2426-86-0Relevant academic research and scientific papers
Synthesis and adrenolytic activity of 1-(1H-indol-4-yloxy)-3-(2-(2-methoxy phenoxy)ethylamino)propan-2-ol analogs and its enantiomers. Part 2
Groszek, Grazyna,Nowak-Krol, Agnieszka,Wdowik, Tomasz,Swierczynski, Dariusz,Bednarski, Marek,Otto, Monika,Walczak, Maria,Filipek, Barbara
experimental part, p. 5103 - 5111 (2010/02/28)
The synthesis of (2RS)-1-(5-methoxy-1H-indol-4-yloxy)-3-(2-(2-methoxyphenoxy)ethylamino)propan-2-ol and (2RS)-1-(7-methoxy-1H-indol-4-yloxy)-3-(2-(2-methoxyphenoxy)ethylamino)propan-2-ol and its enantiomers, analogs of 1-(1H-indol-4-yloxy)-3-(2-(2-methoxyphenoxy)ethylamino)propan-2-ol ((RS)-9) is described. Compounds were tested for electrographic, antiarrhythmic, hypotensive and spasmolytic activities as well as for α1-, α2- and β1-adrenoceptors binding affinities. The antagonist potency of the new compounds was compared with carvedilol and (RS)-9.
Antimicrobial indolequinones from the mid-intestinal gland of the muricid gastropod Drupella fragum
Fukuyama, Yoshiyasu,Iwatsuki, Chie,Kodama, Mitsuaki,Ochi, Masamitsu,Kataoka, Kumi,Shibata, Kozo
, p. 10007 - 10016 (2007/10/03)
Three new indolequinones, 6-methoxyindole-4,7-quinone (1), 5- methoxyindole-4,7-quinone (2) and 5-methylindole-4,7-quinone (3) were isolated from the mid-intestinal gland of the muricid gastropod Drupella fragum. The structures of 1 and 2 were established
Synthesis of 4-chloro-7-ethoxy-2(3H)-benzoxazolone-6-carboxylic acid
Kato, Shiro,Morie, Toshiya
, p. 1171 - 1178 (2007/10/03)
As a part of metabolic studies of mosapride (1), a potential gastroprokinetic agent, the synthesis of 4-chloro-7-ethoxy-2(3H)-benzoxazolone-6-carboxylic acid (7) as a derivative of 4-amino-5-chloro-2-ethoxy-3-hydroxybenzoic acid (6), which has served a benzoic acid part of the metabolites 4 and 5, is described. Treatment of methyl 3-amino-4-substituted amino-5-chloro-2-ethoxybenzoate derivatives 11a-c with sodium nitrate in acidic medium gave the benzotriazole derivatives 13x,y instead of the objective 3-hydroxy counterpart. The synthesis of 7 started from o-vanillin acetate (15) and proceeded through the intermediates 2-hydroxy-3-methoxy-4-nitrobenzaldehyde (18), methyl 4-amino-2,3-dihydroxybenzoate (23), and methyl 7-hydroxy-2(3H)-benzoxazolone-6-carboxylate (30). Compound 30 was alternatively prepared from 23 via methyl 4-ethoxycarbonylamino-2-ethoxycarbonyloxy-3-hydroxybenzoate (29), which is the product resulting from the migration of the ethoxycarbonyl group of methyl 4-amino-2,3-diethoxycarbonyloxybenzoate (27).
Dihydroxynitrobenzaldehydes and Hydroxymethoxynitrobenzaldehydes: Synthesis and Biological Activity as Catechol-O-methyltransferase Inhibitors
Perez, Rosa A.,Fernandez-Alvarez, Eldiberto,Nieto, Ofelia,Piedrafita, F. Javier
, p. 4584 - 4588 (2007/10/02)
A series of nitro derivatives of dihydroxy- and hydroxymethoxybenzaldehyde was synthesized and tested as potential inhibitors of partially purified pig liver catechol-O-methyltransferase (COMT).All the dihydroxynitrobenzaldehydes prepared were potent inhibitors of COMT, but only one hydroxymethoxynitrobenzaldehyde (3-hydroxy-4-methoxy-5-nitrobenzaldehyde) showed activity as a COMT inhibitor.Although previously reported data showed that the presence of electron-withdrawing substituents at position 5 seemed to be very important for activity as COMT inhibitor, our results suggest that the requirement necessary to enhance the activity of the dihydroxynitrobenzaldehyde derivatives toward COMT is the presence of the nitro group in a position ortho with respect to one hydroxyl group.The assayed compounds showed a reversible inhibition of COMT, which was mixed for all the dihydroxynitro derivatives but noncompetitive for 3-hydroxy-4-methoxy-5-nitrobenzaldehyde when pyrocatechol was the variable substrate and uncompetitive in all the inhibitors with respect to S-adenosyl-L-methionine.
Substituted quinazolinediones
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, (2008/06/13)
The synthesis of 5,6-dioxy substituted quinazolinediones is described. The novel quinazolinediones are useful as cardiotonic agents.
Substituted 5,6-dialkoxyquinazoline derivatives
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, (2008/06/13)
Quinazoline derivatives having an oxy substituent in 5 and 6 positions are described. The novel quinazoline derivatives are useful as cardiotonic agents.
5,6-Dialkoxy-3,4-optionally substituted-2(1H)quinazolinones, composition and method of use
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, (2008/06/13)
The synthesis of substituted quinazolinones is described. The novel quinazolinones are renal vasodilators and thereby increase renal blood flow, and are useful as cardiovascular agents.
