Basic information Safety Supplier Related

Penbutolol

Basic information Safety Supplier Related

Penbutolol Basic information

Product Name:
Penbutolol
Synonyms:
  • (-)-(S)-Penbutolol
  • (S)-Penbutolol
  • 2-Propanol, 1-(2-cyclopentylphenoxy)-3-[(1,1-dimethylethyl)amino]-, (2S)- (9CI)
  • 2-Propanol, 1-(2-cyclopentylphenoxy)-3-[(1,1-dimethylethyl)amino]-, (S)-
  • Betapressin
  • HOE 893
  • HOE 893D
  • Levopenbutolol
CAS:
38363-40-5
MF:
C18H29NO2
MW:
291.43
Mol File:
38363-40-5.mol
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Penbutolol Chemical Properties

Melting point:
68-72°
alpha 
20D -11.5° (c = 1 in methanol)
Boiling point:
433.43°C (rough estimate)
Density 
1.0344 (rough estimate)
refractive index 
1.5000 (estimate)
pka
9.3 (1.5 mmol/l in 25% ethanol)
color 
Crystals
Water Solubility 
7g/L(room temperature)
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Safety Information

Toxicity
LD50 oral in rabbit: 300mg/kg
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Penbutolol Usage And Synthesis

Originator

Betapressin, Hoechst , W. Germany ,1980

Uses

Anti-adrenergic (β-receptor).

Definition

ChEBI: Penbutolol is a member of ethanolamines.

Manufacturing Process

21.8 g (0.1 mol) of 1,2-epoxy-3-(2'-cyclopentylphenoxy)propane, boiling at 113°C to 115°C/0.2 mm Hg (prepared from 2-cyclopentylphenol and epichlorhydrin in the presence of alkali) were dissolved in 250 ml of ethanol; to this solution, there were added dropwise, while stirring.8.9 g (0.15 mol) of t-butylamine. The reaction mixture was stirred for 2 hours at 60°C and then the solvent and the excess t-butylamine were removed by distillation. The residue which had been purified via the aqueous hydrochloride, crystallized, after removal of the ether by evaporation, upon rubbing or inoculation and yielded, after recrystallization from n-heptane, the 1-t-butylamino-2-hydroxy3-(2'-cyclopentylphenoxy)propane which was found to melt at 69°C to 70°C.

brand name

Levatol(Schwarz Pharma).

Therapeutic Function

Beta-adrenergic blocker

Safety Profile

Poison by ingestion and intravenous routes. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

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