Some 1-substitution derivatives of 4-aryl-2,3-dihalogeno-1-naphthols

1984 ◽  
Vol 49 (1) ◽  
pp. 110-121 ◽  
Author(s):  
Jiří Křepelka ◽  
Drahuše Vlčková ◽  
Milan Mělka
Keyword(s):  
Thionyl Chloride ◽  
Oxirane Ring ◽  
Secondary Amines ◽  
Two Phase ◽  
Lytic Effect ◽  
Primary And Secondary Amines ◽  
Phase Medium ◽  
Chloro Derivatives ◽  
Derivatives Of

Alkylation of derivatives of 4-aryl-1-naphthols (I-V) by 2,3-epoxypropyl chloride in methanolic sodium hydroxide gave epoxy derivatives VI, VIII, IX, XI and XII, apart from products of cleavage of the oxirane ring, VII and X. Analogous alkylation of compounds I, IV and V by 2-(N,N-diethylamino)ethyl chloride hydrochloride in a two-phase medium afforded basic ethers XIII to XV. The cleavage of the oxirane ring in compound VI by the action of primary and secondary amines, piperidine and substituted piperazines led to compounds XVI-XXIV. Reaction of thionyl chloride with compounds XXI, XXII and XXIV gave chloro derivatives XXV-XXVII.Exposure of compound XXII to 4-methylbenzenesulfonyl chloride produced compound XXVIII, retaining the secondary alcoholic group. In an antineoplastic screening in vivo none of the compounds prepared had an appreciable activity. Compound XVII, being an analogue of propranolol, was used in the test of isoproterenolic tachycardia, and showed a beta-lytic effect comparable with that of propranol.

Derivatives of benzo(c)fluorenes. III. Synthesis and biological action of some dibasic derivatives of 7-oxo-7H-benzo(c)fluorene

1982 ◽  
Vol 47 (7) ◽  
pp. 1867-1872 ◽  
Author(s):  
Iva Vančurová ◽  
Jiří Křepelka ◽  
František Šmejkal
Keyword(s):  
Potassium Hydroxide ◽  
Main Product ◽  
Biological Action ◽  
Test Compound ◽  
Antibacterial Effects ◽  
Two Phase ◽  
Aqueous Potassium Hydroxide ◽  
Phase Medium ◽  
Derivatives Of

Alkylation of phenols IIa-IIc by the action of ω-(N,N-dialkylamino)alkyl chlorides IIIa-IIId in an anhydrous or a two-phase medium (toluene-aqueous potassium hydroxide) gave rise to the dibasic derivatives IV-XI. In the two-phase medium, alkylation of IIa with IIIc produced the basic ether XII as the main product, a decarboxylation product, and compound VII. In biological test compound IV showed the strongest antibacterial effects on four kinds of bacteria, was efficacious in vivo against the viruses of encephalomyocarditis and vaccinia, and induced the formation of interferon to the same extent as Tiloron. The antineoplastic effects of the compounds were weaker than those observed with compound I (Benfluron) administered to animals with experimental, transplantable tumours.

Liquid Chromatographic Determination of Primary and Secondary Amines as 8-Quinolinesulfonyl Chloride Derivatives

1984 ◽  
Vol 67 (4) ◽  
pp. 687-691
Author(s):  
F Taylor Noggle ◽  
C Randall Clark
Keyword(s):  
Chromatographic Determination ◽  
Secondary Amines ◽  
Absorption Bands ◽  
Reverse Phase ◽  
Primary And Secondary Amines ◽  
Liquid Chromatographic Determination ◽  
Phase Liquid ◽  
Liquid Chromatographic ◽  
Derivatives Of

Abstract The normal phase and reverse phase liquid chromatographic properties of seven 8-quinolinesulfonyl derivatives of primary and secondary amines are examined using dual wavelength ultraviolet detection. The amines are further identified by infrared spectrophotometry with emphasis on structural elucidation based on absorption bands at characteristic wavelengths.

