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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
—— (3S)-3-(4-chlorophenyl)sulfanyl-4,4,4-trifluorobutanoic acid —— C10H8ClF3O2S
(3S)-3-(4-chlorophenyl)sulfanyl-4,4,4-trifluorobutanoic acid
—— (1R,2R)-2-(1H-1,2,4-triazol-5-ylsulfanyl)cyclohexane-1-carboxylic acid —— C9H13N3O2S
(1R,2R)-2-(1H-1,2,4-triazol-5-ylsulfanyl)cyclohexane-1-carboxylic acid
—— (1R,2S)-2-(2-chlorophenyl)sulfanylcyclohexane-1-carboxylic acid —— C13H15ClO2S
(1R,2S)-2-(2-chlorophenyl)sulfanylcyclohexane-1-carboxylic acid
—— (1R,2R)-2-(1-methyltetrazol-5-yl)sulfanylcyclohexane-1-carboxylic acid —— C9H14N4O2S
(1R,2R)-2-(1-methyltetrazol-5-yl)sulfanylcyclohexane-1-carboxylic acid
—— (1S,2S)-2-thiophen-2-ylsulfanylcyclopentane-1-carboxylic acid —— C10H12O2S2
(1S,2S)-2-thiophen-2-ylsulfanylcyclopentane-1-carboxylic acid
—— (1R,2R,4S)-4-propyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)cyclohexane-1-carboxylic acid —— C12H19N3O2S
(1R,2R,4S)-4-propyl-2-(1H-1,2,4-triazol-5-ylsulfanyl)cyclohexane-1-carboxylic acid
—— (1S,2R)-2-thiophen-2-ylsulfanylcyclopentane-1-carboxylic acid —— C10H12O2S2
(1S,2R)-2-thiophen-2-ylsulfanylcyclopentane-1-carboxylic acid
—— (1R,2R)-2-thiophen-2-ylsulfanylcyclopentane-1-carboxylic acid —— C10H12O2S2
(1R,2R)-2-thiophen-2-ylsulfanylcyclopentane-1-carboxylic acid
—— ethyl (4S)-6-amino-2-[(6-amino-3,5-dicyano-4-thiophen-2-ylpyridin-1-ium-2-yl)sulfanylmethyl]-5-cyano-4-phenyl-4H-pyran-3-carboxylate —— C27H21N6O3S2+
ethyl (4S)-6-amino-2-[(6-amino-3,5-dicyano-4-thiophen-2-ylpyridin-1-ium-2-yl)sulfanylmethyl]-5-cyano-4-phenyl-4H-pyran-3-carboxylate
—— (3R)-4,4,4-trifluoro-3-(4-methylphenyl)sulfanylbutanoic acid —— C11H11F3O2S
(3R)-4,4,4-trifluoro-3-(4-methylphenyl)sulfanylbutanoic acid
—— (2S)-2-phenyl-3-thiophen-2-ylsulfanylpropanoic acid —— C13H12O2S2
(2S)-2-phenyl-3-thiophen-2-ylsulfanylpropanoic acid
—— (3S)-3-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpentanoic acid —— C11H12F3NO2S
(3S)-3-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpentanoic acid
—— (1R,2S)-2-(1H-1,2,4-triazol-5-ylsulfanyl)cyclopentane-1-carboxylic acid —— C8H11N3O2S
(1R,2S)-2-(1H-1,2,4-triazol-5-ylsulfanyl)cyclopentane-1-carboxylic acid
—— (2R)-2-phenyl-3-thiophen-2-ylsulfanylpropanoic acid —— C13H12O2S2
(2R)-2-phenyl-3-thiophen-2-ylsulfanylpropanoic acid
—— (1S,2R,4S)-4-ethyl-2-phenylsulfanylcyclohexane-1-carboxylic acid —— C15H20O2S
(1S,2R,4S)-4-ethyl-2-phenylsulfanylcyclohexane-1-carboxylic acid
—— (1R,2R)-2-(1H-1,2,4-triazol-5-ylsulfanyl)cycloheptane-1-carboxylic acid —— C10H15N3O2S
(1R,2R)-2-(1H-1,2,4-triazol-5-ylsulfanyl)cycloheptane-1-carboxylic acid
