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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
—— [(1S)-cyclohex-3-en-1-yl]-(3-cyclohexylsulfonylazetidin-1-yl)methanone —— C16H25NO3S
[(1S)-cyclohex-3-en-1-yl]-(3-cyclohexylsulfonylazetidin-1-yl)methanone
—— [(1R)-cyclohex-3-en-1-yl]-(3-cyclohexylsulfonylazetidin-1-yl)methanone —— C16H25NO3S
[(1R)-cyclohex-3-en-1-yl]-(3-cyclohexylsulfonylazetidin-1-yl)methanone
—— 1-[4-(3,4-Difluorophenyl)sulfanyl-3-nitrophenyl]sulfonylpyrrolidine —— C16H14F2N2O4S2
1-[4-(3,4-Difluorophenyl)sulfanyl-3-nitrophenyl]sulfonylpyrrolidine
—— 4-[[4-(3,4-Difluorophenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholine —— C19H19F2N3OS2
4-[[4-(3,4-Difluorophenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholine
—— 3-nitro-N-(2-phenylsulfanylethyl)pyridin-1-ium-2-amine —— C13H14N3O2S+
3-nitro-N-(2-phenylsulfanylethyl)pyridin-1-ium-2-amine
—— 2-(3,4-Difluorophenyl)sulfanyl-5-nitrobenzonitrile —— C13H6F2N2O2S
2-(3,4-Difluorophenyl)sulfanyl-5-nitrobenzonitrile
—— 3-nitro-N-(2-phenylsulfanylethyl)pyridin-2-amine —— C13H13N3O2S
3-nitro-N-(2-phenylsulfanylethyl)pyridin-2-amine
—— 4-[[4-(3,4-Difluorophenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium —— C19H20F2N3OS2+
4-[[4-(3,4-Difluorophenyl)sulfanyl-5,6-dimethylthieno[2,3-d]pyrimidin-2-yl]methyl]morpholin-4-ium
—— 2-(2-nitrophenyl)sulfanyl-1H-pyrimidin-6-one —— C10H7N3O3S
2-(2-nitrophenyl)sulfanyl-1H-pyrimidin-6-one
—— 2-(2-chloro-4-nitrophenyl)sulfanyl-1H-pyrimidin-6-one —— C10H6ClN3O3S
2-(2-chloro-4-nitrophenyl)sulfanyl-1H-pyrimidin-6-one
—— 2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1H-pyrimidin-6-one —— C12H10N4OS2
2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-1H-pyrimidin-6-one
—— 4-propyl-2-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1H-pyrimidin-6-one —— C13H12N4OS2
4-propyl-2-thieno[2,3-d]pyrimidin-4-ylsulfanyl-1H-pyrimidin-6-one
—— 2-(4-methylsulfonyl-2-nitrophenyl)sulfanyl-4-propyl-1H-pyrimidin-6-one —— C14H15N3O5S2
2-(4-methylsulfonyl-2-nitrophenyl)sulfanyl-4-propyl-1H-pyrimidin-6-one
—— 2-[(10-methyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-yl)sulfanyl]-1H-pyrimidin-6-one —— C14H12N4OS2
2-[(10-methyl-7-thia-9,11-diazatricyclo[6.4.0.02,6]dodeca-1(8),2(6),9,11-tetraen-12-yl)sulfanyl]-1H-pyrimidin-6-one
—— 2-(1,3-benzothiazol-2-ylsulfanyl)-3-[(Z)-hydrazinylidenemethyl]-9-methylpyrido[1,2-a]pyrimidin-4-one —— C17H13N5OS2
2-(1,3-benzothiazol-2-ylsulfanyl)-3-[(Z)-hydrazinylidenemethyl]-9-methylpyrido[1,2-a]pyrimidin-4-one
—— N-[[(2S)-oxolan-2-yl]methyl]-2-pyrimidin-4-ylsulfanylacetamide —— C11H15N3O2S
N-[[(2S)-oxolan-2-yl]methyl]-2-pyrimidin-4-ylsulfanylacetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-5-(4-methylphenyl)-N-[(5-phenylsulfanylfuran-2-yl)methyl]-1,2-oxazole-3-carboxamide —— C26H24N2O5S2
N-[(3R)-1,1-dioxothiolan-3-yl]-5-(4-methylphenyl)-N-[(5-phenylsulfanylfuran-2-yl)methyl]-1,2-oxazole-3-carboxamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-5-phenyl-N-[(5-phenylsulfanylfuran-2-yl)methyl]-1,2-oxazole-3-carboxamide —— C25H22N2O5S2
N-[(3S)-1,1-dioxothiolan-3-yl]-5-phenyl-N-[(5-phenylsulfanylfuran-2-yl)methyl]-1,2-oxazole-3-carboxamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-5-(4-methylphenyl)-N-[(5-phenylsulfanylfuran-2-yl)methyl]-1,2-oxazole-3-carboxamide —— C26H24N2O5S2
N-[(3S)-1,1-dioxothiolan-3-yl]-5-(4-methylphenyl)-N-[(5-phenylsulfanylfuran-2-yl)methyl]-1,2-oxazole-3-carboxamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-[(5-phenylsulfanylfuran-2-yl)methyl]-2,3-dihydro-1,4-benzodioxine-6-sulfonamide —— C23H23NO7S3
N-[(3R)-1,1-dioxothiolan-3-yl]-N-[(5-phenylsulfanylfuran-2-yl)methyl]-2,3-dihydro-1,4-benzodioxine-6-sulfonamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-[(5-phenylsulfanylfuran-2-yl)methyl]-2,3-dihydro-1,4-benzodioxine-6-sulfonamide —— C23H23NO7S3
N-[(3S)-1,1-dioxothiolan-3-yl]-N-[(5-phenylsulfanylfuran-2-yl)methyl]-2,3-dihydro-1,4-benzodioxine-6-sulfonamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-[(5-phenylsulfanylfuran-2-yl)methyl]methanesulfonamide —— C16H19NO5S3
N-[(3R)-1,1-dioxothiolan-3-yl]-N-[(5-phenylsulfanylfuran-2-yl)methyl]methanesulfonamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-5-phenyl-N-[(5-phenylsulfanylfuran-2-yl)methyl]-1,2-oxazole-3-carboxamide —— C25H22N2O5S2
N-[(3R)-1,1-dioxothiolan-3-yl]-5-phenyl-N-[(5-phenylsulfanylfuran-2-yl)methyl]-1,2-oxazole-3-carboxamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-fluoro-N-[(5-phenylsulfanylfuran-2-yl)methyl]benzenesulfonamide —— C21H20FNO5S3
