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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
—— ethyl (2R,3S)-3-methoxy-4,4-dimethyl-1,1-dioxothietane-2-carboxylate —— C9H16O5S
ethyl (2R,3S)-3-methoxy-4,4-dimethyl-1,1-dioxothietane-2-carboxylate
—— 2-(5-bromopyridin-2-yl)sulfanyl-N-[(1R)-1-(4-fluorophenyl)ethyl]acetamide —— C15H14BrFN2OS
2-(5-bromopyridin-2-yl)sulfanyl-N-[(1R)-1-(4-fluorophenyl)ethyl]acetamide
—— (2E)-2-benzylidene-6-hydroxy-1-benzothiophen-3-one —— C15H10O2S
(2E)-2-benzylidene-6-hydroxy-1-benzothiophen-3-one
—— 3-(4-methylphenyl)sulfanyl-4-[(Z)-(1,3,3-trimethylindol-2-ylidene)methyl]cyclobut-3-ene-1,2-dione —— C23H21NO2S
3-(4-methylphenyl)sulfanyl-4-[(Z)-(1,3,3-trimethylindol-2-ylidene)methyl]cyclobut-3-ene-1,2-dione
—— (2S)-2-(3-chlorophenoxy)-N-(2-phenylsulfanylphenyl)propanamide —— C21H18ClNO2S
(2S)-2-(3-chlorophenoxy)-N-(2-phenylsulfanylphenyl)propanamide
—— (2S)-N-[(1S)-1-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-yl)ethyl]-6-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide —— C17H20N4OS
(2S)-N-[(1S)-1-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-yl)ethyl]-6-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2S)-N,6-dimethyl-N-[(5-methyl-1,2-oxazol-3-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C16H18N2O2S
(2S)-N,6-dimethyl-N-[(5-methyl-1,2-oxazol-3-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-[(4-methyl-1,2,4-triazol-3-yl)methyl]propanamide —— C13H15ClN4OS
(2S)-2-(4-chlorophenyl)sulfanyl-N-[(4-methyl-1,2,4-triazol-3-yl)methyl]propanamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-[2-(dimethylamino)ethyl]butanamide —— C14H21ClN2OS
(2R)-2-(4-chlorophenyl)sulfanyl-N-[2-(dimethylamino)ethyl]butanamide
—— (2R)-N-[(4-chlorophenyl)methyl]-2-(4-chlorophenyl)sulfanyl-N-methylpropanamide —— C17H17Cl2NOS
(2R)-N-[(4-chlorophenyl)methyl]-2-(4-chlorophenyl)sulfanyl-N-methylpropanamide
—— (2R)-N-[3-(2-chlorophenyl)propyl]-2-(4-chlorophenyl)sulfanylbutanamide —— C19H21Cl2NOS
(2R)-N-[3-(2-chlorophenyl)propyl]-2-(4-chlorophenyl)sulfanylbutanamide
—— N-[(1S)-1-(2,4-dimethylphenyl)ethyl]-2-phenylsulfanylacetamide —— C18H21NOS
N-[(1S)-1-(2,4-dimethylphenyl)ethyl]-2-phenylsulfanylacetamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-cycloheptylbutanamide —— C17H24ClNOS
(2S)-2-(4-chlorophenyl)sulfanyl-N-cycloheptylbutanamide
—— N-[(1R)-1-(2,4-dimethylphenyl)ethyl]-2-(4-methylphenyl)sulfanylacetamide —— C19H23NOS
N-[(1R)-1-(2,4-dimethylphenyl)ethyl]-2-(4-methylphenyl)sulfanylacetamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-pentylbutanamide —— C15H22ClNOS
(2R)-2-(4-chlorophenyl)sulfanyl-N-pentylbutanamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-pentylbutanamide —— C15H22ClNOS
(2S)-2-(4-chlorophenyl)sulfanyl-N-pentylbutanamide
—— (2S)-N-[2-[(2-chloro-6-fluorophenyl)methylsulfanyl]ethyl]-2-(4-chlorophenyl)sulfanylbutanamide —— C19H20Cl2FNOS2
(2S)-N-[2-[(2-chloro-6-fluorophenyl)methylsulfanyl]ethyl]-2-(4-chlorophenyl)sulfanylbutanamide
—— (2S)-N-(furan-2-ylmethyl)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C13H18N4O3S
(2S)-N-(furan-2-ylmethyl)-2-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-[(2S)-2-ethylmorpholin-4-yl]ethanone —— C16H22N4O3S
