[Synthesis of 3-cyano-6-methyl-4-pyridyl-2(1H)-pyridinethiones as well as 2-substituted 6-methyl-4-pyridyl-pyridine-3-carbonitriles and 3-carbonic acid amides, respectively, and testing their cardiovascular activity].
By the base catalyzed reaction of our previously described 3-cyano-6-methyl-4-pyridyl-2(1H)-pyridinethiones 1 and 2, respectively, with branched and unbranched, respectively, alkyl, aralkyl-, alkinyl-, hydroxyalkyl-, ethoxycarbonyl- and carbamoylalkylhalides the new in 2-position substituted 6-methyl-4-pyridyl-pyridine-3-carbonitriles 15-30 were formed. By means of oxidation of the 2-methylthio-substituted pyridine-3-carbonitriles 3 and 4 with potassium periodate and potassium permanganate in diluted acetic acid, respectively, the sulfinyl compounds 5 and 6, respectively, and the sulfonyl compounds 7 and 8, respectively, were prepared. By heating of 3 and 4, respectively, with concentrated sulphuric acid the 2-methylthio-pyridine-3-carboxamides 9 and 10 were obtained. The oxidation of these compounds with potassium periodate and potassium permanganate, respectively, had yield the pyridines 11 and 12, respectively, as well as 13 and 14, respectively.
Hanfeld
V
V
Sektion Biowissenschaften der Karl-Marx-Universität Leipzig.
Leistner
S
S
Wagner
G
G
Lohmann
D
D
Poppe
H
H
Heer
S
S
D000577:Amides / Q000138:chemical synthesis* / Q000494:pharmacology; D000818:Animals; D001794:Blood Pressure / Q000187:drug effects; D002254:Carbonates / Q000138:chemical synthesis*; D002255:Carbonic Acid / Q000138:chemical synthesis* / Q000494:pharmacology; D002317:Cardiovascular Agents / Q000138:chemical synthesis*; D055598:Chemical Phenomena; D002621:Chemistry; D004285:Dogs; D006339:Heart Rate / Q000187:drug effects; D006439:Hemodynamics / Q000187:drug effects*; D009570:Nitriles / Q000138:chemical synthesis / Q000494:pharmacology; D011725:Pyridines / Q000138:chemical synthesis* / Q000494:pharmacology; D013871:Thiones / Q000138:chemical synthesis* / Q000494:pharmacology
D000577:Amides; D002254:Carbonates; D002317:Cardiovascular Agents; D009570:Nitriles; D011725:Pyridines; D013871:Thiones; D002255:Carbonic Acid
Synthese von 3-Cyan-6-methyl-4-pyridyl-2(1H)-pyridinthionen sowie neuer in 2-Stellung substituierter 6-Methyl-4-pyridyl-pyridin-3-carbonitrile bzw. -3-carbonsäureamide und deren Prüfung auf kardiovaskuläre Wirksamkeit.