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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
—— 4-[[5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-[1]benzofuro[3,2-d]pyrimidine —— C16H8N4O3S
4-[[5-(Furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-[1]benzofuro[3,2-d]pyrimidine
—— 2-phenylsulfanyl-N-[2-[(1R)-1-pyridin-4-ylethyl]pyrazol-3-yl]pyridine-3-carboxamide —— C22H19N5OS
2-phenylsulfanyl-N-[2-[(1R)-1-pyridin-4-ylethyl]pyrazol-3-yl]pyridine-3-carboxamide
—— (2S)-4-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C18H16N4O2S2
(2S)-4-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— (2R)-2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-3-phenylpropanenitrile —— C20H24N4S
(2R)-2-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-3-phenylpropanenitrile
—— [2-Oxo-2-(prop-2-enylamino)ethyl] 2-phenylsulfanylacetate —— C13H15NO3S
[2-Oxo-2-(prop-2-enylamino)ethyl] 2-phenylsulfanylacetate
—— 1-chloro-4-[(1R)-1,2,2-trichloroethyl]sulfanylbenzene —— C8H6Cl4S
1-chloro-4-[(1R)-1,2,2-trichloroethyl]sulfanylbenzene
—— 4-Methyl-2-(2-thiophen-2-ylquinazolin-4-yl)sulfanyl-1,3-thiazole —— C16H11N3S3
4-Methyl-2-(2-thiophen-2-ylquinazolin-4-yl)sulfanyl-1,3-thiazole
—— [2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl] 2-(4-methylphenyl)sulfanylacetate —— C16H21NO4S
[2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl] 2-(4-methylphenyl)sulfanylacetate
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[2-(furan-2-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide —— C22H20N4O2S
2-(2,4-dimethylphenyl)sulfanyl-N-[2-(furan-2-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-(2-propan-2-ylpyrazol-3-yl)pyridine-3-carboxamide —— C20H22N4OS
2-(2,5-dimethylphenyl)sulfanyl-N-(2-propan-2-ylpyrazol-3-yl)pyridine-3-carboxamide
—— 2-(4-methylphenyl)sulfanyl-N-[2-(1-methylpiperidin-1-ium-4-yl)pyrazol-3-yl]pyridine-3-carboxamide —— C22H26N5OS+
2-(4-methylphenyl)sulfanyl-N-[2-(1-methylpiperidin-1-ium-4-yl)pyrazol-3-yl]pyridine-3-carboxamide
—— N-[[5-[2-[[5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]thiophen-2-yl]methyl]acetamide —— C16H21N4O3S2+
N-[[5-[2-[[5-(pyrrolidin-1-ium-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]thiophen-2-yl]methyl]acetamide
—— N-(1-cyanocyclohexyl)-2-(4-fluorophenyl)sulfanyl-N-methylacetamide —— C16H19FN2OS
N-(1-cyanocyclohexyl)-2-(4-fluorophenyl)sulfanyl-N-methylacetamide
—— N-propyl-5-(thiazol-4-ylmethylsulfanyl)-1,3,4-thiadiazol-2-amine —— C9H12N4S3
N-propyl-5-(thiazol-4-ylmethylsulfanyl)-1,3,4-thiadiazol-2-amine
—— (3S)-N-(4-cyclopentylsulfanylphenyl)oxolan-3-amine —— C15H21NOS
(3S)-N-(4-cyclopentylsulfanylphenyl)oxolan-3-amine
—— (3R)-N-(4-cyclopentylsulfanylphenyl)oxolan-3-amine —— C15H21NOS
(3R)-N-(4-cyclopentylsulfanylphenyl)oxolan-3-amine
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3R)-5-(furan-2-yl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C15H14N6O2S2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3R)-5-(furan-2-yl)-3-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[2-(1-methylpiperidin-1-ium-4-yl)pyrazol-3-yl]pyridine-3-carboxamide —— C23H28N5OS+
2-(2,5-dimethylphenyl)sulfanyl-N-[2-(1-methylpiperidin-1-ium-4-yl)pyrazol-3-yl]pyridine-3-carboxamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[2-(furan-2-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide —— C22H20N4O2S
2-(2,5-dimethylphenyl)sulfanyl-N-[2-(furan-2-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C12H19N3O3S3
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-prop-2-enylpropanamide —— C9H13N3OS2
(2R)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-prop-2-enylpropanamide
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C13H14FN3OS2
(2S)-N-[(4-fluorophenyl)methyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C11H14N4O3S3
(2R)-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C10H15N3O3S3
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-benzyl-N-tert-butyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C23H27N3O2S
(2S)-N-benzyl-N-tert-butyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H19N3O4S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-phenylsulfanylphenyl)propanamide —— C18H17N3OS3
(2R)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-phenylsulfanylphenyl)propanamide
—— (2R)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide —— C20H21N3O2S
(2R)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide
—— (2S)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C11H13N3OS3
(2S)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— (2S)-N-tert-butyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C10H17N3OS2
(2S)-N-tert-butyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylpropanamide —— C15H19N3O2S
(2R)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylpropanamide
—— (2R)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C17H17N3O2S2
(2R)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— 2-[(4-cyclopropyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C12H12N6O2S2
2-[(4-cyclopropyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (2R)-N-(1-cyanocyclohexyl)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide —— C18H23N5O2S
(2R)-N-(1-cyanocyclohexyl)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H19N3O4S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-tert-butyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H21N3O2S
(2R)-N-tert-butyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide —— C20H21N3O2S
(2S)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)propanamide
—— (2S)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide —— C15H17N3O2S
(2S)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide
—— methyl N-[(2R)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]carbamate —— C14H15N3O4S
methyl N-[(2R)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]carbamate
—— (2R)-N-(2-methoxyethyl)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H19N3O3S
(2R)-N-(2-methoxyethyl)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C18H23N3O4S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-tert-butyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H21N3O2S
(2S)-N-tert-butyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H21N3O4S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-benzyl-N-tert-butyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C23H27N3O2S
(2S)-N-benzyl-N-tert-butyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C18H20N4O2S
(2R)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— methyl N-[(2S)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanoyl]carbamate —— C12H14N4O4S
methyl N-[(2S)-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanoyl]carbamate
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide —— C15H20N4O4S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-methylpropanamide
—— (2S)-N-(2-cyanoethyl)-N-methyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H18N4O2S
(2S)-N-(2-cyanoethyl)-N-methyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H22N4O4S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)propanamide —— C16H21N3O2S
(2S)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)propanamide