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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
—— ethyl 2-[2-[2-[[(2S)-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C14H22N2O3S2
ethyl 2-[2-[2-[[(2S)-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— (3S)-3-(4-cyclopentylsulfanylphenyl)cyclohexan-1-one —— C17H22OS
(3S)-3-(4-cyclopentylsulfanylphenyl)cyclohexan-1-one
—— Ethyl 2-[2-[2-[2-(4-chlorophenyl)ethylamino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C17H19ClN2O3S2
Ethyl 2-[2-[2-[2-(4-chlorophenyl)ethylamino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— Ethyl 2-[2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3-thiazol-4-yl]acetate —— C14H13N3O4S2
Ethyl 2-[2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3-thiazol-4-yl]acetate
—— Ethyl 2-[2-[2-(2-cyanoethylamino)-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C12H15N3O3S2
Ethyl 2-[2-[2-(2-cyanoethylamino)-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[2-[[(2R)-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C14H22N2O3S2
ethyl 2-[2-[2-[[(2R)-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[2-[[(1R)-1-(3,4-dimethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C19H24N2O3S2
ethyl 2-[2-[2-[[(1R)-1-(3,4-dimethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— Ethyl 2-[2-[2-[2-(cyclohexen-1-yl)ethylamino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C17H24N2O3S2
Ethyl 2-[2-[2-[2-(cyclohexen-1-yl)ethylamino]-2-oxoethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 2-(3-fluorophenyl)acetate —— C22H18FNO3S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 2-(3-fluorophenyl)acetate
—— (1S)-1-(2-chlorophenyl)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol —— C12H13ClN2OS3
(1S)-1-(2-chlorophenyl)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol
—— (2R)-1-(4-bromophenyl)sulfanyl-3-methylbutan-2-amine —— C11H16BrNS
(2R)-1-(4-bromophenyl)sulfanyl-3-methylbutan-2-amine
—— (1R)-1-(2-chlorophenyl)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol —— C12H13ClN2OS3
(1R)-1-(2-chlorophenyl)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanol
—— (2S)-1-(4-bromophenyl)sulfanyl-3-methylbutan-2-amine —— C11H16BrNS
(2S)-1-(4-bromophenyl)sulfanyl-3-methylbutan-2-amine
—— 2-[3-(4-propan-2-ylsulfanylphenyl)pyrazin-2-yl]ethanamine —— C15H19N3S
2-[3-(4-propan-2-ylsulfanylphenyl)pyrazin-2-yl]ethanamine
—— 2-[[5-[2-[cyclohexen-1-yl(ethyl)amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide —— C17H26N4O2S3
2-[[5-[2-[cyclohexen-1-yl(ethyl)amino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-N-propylacetamide
—— [2-[methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] (E)-3-thiophen-2-ylprop-2-enoate —— C18H19NO3S2
[2-[methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl] (E)-3-thiophen-2-ylprop-2-enoate
—— [2-oxo-2-(3-phenylsulfanylpropylamino)ethyl] (E)-3-thiophen-2-ylprop-2-enoate —— C18H19NO3S2
[2-oxo-2-(3-phenylsulfanylpropylamino)ethyl] (E)-3-thiophen-2-ylprop-2-enoate
—— 2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enyl-N-(thiophen-2-ylmethyl)acetamide —— C20H22N4O2S2
2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-prop-2-enyl-N-(thiophen-2-ylmethyl)acetamide
—— N-(cyclohexen-1-yl)-N-cyclopropyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H26N4O2S
N-(cyclohexen-1-yl)-N-cyclopropyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 3-(4-cyclopentylsulfanylphenyl)cyclohex-2-en-1-one —— C17H20OS
3-(4-cyclopentylsulfanylphenyl)cyclohex-2-en-1-one
—— 3-(4-cyclopentylsulfanylphenyl)-1,2,4-triazin-5-amine —— C14H16N4S
3-(4-cyclopentylsulfanylphenyl)-1,2,4-triazin-5-amine
—— 3-(4-cyclopentylsulfanylphenyl)-1,2,4-triazin-6-amine —— C14H16N4S
3-(4-cyclopentylsulfanylphenyl)-1,2,4-triazin-6-amine
—— N-benzyl-N-(2-methoxyethyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H19N3O3S2
N-benzyl-N-(2-methoxyethyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[2-(2-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H14FN3O2S2
N-[2-(2-fluorophenyl)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H17N3O2S3
N-methyl-N-[(4-methylsulfanylphenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-methyl-N-(thiophen-3-ylmethyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H13N3O2S3
N-methyl-N-(thiophen-3-ylmethyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-(2-cyanopropan-2-yl)-N-methyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C13H14N4O2S2
N-(2-cyanopropan-2-yl)-N-methyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[2-(3-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H14ClN3O2S2
N-[2-(3-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H21N3O4S3
N-[(2S)-butan-2-yl]-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2-methylphenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H15N3O2S2
N-[(2-methylphenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[2-(2-methylphenyl)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H17N3O2S2
N-[2-(2-methylphenyl)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-cyclopropyl-N-[(2-fluorophenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H16FN3O2S2
N-cyclopropyl-N-[(2-fluorophenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C19H17N3O2S2
1-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— N-(3-phenylsulfanylpropyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H17N3O2S3
N-(3-phenylsulfanylpropyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[3-(N-methylanilino)propyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H20N4O2S2
N-[3-(N-methylanilino)propyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2-fluorophenyl)methyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H16FN3O2S
N-[(2-fluorophenyl)methyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentylacetamide —— C15H18BrN3O2S
2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-pentylacetamide
—— N-[2-(N-ethyl-3-methylanilino)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C19H22N4O2S2
N-[2-(N-ethyl-3-methylanilino)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2-fluorophenyl)methyl]-N-methyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H14FN3O2S2
N-[(2-fluorophenyl)methyl]-N-methyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-ethyl-N-[(3-fluorophenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H16FN3O2S2
N-ethyl-N-[(3-fluorophenyl)methyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H20N4O2S2
N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H21N3O4S3
N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(3-chlorophenyl)methyl]-N-methyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H18ClN3O2S
N-[(3-chlorophenyl)methyl]-N-methyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H19N3O3S
N-methyl-N-[(5-methylfuran-2-yl)methyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide —— C17H23N3O3S
2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-propan-2-yloxypropyl)acetamide
—— 2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-heptan-2-yl]acetamide —— C17H22BrN3O2S
2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-heptan-2-yl]acetamide
—— N-ethyl-N-[(3-fluorophenyl)methyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H20FN3O2S
N-ethyl-N-[(3-fluorophenyl)methyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-benzyl-N-(2-methoxyethyl)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H23N3O3S
N-benzyl-N-(2-methoxyethyl)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2R)-5-methylhexan-2-yl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H25N3O2S
N-[(2R)-5-methylhexan-2-yl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-5-methylhexan-2-yl]acetamide —— C17H22BrN3O2S
2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-5-methylhexan-2-yl]acetamide