N-[(3R)-1,1-dioxothiolan-3-yl]-2-fluoro-N-[(5-phenylsulfanylfuran-2-yl)methyl]benzenesulfonamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C13H17N5OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(5-bromothiophen-2-yl)methyl]-N-prop-2-enylacetamide —— C12H14BrN5OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(5-bromothiophen-2-yl)methyl]-N-prop-2-enylacetamide
—— 3-[(1-propyltetrazol-5-yl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C7H12N8S
3-[(1-propyltetrazol-5-yl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide —— C14H20N6OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]methyl]-N-cyclopropylacetamide —— C16H16ClN7O2S
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]methyl]-N-cyclopropylacetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]acetamide —— C15H14FN5OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(5-chlorothiophen-2-yl)methyl]-N-ethylacetamide —— C11H14ClN5OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(5-chlorothiophen-2-yl)methyl]-N-ethylacetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide —— C17H23N5O3S
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)-N-(thiophen-2-ylmethyl)acetamide —— C17H19N5OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)-N-(thiophen-2-ylmethyl)acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-pentylacetamide —— C9H17N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-pentylacetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-ethyl-N-[(3-fluorophenyl)methyl]acetamide —— C13H16FN5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-ethyl-N-[(3-fluorophenyl)methyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide —— C15H15N5OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide —— C17H23N5O3S
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]acetamide
—— 1-[[(2S,3S)-3-[(2-chlorothiophen-3-yl)methoxy]-5-fluoro-2,3-dihydro-1-benzothiophen-2-yl]methyl]imidazole —— C17H14ClFN2OS2
1-[[(2S,3S)-3-[(2-chlorothiophen-3-yl)methoxy]-5-fluoro-2,3-dihydro-1-benzothiophen-2-yl]methyl]imidazole
—— (4E)-4-[[2-(4-chlorophenyl)sulfanylphenyl]methylidene]-2-phenyl-1,3-oxazol-5-one —— C22H14ClNO2S
(4E)-4-[[2-(4-chlorophenyl)sulfanylphenyl]methylidene]-2-phenyl-1,3-oxazol-5-one
—— 2-[bis(2-hydroxyethyl)amino]ethyl 2-phenylsulfanylacetate —— C14H21NO4S
2-[bis(2-hydroxyethyl)amino]ethyl 2-phenylsulfanylacetate
—— (1S)-4-amino-1-tert-butyl-1,6-bis(2-hydroxyethylsulfanyl)-3-iminofuro[3,4-c]pyridine-7-carbonitrile —— C16H22N4O3S2
(1S)-4-amino-1-tert-butyl-1,6-bis(2-hydroxyethylsulfanyl)-3-iminofuro[3,4-c]pyridine-7-carbonitrile
—— [2-[Methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] adamantane-1-carboxylate —— C22H29NO3S
[2-[Methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] adamantane-1-carboxylate
—— methyl (3S)-3-(4-fluorophenyl)-3-[6-[(4-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]propanoate —— C22H18F2O5S
methyl (3S)-3-(4-fluorophenyl)-3-[6-[(4-fluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]propanoate
—— methyl (3S)-3-[6-[(4-bromophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(3,4-difluorophenyl)propanoate —— C22H17BrF2O5S
methyl (3S)-3-[6-[(4-bromophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-(3,4-difluorophenyl)propanoate
—— methyl (3S)-3-[6-[(4-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-pyridin-3-ylpropanoate —— C21H18ClNO5S
methyl (3S)-3-[6-[(4-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-pyridin-3-ylpropanoate
—— methyl (3S)-3-(4-chlorophenyl)-3-[6-[(4-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]propanoate —— C22H18Cl2O5S
methyl (3S)-3-(4-chlorophenyl)-3-[6-[(4-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]propanoate
—— [2-[2-(4-Bromophenyl)sulfanylethylamino]-2-oxoethyl] cyclohexanecarboxylate —— C17H22BrNO3S
[2-[2-(4-Bromophenyl)sulfanylethylamino]-2-oxoethyl] cyclohexanecarboxylate
—— methyl (3R)-3-(4-chlorophenyl)-3-[6-[(4-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]propanoate —— C22H18Cl2O5S
methyl (3R)-3-(4-chlorophenyl)-3-[6-[(4-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]propanoate
—— methyl (3R)-3-[6-[(4-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-pyridin-3-ylpropanoate —— C21H18ClNO5S
methyl (3R)-3-[6-[(4-chlorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]-3-pyridin-3-ylpropanoate
—— methyl (3R)-3-(4-chlorophenyl)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]propanoate —— C22H17ClF2O5S
methyl (3R)-3-(4-chlorophenyl)-3-[6-[(2,4-difluorophenyl)sulfanylmethyl]-3-hydroxy-4-oxopyran-2-yl]propanoate