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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
—— (2S)-1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-3-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-2-ol —— C13H24N4O2S2
(2S)-1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-3-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-2-ol
—— (2S)-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-3-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-2-ol —— C13H24N4O2S2
(2S)-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-3-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-2-ol
—— 2-[3-cyclopropyl-5-[(1R)-1-(2,4-difluorophenyl)ethyl]sulfanyl-1,2,4-triazol-4-yl]acetamide —— C15H16F2N4OS
2-[3-cyclopropyl-5-[(1R)-1-(2,4-difluorophenyl)ethyl]sulfanyl-1,2,4-triazol-4-yl]acetamide
—— N-[(2R)-1-methoxypropan-2-yl]-3-phenylsulfanylpropanamide —— C13H19NO2S
N-[(2R)-1-methoxypropan-2-yl]-3-phenylsulfanylpropanamide
—— (1R)-1-[4-butyl-5-[(3-methylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C19H30N4S
(1R)-1-[4-butyl-5-[(3-methylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— N-[(3S)-1,1-dioxothiolan-3-yl]-4-pyridin-2-ylsulfanylbenzamide —— C16H16N2O3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-4-pyridin-2-ylsulfanylbenzamide
—— 2-Amino-6-ethylsulfanylpyridin-1-ium-3,5-dicarbonitrile —— C9H9N4S+
2-Amino-6-ethylsulfanylpyridin-1-ium-3,5-dicarbonitrile
—— (3S)-3-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one —— C14H22N4O3S
(3S)-3-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one
—— (3R)-3-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one —— C14H22N4O3S
(3R)-3-[[4-(2-methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one
—— 2-[(2R)-3-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-hydroxypropyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile —— C17H25N3O2S
2-[(2R)-3-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-hydroxypropyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile
—— (2S)-N-[3-(dimethylamino)-2,2-dimethylpropyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C16H24N2OS
(2S)-N-[3-(dimethylamino)-2,2-dimethylpropyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— N-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H25N5OS
N-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-1,2-dibromo-3-isothiocyanatopropane —— C4H5Br2NS
(2R)-1,2-dibromo-3-isothiocyanatopropane
—— 2-[(2R)-3-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-hydroxypropyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile —— C17H25N3O2S
2-[(2R)-3-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-hydroxypropyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile
—— (2R)-N-[(6-chloropyridin-3-yl)methylsulfonyl]-2-phenylsulfanylpropanamide —— C15H15ClN2O3S2
(2R)-N-[(6-chloropyridin-3-yl)methylsulfonyl]-2-phenylsulfanylpropanamide
—— (2S)-N-cyclohexyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methylpropanamide —— C14H23N3OS3
(2S)-N-cyclohexyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methylpropanamide
—— (2S)-N-[(2R)-3-methyl-2-morpholin-4-ylbutyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C18H26N2O2S
(2S)-N-[(2R)-3-methyl-2-morpholin-4-ylbutyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2R)-N-[(2S)-3-methyl-2-morpholin-4-ylbutyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C18H26N2O2S
(2R)-N-[(2S)-3-methyl-2-morpholin-4-ylbutyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— [5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]methyl 2-(4-methylphenyl)sulfanylacetate —— C18H15ClN2O3S
[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]methyl 2-(4-methylphenyl)sulfanylacetate
—— 2-(2,4-Dimethylphenyl)sulfanylacetate —— C10H11O2S-
2-(2,4-Dimethylphenyl)sulfanylacetate
—— [4-[(2R)-2,3-dihydro-1-benzothiophene-2-carbonyl]piperazin-1-yl]-[(2S)-oxolan-2-yl]methanone —— C18H22N2O3S
[4-[(2R)-2,3-dihydro-1-benzothiophene-2-carbonyl]piperazin-1-yl]-[(2S)-oxolan-2-yl]methanone
—— [4-[(2S)-2,3-dihydro-1-benzothiophene-2-carbonyl]piperazin-1-yl]-[(2R)-oxolan-2-yl]methanone —— C18H22N2O3S
[4-[(2S)-2,3-dihydro-1-benzothiophene-2-carbonyl]piperazin-1-yl]-[(2R)-oxolan-2-yl]methanone
—— 2-Amino-4-(2-methylpropyl)-6-methylsulfanylpyridin-1-ium-3,5-dicarbonitrile —— C12H15N4S+
2-Amino-4-(2-methylpropyl)-6-methylsulfanylpyridin-1-ium-3,5-dicarbonitrile
—— 2-[(1R)-cyclohex-2-en-1-yl]sulfanyl-6-methylpyridine-3-carbonitrile —— C13H14N2S
