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; 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 obstru ...

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 Cyanamide is an organic compound with the f ...

has very similar synthesis but is alkylated on the alternate nitrogen position. Imolamine synthesis

The reaction of benzoylchloride oxime 98-16-8(2) with

Cyanamide Cyanamide is an organic compound with the chemical formula, formula carbon, Cnitrogen, N2hydrogen, H2. This white solid is widely used in agriculture and the production of pharmaceuticals and other organic compounds. It is also used as an alcoho ...

(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