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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
—— 2-[(2-methylbenzyl)sulfanyl]-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole —— C14H17N3OS
2-[(2-methylbenzyl)sulfanyl]-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole
—— (5E)-3-[(2R)-2-ethylhexyl]-5-[(4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C26H27N3O2S3
(5E)-3-[(2R)-2-ethylhexyl]-5-[(4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-[(3-fluorophenyl)methylsulfanyl]-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole —— C13H14FN3OS
2-[(3-fluorophenyl)methylsulfanyl]-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole
—— 6-methyl-5-[[5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1H-pyrimidine-2,4-dione —— C12H15N5O3S
6-methyl-5-[[5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1H-pyrimidine-2,4-dione
—— 2-[(4-fluorobenzyl)sulfanyl]-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole —— C13H14FN3OS
2-[(4-fluorobenzyl)sulfanyl]-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole
—— 2-({5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazol-2-yl}sulfanyl)acetamide —— C8H12N4O2S
2-({5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazol-2-yl}sulfanyl)acetamide
—— (3S)-N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-2,3-dihydro-1,4-benzodioxine-3-carboxamide —— C19H16N6O5S
(3S)-N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]-2,3-dihydro-1,4-benzodioxine-3-carboxamide
—— (5E)-3-[(2S)-2-ethylhexyl]-5-[(4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C26H27N3O2S3
(5E)-3-[(2S)-2-ethylhexyl]-5-[(4-oxo-2-phenylsulfanylpyrido[1,2-a]pyrimidin-3-yl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— N-[2-[(5E)-5-[(2-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C20H15FN4O4S3
N-[2-[(5E)-5-[(2-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R,5Z)-2-cyclopentyl-5-[(4-methylsulfanylphenyl)methylidene]cyclopentan-1-one —— C18H22OS
(2R,5Z)-2-cyclopentyl-5-[(4-methylsulfanylphenyl)methylidene]cyclopentan-1-one
—— (Z)-phenyl(2-(p-tolylthio)vinyl)sulfane —— C15H14S2
(Z)-phenyl(2-(p-tolylthio)vinyl)sulfane
—— 2-[(Z)-2-(2-chlorophenyl)ethenyl]-3-phenylsulfanylquinoxaline —— C22H15ClN2S
2-[(Z)-2-(2-chlorophenyl)ethenyl]-3-phenylsulfanylquinoxaline
—— (1S)-N-ethyl-1-[2-(4-fluorophenyl)sulfanylphenyl]ethanamine —— C16H18FNS
(1S)-N-ethyl-1-[2-(4-fluorophenyl)sulfanylphenyl]ethanamine
—— (1S)-1-(4-ethylsulfanylphenyl)-N-methylethanamine —— C11H17NS
(1S)-1-(4-ethylsulfanylphenyl)-N-methylethanamine
—— (1R)-1-[4-[(2S)-butan-2-yl]sulfanyl-3-fluorophenyl]-N-ethylethanamine —— C14H22FNS
(1R)-1-[4-[(2S)-butan-2-yl]sulfanyl-3-fluorophenyl]-N-ethylethanamine
—— (1S)-N-methyl-1-(2-pyridin-2-ylsulfanylphenyl)ethanamine —— C14H16N2S
(1S)-N-methyl-1-(2-pyridin-2-ylsulfanylphenyl)ethanamine
