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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
—— N-<(phenylthio)methyl>pyridinium chloride —— C12H12NS*Cl
N-<(phenylthio)methyl>pyridinium chloride
—— (1S,2R,3S,4R,5S)-ethyl 4-(azidocarbonyl)-5-nitro-3-(pentan-3-yloxy)-2-(p-tolylthio)cyclohexanecarboxylate —— C22H30N4O6S
(1S,2R,3S,4R,5S)-ethyl 4-(azidocarbonyl)-5-nitro-3-(pentan-3-yloxy)-2-(p-tolylthio)cyclohexanecarboxylate
—— 4-diazophenyl disulfide —— C12H10N4S2
4-diazophenyl disulfide
—— 2-propylthio-4-oxo-6-(4-pyridyl)-3,4-dihydropyrimidine-5-carbonitrile —— C13H12N4OS
2-propylthio-4-oxo-6-(4-pyridyl)-3,4-dihydropyrimidine-5-carbonitrile
—— 4-[[2-[(1-methylimidazol-2-yl)thio]ethyl]thio]aniline —— C12H15N3S2
4-[[2-[(1-methylimidazol-2-yl)thio]ethyl]thio]aniline
—— 2-amino-4-fluoromethyl-6-methylthiopyrimidine —— C6H8FN3S
2-amino-4-fluoromethyl-6-methylthiopyrimidine
—— 2-[(1H-Imidazol-4-yl)methylthio]-5-nitropyridine —— C9H8N4O2S
2-[(1H-Imidazol-4-yl)methylthio]-5-nitropyridine
—— 2,6-Bis(4,5-dihexyl-1,3-dithiole-2-ylidene)bis-1,3-dithiolo<4,5-b:4',5'-e>pyrazine —— C36H52N2S8
2,6-Bis(4,5-dihexyl-1,3-dithiole-2-ylidene)bis-1,3-dithiolo<4,5-b:4',5'-e>pyrazine
—— mesylic acid —— C2H4O4S
mesylic acid
—— ethyl {3-[4-(3-phenylpropylamino)phenylsulphanyl]phenyl}acetate —— C25H27NO2S
ethyl {3-[4-(3-phenylpropylamino)phenylsulphanyl]phenyl}acetate
—— Cyclopent-1-enyl phenylthiomethyl ketone —— C13H14OS
Cyclopent-1-enyl phenylthiomethyl ketone
—— 4-methylthiobenzenesulfenyl chloride —— C7H7ClS2
4-methylthiobenzenesulfenyl chloride
—— 2-(2-bromophenylthio)-4,5-dimethoxyaniline —— C14H14BrNO2S
2-(2-bromophenylthio)-4,5-dimethoxyaniline
—— 5-Methylthiothiophene-2-carboxamidine —— C6H8N2S2
5-Methylthiothiophene-2-carboxamidine
—— 4-methoxy-2-(m-tolylthio)aniline —— C14H15NOS
4-methoxy-2-(m-tolylthio)aniline
—— 8-hydroxymethyl-2,3-dihydrothiazolo<3,2-c>pyrimidine-5,7-dione —— C7H8N2O3S
8-hydroxymethyl-2,3-dihydrothiazolo<3,2-c>pyrimidine-5,7-dione
—— (S)-cyclohexyl n-decyl sulfoxide —— C16H32OS
(S)-cyclohexyl n-decyl sulfoxide
—— methyl 5'-methylspiro[adamantan-2,2'-[1,3]oxathiole]-4'-carboxylate —— C15H20O3S
methyl 5'-methylspiro[adamantan-2,2'-[1,3]oxathiole]-4'-carboxylate
—— (3-((3,4-dimethylphenyl)thio)-4-hydroxyphenyl)(isoindolin-2-yl)methanone —— C23H21NO2S