2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-1-[(2S)-2-ethylmorpholin-4-yl]ethanone
—— 2-[(7R)-3-(furan-2-yl)-6-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid —— C14H10N4O3S2
2-[(7R)-3-(furan-2-yl)-6-thiophen-2-yl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl]acetic acid
—— 3-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-5-methyl-4-prop-2-enyl-1,2,4-triazole —— C14H16FN3S
3-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-5-methyl-4-prop-2-enyl-1,2,4-triazole
—— 3-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-5-methyl-4-prop-2-enyl-1,2,4-triazole —— C14H16FN3S
3-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-5-methyl-4-prop-2-enyl-1,2,4-triazole
—— (3S)-1-(dimethylsulfamoyl)-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide —— C20H25N3O3S2
(3S)-1-(dimethylsulfamoyl)-N-(2-phenylsulfanylphenyl)piperidine-3-carboxamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-cyclooctylbutanamide —— C18H26ClNOS
(2R)-2-(4-chlorophenyl)sulfanyl-N-cyclooctylbutanamide
—— (2S)-N-[(4-chlorophenyl)methyl]-N-methyl-2-phenylsulfanylpropanamide —— C17H18ClNOS
(2S)-N-[(4-chlorophenyl)methyl]-N-methyl-2-phenylsulfanylpropanamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-(2-methylpropyl)butanamide —— C14H20ClNOS
(2R)-2-(4-chlorophenyl)sulfanyl-N-(2-methylpropyl)butanamide
—— (2S)-2-(4-methoxyphenyl)sulfanyl-N-(2-phenylsulfanylphenyl)propanamide —— C22H21NO2S2
(2S)-2-(4-methoxyphenyl)sulfanyl-N-(2-phenylsulfanylphenyl)propanamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-1-[(3S,5S)-3,5-dimethylmorpholin-4-yl]propan-1-one —— C15H20ClNO2S
(2R)-2-(4-chlorophenyl)sulfanyl-1-[(3S,5S)-3,5-dimethylmorpholin-4-yl]propan-1-one
—— [(1S,2S)-2-methoxycyclohexyl] 3-(4-methyl-2-methylsulfanyl-6-oxo-1H-pyrimidin-5-yl)propanoate —— C16H24N2O4S
[(1S,2S)-2-methoxycyclohexyl] 3-(4-methyl-2-methylsulfanyl-6-oxo-1H-pyrimidin-5-yl)propanoate
—— N-[(2R)-butan-2-yl]-3-(3,4-dimethylphenyl)sulfanylpropanamide —— C15H23NOS
N-[(2R)-butan-2-yl]-3-(3,4-dimethylphenyl)sulfanylpropanamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N'-pyrimidin-2-ylpropanehydrazide —— C13H13ClN4OS
(2S)-2-(4-chlorophenyl)sulfanyl-N'-pyrimidin-2-ylpropanehydrazide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N'-pyrimidin-2-ylpropanehydrazide —— C13H13ClN4OS
(2R)-2-(4-chlorophenyl)sulfanyl-N'-pyrimidin-2-ylpropanehydrazide
—— 3-(3,4-dimethylphenyl)sulfanyl-N-[(1S)-1-pyridin-4-ylethyl]propanamide —— C18H22N2OS
3-(3,4-dimethylphenyl)sulfanyl-N-[(1S)-1-pyridin-4-ylethyl]propanamide
—— 3-(2-chlorophenyl)sulfanyl-N-[[(3R)-1,1-dioxothiolan-3-yl]methyl]propanamide —— C14H18ClNO3S2
3-(2-chlorophenyl)sulfanyl-N-[[(3R)-1,1-dioxothiolan-3-yl]methyl]propanamide
—— N-cyclopropyl-N-(furan-2-ylmethyl)-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide —— C16H15F3N2O2S
N-cyclopropyl-N-(furan-2-ylmethyl)-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide
—— 2-(4-bromophenyl)sulfanyl-N-cyclopropyl-N-(furan-2-ylmethyl)acetamide —— C16H16BrNO2S
2-(4-bromophenyl)sulfanyl-N-cyclopropyl-N-(furan-2-ylmethyl)acetamide
