Amino Derivatives of Strophanthidin. I. Reactions of Primary and Secondary Amines with the Butenolide Side Chain of Strophanthidin1

1960 ◽  
Vol 25 (7) ◽  
pp. 1175-1179 ◽  
Author(s):  
THOMAS H. BEMBRY ◽  
ROBERT C. ELDERFIELD ◽  
GERALDINE L. KRUEGER
Keyword(s):  
Secondary Amines ◽  
Side Chain ◽  
Primary And Secondary Amines ◽  
Amino Derivatives ◽  
Derivatives Of

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.

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.

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.

Reactions of Perimidin-4-ones and -6-ones with amines

1977 ◽  
Vol 30 (9) ◽  
pp. 2063 ◽  
Author(s):  
DW Cameron ◽  
EL Samuel
Keyword(s):  
Double Bond ◽  
Room Temperature ◽  
Significant Degree ◽  
Secondary Amines ◽  
Nucleophilic Attack ◽  
Side Chain ◽  
Amino Compounds ◽  
Primary And Secondary Amines ◽  
Benzenoid Ring

π-Deficient perimidin-4- and -6-one systems reacted readily with primary and secondary amines at room temperature. Nucleophilic attack occurred not only at the enone double bond, but also at positions 7 and 9 on the benzenoid ring. Highly coloured mono-, di- or tri-aminated derivatives were thereby obtained. A significant degree of bond fixation was indicated. Side-chain amination of 9-methyl substituents was observed, analogous to processes encountered in quinone chemistry. On continued contact with amine the products were converted partly into 9-formyl derivatives and partly into 9-amino compounds.

ChemInform Abstract: Reactions of Primary and Secondary Amines with Substituted Hydroquinones: Nuclear Amination, Side-Chain Amination, and Indolequinone Formation.

ChemInform ◽  
2010 ◽  
Vol 30 (13) ◽  
pp. no-no
Author(s):  
Manisha Chakraborty ◽  
David B. McConville ◽  
Yanhui Niu ◽  
Claire A. Tessier ◽  
Wiley J. Youngs
Keyword(s):  
Secondary Amines ◽  
Side Chain ◽  
Primary And Secondary Amines

Reactions of Primary and Secondary Amines with Substituted Hydroquinones:  Nuclear Amination, Side-Chain Amination, and Indolequinone Formation

1998 ◽  
Vol 63 (21) ◽  
pp. 7563-7567 ◽  
Author(s):  
Manisha Chakraborty ◽  
David B. McConville ◽  
Yanhui Niu ◽  
Claire A. Tessier ◽  
Wiley J. Youngs
Keyword(s):  
Secondary Amines ◽  
Side Chain ◽  
Primary And Secondary Amines

scholarly journals Reductive amination of fusidane triterpenoid ketones

2018 ◽  
Vol 7 (3) ◽  
pp. 198-203 ◽  
Author(s):  
Elena Salimova ◽  
Andrey Mamaev ◽  
Elena Tretyakova ◽  
Olga Kukovinets ◽  
Lyudmila Parfenova
Keyword(s):  
Methyl Ester ◽  
Fusidic Acid ◽  
Reductive Amination ◽  
Secondary Amines ◽  
Primary And Secondary Amines ◽  
Reaction Proceeds ◽  
Derivatives Of

New nitrogen-containing analogues of fusidane triterpenoids were synthesized via the reductive amination of 3,11-dioxo derivatives of fusidic acid and its methyl ester by primary and secondary amines (BunNH2, Pyrrolidine, NH2CH2CH2NH2) in the presence of sodium borohydrides. The reaction proceeds with high chemo- and stereoselectivity and gives 3β-amino substituted products with yields of 75-88%.

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