(3-((3,4-dimethylphenyl)thio)-4-hydroxyphenyl)(isoindolin-2-yl)methanone
—— 2-amino-5-[5-(1H-benzimidazol-2-ylsulfanyl)-2-furyl]-4-hydroxy-7,8,9,10-tetrahydro-5H-pyrimido[4,5-b]quinolin-6-one —— C22H18N6O3S
2-amino-5-[5-(1H-benzimidazol-2-ylsulfanyl)-2-furyl]-4-hydroxy-7,8,9,10-tetrahydro-5H-pyrimido[4,5-b]quinolin-6-one
—— N-({5-[4-(methylsulfanyl)phenyl]-1,2-oxazol-3-yl}methyl)tricycle[3.3.1.0(3,7)]nonan-3-amine —— C20H24N2OS
N-({5-[4-(methylsulfanyl)phenyl]-1,2-oxazol-3-yl}methyl)tricycle[3.3.1.0(3,7)]nonan-3-amine
—— 3-ethyl-2-ethylthio-4-oxo-6-(4-pyridyl)-3,4-dihydropyrimidine-5-carbonitrile —— C14H14N4OS
3-ethyl-2-ethylthio-4-oxo-6-(4-pyridyl)-3,4-dihydropyrimidine-5-carbonitrile
—— 4-(5-formyl-2-furyl)-2-methylthiopyrimidine —— C10H8N2O2S
4-(5-formyl-2-furyl)-2-methylthiopyrimidine
—— 5-((4-chlorophenyl)thio)-3,4-dimethylthran-2(5H)-one —— C12H11ClO2S
5-((4-chlorophenyl)thio)-3,4-dimethylthran-2(5H)-one
—— 5-(3,5-Dichlorophenylthio)-4-isopropyl-2-[2-(1-methoxycyclooctyloxy)ethyl]-1-methyl-1H-imidazole —— C24H34Cl2N2O2S
5-(3,5-Dichlorophenylthio)-4-isopropyl-2-[2-(1-methoxycyclooctyloxy)ethyl]-1-methyl-1H-imidazole
—— 4-[(4-ethylthiophenyl)methyl]-1,2-dihydro-5-methyl-3H-pyrazol-3-one —— C13H16N2OS
4-[(4-ethylthiophenyl)methyl]-1,2-dihydro-5-methyl-3H-pyrazol-3-one
—— 4-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-thieno[2,3-c]pyridine-2-carboxylic acid amide —— C11H8N4OS3
4-(5-Methyl-[1,3,4]thiadiazol-2-ylsulfanyl)-thieno[2,3-c]pyridine-2-carboxylic acid amide
—— 3-fluorophenyl vinyl sulfide —— C8H7FS
3-fluorophenyl vinyl sulfide
—— trimethylsulfoxonium iodide —— C3H11OS*I
trimethylsulfoxonium iodide
—— 3-(methylthio)-2-(phenylthio)indole —— C15H13NS2
3-(methylthio)-2-(phenylthio)indole
—— 5-morpholino-4-tosyl-2-p-tolylthio-1,3-thiazole —— C21H22N2O3S3
5-morpholino-4-tosyl-2-p-tolylthio-1,3-thiazole
—— 4-[4,6-Bis[2-(4-butylphenyl)sulfanyl-3-hydroxy-3-methylbutyl]-1,3,5-triazin-2-yl]-3-(4-butylphenyl)sulfanyl-2-methylbutan-2-ol —— C48H69N3O3S3
4-[4,6-Bis[2-(4-butylphenyl)sulfanyl-3-hydroxy-3-methylbutyl]-1,3,5-triazin-2-yl]-3-(4-butylphenyl)sulfanyl-2-methylbutan-2-ol
—— 2-<2,6-dinitro-4-trifluoromethylphenylthio>pyridine N-oxide —— C12H6F3N3O5S
2-<2,6-dinitro-4-trifluoromethylphenylthio>pyridine N-oxide
