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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-cyclopropyl-N-[(2-fluorophenyl)methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H17F2N3O2S
N-cyclopropyl-N-[(2-fluorophenyl)methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[2-(cyclopentylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C14H22N4O2S3
2-[[5-[2-(cyclopentylamino)-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— 2-Cyclopropyl-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole —— C14H12N4O2S
2-Cyclopropyl-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-oxadiazole
—— N-(2-cyanopropan-2-yl)-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C16H17N3OS2
N-(2-cyanopropan-2-yl)-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— N-methyl-N-[(3-methylthiophen-2-yl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C18H18N2OS3
N-methyl-N-[(3-methylthiophen-2-yl)methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide —— C19H23N5OS2
2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide
—— N-[(1S)-1-cyclopropylethyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide —— C14H22N4OS
N-[(1S)-1-cyclopropylethyl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetamide
—— 1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)ethanone —— C18H21N3O3S
1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)ethanone
—— 3-Cyclopropyl-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-4-amine —— C15H15N5OS
3-Cyclopropyl-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-4-amine
—— 2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(3-chlorophenyl)ethyl]acetamide —— C16H22ClN5OS
2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(3-chlorophenyl)ethyl]acetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide —— C17H13ClFN3O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2-fluorophenyl)methyl]acetamide
—— 5-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-N-(4-methoxyphenyl)-1,3,4-thiadiazol-2-amine —— C17H15N5OS3
5-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-N-(4-methoxyphenyl)-1,3,4-thiadiazol-2-amine
—— 2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C18H24N4O3S2
2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— (3R)-3-[[4-methyl-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C18H20N4O3S2
(3R)-3-[[4-methyl-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide
—— 2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N,N-di(propan-2-yl)acetamide —— C16H28N4O3S2
2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N,N-di(propan-2-yl)acetamide
—— 1-(2,5-dimethyl-1-propylpyrrol-3-yl)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C19H28N4O3S2
1-(2,5-dimethyl-1-propylpyrrol-3-yl)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— (3S)-3-[[4-methyl-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C18H20N4O3S2
(3S)-3-[[4-methyl-5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide
—— 2-[[5-(2-Methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C17H21N5OS2
2-[[5-(2-Methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— N-cycloheptyl-5-nitro-2-(1H-1,2,4-triazol-5-ylsulfanyl)benzamide —— C16H19N5O3S
N-cycloheptyl-5-nitro-2-(1H-1,2,4-triazol-5-ylsulfanyl)benzamide
—— (2S)-N,N-di(propan-2-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H22N4OS2
(2S)-N,N-di(propan-2-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2S)-N-(2-phenylethyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H18N4OS2
(2S)-N-(2-phenylethyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-(2-cyanoethyl)-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C13H15N5OS2
(2R)-N-(2-cyanoethyl)-N-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— methyl N-[(2R)-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]carbamate —— C11H15N3O3S3
methyl N-[(2R)-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]carbamate
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C13H19N3O3S4
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylprop-2-enylsulfanyl)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (7-Methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)methyl 3-phenylsulfanylpropanoate —— C16H15N3O3S2
(7-Methyl-5-oxo-[1,3,4]thiadiazolo[3,2-a]pyrimidin-2-yl)methyl 3-phenylsulfanylpropanoate
—— N-[(2R)-4-phenylbutan-2-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C19H25N3OS
N-[(2R)-4-phenylbutan-2-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— 7-Methyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C10H9N5OS3
7-Methyl-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-(4,5,6-Trimethylpyrimidin-2-yl)sulfanyl-1-(1,2,5-trimethylpyrrol-3-yl)ethanone —— C16H21N3OS
2-(4,5,6-Trimethylpyrimidin-2-yl)sulfanyl-1-(1,2,5-trimethylpyrrol-3-yl)ethanone
—— 1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylethanone —— C18H20N4OS2
1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylethanone
—— N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C17H19F2N3OS
N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— (2R)-N-[(2S)-2-phenylpropyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C19H25N3OS
(2R)-N-[(2S)-2-phenylpropyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide
—— N-pentan-3-yl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C14H23N3OS
N-pentan-3-yl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-methyl-N-[(4-methylphenyl)methyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C18H23N3OS
N-methyl-N-[(4-methylphenyl)methyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— ethyl 2,4-dimethyl-5-[(2R)-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C18H26N4O3S2
ethyl 2,4-dimethyl-5-[(2R)-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— 2-(3,4-difluorophenyl)sulfanyl-N-[3-(N-methylanilino)propyl]acetamide —— C18H20F2N2OS
2-(3,4-difluorophenyl)sulfanyl-N-[3-(N-methylanilino)propyl]acetamide
—— (2S)-N-(1-cyanocyclohexyl)-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H21N5OS2
(2S)-N-(1-cyanocyclohexyl)-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-N-(2-methylpropyl)-1,3,4-thiadiazol-2-amine —— C13H15ClFN3S2
5-[(2-chloro-6-fluorophenyl)methylsulfanyl]-N-(2-methylpropyl)-1,3,4-thiadiazol-2-amine
—— 5-[[5-(5-bromothiophen-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-ethyl-1,3,4-thiadiazol-2-amine —— C11H10BrN5OS3
5-[[5-(5-bromothiophen-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-ethyl-1,3,4-thiadiazol-2-amine
—— N-[2-(4-chlorophenyl)sulfanylethyl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H17ClN4OS3
N-[2-(4-chlorophenyl)sulfanylethyl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-ethylphenyl)methyl]-N-methylacetamide —— C16H22N4OS2
2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-ethylphenyl)methyl]-N-methylacetamide
—— 5-[(4-bromophenyl)methylsulfanyl]-N-(2-methylpropyl)-1,3,4-thiadiazol-2-amine —— C13H16BrN3S2
5-[(4-bromophenyl)methylsulfanyl]-N-(2-methylpropyl)-1,3,4-thiadiazol-2-amine
—— ethyl 2,4-dimethyl-5-[2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C17H24N4O3S2
ethyl 2,4-dimethyl-5-[2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— N-ethyl-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C11H11N5OS3
N-ethyl-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide —— C12H16N4O2S2
2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide
—— 2-[5-[2-[[5-(Ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]thiophen-2-yl]-1-morpholin-4-ylethanone —— C16H20N4O3S3
2-[5-[2-[[5-(Ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]thiophen-2-yl]-1-morpholin-4-ylethanone
—— N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H20N4O3S3
N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C15H19FN4OS2
(2R)-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— N-ethyl-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C12H12N4OS3
N-ethyl-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-[(2-bromophenyl)methyl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide —— C14H17BrN4OS2
N-[(2-bromophenyl)methyl]-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methylacetamide
—— 2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C15H20N4OS3
2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide