Hexobendine is a

vasodilator Vasodilation, also known as vasorelaxation, is the widening of blood vessels. It results from relaxation of smooth muscle cells within the vessel walls, in particular in the large veins, large arteries, and smaller arterioles. Blood vessel wal ...

that acts as an

adenosine reuptake inhibitor An adenosine reuptake inhibitor (AdoRI) is a type of drug which acts as a reuptake inhibitor for the purine nucleoside and neurotransmitter adenosine by blocking the action of one or more of the equilibrative nucleoside transporters (ENTs). Th ...

Synthesis

Hexobendine can be synthesized starting with a reaction between 3,4,5-trimethoxybenzoyl chloride (1) and 3-chloropropanol (2) to give the corresponding ester, 3-chloropropyl 3,4,5-trimethoxybenzoate (3). The last step involves the reaction between two molar equivalents of 3 with one molar equivalent of

1,2-dimethylethylenediamine N,N'-Dimethylethylenediamine (DMEDA) is the organic compound with the formula (CHNH)CH. It is a colorless liquid with a fishy odor. It features two secondary amine functional groups. Regarding its name, N and N' indicate that the methyl groups ...

(4) completing the synthesis of hexobendine (5).AT231432 idem Schlogl Karl, Kraupp Otto, (1964 & 1966 to Chemie Linz Ag). : Hexobendine synthesis

References

Vasodilators Phenol ethers Benzoate esters Amines Adenosine reuptake inhibitors {{cardiovascular-drug-stub

Synthesis

See also

References