Bupranolol

Title: Bupranolol
CAS Registry Number: 14556-46-8
CAS Name: 1-(2-Chloro-5-methylphenoxy)-3-[(1,1-dimethylethyl)amino]-2-propanol
Additional Names: 1-(tert-butylamino)-3-[(6-chloro-m-tolyl)oxy]-2-propanol; 1-(6-chloro-3-methylphenoxy)-3-tert-butylaminopropan-2-ol; 1-tert-butylamino-3-(2-chloro-5-methylphenoxy)-2-propanol; bupranol
Trademarks: Ophtorenin (Winzer)
Molecular Formula: C14H22ClNO2
Molecular Weight: 271.78
Percent Composition: C 61.87%, H 8.16%, Cl 13.04%, N 5.15%, O 11.77%
Literature References: b-Adrenergic blocker. Prepn: Kunz et al., DE 1236523 (1967 to Sanol-Arzneimittel Dr. Schwarz), C.A. 67, 64046k (1967) and US 3309406 (1967). Pharmacology: Waterloh et al., Arzneim.-Forsch. 19, 153, 330, 1710 (1969); Pendleton et al., Arch. Int. Pharmacodyn. Ther. 187, 75 (1970); P. Montastruc et al., Arch. Farmacol. Toxicol. 3, 93 (1977).
Derivative Type: Hydrochloride
CAS Registry Number: 15148-80-8
Manufacturers' Codes: KL-255
Trademarks: Betadran (Logeais); Betadrenol (Schwarz); Looser (Kaken); Panimit (Nattermann)
Molecular Formula: C14H22ClNO2.HCl
Molecular Weight: 308.24
Percent Composition: C 54.55%, H 7.52%, Cl 23.00%, N 4.54%, O 10.38%
Properties: Crystals, mp 220-222°.
Melting point: mp 220-222°
Therap-Cat: Antihypertensive; antianginal; antiarrhythmic; antiglaucoma.
Keywords: ?Adrenergic Blocker; Antianginal; Antiarrhythmic; Antiglaucoma; Antihypertensive; Aryloxypropanolamine Derivatives.
Buprofezin Buquinolate Buramate Burgess Reagent Busulfan

Bupranolol
Bupranolol.svg
Systematic (IUPAC) name
(RS)-1-(tert-butylamino)-3-(2-chloro-5-methylphenoxy)propan-2-ol
Clinical data
AHFS/Drugs.com International Drug Names
Legal status  ?
Routes Oral, topical (eye drops)
Pharmacokinetic data
Bioavailability < 10%
Protein binding 76%
Metabolism First pass elimination > 90%
Half-life 2-4 hours (plasma)
Excretion > 88% renal (as carboxybupranolol)
Identifiers
CAS number 23284-25-5 N
ATC code C07AA19
PubChem CID 2475
IUPHAR ligand 550
DrugBank DB08808
ChemSpider 2381 YesY
UNII 858YGI5PIT YesY
KEGG D07590 N
ChEMBL CHEMBL305380 YesY
Chemical data
Formula C14H22ClNO2 
Mol. mass 271.78298 g/mol
 N (what is this?)  (verify)

Bupranolol is a non-selective beta blocker without intrinsic sympathomimetic activity (ISA), but with strong membrane stabilizing activity. Its potency is similar to propranolol.