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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
—— methyl 5-[(2R)-2-[(5-cyclopropyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C16H19N3O4S
methyl 5-[(2R)-2-[(5-cyclopropyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— N-[2-(2-fluorophenyl)ethyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H19FN4OS
N-[2-(2-fluorophenyl)ethyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-(1-Cyclopropyl-2,5-dimethylpyrrol-3-yl)-2-[(5-cyclopropyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C16H19N3O2S
1-(1-Cyclopropyl-2,5-dimethylpyrrol-3-yl)-2-[(5-cyclopropyl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— N-[2-(3-chlorophenyl)ethyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H19ClN4OS
N-[2-(3-chlorophenyl)ethyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (Z,4R)-3-(2-aminoethylsulfanyl)-4-methylhex-2-enenitrile —— C9H16N2S
(Z,4R)-3-(2-aminoethylsulfanyl)-4-methylhex-2-enenitrile
—— N-[(S)-phenyl(thiophen-2-yl)methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H20N4OS2
N-[(S)-phenyl(thiophen-2-yl)methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(R)-phenyl(thiophen-2-yl)methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H20N4OS2
N-[(R)-phenyl(thiophen-2-yl)methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H19FN4OS2
N-[(R)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H19FN4OS2
N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(2-fluorophenyl)methyl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H17FN4O2S2
N-[(2-fluorophenyl)methyl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(1-adamantyl)-N-(2-cyanoethyl)-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C20H29N5OS
N-(1-adamantyl)-N-(2-cyanoethyl)-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[(2R)-2-hydroxypropyl]sulfanylpyridin-3-ol —— C8H11NO2S
2-[(2R)-2-hydroxypropyl]sulfanylpyridin-3-ol
—— N-(2-methoxyethyl)-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H16N4O2S2
N-(2-methoxyethyl)-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-[(2S)-2-hydroxypropyl]sulfanylpyridin-3-ol —— C8H11NO2S
2-[(2S)-2-hydroxypropyl]sulfanylpyridin-3-ol
—— (2S)-N-methyl-2-phenylsulfanyl-N-(1,3-thiazol-2-yl)propanamide —— C13H14N2OS2
(2S)-N-methyl-2-phenylsulfanyl-N-(1,3-thiazol-2-yl)propanamide
—— (Z,4S)-3-(2-aminoethylsulfanyl)-4-methylhex-2-enenitrile —— C9H16N2S
(Z,4S)-3-(2-aminoethylsulfanyl)-4-methylhex-2-enenitrile
—— N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methyl-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C19H21ClN4O2S
N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methyl-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone —— C18H22N4O2S2
2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethanone
—— (1R)-5-amino-1,3-dimethyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carbonitrile —— C7H9N3OS
(1R)-5-amino-1,3-dimethyl-1-oxo-1λ6-thia-2-azacyclohexa-1,3,5-triene-4-carbonitrile
—— (2S,3S)-3-phenylsulfanylbutan-2-amine —— C10H15NS
(2S,3S)-3-phenylsulfanylbutan-2-amine
—— 2-Cyclopropyl-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-oxadiazole —— C12H10N4O3S
2-Cyclopropyl-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-oxadiazole
—— (Z,4R)-4-methyl-3-prop-2-enylsulfanylhex-2-enenitrile —— C10H15NS
(Z,4R)-4-methyl-3-prop-2-enylsulfanylhex-2-enenitrile
—— N-[2-(2-fluorophenyl)ethyl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H19FN4O2S2
N-[2-(2-fluorophenyl)ethyl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-(2-methylbutan-2-yl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C16H20N2OS2
N-(2-methylbutan-2-yl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 2-Cyclopropyl-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-oxadiazole —— C16H15N3OS2
2-Cyclopropyl-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-oxadiazole
