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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
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H16FN3O4S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(4-fluorophenyl)methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C18H15F2N3O2S
(2R)-N-[(4-fluorophenyl)methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C18H15ClFN3O2S
(2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-methyl-4-(5-methylfuran-2-yl)sulfanylbutanoic acid —— C10H14O3S
(2R)-2-methyl-4-(5-methylfuran-2-yl)sulfanylbutanoic acid
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C15H17N3O3S4
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-(2-phenylsulfanylphenyl)-2-([1,2,4]triazolo[4,3-a]pyridin-3-ylsulfanyl)propanamide —— C21H18N4OS2
(2S)-N-(2-phenylsulfanylphenyl)-2-([1,2,4]triazolo[4,3-a]pyridin-3-ylsulfanyl)propanamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C15H17N3O3S4
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-2-methyl-4-(5-methylfuran-2-yl)sulfanylbutanoic acid —— C10H14O3S
(2S)-2-methyl-4-(5-methylfuran-2-yl)sulfanylbutanoic acid
—— (2R)-N-[(4-methylphenyl)methyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C19H19N3OS3
(2R)-N-[(4-methylphenyl)methyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— methyl N-[(2R)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]carbamate —— C13H13N3O3S3
methyl N-[(2R)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]carbamate
—— (2S)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-N-prop-2-enylpropanamide —— C14H15N3OS3
(2S)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-N-prop-2-enylpropanamide
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C18H16FN3OS3
(2S)-N-[(4-fluorophenyl)methyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-cycloheptyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C18H23N3OS3
(2S)-N-cycloheptyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-(1-cyanocyclohexyl)-N-methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C19H22N4OS3
(2R)-N-(1-cyanocyclohexyl)-N-methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-tert-butyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C15H19N3OS3
(2R)-N-tert-butyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-(2-methoxyethyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C14H17N3O2S3
(2S)-N-(2-methoxyethyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C16H15N3OS4
(2S)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— ethyl (4R)-4-cyano-5-methylsulfanyl-2,3-dihydropyrrole-4-carboxylate —— C9H12N2O2S
ethyl (4R)-4-cyano-5-methylsulfanyl-2,3-dihydropyrrole-4-carboxylate
—— (2R)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-N,N-di(propan-2-yl)propanamide —— C17H23N3OS3
(2R)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-N,N-di(propan-2-yl)propanamide
—— ethyl (4S)-4-cyano-5-methylsulfanyl-2,3-dihydropyrrole-4-carboxylate —— C9H12N2O2S
ethyl (4S)-4-cyano-5-methylsulfanyl-2,3-dihydropyrrole-4-carboxylate
—— (2R)-N-(2-methylpropyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C15H19N3OS3
(2R)-N-(2-methylpropyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-(2-phenylsulfanylphenyl)-2-([1,2,4]triazolo[4,3-a]pyridin-3-ylsulfanyl)propanamide —— C21H18N4OS2
(2R)-N-(2-phenylsulfanylphenyl)-2-([1,2,4]triazolo[4,3-a]pyridin-3-ylsulfanyl)propanamide
—— (2R)-N-cycloheptyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C18H23N3OS3
(2R)-N-cycloheptyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-(1-cyanocyclohexyl)-N-methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C19H22N4OS3
(2S)-N-(1-cyanocyclohexyl)-N-methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-N,N-di(propan-2-yl)propanamide —— C17H23N3OS3
(2S)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]-N,N-di(propan-2-yl)propanamide
—— [(2S)-1-(tert-butylcarbamoylamino)-1-oxopropan-2-yl] 2-(2-methylphenyl)sulfanylacetate —— C17H24N2O4S
[(2S)-1-(tert-butylcarbamoylamino)-1-oxopropan-2-yl] 2-(2-methylphenyl)sulfanylacetate
—— (2S)-N-(2-cyanoethyl)-N-methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C15H16N4OS3
(2S)-N-(2-cyanoethyl)-N-methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C15H17N3O3S4
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— methyl N-[(2S)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]carbamate —— C13H13N3O3S3
methyl N-[(2S)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]carbamate
—— (2R)-N-(2-cyanoethyl)-N-methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C15H16N4OS3
(2R)-N-(2-cyanoethyl)-N-methyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(4-fluorophenyl)methyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C18H16FN3OS3
(2R)-N-[(4-fluorophenyl)methyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(4-methylphenyl)methyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C19H19N3OS3
(2S)-N-[(4-methylphenyl)methyl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-2-methyl-4-phenylsulfanylbutanoic acid —— C11H14O2S
(2S)-2-methyl-4-phenylsulfanylbutanoic acid
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H20N4O3S3
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 3-thiophen-3-yl-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,2,4-oxadiazole —— C13H9N5OS3
3-thiophen-3-yl-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,2,4-oxadiazole
—— 7-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C13H10N6OS3
7-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H20N4O3S3
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (3S)-2-oxo-1H-pyrido[2,3-b][1,4]thiazine-3-carboxylic acid —— C8H6N2O3S
(3S)-2-oxo-1H-pyrido[2,3-b][1,4]thiazine-3-carboxylic acid
—— (4S)-5-hydroxy-4-phenylsulfanylpentanenitrile —— C11H13NOS
(4S)-5-hydroxy-4-phenylsulfanylpentanenitrile
—— (3R)-3-phenylsulfanylpent-4-enoic acid —— C11H12O2S
(3R)-3-phenylsulfanylpent-4-enoic acid
—— (2R)-2-phenylsulfanylpent-4-enoic acid —— C11H12O2S
(2R)-2-phenylsulfanylpent-4-enoic acid
—— (3S)-3-methyl-4-(4-methylphenyl)sulfanylbutanal —— C12H16OS
(3S)-3-methyl-4-(4-methylphenyl)sulfanylbutanal
—— (3S,4S)-4-hydroxy-3-phenylsulfanylpentanenitrile —— C11H13NOS
(3S,4S)-4-hydroxy-3-phenylsulfanylpentanenitrile
—— (4S)-4-hydroxy-5-phenylsulfanylpentanenitrile —— C11H13NOS
(4S)-4-hydroxy-5-phenylsulfanylpentanenitrile
—— (3S)-3-hydroxy-4-(4-methylphenyl)sulfanylbutanenitrile —— C11H13NOS
(3S)-3-hydroxy-4-(4-methylphenyl)sulfanylbutanenitrile
—— (3R)-3-methyl-4-(4-methylphenyl)sulfanylbutanal —— C12H16OS
(3R)-3-methyl-4-(4-methylphenyl)sulfanylbutanal
—— (3S,4R)-4-hydroxy-3-phenylsulfanylpentanenitrile —— C11H13NOS
(3S,4R)-4-hydroxy-3-phenylsulfanylpentanenitrile
—— (3S)-4-hydroxy-3-(4-methylphenyl)sulfanylbutanenitrile —— C11H13NOS
(3S)-4-hydroxy-3-(4-methylphenyl)sulfanylbutanenitrile
—— (2S)-2-(2-phenylsulfanylethyl)pyrrolidine —— C12H17NS
(2S)-2-(2-phenylsulfanylethyl)pyrrolidine
—— (4R)-5-hydroxy-4-phenylsulfanylpentanenitrile —— C11H13NOS
(4R)-5-hydroxy-4-phenylsulfanylpentanenitrile