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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
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[(4-methylsulfanylphenyl)methylsulfanyl]acetamide —— C18H20ClNOS2
N-[(1R)-1-(4-chlorophenyl)ethyl]-2-[(4-methylsulfanylphenyl)methylsulfanyl]acetamide
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[(4-methylsulfanylphenyl)methylsulfanyl]acetamide —— C18H20ClNOS2
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[(4-methylsulfanylphenyl)methylsulfanyl]acetamide
—— 2-[(4-methylsulfanylphenyl)methylsulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C15H17NOS3
2-[(4-methylsulfanylphenyl)methylsulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— methyl N-[(2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]carbamate —— C15H18N4O3S2
methyl N-[(2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]carbamate
—— (2R)-N-tert-butyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H24N4OS2
(2R)-N-tert-butyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— [(3S)-1,1-dioxothiolan-3-yl] 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H19N3O4S3
[(3S)-1,1-dioxothiolan-3-yl] 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— (2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C18H20N4OS3
(2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— N-(4-ethylphenyl)-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C17H15N5OS3
N-(4-ethylphenyl)-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— methyl N-[(2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]carbamate —— C15H18N4O3S2
methyl N-[(2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]carbamate
—— [(3R)-1,1-dioxothiolan-3-yl] 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H19N3O4S3
[(3R)-1,1-dioxothiolan-3-yl] 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N,N-di(propan-2-yl)propanamide —— C17H24N4OS2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N,N-di(propan-2-yl)propanamide
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C16H16N4OS3
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— 2-[(5-Anilino-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C15H12N6OS3
2-[(5-Anilino-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-cyanoethyl)-N-methylpropanamide —— C15H17N5OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-cyanoethyl)-N-methylpropanamide
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(azepan-1-yl)propan-1-one —— C17H22N4OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(azepan-1-yl)propan-1-one
—— N-phenyl-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H11N5OS3
N-phenyl-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C19H20N4OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cycloheptylpropanamide —— C18H24N4OS2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cycloheptylpropanamide
—— methyl N-[(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]carbamate —— C13H14N4O3S2
methyl N-[(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]carbamate
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(azepan-1-yl)propan-1-one —— C17H22N4OS2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(azepan-1-yl)propan-1-one
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide —— C18H17FN4OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-methylpropyl)propanamide —— C15H20N4OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-methylpropyl)propanamide
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C19H20N4OS2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-propylpropanamide —— C14H18N4OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-propylpropanamide
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-cyanoethyl)-N-methylpropanamide —— C15H17N5OS2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-cyanoethyl)-N-methylpropanamide
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2-chlorophenyl)methyl]propanamide —— C18H17ClN4OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2-chlorophenyl)methyl]propanamide
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-tert-butylpropanamide —— C15H20N4OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-tert-butylpropanamide
—— [(3R)-1,1-dioxothiolan-3-yl] 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]acetate —— C14H15N3O4S3
[(3R)-1,1-dioxothiolan-3-yl] 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]acetate
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide —— C15H18N4O3S3
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C15H18N4O3S3
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— [(3S)-1,1-dioxothiolan-3-yl] 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]acetate —— C14H15N3O4S3
[(3S)-1,1-dioxothiolan-3-yl] 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]acetate
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(1-cyanocyclohexyl)-N-methylpropanamide —— C19H23N5OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(1-cyanocyclohexyl)-N-methylpropanamide
—— methyl N-[(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]carbamate —— C13H14N4O3S2
methyl N-[(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]carbamate
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-methylpropyl)propanamide —— C15H20N4OS2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-methylpropyl)propanamide
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-phenylethyl)propanamide —— C19H20N4OS2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-phenylethyl)propanamide
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-methoxyethyl)propanamide —— C14H18N4O2S2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-methoxyethyl)propanamide
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-methoxyethyl)propanamide —— C14H18N4O2S2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-methoxyethyl)propanamide
—— (3R)-3-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one —— C12H9BrN2O3S
(3R)-3-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one
—— (3S)-3-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one —— C12H9BrN2O3S
(3S)-3-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one
—— 2-(2-bromophenyl)-5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-1,3,4-oxadiazole —— C13H13BrN2O3S
2-(2-bromophenyl)-5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-1,3,4-oxadiazole
—— methyl (2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C12H11BrN2O3S
methyl (2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— (2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C16H14BrN3O3S
(2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— 2-(2-Bromophenyl)-5-[(5-methyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole —— C12H9BrN4O2S
2-(2-Bromophenyl)-5-[(5-methyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole
—— (2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide —— C14H14BrN3O2S
(2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopropylpropanamide
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide —— C16H14BrN3O3S
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-methoxypropyl)acetamide —— C14H16BrN3O3S
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-methoxypropyl)acetamide
—— 2-(2-Bromophenyl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-oxadiazole —— C15H9BrN4O3S
2-(2-Bromophenyl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-oxadiazole
—— methyl (2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C12H11BrN2O3S
methyl (2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— 2-(2-Bromophenyl)-5-[(4-methylsulfanylphenyl)methylsulfanyl]-1,3,4-oxadiazole —— C16H13BrN2OS2
2-(2-Bromophenyl)-5-[(4-methylsulfanylphenyl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-(2-Bromophenyl)-5-[(3-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazole —— C15H10BrFN2OS
2-(2-Bromophenyl)-5-[(3-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazole