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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)-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylsulfanylphenyl)propanamide —— C19H20N4OS2
(2R)-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylsulfanylphenyl)propanamide
—— Propyl 3-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate —— C14H17N3O2S2
Propyl 3-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]propanoate
—— (3-Thiophen-3-yl-1,2,4-oxadiazol-5-yl)methyl 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C17H18N4O3S2
(3-Thiophen-3-yl-1,2,4-oxadiazol-5-yl)methyl 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H17ClN4OS
(2R)-N-[(2-chlorophenyl)methyl]-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H17ClN4OS
(2S)-N-[(2-chlorophenyl)methyl]-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— [(2R)-1-[(4-fluorophenyl)methylamino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H24FN3O3S
[(2R)-1-[(4-fluorophenyl)methylamino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2S)-1-[[(3S)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C17H25N3O5S2
[(2S)-1-[[(3S)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2R)-1-[(1-cyanocyclohexyl)-methylamino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C21H30N4O3S
[(2R)-1-[(1-cyanocyclohexyl)-methylamino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— (2S)-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylsulfanylphenyl)propanamide —— C19H20N4OS2
(2S)-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylsulfanylphenyl)propanamide
—— [(2S)-1-[(1-cyanocyclohexyl)-methylamino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C21H30N4O3S
[(2S)-1-[(1-cyanocyclohexyl)-methylamino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— (7-Methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)methyl 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C17H19N5O3S2
(7-Methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)methyl 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2S)-1-oxo-1-(thiophen-2-ylmethylamino)propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C18H23N3O3S2
[(2S)-1-oxo-1-(thiophen-2-ylmethylamino)propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2S)-1-(methoxycarbonylamino)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C15H21N3O5S
[(2S)-1-(methoxycarbonylamino)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2S)-1-[(2-chlorophenyl)methylamino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H24ClN3O3S
[(2S)-1-[(2-chlorophenyl)methylamino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2S)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C16H23N3O3S
[(2S)-1-oxo-1-(prop-2-enylamino)propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2S)-1-[[(3R)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C17H25N3O5S2
[(2S)-1-[[(3R)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2R)-1-[[(3S)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C17H25N3O5S2
[(2R)-1-[[(3S)-1,1-dioxothiolan-3-yl]amino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— (2R)-2-(3,4-difluorophenyl)sulfanyl-N-[(1R,2R)-2-methylcyclohexyl]propanamide —— C16H21F2NOS
(2R)-2-(3,4-difluorophenyl)sulfanyl-N-[(1R,2R)-2-methylcyclohexyl]propanamide
—— 2-(3,4-difluorophenyl)sulfanyl-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]acetamide —— C13H12F2N2O3S2
2-(3,4-difluorophenyl)sulfanyl-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]acetamide
—— (2R)-2-(3,4-difluorophenyl)sulfanyl-N-[(1S,2R)-2-methylcyclohexyl]propanamide —— C16H21F2NOS
(2R)-2-(3,4-difluorophenyl)sulfanyl-N-[(1S,2R)-2-methylcyclohexyl]propanamide
—— (2S)-2-(3,4-difluorophenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]propanamide —— C17H16F3NOS
(2S)-2-(3,4-difluorophenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]propanamide
—— (2R)-2-(3,4-difluorophenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]propanamide —— C17H16F3NOS
(2R)-2-(3,4-difluorophenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]propanamide
—— 2-(2-Bromophenyl)-5-[(3,4-difluorophenyl)sulfanylmethyl]-1,3,4-oxadiazole —— C15H9BrF2N2OS
2-(2-Bromophenyl)-5-[(3,4-difluorophenyl)sulfanylmethyl]-1,3,4-oxadiazole
—— (2S)-N-benzyl-2-(3,4-difluorophenyl)sulfanylpropanamide —— C16H15F2NOS
(2S)-N-benzyl-2-(3,4-difluorophenyl)sulfanylpropanamide
—— (2R)-4-(3,4-difluorophenyl)sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C14H10F2N2OS2
(2R)-4-(3,4-difluorophenyl)sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— (2S)-4-(3,4-difluorophenyl)sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C14H10F2N2OS2
(2S)-4-(3,4-difluorophenyl)sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— (2R)-2-(3,4-difluorophenyl)sulfanyl-N-[(1R,2S)-2-methylcyclohexyl]propanamide —— C16H21F2NOS
(2R)-2-(3,4-difluorophenyl)sulfanyl-N-[(1R,2S)-2-methylcyclohexyl]propanamide
—— 3-[5-[[5-(2,5-Dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]propanamide —— C15H18N6O3S
3-[5-[[5-(2,5-Dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-methyl-5-[[(2S)-4-(2-methylpropyl)morpholin-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]propanamide —— C15H27N5O2S
3-[4-methyl-5-[[(2S)-4-(2-methylpropyl)morpholin-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-(5-Ethylthiophen-2-yl)-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C14H18N4O2S2
3-[5-[2-(5-Ethylthiophen-2-yl)-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— (2R)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide —— C11H19N5O2S
(2R)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide
—— (2S)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N,N-dimethylpropanamide —— C11H19N5O2S
(2S)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N,N-dimethylpropanamide
—— 3-[4-Methyl-5-[(4-oxo-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-2-yl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide —— C17H20N6O2S2
3-[4-Methyl-5-[(4-oxo-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-2-yl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[(3-Chlorophenyl)methylamino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C15H18ClN5O2S
3-[5-[2-[(3-Chlorophenyl)methylamino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C18H27N5O3S
3-[5-[2-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-methyl-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C16H18N6O2S
3-[4-methyl-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-methyl-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C14H18N4OS
3-[4-methyl-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— (2R)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylpropanamide —— C12H21N5O2S
(2R)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylpropanamide
—— 3-[4-methyl-5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]propanamide —— C11H18N4O2S
3-[4-methyl-5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[(2R)-2-cyanopropyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C10H15N5OS
3-[5-[(2R)-2-cyanopropyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[[2-(4-Ethylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]propanamide —— C18H21N5OS2
3-[5-[[2-(4-Ethylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]propanamide
—— [2-[[4-(Dimethylamino)phenyl]methylamino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C21H28N4O3S
[2-[[4-(Dimethylamino)phenyl]methylamino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— 3-[4-methyl-5-[2-oxo-2-[[(1R)-1-phenylbutyl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C18H25N5O2S
3-[4-methyl-5-[2-oxo-2-[[(1R)-1-phenylbutyl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-(2-Chloroprop-2-enylsulfanyl)-4-methyl-1,2,4-triazol-3-yl]propanamide —— C9H13ClN4OS
3-[5-(2-Chloroprop-2-enylsulfanyl)-4-methyl-1,2,4-triazol-3-yl]propanamide
—— (2S)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]propanamide —— C19H27N5O2S
(2S)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]propanamide
—— (2R)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide —— C19H27N5O2S
(2R)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide
—— 3-[4-methyl-5-[2-oxo-2-[[(1S)-1-phenylbutyl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C18H25N5O2S
3-[4-methyl-5-[2-oxo-2-[[(1S)-1-phenylbutyl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[(2S)-2-cyanopropyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C10H15N5OS
3-[5-[(2S)-2-cyanopropyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[(2,4-Dimethylphenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C18H25N5O2S
3-[5-[2-[(2,4-Dimethylphenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-methyl-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C16H18N6O2S
3-[4-methyl-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide