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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
—— [2-[2-(4-bromophenyl)sulfanylethylamino]-2-oxoethyl] (E)-pent-2-enoate —— C15H18BrNO3S
[2-[2-(4-bromophenyl)sulfanylethylamino]-2-oxoethyl] (E)-pent-2-enoate
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]acetamide —— C19H14F3NOS2
2-(2,5-difluorophenyl)sulfanyl-N-[(S)-(4-fluorophenyl)-thiophen-2-ylmethyl]acetamide
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(2-methylphenyl)methyl]acetamide —— C16H15F2NOS
2-(2,5-difluorophenyl)sulfanyl-N-[(2-methylphenyl)methyl]acetamide
—— 2-(2,5-difluorophenyl)sulfanyl-N-[(1S)-1-(furan-2-yl)ethyl]acetamide —— C14H13F2NO2S
2-(2,5-difluorophenyl)sulfanyl-N-[(1S)-1-(furan-2-yl)ethyl]acetamide
—— 2-[(2,5-Difluorophenyl)sulfanylmethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole —— C16H12F2N2OS
2-[(2,5-Difluorophenyl)sulfanylmethyl]-5-(3-methylphenyl)-1,3,4-oxadiazole
—— 2-(2,5-difluorophenyl)sulfanyl-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)ethanone —— C17H14F2O3S
2-(2,5-difluorophenyl)sulfanyl-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)ethanone
—— N-benzyl-2-(2,5-difluorophenyl)sulfanyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]acetamide —— C19H17F2NO3S2
N-benzyl-2-(2,5-difluorophenyl)sulfanyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]acetamide
—— N-(1-adamantyl)-N-(2-cyanoethyl)-2-(2,5-difluorophenyl)sulfanylacetamide —— C21H24F2N2OS
N-(1-adamantyl)-N-(2-cyanoethyl)-2-(2,5-difluorophenyl)sulfanylacetamide
—— 2-(2-chlorophenyl)sulfanyl-N-[(2-methoxyphenyl)methyl]pyridine-3-carboxamide —— C20H17ClN2O2S
2-(2-chlorophenyl)sulfanyl-N-[(2-methoxyphenyl)methyl]pyridine-3-carboxamide
—— N-[(2-methoxyphenyl)methyl]-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide —— C21H20N2O2S
N-[(2-methoxyphenyl)methyl]-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide
—— N-cyclopropyl-5-[[2-(4-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C16H17N5S3
N-cyclopropyl-5-[[2-(4-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— [(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 2-fluorobenzoate —— C22H18FNO3S
[(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] 2-fluorobenzoate
—— [(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] cyclopropanecarboxylate —— C19H19NO3S
[(2S)-1-oxo-1-(2-phenylsulfanylanilino)propan-2-yl] cyclopropanecarboxylate
—— methyl N-[(2R)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]carbamate —— C10H15N3O3S3
methyl N-[(2R)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]carbamate
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C12H19N3O3S4
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-(2-methoxyethyl)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C11H19N3O2S3
(2R)-N-(2-methoxyethyl)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 7-Methyl-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C12H13N5OS4
7-Methyl-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C15H18ClN3OS3
(2R)-N-[(2-chlorophenyl)methyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C12H19N3O3S4
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-(2-methoxyethyl)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C11H19N3O2S3
(2S)-N-(2-methoxyethyl)-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(2-chlorophenyl)methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide —— C15H15ClN2O2S
(2R)-N-[(2-chlorophenyl)methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide —— C15H15ClN2O2S
(2S)-N-[(2-chlorophenyl)methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide
—— (2S)-N-cycloheptyl-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide —— C15H22N2O2S
(2S)-N-cycloheptyl-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide
—— (2R)-N-cycloheptyl-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide —— C15H22N2O2S
(2R)-N-cycloheptyl-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide
—— (2S)-N-[(4-methylphenyl)methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide —— C16H18N2O2S
(2S)-N-[(4-methylphenyl)methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylpropanamide
—— (2R)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methoxyethyl)propanamide —— C15H21N5O2S2
(2R)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methoxyethyl)propanamide
—— (2R)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C20H23N5OS2
(2R)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— (2S)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-cycloheptylpropanamide —— C19H27N5OS2
(2S)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-cycloheptylpropanamide
—— (2S)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-enylpropanamide —— C15H19N5OS2
(2S)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-prop-2-enylpropanamide
—— methyl N-[(2R)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]carbamate —— C14H17N5O3S2
methyl N-[(2R)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]carbamate
—— (2R)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-cycloheptylpropanamide —— C19H27N5OS2
(2R)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-cycloheptylpropanamide
—— (2S)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methoxyethyl)propanamide —— C15H21N5O2S2
(2S)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methoxyethyl)propanamide
—— (2S)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide —— C19H20FN5OS2
(2S)-2-[(4-amino-5-benzylsulfanyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide
—— 2-[[5-[(2R)-1-(azepan-1-yl)-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C16H26N4O2S3
2-[[5-[(2R)-1-(azepan-1-yl)-1-oxopropan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— (2S)-N-tert-butyl-2-[[5-[2-oxo-2-(propylamino)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H24N4O2S3
(2S)-N-tert-butyl-2-[[5-[2-oxo-2-(propylamino)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-cycloheptyl-2-[[5-[2-oxo-2-(propylamino)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H28N4O2S3
(2R)-N-cycloheptyl-2-[[5-[2-oxo-2-(propylamino)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-cycloheptyl-2-[[5-[2-oxo-2-(propylamino)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H28N4O2S3
(2S)-N-cycloheptyl-2-[[5-[2-oxo-2-(propylamino)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-cycloheptyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H28N4O3S
(2R)-N-cycloheptyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H21FN4O3S
(2S)-N-[(4-fluorophenyl)methyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-[(4-fluorophenyl)methyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H21FN4O3S
(2R)-N-[(4-fluorophenyl)methyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H21ClN4O3S
(2R)-N-[(2-chlorophenyl)methyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H21ClN4O3S
(2S)-N-[(2-chlorophenyl)methyl]-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-cycloheptyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H28N4O3S
(2R)-N-cycloheptyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H21FN4O3S
(2S)-N-[(4-fluorophenyl)methyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-[(4-fluorophenyl)methyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H21FN4O3S
(2R)-N-[(4-fluorophenyl)methyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H21ClN4O3S
(2R)-N-[(2-chlorophenyl)methyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H21ClN4O3S
(2S)-N-[(2-chlorophenyl)methyl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2R)-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C17H24N4O3S
(2R)-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— (2R)-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C18H20N4O2S2
(2R)-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H21ClN4O3S
(2S)-N-[(2-chlorophenyl)methyl]-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide