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38363-40-5

38363-40-5 Structure

38363-40-5 Structure
IdentificationBack Directory
[Name]

Penbutolol
[CAS]

38363-40-5
[Synonyms]

C07416
HOE 893
HOE 893D
Betapressin
l-Penbutolol
Levopenbutol
Levopenbutolol
(S)-Penbutolol
(-)-(S)-Penbutolol
2-Propanol, 1-(2-cyclopentylphenoxy)-3-[(1,1-dimethylethyl)amino]-, (S)-
2-Propanol, 1-(2-cyclopentylphenoxy)-3-[(1,1-dimethylethyl)amino]-, (2S)-
2-Propanol, 1-(2-cyclopentylphenoxy)-3-[(1,1-dimethylethyl)amino]-, (2S)- (9CI)
[Molecular Formula]

C18H29NO2
[MOL File]

38363-40-5.mol
[Molecular Weight]

291.43
Chemical PropertiesBack Directory
[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)
Hazard InformationBack Directory
[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.
Safety DataBack Directory
[Toxicity]

LD50 oral in rabbit: 300mg/kg
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