2',3'-O-Carbonyl derivatives of 6-azauridine in the synthesis of its 5-substituted and 5'-deoxy derivatives

1987 ◽  
Vol 52 (8) ◽  
pp. 2070-2082
Author(s):  
Pavel Drašar ◽  
Jiří Beránek
Keyword(s):  
Thionyl Chloride ◽  
Alkaline Hydrolysis ◽  
Triphenyl Phosphine ◽  
Carbonyl Derivatives ◽  
Tributyltin Hydride ◽  
Chloro Derivative ◽  
Ammonium Halides ◽  
Chloro Derivatives ◽  
Derivatives Of ◽  
Dichloro Derivative

Preparation of 2',3'-O-carbonyl derivatives of 5'-deoxy-6-azauridine and 6-azauridine using 1,1'-carbonyldiimidazole has been elaborated. 5'-Chloro and 5'-bromo derivatives were prepared by treatment of the 5'-O-mesyl derivative with quaternary ammonium halides, 5'-chloro derivatives also by direct halogenation with thionyl chloride in hexamethylphosphortriamide or with tetrachloromethane, triphenyl phosphine, and dimethylformamide. Derivatives of 5'-bromo-6-azauridine were reduced with tributyltin hydride to 5'-deoxy-6-azauridine compounds. 6-Azauridine 2',3'-carbonate (IVa) and its 5'-derivatives IVc and IVe on treatment with imidazole in dimethylformamide afforded 2,2'-anhydronucleosides IIIa-IIIc. The 2,2'-anhydro-5'-deoxy compound IIIc underwent alkaline hydrolysis to 5'-deoxy-1-β-D-arabino-pentofuranosyl-6-azauracil (VIa). Treatment of 2,2'-anhydro-5'-deoxy-5'-chloro derivative IIIb with hydrogen chloride led to 2',5'-dichloro derivative If.

Enhanced Detectability and Chromatography of Some Amines by High Pressure Liquid Chromatography

1980 ◽  
Vol 63 (4) ◽  
pp. 702-706
Author(s):  
F Taylor Noggle
Keyword(s):  
High Pressure ◽  
Liquid Chromatography ◽  
High Pressure Liquid Chromatography ◽  
Secondary Amines ◽  
High Pressure Liquid Chromatographic ◽  
Ultraviolet Detection ◽  
Primary And Secondary Amines ◽  
Liquid Chromatographic ◽  
Derivatives Of

Abstract The high pressure liquid chromatographic properties of 13 phenylisothiocyanate derivatives of primary and secondary amines were examined with ultraviolet detection at 254 nm. Urine extracts of subjects who were taking ephedrine, phenylpropanolamine, and phentermine were also examined. The method described improves the chromatographic properties of the amines and also enhances their detectability.

scholarly journals FLAVONOID COMPOUNDS FROM ARTEMISIA GLABELLA KAR. ET. KIR., SYNTHESIS ON THEIR BASIS AND BIOLOGICAL ACTIVITY

2018 ◽  
pp. 215-222
Author(s):  
Габиден (Gabiden) Маратович (Maratovich) Байсаров (Baysarov) ◽  
Айдана (Аjdana) Рахманиякызы (Rakhmaniyakyzy) Жуматаева (Zhumatayeva) ◽  
Гулим (Gulim) Кенесбековна (Kenesbekovna) Мукушева (Mukusheva) ◽  
Эльвира (El'vira) Эдуардовна (Eduardovna) Шульц (Shul'ts) ◽  
Роза (Roza) Батталовна (Battalovna) Сейдахметова (Seydakhmetova) ◽  
...  
Keyword(s):  
Biological Activity ◽  
Raw Materials ◽  
Hepatoprotective Activity ◽  
Biologically Active ◽  
Secondary Amines ◽  
Moderate Activity ◽  
Amino Derivatives ◽  
Anti Inflammatory ◽  
Derivatives Of

As a result of complex chemical processing of medicinal raw materials of Artemisia glabella Kar. et Kir., including CO2 extraction and lactones isolation, we have investigated the chemical composition of flavonoids to select the biologically active ones and carry out modifications on their basis. Two flavonoids pectolinaringenin and cirsilineol have been isolated by partition chromatography from the secondary raw materials of Artemisia glabella Kar. et. Kir. and identified. To obtain new biologically active compounds, we have synthesized new amino derivatives of cirsilineol by the Mannich reaction with secondary amines (piperidine and N-methylpiperazine) in isopropanol with the presence of dimethylaminopyridine. In proton NMR spectrum of the synthesized compounds there are proton signals of the initial cirsilineol fragment; however, there is no N-8 proton signal, besides other signals typical for amines’ benzene ring have been observed at 1.53–3.90 ppm. It means that reaction occurred at the C-8 position of carbon in ring A. The synthesized compounds have been studied for various types of biological activity typical for this class, including hepatoprotective and anti-inflammatory activities. Amino derivatives of cirsilineol exhibit a moderate activity against HepG2 cell line, while cirsilineol at a dose of 5 mg/ml expresses a pronounced hepatoprotective activity. Moreover, all samples at a dose of 25 mg/kg show poor anti-inflammatory effects on the model of acute exudative reaction in vivo.