2-[(1R)-cyclohex-2-en-1-yl]sulfanyl-6-methylpyridine-3-carbonitrile
—— (2R)-N-(3-cyclohexylpropyl)-2-propan-2-ylsulfonylpropanamide —— C15H29NO3S
(2R)-N-(3-cyclohexylpropyl)-2-propan-2-ylsulfonylpropanamide
—— 2-[(5-methyl-4-nitro-1H-pyrazol-3-yl)sulfanyl]acetate —— C6H6N3O4S-
2-[(5-methyl-4-nitro-1H-pyrazol-3-yl)sulfanyl]acetate
—— S-methyl N-[(5S,7R)-3-propan-2-yl-1-adamantyl]carbamothioate —— C15H25NOS
S-methyl N-[(5S,7R)-3-propan-2-yl-1-adamantyl]carbamothioate
—— 1-ethyl-3-[[(5S,7R)-3-[2-(methylcarbamothioylamino)ethyl]-1-adamantyl]methyl]thiourea —— C18H32N4S2
1-ethyl-3-[[(5S,7R)-3-[2-(methylcarbamothioylamino)ethyl]-1-adamantyl]methyl]thiourea
—— 5-Phenylsulfanyl-1,2,3-triaza-4-azanidacyclopenta-2,5-diene —— C7H5N4S-
5-Phenylsulfanyl-1,2,3-triaza-4-azanidacyclopenta-2,5-diene
—— 7,7-dimethyl-9-oxo-8,9a-dihydro-6H-pyrimido[4,5-b][1,4]benzothiazine-4-thiolate —— C12H12N3OS2-
7,7-dimethyl-9-oxo-8,9a-dihydro-6H-pyrimido[4,5-b][1,4]benzothiazine-4-thiolate
—— (3R)-3-[(S)-bromo(phenyl)methyl]-5,7-dimethyl-2,3-dihydro-[1,3]thiazolo[3,2-a]pyridin-4-ium-8-carbonitrile —— C17H16BrN2S+
(3R)-3-[(S)-bromo(phenyl)methyl]-5,7-dimethyl-2,3-dihydro-[1,3]thiazolo[3,2-a]pyridin-4-ium-8-carbonitrile
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-pentan-3-ylpropanamide —— C14H20ClNOS
(2S)-2-(4-chlorophenyl)sulfanyl-N-pentan-3-ylpropanamide
—— (1S,5S)-6-bromo-6-methyl-7-methylsulfonylbicyclo[3.1.1]heptane —— C9H15BrO2S
(1S,5S)-6-bromo-6-methyl-7-methylsulfonylbicyclo[3.1.1]heptane
—— (1'S,5'R,6'S)-2'-amino-6'-(4-methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-3-azoniabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile —— C16H15N4O2S+
(1'S,5'R,6'S)-2'-amino-6'-(4-methylsulfanylphenyl)spiro[1,3-dioxolane-2,4'-3-azoniabicyclo[3.1.0]hex-2-ene]-1',5'-dicarbonitrile
—— 1-[[4-(4-Methylphenyl)sulfanyl-3-nitrophenyl]methyl]pyrrolidin-1-ium —— C18H21N2O2S+
1-[[4-(4-Methylphenyl)sulfanyl-3-nitrophenyl]methyl]pyrrolidin-1-ium
—— 5-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-1H-1,2,4-triazole —— C10H10FN3S
5-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-1H-1,2,4-triazole
—— 4-[[4-(4-Methylphenyl)sulfanyl-3-nitrophenyl]methyl]morpholin-4-ium —— C18H21N2O3S+
4-[[4-(4-Methylphenyl)sulfanyl-3-nitrophenyl]methyl]morpholin-4-ium
—— 1-[[4-(4-Chlorophenyl)sulfanyl-3-nitrophenyl]methyl]-4-methylpiperazine-1,4-diium —— C18H22ClN3O2S+2
1-[[4-(4-Chlorophenyl)sulfanyl-3-nitrophenyl]methyl]-4-methylpiperazine-1,4-diium
—— 1-[[4-(4-Chlorophenyl)sulfanyl-3-nitrophenyl]methyl]pyrrolidin-1-ium —— C17H18ClN2O2S+
1-[[4-(4-Chlorophenyl)sulfanyl-3-nitrophenyl]methyl]pyrrolidin-1-ium
—— 4-[[4-(1,3-Benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methyl]morpholin-4-ium —— C18H18N3O3S2+
4-[[4-(1,3-Benzothiazol-2-ylsulfanyl)-3-nitrophenyl]methyl]morpholin-4-ium
—— (3R)-3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylbutan-2-one —— C10H9ClF3NOS
(3R)-3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylbutan-2-one
—— 5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1H-1,2,4-triazole —— C10H10FN3S
5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1H-1,2,4-triazole
—— (3S)-3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylbutan-2-one —— C10H9ClF3NOS
(3S)-3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylbutan-2-one
—— 2-(6-Acetamidopyridin-3-yl)sulfanylpyridine-3-carboxylate —— C13H10N3O3S-
2-(6-Acetamidopyridin-3-yl)sulfanylpyridine-3-carboxylate
—— 2-(4-Methylthiadiazol-5-yl)sulfanylacetate —— C5H5N2O2S2-
2-(4-Methylthiadiazol-5-yl)sulfanylacetate
—— (2R)-2-(4-methylthiadiazol-5-yl)sulfanylpropanoate —— C6H7N2O2S2-
(2R)-2-(4-methylthiadiazol-5-yl)sulfanylpropanoate
—— 4-(Dimethylamino)-2-(4-methoxyphenyl)sulfanylpyridin-1-ium-3-carbonitrile —— C15H16N3OS+
4-(Dimethylamino)-2-(4-methoxyphenyl)sulfanylpyridin-1-ium-3-carbonitrile
—— 2-({1-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]-1H-imidazol-2-yl}sulfanyl)-1-(4-methylphenyl)-1-ethanone oxime —— C18H14ClF3N4OS
2-({1-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]-1H-imidazol-2-yl}sulfanyl)-1-(4-methylphenyl)-1-ethanone oxime
—— 2-[4-[(5-Methyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]phenyl]acetate —— C12H11N2O3S-
2-[4-[(5-Methyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]phenyl]acetate
—— 3-[(5-Pyridin-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate —— C10H8N3O3S-
3-[(5-Pyridin-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate