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Imolamine (
INN Inns are generally establishments or buildings where travelers can seek lodging, and usually, food and drink. Inns are typically located in the country or along a highway; before the advent of motorized transportation they also provided accommo ...
,
BAN Ban, or BAN, may refer to: Law * Ban (law), a decree that prohibits something, sometimes a form of censorship, being denied from entering or using the place/item ** Imperial ban (''Reichsacht''), a form of outlawry in the medieval Holy Roman ...
; brand names Angolon, Angoril, Circuline, Irri-Cor, Irrigor, Coremax) is a coronary vasodilator which is used in the treatment of
angina pectoris Angina, also known as angina pectoris, is chest pain or pressure, usually caused by insufficient blood flow to the heart muscle (myocardium). It is most commonly a symptom of coronary artery disease. Angina is typically the result of obstr ...
and as a
local anesthetic A local anesthetic (LA) is a medication that causes absence of pain sensation. In the context of surgery, a local anesthetic creates an absence of pain in a specific location of the body without a loss of consciousness, as opposed to a general an ...
. Use patents:Anne Rolland, (1986 to Laboratoires Albert Rolland SA).


Synthesis

Butalamine Butalamine is a vasodilator. Synthesis Check with imolamine (alternate nitrogen reacts) The halogenation of benzamidoxime 32-90-1 22-31-1(1) with chlorine and subsequent reaction with cyanamide (3) gives 5-amino-3-phenyl-1,2,4-oxadiazole 663- ...
has very similar synthesis but is alkylated on the alternate nitrogen position. The reaction of benzoylchloride oxime 98-16-8(2) with
Cyanamide Cyanamide is an organic compound with the formula C N2 H2. This white solid is widely used in agriculture and the production of pharmaceuticals and other organic compounds. It is also used as an alcohol-deterrent drug. The molecule features a ...
(3) gives 3-Phenyl-1,2,4-oxadiazol-5-amine 663-37-4(4). Alkylation with 2-chlorotriethylamine 00-35-6(5) in the presence of KOH base occurs at the endocyclic ring nitrogen completing the synthesis of imolamine (6). EFforts toward
Onepot method
(section 2.5 & 2.6).


References

Local anesthetics Oxadiazoles Vasodilators Diethylamino compounds {{cardiovascular-drug-stub