Syntheses of some 4-dialkylaminoalkylamino derivatives of 2,3-dimethyl-2H- and 3,9-dimethyl-9H-pyrazolo[3,4-b]quinoline

1986 ◽  
Vol 51 (8) ◽  
pp. 1692-1697 ◽  
Author(s):  
Stanislav Rádl ◽  
Viktor Zikán
Keyword(s):  
Influenza Virus ◽  
Thionyl Chloride ◽  
Encephalomyocarditis Virus ◽  
Methoxy Derivative ◽  
Derivatives Of

Reactions of 4-chloro-2,3-dimethyl-2H-pyrazolo[3,4-b]quinoline and 4-chloro-6-methoxy-2,3-dimethyl-2H-pyrazolo[3,4-b]quinoline with 3-dimethylaminopropylamine and/or 2-dimethylaminoethylamine afforded 4-(3-dimethylaminopropylamino)-2,3-dimethyl-2H-pyrazolo[3,4-b]quinoline (IIa), its 6-methoxy derivative (IIc), 4-(2-diethylaminoethylamino)-2,3-dimethyl-2H-pyrazolo[3,4-b]quinoline (IIb) and its 6-methoxy derivative (IId). Reaction of 4,9-dihydro-3,9-dimethyl-4-oxo-1H-pyrazolo[3,4-b]quinoline with thionyl chloride gave an intermediate, whose reaction with 3-dimethylaminopropylamine afforded 4-(3-dimethylaminopropylamino)-3,9-dimethyl-9H-pyrazolo[3,4-b]quinoline (III). The compounds were tested in vivo in mice for efficacy against the A2-Hongkong influenza virus and the encephalomyocarditis virus.

Reaction of ethoxyvinyl derivatives of pyrylium and pyridinium salts with primary and secondary amines

1974 ◽  
Vol 10 (10) ◽  
pp. 1166-1171 ◽  
Author(s):  
G. N. Dorofeenko ◽  
V. V. Mezheritskii ◽  
A. L. Vasserman
Keyword(s):  
Secondary Amines ◽  
Pyridinium Salts ◽  
Primary And Secondary Amines ◽  
Derivatives Of

Synthesis and reactions of 2-and 4-substituted furo[3,2-c]pyridines

2006 ◽  
Vol 60 (3) ◽  
Author(s):  
M. Búdová ◽  
K. Fojtíková ◽  
J. Miklovič ◽  
V. Mrázová ◽  
B. Horváth ◽  
...  
Keyword(s):  
Nucleophilic Substitution ◽  
Hydrazine Hydrate ◽  
Chlorine Atom ◽  
Phosphorus Oxychloride ◽  
Sodium Ethoxide ◽  
Secondary Amines ◽  
Chloro Derivative ◽  
Chloro Derivatives ◽  
Derivatives Of

AbstractSubstituted furopropenoic acids were prepared from appropriate aldehyde under the Doebner’s conditions. Obtained acids were converted to the corresponding azides, which were cyclized by heating in Dowtherm to furopyridones. These compounds were aromatized with phosphorus oxychloride to chloro derivatives of furo[3,2-c]pyridine (Va, Vb). Chloro derivative Vb was reduced with hydrazine hydrate to 2-(4-aminophenyl)furo[3,2-c]pyridine in ethanol and Pd/C as a catalyst. Chloro derivative Va was converted to 4-amino-2-(3-pyridyl)furo[3,2-c]pyridine under the same conditions. The chlorine atom in other chloro derivatives (VIIa, VIIb) was replaced by nucleophilic substitution with alkoxides (sodium ethoxide, propoxide, and isopropoxide) and the corresponding alkoxy derivatives were formed. By reaction of VII with cyclic secondary amines (morpholine, piperidine, and pyrrolidine) 4-substituted furopyridines were prepared.

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