68377-91-3

Arotinolol hydrochloride i s a β-adrenergic blocker with weak α-antagonistic properties, useful in the treatment of hypertension.

Sumitomo (Japan)

Arotinolol is both and alpha- and beta-adrenoceptor antagonist and is used to treat essential tremors and hypertension.

ChEBI: Arotinolol hydrochloride is an aromatic amide and a member of thiophenes.

To a solution of 2-mercapto-4-(5'-carbamoyl-2'-thiophenyl)thiazole, 3.2 g in 20 ml of 0.3 % aqueous sodium hydroxide solution, 1-chloro-3-tbutylaminopropanol, 12.64 g in 20 ml of methanol was added, while the temperature was maintained at 20°C.
The reaction solution was stirred at room temperature for 4 h, and then condensed to a half volume in vacuo. The residual solution, added with 100 ml of water, was extracted with chloroform. The chloroform extract was washed with water, dried over anhydrous magnesium sulfate and evaporated in vacuo to give 4.8 g of 2-(3'-t-butylamino-2'-hydroxypropylthio)-4-(5'-carbamoyl-2'- thiophenyl)thiazole, as crystals, melting point 234°-235.5°C (dec., recrystallized from methanol/water).
In practice it is usually used as hydrochloride.

ALMARL

Beta-adrenergic blocker