—— ethyl (3S,5S)-5-methyl-5-[2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetyl]-2-oxo-3-propyloxolane-3-carboxylate —— C18H24N2O6S
ethyl (3S,5S)-5-methyl-5-[2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetyl]-2-oxo-3-propyloxolane-3-carboxylate
—— ethyl (3R,5S)-5-methyl-5-[2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetyl]-2-oxo-3-propyloxolane-3-carboxylate —— C18H24N2O6S
ethyl (3R,5S)-5-methyl-5-[2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetyl]-2-oxo-3-propyloxolane-3-carboxylate
—— ethyl (3R,5R)-5-methyl-5-[2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetyl]-2-oxo-3-propyloxolane-3-carboxylate —— C18H24N2O6S
ethyl (3R,5R)-5-methyl-5-[2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetyl]-2-oxo-3-propyloxolane-3-carboxylate
—— 2-(4-Bromo-2,5-dimethylphenyl)sulfanylacetate —— C10H10BrO2S-
2-(4-Bromo-2,5-dimethylphenyl)sulfanylacetate
—— 5-[(4-bromophenyl)methylsulfanyl]-N-methyl-1,3,4-thiadiazol-2-amine —— C10H10BrN3S2
5-[(4-bromophenyl)methylsulfanyl]-N-methyl-1,3,4-thiadiazol-2-amine
—— 3-[[4-[4-[(3-Carboxylatophenyl)methylsulfanyl]phenyl]sulfanylphenyl]sulfanylmethyl]benzoate —— C28H20O4S3-2
3-[[4-[4-[(3-Carboxylatophenyl)methylsulfanyl]phenyl]sulfanylphenyl]sulfanylmethyl]benzoate
—— (2R)-4-(3,4-difluorophenyl)sulfanyl-2-ethoxybutan-1-amine —— C12H17F2NOS
(2R)-4-(3,4-difluorophenyl)sulfanyl-2-ethoxybutan-1-amine
—— (2S)-4-(3,4-difluorophenyl)sulfanyl-2-ethoxybutan-1-amine —— C12H17F2NOS
(2S)-4-(3,4-difluorophenyl)sulfanyl-2-ethoxybutan-1-amine
—— (2S)-4-(3,4-dimethylphenyl)sulfanyl-2-ethoxybutan-1-amine —— C14H23NOS
(2S)-4-(3,4-dimethylphenyl)sulfanyl-2-ethoxybutan-1-amine
—— (2R)-4-(3,4-dimethylphenyl)sulfanyl-2-ethoxybutan-1-amine —— C14H23NOS
(2R)-4-(3,4-dimethylphenyl)sulfanyl-2-ethoxybutan-1-amine
—— 2-[[3-(3-methylphenyl)-1,2,4-thiadiazol-5-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C16H19N3O2S2
2-[[3-(3-methylphenyl)-1,2,4-thiadiazol-5-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 2-[[3-(3-methylphenyl)-1,2,4-thiadiazol-5-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C16H19N3O2S2
2-[[3-(3-methylphenyl)-1,2,4-thiadiazol-5-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 4-[(E)-2-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-1-cyanoethenyl]benzoate —— C21H12N3O3S-
4-[(E)-2-[5-(1H-benzimidazol-2-ylsulfanyl)furan-2-yl]-1-cyanoethenyl]benzoate
—— 2-[(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl]-N-cyclopentylacetamide —— C14H15N5OS
2-[(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl]-N-cyclopentylacetamide
—— 3-[[4-[4-[(3-Carboxylatophenyl)sulfamoyl]phenyl]sulfanylphenyl]sulfonylamino]benzoate —— C26H18N2O8S3-2
3-[[4-[4-[(3-Carboxylatophenyl)sulfamoyl]phenyl]sulfanylphenyl]sulfonylamino]benzoate
