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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-(4-fluorophenyl)-5-[(1R)-1-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole —— C16H11FN4O3S
2-(4-fluorophenyl)-5-[(1R)-1-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole
—— (2R)-N,N-dimethyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C12H14N4O2S
(2R)-N,N-dimethyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide —— C19H22N4O2S
(2R)-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide
—— 2-(4-Chlorophenyl)sulfanylethyl 2,2-dioxo-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine-9-carboxylate —— C16H15ClN2O4S2
2-(4-Chlorophenyl)sulfanylethyl 2,2-dioxo-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine-9-carboxylate
—— (2R)-N-ethyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C12H14N4O2S
(2R)-N-ethyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide —— C13H14FN3O2S
(2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide
—— (2S)-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide —— C19H22N4O2S
(2S)-2-[[4-benzyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-ethylpropanamide
—— (2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-ethylpropanamide —— C14H17N3O2S
(2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-ethylpropanamide
—— (2S)-N-ethyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C13H14FN3O2S
(2S)-N-ethyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-1-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol —— C17H25N4O2S2+
(2R)-1-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol
—— (2S)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide —— C13H14FN3O2S
(2S)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide
—— (3S,4R)-4-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C14H17N3O3S3
(3S,4R)-4-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— (2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide —— C13H14FN3O2S
(2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide
—— N-(4-ethylphenyl)-5-(2-pyridin-2-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine —— C17H18N4S2
N-(4-ethylphenyl)-5-(2-pyridin-2-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine
—— (3R,4R)-4-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C14H17N3O3S3
(3R,4R)-4-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— (2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]pentanedinitrile —— C16H17N5S2
(2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]pentanedinitrile
—— [(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-(2-methylphenyl)sulfanylacetate —— C14H19NO3S
[(2R)-1-(ethylamino)-1-oxopropan-2-yl] 2-(2-methylphenyl)sulfanylacetate
—— (2S)-1-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol —— C17H25N4O2S2+
(2S)-1-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol
—— N-(4-ethylphenyl)-5-(2-pyridin-4-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine —— C17H18N4S2
N-(4-ethylphenyl)-5-(2-pyridin-4-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine
—— Methyl 3-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C14H17N3O2S2
Methyl 3-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— (3R,4S)-4-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C14H17N3O3S3
(3R,4S)-4-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— 3-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methyl-4-oxopentan-2-yl)propanamide —— C19H26N4O2S2
3-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methyl-4-oxopentan-2-yl)propanamide
—— (2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]pentanedinitrile —— C16H17N5S2
(2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]pentanedinitrile
—— (2S)-N,N-dimethyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C13H15N3OS3
(2S)-N,N-dimethyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-ethyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C13H15N3OS3
(2S)-N-ethyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C11H14N4OS2
(2R)-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-(4-fluorophenyl)-5-[(1R)-1-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3,4-oxadiazole —— C16H12FN5OS2
2-(4-fluorophenyl)-5-[(1R)-1-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3,4-oxadiazole
—— (2R)-N,N-dimethyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C13H15N3OS3
(2R)-N,N-dimethyl-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 5-[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-3-phenyl-1,3,4-thiadiazole-2-thione —— C19H16N4OS3
5-[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-3-phenyl-1,3,4-thiadiazole-2-thione
—— (2R)-1-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol —— C15H21N4O2S2+
(2R)-1-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol
—— 2-(4-methylphenyl)-5-[(1S)-1-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3,4-oxadiazole —— C17H15N5OS2
2-(4-methylphenyl)-5-[(1S)-1-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3,4-oxadiazole
—— (3S,4R)-4-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1,1-dioxothiolan-3-ol —— C12H13N3O3S3
(3S,4R)-4-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1,1-dioxothiolan-3-ol
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanylmethyl]pentanedinitrile —— C14H13N5S2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanylmethyl]pentanedinitrile
—— (2S)-N,N-dimethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C11H14N4OS2
(2S)-N,N-dimethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (3S,4S)-4-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1,1-dioxothiolan-3-ol —— C12H13N3O3S3
(3S,4S)-4-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1,1-dioxothiolan-3-ol
—— (3R,4S)-4-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1,1-dioxothiolan-3-ol —— C12H13N3O3S3
(3R,4S)-4-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1,1-dioxothiolan-3-ol
—— (2S)-1-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol —— C15H21N4O2S2+
(2S)-1-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol
—— 2-(4-fluorophenyl)-5-[(1S)-1-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3,4-oxadiazole —— C16H12FN5OS2
2-(4-fluorophenyl)-5-[(1S)-1-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3,4-oxadiazole
—— (2S)-1-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(thiophen-2-ylmethoxy)propan-2-ol —— C16H17N3O2S3
(2S)-1-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(thiophen-2-ylmethoxy)propan-2-ol
—— (2R)-1-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(thiophen-2-ylmethoxy)propan-2-ol —— C16H17N3O2S3
(2R)-1-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(thiophen-2-ylmethoxy)propan-2-ol
—— (2R)-1-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-morpholin-4-ylpropan-2-ol —— C15H20N4O2S2
(2R)-1-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-morpholin-4-ylpropan-2-ol
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanylmethyl]pentanedinitrile —— C14H13N5S2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanylmethyl]pentanedinitrile
—— (2R)-N,N-dimethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C11H14N4OS2
(2R)-N,N-dimethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 3-[(5-Anilino-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C11H12N4OS2
3-[(5-Anilino-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— N-phenyl-5-(2-pyridin-2-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine —— C15H14N4S2
N-phenyl-5-(2-pyridin-2-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine
—— (3R,4R)-4-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1,1-dioxothiolan-3-ol —— C12H13N3O3S3
(3R,4R)-4-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1,1-dioxothiolan-3-ol
—— [(2R)-1-oxo-1-(thiophen-2-ylmethylamino)propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C18H23N3O3S2
[(2R)-1-oxo-1-(thiophen-2-ylmethylamino)propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— (2R)-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide —— C14H17FN4OS
(2R)-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide
—— (2S)-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide —— C14H17FN4OS
(2S)-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide
—— [(2S)-1-(cycloheptylamino)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H31N3O3S
[(2S)-1-(cycloheptylamino)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate