Bopindolol Chemical Properties

Melting point:

117-120°C

Boiling point:

557.0±50.0 °C(Predicted)

Density 

1.143±0.06 g/cm3(Predicted)

storage temp. 

Hygroscopic, -20°C Freezer, Under Inert Atmosphere

solubility 

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated)

pka

17.59±0.30(Predicted)

form 

Solid

color 

White to Pale Beige

Safety Information

Toxicity

LD50 i.v. in mice: 17 mg/kg (Troxler, Seemann, 1977)

Bopindolol Usage And Synthesis

Description

Bopindolol is a potent, long-acting, non-selective β-adrenergic blocker related to pindolol and useful in the treatment of hypertension. Unlike many other agents of this type, it appears to have negligible effects on serum lipoproteins.

Chemical Properties

Off-White to pale Yellow Solid

Originator

sandoz (Switzerland)

Uses

Bopindolol is an ester prodrug of Pindolol (P468000). Bopindolol is a long acting β-adrenoceptor blocking agent. Bopindolol displays antispasmogenic activity mediated by α1-adrenoceptors and 5-HT2 receptors.

Definition

ChEBI: 1-(tert-butylamino)-3-[(2-methyl-1H-indol-4-yl)oxy]propan-2-yl benzoate is a methylindole that is 2-methyl-1H-indol-4-ol in which the hydrogen of the hydroxy group is replaced by a 2-(benzoyloxy)-3-(tert-butylamino)propyl group. It is a methylindole, a secondary amino compound, an aromatic ether and a benzoate ester.

Manufacturing Process

4-(2-Benzoyloxy-3-t-butylaminopropoxy)-2-methyl-indole:
26 g of benzoic acid are dissolved, while heating, in 50 ml of hexamethylphosphoric acid triamide and 3.5 g of 1-t-butylamino-3-(2-methylindole- 4-yloxy)-2-propanol are added. After cooling, 3.0 g of benzoic acid anhydride are added and stirred for 20 hours at room temperature. The resulting clear, yellow solution is poured onto ice 0.5 liters of ether are added and stirred for 2 hours. After making the liquid alkaline with concentrated ammonia, the ether phase is separated, shaken out with tartaric acid, made alkaline with caustic soda solution while cooling with ice and extracted with methylene chloride. After evaporating the solvent, the residue is crystallized with 1 mol of fumaric acid from methanol and acetone.

brand name

SANDONORM

Therapeutic Function

Beta-adrenergic blocker

Bopindolol(62658-63-3)Related Product Information

• Selumetinib
• Bisoprolol
• 7-(4-Bromobenzoyl)indole
• Pindolol
• 4-methoxy-2-methyl-1H-indole
• 4-Hydroxy-2-methylindole
• rac Mepindolol-d7
• Bopindolol
• Wandonorm
• 2-Propanol, 1-[(1,1-dimethylethyl)amino]-3-[(2-methyl-1H-indol-4-yl)oxy]-, benzoate (ester), (S)-
• 2-Propanol, 1-[(1,1-dimethylethyl)amino]-3-[(2-methyl-1H-indol-4-yl)oxy]-, benzoate (ester), (R)-
• BOPINDOLOL MALONATE