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| | Bopindolol Basic information |
| Product Name: | Bopindolol | | Synonyms: | Bopindolol;2-PROPANOL, 1-[(1,1-DIMETHYLETHYL)AMINO]-3-[(2-METHYL-1H-INDOL-4-YL)OXY]-, BENZOATE (ESTER);1-(tert-ButylaMino)-3-((2-Methyl-1H-indol-4-yl)oxy)propan-2-yl benzoate;2-[(1,1-Dimethylethyl)amino]-1-{[(2-methyl-1H-indol-4-yl)oxy]methyl}ethyl benzoate;(±)-1-[(1,1-DiMethylethyl)aMino]-3-[(2-Methyl-1H-indol-4-yl)oxy]-2-propanol Benzoate (Ester);1-[(1,1-DiMethylethyl)aMino]-3-[(2-Methyl-1H-indol-4-yl)oxy]-2-propanol 2-Benzoate;rac Bopindolol;2-Propanol, 1-[(1,1-dimethylethyl)amino]-3-[(2-methyl-1H-indol-4-yl)oxy]-, 2-benzoate | | CAS: | 62658-63-3 | | MF: | C23H28N2O3 | | MW: | 380.48 | | EINECS: | | | Product Categories: | Aromatics;Heterocycles;Indole Derivatives;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals | | Mol File: | 62658-63-3.mol |  |
| | 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 |
| 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 Preparation Products And Raw materials |
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