—— ethyl 5-[1-(2-amino-4,5-dimethylphenyl)-4-ethoxycarbonyl-1,2,3-triazol-5-ylsulfanyl]-1,2,3-thiadiazole-4-carboxylate —— C18H20N6O4S2
ethyl 5-[1-(2-amino-4,5-dimethylphenyl)-4-ethoxycarbonyl-1,2,3-triazol-5-ylsulfanyl]-1,2,3-thiadiazole-4-carboxylate
—— [2-(phenylthio)ethyl]hydrazine hemisulphate —— C8H12N2S*0H2O4S
[2-(phenylthio)ethyl]hydrazine hemisulphate
—— 1-ethyl-4-phenylsulfanyl-quinolinium; toluene-4-sulfonate —— C7H7O3S*C17H16NS
1-ethyl-4-phenylsulfanyl-quinolinium; toluene-4-sulfonate
—— ((3-bromophenyl)thio)phenol —— C12H9BrOS
((3-bromophenyl)thio)phenol
—— 3-Benzylthio-6,6-dimethyl-1-(pyrazol-3-yl)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one —— C20H20N2OS2
3-Benzylthio-6,6-dimethyl-1-(pyrazol-3-yl)-4,5,6,7-tetrahydrobenzo[c]thiophen-4-one
—— (2E)-5-[(2-methyl-3-furyl)thio]-2-decenal —— C15H22O2S
(2E)-5-[(2-methyl-3-furyl)thio]-2-decenal
—— 2-[2-(2-amino-6-p-tolylthiopurine-9-yl)ethyl]-2-ethoxycarbonylmalonic acid diethyl ester —— C24H29N5O6S
2-[2-(2-amino-6-p-tolylthiopurine-9-yl)ethyl]-2-ethoxycarbonylmalonic acid diethyl ester
—— 2-[2-[4-(trifluoromethoxy)phenyl]sulfanylphenyl]acetic acid —— C15H11F3O3S
2-[2-[4-(trifluoromethoxy)phenyl]sulfanylphenyl]acetic acid
—— 2-(4-(6-chloro-3-nitro-2-(phenylsulfonylmethyl)imidazo[1,2-a]pyridin-8-yl)thiophenyl)acetic acid —— C22H16ClN3O6S2
2-(4-(6-chloro-3-nitro-2-(phenylsulfonylmethyl)imidazo[1,2-a]pyridin-8-yl)thiophenyl)acetic acid
—— 5-(phenylsulfanyl)benzene-1,3-diol —— C12H10O2S
5-(phenylsulfanyl)benzene-1,3-diol
—— 1-((1R,2S)-1-Oxo-2-phenyl-1λ<sup>4</sup>-[1,3]dithian-2-yl)-propan-1-one —— C13H16O2S2
1-((1R,2S)-1-Oxo-2-phenyl-1λ<sup>4</sup>-[1,3]dithian-2-yl)-propan-1-one
—— anti-2-(1-(propan-1-oyl))-2-phenyl-1,3-dithiane 1-oxide —— C13H16O2S2
anti-2-(1-(propan-1-oyl))-2-phenyl-1,3-dithiane 1-oxide
—— 2Cyclohexylamino-2-methylthio-1,1-ethylenedicarbonitrile —— C11H17N3S
2Cyclohexylamino-2-methylthio-1,1-ethylenedicarbonitrile
—— trans-2-methyl-1-(methylsulfonyl)cyclohexane —— C8H16O2S
trans-2-methyl-1-(methylsulfonyl)cyclohexane
—— 3-ethyl-benzo[b]thiophen-2(3H)-one —— C10H10OS
3-ethyl-benzo[b]thiophen-2(3H)-one
—— 2-((4-bromophenyl)thio)-N,N-dimethylacetamide —— C10H12BrNOS
2-((4-bromophenyl)thio)-N,N-dimethylacetamide
—— 2-(4-methoxyphenyl)-5-(phenylthio)thiophene —— C17H14OS2
2-(4-methoxyphenyl)-5-(phenylthio)thiophene