N-6 substituted adenosine derivatives as cardiac vasodilators

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Carbohydrate doai

Patent

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

514 45, 536 26, 536 24, A61K 3170

Patent

active

050433253

ABSTRACT:
New, N-6 monosubstituted adenosine derivatives are disclosed which have significant cardiac vasodilatory effect. The compounds of the invention include 6-(cyclo-butyl amino)-9-(.beta.-D-ribofuranosyl)-9H-purine, 6-(2-methyl-2-phenyl hydrazino)-9-(.beta.-D-ribofuranosyl)-9H-purine, and compounds of the general formula: ##STR1## wherein R.sub.1 is H, lower alkyl, lower alkoxy, alkylamino, or arylamino, R.sub.2 is H, lower alkyl, hydroxymethyl, phenyl or substituted phenyl, R.sub.3 is H, lower alkyl, phenyl, substituted phenyl, R.sub.3 is H, lower alkyl, phenyl, substituted phenyl, 2 or 3-thienyl, or 2 or 3-pyridyl, R.sub.4 is H or lower alkyl, and R.sub.5 is H or lower acyl. Particularly active as a cardiac vasodilator is the compound (-)-6-(R-1-phenyl-2-butyl amino)-9-(.beta.-D-ribofuranosyl)-9H-purine.

REFERENCES:
patent: 2881164 (1959-04-01), Kissman et al.
patent: 3502649 (1970-03-01), Thiel et al.
patent: 3509129 (1970-04-01), Kampe et al.
patent: 3590029 (1971-06-01), Koch et al.
patent: 3851056 (1974-11-01), Stork et al.
patent: 3901876 (1975-08-01), Vorbrugger et al.
patent: 3966916 (1976-06-01), Kampe et al.
patent: 4029884 (1977-06-01), Stein et al.
patent: 4081534 (1978-03-01), Elion et al.
patent: 4090021 (1978-05-01), Vorbruggen
patent: 4167565 (1979-09-01), Stein et al.
patent: 4189485 (1980-02-01), Matsuno et al.
patent: 4224438 (1980-09-01), Fauland et al.
patent: 4495180 (1985-01-01), Alexander
patent: 4514405 (1985-04-01), Irmscher et al.
Prasad, et al, "Modification of the 5'Position of Purine Nucleosides, 2, Synthesis and Some Cardiovascular Properties of Adenosine-5'-(N-substituted)carboxazmides", J. Med. Chem. 1980, 23, 313-319.
Stein et al, "Cardiovascular Effects of Nucleoside Analogs", Annals New York Acad. Sciences (1975) 225, 380-389.
Stein, "Ethyl Adenosine-5'carboxylate, A Potent Vasoactive Agent in the Dog", J. Med. Chem. (1973) 16:11, 1306-1208.
Schwabe, "General Aspects of Binding of Ligands to Adenosine Receptors", Chap. 6 Regulatory Function of Adenoisie, Berne et al, 77-96 (1983).
Ukena, et al, .sup.6 -substituted 9-methyladenines: A New Class of Adenosine Receptor Antagonists", FEBS Lett., 215 (2) 203-208 (1987).
Robins et al, "Potential Purine Antagonists IV. Synthesis of Some 9-Methyl-6-substituted-purines", J. Am. Chem. Soc., 79, 490-494 (1957).
Montgomery, et al, "Synthesis of Potential Anticancer Agents, IX,9-Ethyl-6-substituted-purines", J. am. Chem. Soc., 79, 5238-5242 (1957).
Myers, et al, "Alkylation of the Purine Nucleus by Means of Quaternary Ammonium Compounds, I. Tetraalkylammonium Hydroxides", J. Org. Chem., 28, 2089-2089 (1963).
Fox, et al, "Binding Characteristics of an Adenosine, Receptor in Human Placenta", J. Biol. Chem., 258(11), 6952-6955 (1983).

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

N-6 substituted adenosine derivatives as cardiac vasodilators does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with N-6 substituted adenosine derivatives as cardiac vasodilators, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and N-6 substituted adenosine derivatives as cardiac vasodilators will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-1414223

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.