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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
—— (5R)-3-methyl-7-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-1-oxa-3,7-diazaspiro[4.4]nonan-2-one —— C15H19N5O3S
(5R)-3-methyl-7-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-1-oxa-3,7-diazaspiro[4.4]nonan-2-one
—— 2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[2-(N-ethyl-3-methylanilino)ethyl]acetamide —— C18H25N5OS
2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[2-(N-ethyl-3-methylanilino)ethyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H23N5OS
N-[[4-(dimethylamino)phenyl]methyl]-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(2R)-6-methylheptan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H23N3O2S
N-[(2R)-6-methylheptan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H23N5O2S2
N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(2-methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H25N5OS
N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[(4-propan-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(2S)-heptan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C13H21N3O2S
N-[(2S)-heptan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C19H23N3O4S
N-[(1S)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-(furan-2-yl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C12H13N3O3S
N-[(1S)-1-(furan-2-yl)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-pentylacetamide —— C11H17N3O2S
2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-pentylacetamide
—— N-[(1S)-1-cyclopropylethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C11H15N3O2S
N-[(1S)-1-cyclopropylethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C21H23N3OS2
N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— N-[(5-methylthiophen-2-yl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(2-phenylethyl)acetamide —— C20H21N3O2S2
N-[(5-methylthiophen-2-yl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(2-phenylethyl)acetamide
—— 2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(2,4,4-trimethylpentan-2-yl)acetamide —— C14H23N3O2S
2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(2,4,4-trimethylpentan-2-yl)acetamide
—— N-[(2S)-5-methylhexan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C13H21N3O2S
N-[(2S)-5-methylhexan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(2R)-octan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H23N3O2S
N-[(2R)-octan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C19H23N3O4S
N-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-methylpropyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(2R)-5-methylhexan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C13H21N3O2S
N-[(2R)-5-methylhexan-2-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— [2-[[4-(Dimethylamino)phenyl]methylamino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C20H23FN2O3S
[2-[[4-(Dimethylamino)phenyl]methylamino]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C20H21N3OS2
N-[[4-(dimethylamino)phenyl]methyl]-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide —— C17H15N3O2S2
2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide
—— N-[(2-methylphenyl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H15N3O2S
N-[(2-methylphenyl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[2-(N-ethyl-3-methylanilino)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C17H22N4O2S
N-[2-(N-ethyl-3-methylanilino)ethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-methyl-N-[(3-methylthiophen-2-yl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C13H15N3O2S2
N-methyl-N-[(3-methylthiophen-2-yl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methoxyethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C13H19N3O5S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methoxyethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[2-(4-bromophenyl)sulfanylethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H14BrN3O2S2
N-[2-(4-bromophenyl)sulfanylethyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[2-(azocan-1-yl)-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one —— C13H19N3O2S
2-[2-(azocan-1-yl)-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one
—— 2-[2-(4-benzylsulfonylpiperazin-1-yl)-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one —— C17H20N4O4S2
2-[2-(4-benzylsulfonylpiperazin-1-yl)-2-oxoethyl]sulfanyl-1H-pyrimidin-6-one
—— N-[(5-chlorothiophen-2-yl)methyl]-N-ethyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C13H14ClN3O2S2
N-[(5-chlorothiophen-2-yl)methyl]-N-ethyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-cyclohexyl-N-[(4-fluorophenyl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C19H22FN3O2S
N-cyclohexyl-N-[(4-fluorophenyl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-benzyl-N-(furan-2-ylmethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C18H17N3O3S
N-benzyl-N-(furan-2-ylmethyl)-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C15H17N3O2S2
N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(2-phenylethyl)-N-(thiophen-2-ylmethyl)acetamide —— C19H19N3O2S2
2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(2-phenylethyl)-N-(thiophen-2-ylmethyl)acetamide
—— N-[(2-fluorophenyl)methyl]-N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C14H14FN3O2S
N-[(2-fluorophenyl)methyl]-N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-1H-pyrimidin-6-one —— C17H17N3O2S
2-[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl]sulfanyl-1H-pyrimidin-6-one
—— N-benzyl-N-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C17H17N3O4S2
N-benzyl-N-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-benzyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C17H17N3O4S2
N-benzyl-N-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(thiophen-3-ylmethyl)acetamide —— C12H13N3O2S2
N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-(thiophen-3-ylmethyl)acetamide
—— N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C18H16ClN3O3S
N-[[5-(4-chlorophenyl)furan-2-yl]methyl]-N-methyl-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[(5-bromothiophen-2-yl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-prop-2-enylacetamide —— C14H14BrN3O2S2
N-[(5-bromothiophen-2-yl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-prop-2-enylacetamide
—— N-cyclopropyl-N-[(2-fluorophenyl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C16H16FN3O2S
N-cyclopropyl-N-[(2-fluorophenyl)methyl]-2-[(6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— N-[2-(4-bromophenyl)sulfanylethyl]-2-(4,5-dihydro-1,3-thiazol-2-ylsulfanyl)acetamide —— C13H15BrN2OS3
N-[2-(4-bromophenyl)sulfanylethyl]-2-(4,5-dihydro-1,3-thiazol-2-ylsulfanyl)acetamide
—— 2-[[5-(2-Methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one —— C16H19N5O2S3
2-[[5-(2-Methoxyethylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one
—— N-[2-[[4-(3-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]acetamide —— C13H15N3OS3
N-[2-[[4-(3-methylphenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]acetamide
—— 5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine —— C14H15N5O2S2
5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-prop-2-enyl-1,3,4-thiadiazol-2-amine
—— N-[2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]acetamide —— C13H15N3O2S
N-[2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]acetamide
—— (4-Oxo-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-2-yl)methyl 3-(4-fluorophenyl)sulfanylpropanoate —— C20H19FN2O3S2
(4-Oxo-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-2-yl)methyl 3-(4-fluorophenyl)sulfanylpropanoate
—— N-prop-2-enyl-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C12H11N5OS3
N-prop-2-enyl-5-[(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-[2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]acetamide —— C9H14N4OS2
N-[2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]acetamide
—— 2-[[5-(Prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one —— C16H17N5OS3
2-[[5-(Prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]-6,7,8,9-tetrahydropyrimido[2,1-b][1,3]benzothiazol-4-one