—— N-[(2R)-3-(3,5-dimethylpyrazol-1-yl)-2-methylpropyl]-2-phenylsulfanylpyridine-3-carboxamide —— C21H24N4OS
N-[(2R)-3-(3,5-dimethylpyrazol-1-yl)-2-methylpropyl]-2-phenylsulfanylpyridine-3-carboxamide
—— [(2S)-6-methyl-2,3-dihydro-1-benzothiophen-2-yl]-[(2R)-2-(5-methyl-1,2-oxazol-3-yl)pyrrolidin-1-yl]methanone —— C18H20N2O2S
[(2S)-6-methyl-2,3-dihydro-1-benzothiophen-2-yl]-[(2R)-2-(5-methyl-1,2-oxazol-3-yl)pyrrolidin-1-yl]methanone
—— [(2S)-6-methyl-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(5-methyl-1,2-oxazol-3-yl)pyrrolidin-1-yl]methanone —— C18H20N2O2S
[(2S)-6-methyl-2,3-dihydro-1-benzothiophen-2-yl]-[(2S)-2-(5-methyl-1,2-oxazol-3-yl)pyrrolidin-1-yl]methanone
—— [(2R)-6-methyl-2,3-dihydro-1-benzothiophen-2-yl]-[(2R)-2-(5-methyl-1,2-oxazol-3-yl)pyrrolidin-1-yl]methanone —— C18H20N2O2S
[(2R)-6-methyl-2,3-dihydro-1-benzothiophen-2-yl]-[(2R)-2-(5-methyl-1,2-oxazol-3-yl)pyrrolidin-1-yl]methanone
—— 5-[(1S)-1-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole —— C20H28N6O2S
5-[(1S)-1-[[4-(furan-2-ylmethyl)-5-(4-methylpiperidin-1-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-propan-2-yl-1,2,4-oxadiazole
—— 3-[5-[(1R)-1-(3-butyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide —— C18H24N6O3S
3-[5-[(1R)-1-(3-butyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]propanamide
—— 3-[4-(2-methylpropyl)-5-[(1S)-1-(3-propan-2-yl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C16H26N6O2S
3-[4-(2-methylpropyl)-5-[(1S)-1-(3-propan-2-yl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 5-[(1S)-1-(3-butyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-3-(4-fluorophenyl)-1,3,4-thiadiazole-2-thione —— C16H17FN4OS3
5-[(1S)-1-(3-butyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-3-(4-fluorophenyl)-1,3,4-thiadiazole-2-thione
—— N-[3-[(3S,5S)-3,5-dimethylpiperidin-1-yl]propyl]-3-(6-methyl-2-methylsulfanyl-4-oxo-1H-pyrimidin-5-yl)propanamide —— C19H32N4O2S
N-[3-[(3S,5S)-3,5-dimethylpiperidin-1-yl]propyl]-3-(6-methyl-2-methylsulfanyl-4-oxo-1H-pyrimidin-5-yl)propanamide
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[(1S)-1-phenyl-3,4-dihydro-1H-pyrrolo[1,2-a]pyrazin-2-yl]propan-1-one —— C23H26N4OS
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[(1S)-1-phenyl-3,4-dihydro-1H-pyrrolo[1,2-a]pyrazin-2-yl]propan-1-one
—— N-[3-[(3S,5R)-3,5-dimethylpiperidin-1-yl]propyl]-3-(6-methyl-2-methylsulfanyl-4-oxo-1H-pyrimidin-5-yl)propanamide —— C19H32N4O2S
N-[3-[(3S,5R)-3,5-dimethylpiperidin-1-yl]propyl]-3-(6-methyl-2-methylsulfanyl-4-oxo-1H-pyrimidin-5-yl)propanamide
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[(1R)-1-phenyl-3,4-dihydro-1H-pyrrolo[1,2-a]pyrazin-2-yl]propan-1-one —— C23H26N4OS
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[(1R)-1-phenyl-3,4-dihydro-1H-pyrrolo[1,2-a]pyrazin-2-yl]propan-1-one
—— (NZ)-N-[(4Z,8Z,12R)-12-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]cyclododeca-4,8-dien-1-ylidene]hydroxylamine —— C15H21N3OS2
(NZ)-N-[(4Z,8Z,12R)-12-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]cyclododeca-4,8-dien-1-ylidene]hydroxylamine
—— 4-Amino-2-ethylsulfanylpyridine-3-carbonitrile —— C8H9N3S
4-Amino-2-ethylsulfanylpyridine-3-carbonitrile