-methyl-1,2-oxazole-4-carboxylate —— C18H22N2O4S
[2-[Methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] 3-ethyl-5-methyl-1,2-oxazole-4-carboxylate
—— (3S)-3-[(dimethylamino)methyl]-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]pyrrolidin-3-ol —— C15H23N5O2S
(3S)-3-[(dimethylamino)methyl]-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]pyrrolidin-3-ol
—— (3R)-3-[(dimethylamino)methyl]-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]pyrrolidin-3-ol —— C15H23N5O2S
(3R)-3-[(dimethylamino)methyl]-1-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]pyrrolidin-3-ol
—— 2-[(1R)-1-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-(4-fluorophenyl)-1,3,4-oxadiazole —— C14H14FN5OS
2-[(1R)-1-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-(4-fluorophenyl)-1,3,4-oxadiazole
—— 2-[(1S)-1-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-(4-fluorophenyl)-1,3,4-oxadiazole —— C14H14FN5OS
2-[(1S)-1-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-(4-fluorophenyl)-1,3,4-oxadiazole
—— 2-[(1S)-1-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole —— C15H17N5OS
2-[(1S)-1-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-(4-methylphenyl)-1,3,4-oxadiazole
—— (2S)-N-ethyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C12H15N3O3S
(2S)-N-ethyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-(4-fluorophenyl)-5-[(1S)-1-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole —— C17H13FN4O3S
2-(4-fluorophenyl)-5-[(1S)-1-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole
—— 2-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-5-(2-methylfuran-3-yl)-1,3,4-oxadiazole —— C17H15ClN2O4S
2-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-5-(2-methylfuran-3-yl)-1,3,4-oxadiazole
—— 2-(4-fluorophenyl)-5-[(1R)-1-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole —— C17H13FN4O3S
2-(4-fluorophenyl)-5-[(1R)-1-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole
—— 2-(2-methylfuran-3-yl)-5-[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole —— C18H16N4O3S
2-(2-methylfuran-3-yl)-5-[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-(2-methylfuran-3-yl)-5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole —— C18H16N4O3S
2-(2-methylfuran-3-yl)-5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole
—— (2R)-N,N-dimethyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C12H15N3O3S
(2R)-N,N-dimethyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-ethyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C12H15N3O3S
(2R)-N-ethyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanyl]-N,N-dimethylpropanamide —— C22H24N4OS
(2S)-2-[[5,6-bis(4-methylphenyl)-1,2,4-triazin-3-yl]sulfanyl]-N,N-dimethylpropanamide
—— 6-[(3S)-3-[5-[(dimethylamino)methyl]-4-methyl-1,2,4-triazol-3-yl]piperidin-1-yl]-2-methylsulfanylpyrimidin-4-amine —— C16H26N8S
6-[(3S)-3-[5-[(dimethylamino)methyl]-4-methyl-1,2,4-triazol-3-yl]piperidin-1-yl]-2-methylsulfanylpyrimidin-4-amine
—— 2-[2-oxo-5-(trifluoromethyl)pyridin-1-yl]-N-(3-phenylsulfanylpropyl)acetamide —— C17H17F3N2O2S
2-[2-oxo-5-(trifluoromethyl)pyridin-1-yl]-N-(3-phenylsulfanylpropyl)acetamide
—— 6-[(3R)-3-[5-[(dimethylamino)methyl]-4-methyl-1,2,4-triazol-3-yl]piperidin-1-yl]-2-methylsulfanylpyrimidin-4-amine —— C16H26N8S
6-[(3R)-3-[5-[(dimethylamino)methyl]-4-methyl-1,2,4-triazol-3-yl]piperidin-1-yl]-2-methylsulfanylpyrimidin-4-amine
—— 5,6-bis(4-methylphenyl)-3-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,2,4-triazine —— C22H23N3OS
5,6-bis(4-methylphenyl)-3-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,2,4-triazine
—— [(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C20H19ClN2O3S
[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4-chlorophenyl)sulfanylpropanoate
—— [(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C13H19N3O3S
[(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— [(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C19H16ClFN2O3S
[(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4-chlorophenyl)sulfanylpropanoate
—— [(2S)-1-(ethylamino)-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate —— C13H19N3O3S
[(2S)-1-(ethylamino)-1-oxopropan-2-yl] 2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetate
—— [2-[[(1S)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C16H16F2N2O3S
[2-[[(1S)-1-cyano-1-cyclopropylethyl]amino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate
—— [2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C17H18F2N2O3S
[2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl] 2-(2,5-difluorophenyl)sulfanylacetate
—— (5-Phenyl-1,2-oxazol-3-yl)methyl 2-(2,5-difluorophenyl)sulfanylacetate —— C18H13F2NO3S
(5-Phenyl-1,2-oxazol-3-yl)methyl 2-(2,5-difluorophenyl)sulfanylacetate
—— (2S)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide —— C18H20N4O2S
(2S)-2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide
—— [2-oxo-2-[[(2S)-2-phenylpropyl]amino]ethyl] 2-(2,5-difluorophenyl)sulfanylacetate —— C19H19F2NO3S
[2-oxo-2-[[(2S)-2-phenylpropyl]amino]ethyl] 2-(2,5-difluorophenyl)sulfanylacetate