—— (1S)-1-(2-ethylsulfanylphenyl)-N-methylethanamine —— C11H17NS
(1S)-1-(2-ethylsulfanylphenyl)-N-methylethanamine
—— (1R)-1-[2-(2-fluorophenyl)sulfanylphenyl]-N-methylethanamine —— C15H16FNS
(1R)-1-[2-(2-fluorophenyl)sulfanylphenyl]-N-methylethanamine
—— (1S)-N-ethyl-1-[4-(4-methylphenyl)sulfanylphenyl]ethanamine —— C17H21NS
(1S)-N-ethyl-1-[4-(4-methylphenyl)sulfanylphenyl]ethanamine
—— (1S)-1-[2-[(2S)-butan-2-yl]sulfanyl-5-fluorophenyl]-N-ethylethanamine —— C14H22FNS
(1S)-1-[2-[(2S)-butan-2-yl]sulfanyl-5-fluorophenyl]-N-ethylethanamine
—— (1R)-N-ethyl-1-[4-(4-methylphenyl)sulfanylphenyl]ethanamine —— C17H21NS
(1R)-N-ethyl-1-[4-(4-methylphenyl)sulfanylphenyl]ethanamine
—— (1R)-1-[4-(3-methoxyphenyl)sulfanylphenyl]-N-methylethanamine —— C16H19NOS
(1R)-1-[4-(3-methoxyphenyl)sulfanylphenyl]-N-methylethanamine
—— N-[(1R)-1-[4-[(2R)-butan-2-yl]sulfanyl-3-fluorophenyl]ethyl]propan-1-amine —— C15H24FNS
N-[(1R)-1-[4-[(2R)-butan-2-yl]sulfanyl-3-fluorophenyl]ethyl]propan-1-amine
—— (1S)-1-[4-[(2R)-butan-2-yl]sulfanyl-3-fluorophenyl]-N-ethylethanamine —— C14H22FNS
(1S)-1-[4-[(2R)-butan-2-yl]sulfanyl-3-fluorophenyl]-N-ethylethanamine
—— (1S)-1-[4-[(2S)-butan-2-yl]sulfanyl-3-fluorophenyl]-N-ethylethanamine —— C14H22FNS
(1S)-1-[4-[(2S)-butan-2-yl]sulfanyl-3-fluorophenyl]-N-ethylethanamine
—— 2-[(2-fluorobenzyl)sulfanyl]-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole —— C13H14FN3OS
2-[(2-fluorobenzyl)sulfanyl]-5-[(2S)-pyrrolidin-2-yl]-1,3,4-oxadiazole
—— N-[(1R)-1-(2-tert-butylsulfanylphenyl)ethyl]propan-1-amine —— C15H25NS
N-[(1R)-1-(2-tert-butylsulfanylphenyl)ethyl]propan-1-amine
—— N-[(1R)-1-(2-phenylsulfanylphenyl)ethyl]propan-1-amine —— C17H21NS
N-[(1R)-1-(2-phenylsulfanylphenyl)ethyl]propan-1-amine
—— (1S)-1-[2-(2-fluorophenyl)sulfanylphenyl]-N-methylethanamine —— C15H16FNS
(1S)-1-[2-(2-fluorophenyl)sulfanylphenyl]-N-methylethanamine
—— N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-N'-[(Z)-(4-methylsulfanylphenyl)methylideneamino]butanediamide —— C20H22N4O2S2
N-[(E)-(4-methylsulfanylphenyl)methylideneamino]-N'-[(Z)-(4-methylsulfanylphenyl)methylideneamino]butanediamide
—— [amino-(4-fluoroanilino)methylidene]-[4-[(4-chlorophenyl)sulfanylmethyl]-6-oxo-1H-pyrimidin-2-yl]azanium —— C18H16ClFN5OS+
[amino-(4-fluoroanilino)methylidene]-[4-[(4-chlorophenyl)sulfanylmethyl]-6-oxo-1H-pyrimidin-2-yl]azanium
—— [(2R)-3-chloro-2-hydroxypropyl] carbamimidothioate —— C4H9ClN2OS
[(2R)-3-chloro-2-hydroxypropyl] carbamimidothioate
—— 2-[(Z)-3-cyanoprop-2-enyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile —— C12H11N3S
2-[(Z)-3-cyanoprop-2-enyl]sulfanyl-4,6-dimethylpyridine-3-carbonitrile
—— 3-cyclohexyl-1-[(4R)-5,5-dimethyl-3-[(E)-(4-methylsulfanylphenyl)methylideneamino]-2-sulfanylidene-1,3-thiazolidin-4-yl]-1-hydroxyurea —— C20H28N4O2S3