—— 2-Amino-6-[(4-amino-1,2,5-oxadiazol-3-yl)methylsulfanyl]pyridin-1-ium-3,5-dicarbonitrile —— C10H8N7OS+
2-Amino-6-[(4-amino-1,2,5-oxadiazol-3-yl)methylsulfanyl]pyridin-1-ium-3,5-dicarbonitrile
—— 3-Benzylsulfanyl-5-hydrazinyl-1,2,4-triazol-4-amine —— C9H12N6S
3-Benzylsulfanyl-5-hydrazinyl-1,2,4-triazol-4-amine
—— 1-[(11R)-8-methoxy-1,5-dithiaspiro[5.5]undec-7-en-11-yl]ethanone —— C12H18O2S2
1-[(11R)-8-methoxy-1,5-dithiaspiro[5.5]undec-7-en-11-yl]ethanone
—— 2,2-bis(ethylsulfanyl)-2-[(1S)-3-oxocyclopentyl]acetic acid —— C11H18O3S2
2,2-bis(ethylsulfanyl)-2-[(1S)-3-oxocyclopentyl]acetic acid
—— (2Z,6S)-2-[(4-chlorophenyl)sulfanylmethylidene]-6-methylcyclohexan-1-one —— C14H15ClOS
(2Z,6S)-2-[(4-chlorophenyl)sulfanylmethylidene]-6-methylcyclohexan-1-one
—— (2Z,6R)-2-[(4-chlorophenyl)sulfanylmethylidene]-6-methylcyclohexan-1-one —— C14H15ClOS
(2Z,6R)-2-[(4-chlorophenyl)sulfanylmethylidene]-6-methylcyclohexan-1-one
—— 1-[(11S)-8-methoxy-1,5-dithiaspiro[5.5]undec-7-en-11-yl]ethanone —— C12H18O2S2
1-[(11S)-8-methoxy-1,5-dithiaspiro[5.5]undec-7-en-11-yl]ethanone
—— 2,2-bis(ethylsulfanyl)-2-[(1R)-3-oxocyclopentyl]acetic acid —— C11H18O3S2
2,2-bis(ethylsulfanyl)-2-[(1R)-3-oxocyclopentyl]acetic acid
—— (1R)-1-ethylsulfanyl-1-[(R)-ethylsulfinyl]pentan-2-one —— C9H18O2S2
(1R)-1-ethylsulfanyl-1-[(R)-ethylsulfinyl]pentan-2-one
—— (2R)-2-[(2R)-1-phenylsulfanylpropan-2-yl]cyclobutan-1-one —— C13H16OS
(2R)-2-[(2R)-1-phenylsulfanylpropan-2-yl]cyclobutan-1-one
—— (1S)-1-ethylsulfanyl-1-[(R)-ethylsulfinyl]pentan-2-one —— C9H18O2S2
(1S)-1-ethylsulfanyl-1-[(R)-ethylsulfinyl]pentan-2-one
—— (1S)-1-ethylsulfanyl-1-[(S)-ethylsulfinyl]pentan-2-one —— C9H18O2S2
(1S)-1-ethylsulfanyl-1-[(S)-ethylsulfinyl]pentan-2-one
—— (2S)-2-[(2R)-1-phenylsulfanylpropan-2-yl]cyclobutan-1-one —— C13H16OS
(2S)-2-[(2R)-1-phenylsulfanylpropan-2-yl]cyclobutan-1-one
—— (1R)-1-ethylsulfanyl-1-[(S)-ethylsulfinyl]pentan-2-one —— C9H18O2S2
(1R)-1-ethylsulfanyl-1-[(S)-ethylsulfinyl]pentan-2-one
—— (1'S,5'R)-spiro[1,3-dithiane-2,7'-bicyclo[3.2.0]hept-2-ene]-6'-one —— C10H12OS2
(1'S,5'R)-spiro[1,3-dithiane-2,7'-bicyclo[3.2.0]hept-2-ene]-6'-one
—— (2S)-2-[(2S)-1-phenylsulfanylpropan-2-yl]cyclobutan-1-one —— C13H16OS
(2S)-2-[(2S)-1-phenylsulfanylpropan-2-yl]cyclobutan-1-one
—— (3R)-3-[1,1-bis(methylsulfanyl)ethyl]cyclohexan-1-one —— C10H18OS2
(3R)-3-[1,1-bis(methylsulfanyl)ethyl]cyclohexan-1-one
—— (2R)-2-[(2S)-1-phenylsulfanylpropan-2-yl]cyclobutan-1-one —— C13H16OS
(2R)-2-[(2S)-1-phenylsulfanylpropan-2-yl]cyclobutan-1-one
—— (1'R,5'S)-spiro[1,3-dithiane-2,7'-bicyclo[3.2.0]hept-2-ene]-6'-one —— C10H12OS2
(1'R,5'S)-spiro[1,3-dithiane-2,7'-bicyclo[3.2.0]hept-2-ene]-6'-one