—— 5-(Furan-2-yl)-3-[(4-phenyl-1,3-thiazol-2-yl)sulfanylmethyl]-1,2-oxazole —— C17H12N2O2S2
5-(Furan-2-yl)-3-[(4-phenyl-1,3-thiazol-2-yl)sulfanylmethyl]-1,2-oxazole
—— (2R,3S)-3-phenylsulfanylbutan-2-amine —— C10H15NS
(2R,3S)-3-phenylsulfanylbutan-2-amine
—— 2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C16H22N4O2S3
2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— (Z,4S)-4-methyl-3-prop-2-enylsulfanylhex-2-enenitrile —— C10H15NS
(Z,4S)-4-methyl-3-prop-2-enylsulfanylhex-2-enenitrile
—— N-cyclopropyl-N-[(2-fluorophenyl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C21H19FN2OS2
N-cyclopropyl-N-[(2-fluorophenyl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— N-[(2-fluorophenyl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C18H15FN2OS2
N-[(2-fluorophenyl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-methyl-2-phenylsulfanyl-N-(1,3-thiazol-2-yl)propanamide —— C13H14N2OS2
(2R)-N-methyl-2-phenylsulfanyl-N-(1,3-thiazol-2-yl)propanamide
—— N-[2-(2-fluorophenyl)ethyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C19H17FN2OS2
N-[2-(2-fluorophenyl)ethyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]-N-(thiophen-3-ylmethyl)acetamide —— C17H16N2OS3
N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]-N-(thiophen-3-ylmethyl)acetamide
—— N-[(2-methylphenyl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C19H18N2OS2
N-[(2-methylphenyl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-(furan-2-yl)ethyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C17H16N2O2S2
N-[(1S)-1-(furan-2-yl)ethyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 2-(3-Methylphenyl)-5-[(4-phenyl-1,3-thiazol-2-yl)sulfanylmethyl]-1,3,4-oxadiazole —— C19H15N3OS2
2-(3-Methylphenyl)-5-[(4-phenyl-1,3-thiazol-2-yl)sulfanylmethyl]-1,3,4-oxadiazole
—— N-[(1R)-1-(furan-2-yl)ethyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C17H16N2O2S2
N-[(1R)-1-(furan-2-yl)ethyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]ethanone —— C22H20N2OS2
1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]ethanone
—— N-[(2-fluorophenyl)methyl]-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C19H17FN2OS2
N-[(2-fluorophenyl)methyl]-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— [2-[(2-Fluorophenyl)methylamino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C18H17F2NO3S
[2-[(2-Fluorophenyl)methylamino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-Oxo-2-(2,4,4-trimethylpentan-2-ylamino)ethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H28FNO3S
[2-Oxo-2-(2,4,4-trimethylpentan-2-ylamino)ethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[(2-Methylphenyl)methylamino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H20FNO3S
[2-[(2-Methylphenyl)methylamino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[2-(2-Fluorophenyl)ethylamino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C19H19F2NO3S
[2-[2-(2-Fluorophenyl)ethylamino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]methyl 3-(4-fluorophenyl)sulfanylpropanoate —— C19H17FN2O3S
[5-(3-Methylphenyl)-1,3,4-oxadiazol-2-yl]methyl 3-(4-fluorophenyl)sulfanylpropanoate
—— (R)-3-Phenylsulfanyl-butyraldehyde —— C10H12OS
(R)-3-Phenylsulfanyl-butyraldehyde
—— N-[2-(dimethylamino)ethyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(2-methylphenyl)sulfanylacetamide —— C17H26N2O3S2
N-[2-(dimethylamino)ethyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(2-methylphenyl)sulfanylacetamide
—— (S)-3-Phenylsulfanyl-butyraldehyde —— C10H12OS
(S)-3-Phenylsulfanyl-butyraldehyde
—— N-[2-(dimethylamino)ethyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2-methylphenyl)sulfanylacetamide —— C17H26N2O3S2
N-[2-(dimethylamino)ethyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2-methylphenyl)sulfanylacetamide
—— (2R)-3-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propane-1,2-diol —— C16H23N3O2S2
(2R)-3-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propane-1,2-diol