3-cyclohexyl-1-[(4R)-5,5-dimethyl-3-[(E)-(4-methylsulfanylphenyl)methylideneamino]-2-sulfanylidene-1,3-thiazolidin-4-yl]-1-hydroxyurea
—— N-[3-(methylthio)phenyl]imidodicarbonimidic diamide —— C9H13N5S
N-[3-(methylthio)phenyl]imidodicarbonimidic diamide
—— (E)-[amino(pyridin-4-yl)methylidene]-[2-(4-methylphenyl)sulfanylacetyl]oxyazanium —— C15H16N3O2S+
(E)-[amino(pyridin-4-yl)methylidene]-[2-(4-methylphenyl)sulfanylacetyl]oxyazanium
—— methyl N'-[(1R)-3,3-dimethylcyclohexyl]carbamimidothioate —— C10H20N2S
methyl N'-[(1R)-3,3-dimethylcyclohexyl]carbamimidothioate
—— (2E)-2-{2-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]-1-phenylethylidene}hydrazinecarbothioamide —— C15H17N5S2
(2E)-2-{2-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]-1-phenylethylidene}hydrazinecarbothioamide
—— (2E)-2-{2-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]-1-phenylethylidene}hydrazinecarboxamide —— C15H17N5OS
(2E)-2-{2-[(4,6-dimethylpyrimidin-2-yl)sulfanyl]-1-phenylethylidene}hydrazinecarboxamide
—— (E)-[amino(diaminomethylideneazaniumyl)methylidene]-[4-(trifluoromethylsulfanyl)phenyl]azanium —— C9H12F3N5S+2
(E)-[amino(diaminomethylideneazaniumyl)methylidene]-[4-(trifluoromethylsulfanyl)phenyl]azanium
—— (E)-[amino(diaminomethylideneazaniumyl)methylidene]-[4-(difluoromethylsulfanyl)phenyl]azanium —— C9H13F2N5S+2
(E)-[amino(diaminomethylideneazaniumyl)methylidene]-[4-(difluoromethylsulfanyl)phenyl]azanium
—— N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-pyrimidin-2-ylsulfanylacetamide —— C14H14N4OS2
N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-pyrimidin-2-ylsulfanylacetamide
—— (4E)-3-methyl-4-[(4-methylsulfanylphenyl)methylidene]-1,2-oxazol-5-one —— C12H11NO2S
(4E)-3-methyl-4-[(4-methylsulfanylphenyl)methylidene]-1,2-oxazol-5-one
—— [Amino(diaminomethylideneazaniumyl)methylidene]-(2-methylsulfanylphenyl)azanium —— C9H15N5S+2
[Amino(diaminomethylideneazaniumyl)methylidene]-(2-methylsulfanylphenyl)azanium
—— 7'-methyl-2'-(methylthio)-1',4',6',7'-tetrahydro-8'H-spiro[cyclopentane-1,5'-[1,2,4]triazolo[1,5-d][1,2,4,6]tetrazepine]-8'-thione —— C10H17N6S2+
7'-methyl-2'-(methylthio)-1',4',6',7'-tetrahydro-8'H-spiro[cyclopentane-1,5'-[1,2,4]triazolo[1,5-d][1,2,4,6]tetrazepine]-8'-thione
—— (Methyl-oxidooxy-oxo-lambda6-sulfanylidene)oxidanium —— CH4O4S
(Methyl-oxidooxy-oxo-lambda6-sulfanylidene)oxidanium
—— (E)-but-2-ene-2,3-dithiol —— C4H8S2
(E)-but-2-ene-2,3-dithiol
—— 3-Mercaptopropyl(dimethoxy)methyl silane —— C6H14O2SSi
3-Mercaptopropyl(dimethoxy)methyl silane
—— (1R)-1-[4-(4-bromophenyl)sulfanyl-3-fluorophenyl]-N-methylethanamine —— C15H15BrFNS
(1R)-1-[4-(4-bromophenyl)sulfanyl-3-fluorophenyl]-N-methylethanamine
—— (1R)-N-ethyl-1-[5-fluoro-2-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]ethanamine —— C12H14FN3S2
(1R)-N-ethyl-1-[5-fluoro-2-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]ethanamine