Novel nicotinate esters of vasodilatation activity.
A variety of 2-substituted-4, 6-diaryl-3-pyridinecarboxylates 4 were obtained through aromatic nucleophilic substitution. reaction of secondary amines with 2-bromo-3-pyridinecarboxylate derivatives 3. The latters were obtained through bromination of 3-aryl-4-benzoyl-2-cyanobutyrates 2 in glacial acetic acid. However; reaction of primary aromatic amines with 2-bromopyridines 3 afforded 2-arylamino-3-pyridinecarboxylates 5 beside the unexpected 2-amino analogues 6. On the other hand, 3-hydroxy-1H-pyrazolo[3,4-b]pyridines 7 were isolated via reaction of 3 with hydrazine hydrate. Good to complete muscle relaxation of rabbit's jejunium, rat's uterus and rabbits aorta was observed during screening representative examples (3a, 4c, Sd, 5f and 6b) of the newly synthesized 3-pyridinecarboxylates indicating the vasodilatation and antihypertension activity for the tested compounds.
Girgis
Adel S
AS
Pesticide Chemistry Dept, National Research Centre, Dokki, Cairo, Egypt.
Hosni
Hanaa M
HM
Barsoum
Flora F
FF
Amer
Aziza M M
AM
Farag
I S Ahmed
IS
D000818:Animals; D001013:Aorta, Thoracic / Q000187:drug effects; D005260:Female; D066298:In Vitro Techniques; D007202:Indicators and Reagents; D007583:Jejunum / Q000187:drug effects; D008297:Male; D008958:Models, Molecular; D009130:Muscle, Smooth / Q000187:drug effects; D009131:Muscle, Smooth, Vascular / Q000187:drug effects; D009539:Nicotinic Acids / Q000138:chemical synthesis* / Q000494:pharmacology*; D011817:Rabbits; D051381:Rats; D014599:Uterus / Q000187:drug effects; D014665:Vasodilator Agents / Q000138:chemical synthesis* / Q000494:pharmacology*
D007202:Indicators and Reagents; D009539:Nicotinic Acids; D014665:Vasodilator Agents