Bopindolol (

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 accomm ...

) is a

beta blocker Beta blockers, also spelled β-blockers, are a class of medications that are predominantly used to manage abnormal heart rhythms ( arrhythmia), and to protect the heart from a second heart attack after a first heart attack ( secondary prevention ...

. It is an

ester In chemistry, an ester is a compound derived from an acid (either organic or inorganic) in which the hydrogen atom (H) of at least one acidic hydroxyl group () of that acid is replaced by an organyl group (R). These compounds contain a distin ...

which acts as a

prodrug A prodrug is a pharmacologically inactive medication or compound that, after intake, is metabolized (i.e., converted within the body) into a pharmacologically active drug. Instead of administering a drug directly, a corresponding prodrug can be ...

for its

active metabolite An active metabolite, or pharmacologically active metabolite is a biologically active metabolite of a xenobiotic substance, such as a drug or environmental chemical. Active metabolites may produce therapeutic effects, as well as harmful effects. ...

4-(3-''t''-butylamino-2-hydroxypropoxy)-2-methylindole.

Synthesis

The reaction of 4-Hydroxy-2-methylindole 5320-67-3(1) with epichlorohydrin in the presence of lye led to 2-methyl-4-(oxiran-2-ylmethoxy)-1H-indole 2119-47-5(2). Addition of tert-butylamine led to 4-(2-Hydroxy-3-tert-butylaminopropoxy)-2-methylindole 3869-98-9(3). Ester formation with benzoic anhydride 3-97-0(4) in the presence of hexamethylphosphoric acid triamide 80-31-9completed the synthesis of Bopindolol (5).

References

Beta blockers Prodrugs Benzoate esters N-tert-butyl-phenoxypropanolamines Indole ethers at the benzene ring {{cardiovascular-drug-stub

Synthesis

See also

References