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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
—— 1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-methylimidazol-2-yl)sulfanylethanone —— C19H17ClN4O2S
1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-methylimidazol-2-yl)sulfanylethanone
—— N-[[(2S)-oxolan-2-yl]methyl]-5-(2-phenylpyrimidin-4-yl)sulfanyl-1,3,4-thiadiazol-2-amine —— C17H17N5OS2
N-[[(2S)-oxolan-2-yl]methyl]-5-(2-phenylpyrimidin-4-yl)sulfanyl-1,3,4-thiadiazol-2-amine
—— N-[[(2R)-oxolan-2-yl]methyl]-5-(2-phenylpyrimidin-4-yl)sulfanyl-1,3,4-thiadiazol-2-amine —— C17H17N5OS2
N-[[(2R)-oxolan-2-yl]methyl]-5-(2-phenylpyrimidin-4-yl)sulfanyl-1,3,4-thiadiazol-2-amine
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide —— C14H16ClN3OS
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-(1-methylimidazol-2-yl)sulfanylacetamide
—— N-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide —— C16H22N4OS2
N-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide
—— 2-Ethanimidoyl-4-(1-methylimidazol-2-yl)sulfanyl-3-oxobutanenitrile —— C10H12N4OS
2-Ethanimidoyl-4-(1-methylimidazol-2-yl)sulfanyl-3-oxobutanenitrile
—— 2-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-3,5,6-trimethylpyrimidin-4-one —— C14H14ClFN2OS
2-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-3,5,6-trimethylpyrimidin-4-one
—— 7-{[(1-methyl-1H-imidazol-2-yl)sulfanyl]methyl}-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C11H10N4OS2
7-{[(1-methyl-1H-imidazol-2-yl)sulfanyl]methyl}-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— (3S)-3-[[4-methyl-5-[(2,4,6-trimethylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C18H25N3O2S2
(3S)-3-[[4-methyl-5-[(2,4,6-trimethylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C24H32N4OS
N-[(1S)-1-(1-adamantyl)ethyl]-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— ethyl N-[2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]carbamate —— C15H18N4O3S
ethyl N-[2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]carbamate
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-propylacetamide —— C15H20N4OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-propylacetamide
—— (2R)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C13H16N4OS
(2R)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C20H22N4O2S
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 2-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(1,2,5-trimethylpyrrol-3-yl)ethanone —— C19H22N4OS
2-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(1,2,5-trimethylpyrrol-3-yl)ethanone
—— methyl 5-[(2S)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C21H24N4O3S
methyl 5-[(2S)-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C16H20N4O3S2
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(2-methylphenyl)sulfanylacetamide —— C15H21NO3S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(2-methylphenyl)sulfanylacetamide
—— 3-pyridin-3-ylpropyl 2-(2-fluorophenyl)sulfanylacetate —— C16H16FNO2S
3-pyridin-3-ylpropyl 2-(2-fluorophenyl)sulfanylacetate
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(2-methylphenyl)sulfanylacetamide —— C15H21NO3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(2-methylphenyl)sulfanylacetamide
—— 2-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]ethanone —— C22H23N5O2S
2-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]ethanone
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C16H20N4O3S2
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— (2R)-3-(4-methylphenyl)-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanenitrile —— C15H12F3N3S
(2R)-3-(4-methylphenyl)-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanenitrile
—— (2S)-3-(4-methylphenyl)-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanenitrile —— C15H12F3N3S
(2S)-3-(4-methylphenyl)-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanenitrile
—— 6-Tert-butyl-3-methyl-2-{[(3-methylphenyl)methyl]sulfanyl}-3,4-dihydropyrimidin-4-one —— C17H22N2OS
6-Tert-butyl-3-methyl-2-{[(3-methylphenyl)methyl]sulfanyl}-3,4-dihydropyrimidin-4-one
—— N-[(2S)-2-(dimethylamino)-2-(furan-2-yl)ethyl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide —— C16H22N4O2S
N-[(2S)-2-(dimethylamino)-2-(furan-2-yl)ethyl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide
—— 2-[4-chloro-6-(4-methylpiperidin-1-yl)pyrimidin-2-yl]sulfanyl-N-[(1S)-1-phenylethyl]acetamide —— C20H25ClN4OS
2-[4-chloro-6-(4-methylpiperidin-1-yl)pyrimidin-2-yl]sulfanyl-N-[(1S)-1-phenylethyl]acetamide
—— 2-methylsulfanyl-5-[[(2R)-2-(2-phenylethyl)pyrrolidin-1-yl]methyl]-1,3,4-thiadiazole —— C16H21N3S2
2-methylsulfanyl-5-[[(2R)-2-(2-phenylethyl)pyrrolidin-1-yl]methyl]-1,3,4-thiadiazole
—— 2-[4-chloro-6-(dipropylamino)pyrimidin-2-yl]sulfanyl-N-(3-morpholin-4-ium-4-ylpropyl)acetamide —— C19H33ClN5O2S+
2-[4-chloro-6-(dipropylamino)pyrimidin-2-yl]sulfanyl-N-(3-morpholin-4-ium-4-ylpropyl)acetamide
—— 2-[4-chloro-6-(4-methylpiperidin-1-yl)pyrimidin-2-yl]sulfanyl-N-[(1R)-1-phenylethyl]acetamide —— C20H25ClN4OS
2-[4-chloro-6-(4-methylpiperidin-1-yl)pyrimidin-2-yl]sulfanyl-N-[(1R)-1-phenylethyl]acetamide
—— 1-[(4R)-5,5-dimethyl-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-sulfanylidene-1,3-thiazolidin-4-yl]-1-hydroxy-3-methylurea —— C15H20N4O2S3
1-[(4R)-5,5-dimethyl-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-sulfanylidene-1,3-thiazolidin-4-yl]-1-hydroxy-3-methylurea
—— (2R)-2-(cyclopropylmethoxy)-N-[3-(4-fluorophenyl)sulfanylpropyl]propanamide —— C16H22FNO2S
(2R)-2-(cyclopropylmethoxy)-N-[3-(4-fluorophenyl)sulfanylpropyl]propanamide
—— (2Z)-3-phenyl-2-{4-[4-(phenylsulfanyl)phenyl]-1,3-thiazol-2-yl}prop-2-enenitrile —— C24H16N2S2
(2Z)-3-phenyl-2-{4-[4-(phenylsulfanyl)phenyl]-1,3-thiazol-2-yl}prop-2-enenitrile
—— 3,3-Dimethyl-8-morpholin-4-yl-6-propan-2-ylsulfanyl-1,4-dihydrothiopyrano[3,4-c]pyridin-7-ium-5-carbonitrile —— C18H26N3OS2+
3,3-Dimethyl-8-morpholin-4-yl-6-propan-2-ylsulfanyl-1,4-dihydrothiopyrano[3,4-c]pyridin-7-ium-5-carbonitrile
—— (2R)-N-propyl-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H21N5OS
(2R)-N-propyl-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-propyl-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H21N5OS
(2S)-N-propyl-2-[[4-(2-pyridin-2-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylacetamide —— C13H18N4OS2
2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-propan-2-ylacetamide
—— methyl 2,4-dimethyl-5-[(2S)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C19H22N4O3S2
methyl 2,4-dimethyl-5-[(2S)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— methyl 2,4-dimethyl-5-[(2R)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C19H22N4O3S2
methyl 2,4-dimethyl-5-[(2R)-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— 3-[(2-chloro-6-fluorobenzyl)sulfanyl]-4-methyl-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazole —— C15H13ClFN3S2
3-[(2-chloro-6-fluorobenzyl)sulfanyl]-4-methyl-5-(thiophen-2-ylmethyl)-4H-1,2,4-triazole
—— 2-(4-Methylphenyl)-4-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-thiazole —— C19H18N4S3
2-(4-Methylphenyl)-4-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-thiazole
—— [2-(2-Methylpropylamino)-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C16H22N4O4S
[2-(2-Methylpropylamino)-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [(2S)-1-amino-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C13H16N4O4S
[(2S)-1-amino-1-oxopropan-2-yl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [2-Oxo-2-(thiophen-2-ylmethylamino)ethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C17H18N4O4S2
[2-Oxo-2-(thiophen-2-ylmethylamino)ethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (1R,2R)-2-nitro-N-[(1-phenylsulfanylcyclopropyl)methyl]cyclopropane-1-carboxamide —— C14H16N2O3S
(1R,2R)-2-nitro-N-[(1-phenylsulfanylcyclopropyl)methyl]cyclopropane-1-carboxamide
—— [2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C20H22N4O4S
[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (2-Amino-2-oxoethyl) 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C12H14N4O4S
(2-Amino-2-oxoethyl) 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (1S,2S)-2-nitro-N-[(1-phenylsulfanylcyclopropyl)methyl]cyclopropane-1-carboxamide —— C14H16N2O3S
(1S,2S)-2-nitro-N-[(1-phenylsulfanylcyclopropyl)methyl]cyclopropane-1-carboxamide
—— [2-oxo-2-[[(2S)-pentan-2-yl]amino]ethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C17H24N4O4S
[2-oxo-2-[[(2S)-pentan-2-yl]amino]ethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (1S,2R)-2-nitro-N-[(1-phenylsulfanylcyclopropyl)methyl]cyclopropane-1-carboxamide —— C14H16N2O3S
(1S,2R)-2-nitro-N-[(1-phenylsulfanylcyclopropyl)methyl]cyclopropane-1-carboxamide