6452-71-7

Basic information

• Product Name: oxprenolol
• Synonyms: 1-(2-allyloxyphenoxy)-3-isopropylaminopropan-2-ol;2-Propanol, 1-(1-methylethyl)amino-3-2-(2-propenyloxy)phenoxy-;1-(Isopropylamino)-2-hydroxy-3-[o-(allyloxy)phenoxy]propane;1-[o-(Allyloxy)phenoxy]-3-(isopropylamino)-2-propanol;2-Propanol, 1-[(1-methylethyl)amino]-3-[2-(2-propenyloxy)phenoxy]- (9CI);2-Propanol, 1-[o-(allyloxy)phenoxy]-3-(isopropylamino)- (7CI, 8CI);Coretal;dl-Oxprenolol
• CAS NO: 6452-71-7
• Molecular Formula: C₁₅H₂₃NO₃
• Molecular Weight: 265.34802
• EINECS: 229-257-9
• Mol File: 6452-71-7.mol
• Article Data: 25

Chemical Properties

• Melting Point: 78-80°
• Boiling Point: 408.57°C (rough estimate)
• Appearance: /
• Density: 1.0479 (rough estimate)
• Refractive Index: 1.5000 (estimate)
• CAS DataBase Reference: oxprenolol(CAS DataBase Reference)
• NIST Chemistry Reference: oxprenolol(6452-71-7)
• EPA Substance Registry System: oxprenolol(6452-71-7)

Safety Data

• Hazardous Substances Data: 6452-71-7(Hazardous Substances Data)

Usage

Description

Oxprenolol induced contact dermatitis in a worker at a pharmaceutical plant, in the division for drug synthesis. Epichlorhydrin was also used for the production of both propranolol and oxprenolol.

Uses

Vasodilator(coronary).

Therapeutic Function

Antiarrhythmic

Contact allergens

The beta-blocker oxprenolol induced contact dermatitis in a worker at a pharmaceutical plant, in a division for drug synthesis. Epichlorhydrin was also used for the production of drugs propranolol and oxprenolol.

InChI:InChI=1S/C15H23NO3/c1-4-9-18-14-7-5-6-8-15(14)19-11-13(17)10-16-12(2)3/h4-8,12-13,16-17H,1,9-11H2,2-3H3

Upstream product

• 5741-15-1 BA 42154 
• 106-95-6 allyl bromide 
• 115314-14-2 (2s)-(+)-glycidyl 3-nitrobenzenesulfonate 
• 75-31-0 isopropylamine 
• 1126-20-1 2-allyloxyphenol 
• 120-80-9 benzene-1,2-diol 
• 141987-34-0 Acetic acid 2-(2-allyloxy-phenoxy)-1-chloromethyl-ethyl ester 
• 141987-51-1 (R)-3-(2-allyloxy phenoxy)-1-chloro-2-propanol 
• 6452-74-0 3-(o-Allyloxyphenoxy)-2-hydroxy-1-chlorpropan 
• 66966-20-9 (S)-3-(2-allyloxyphenoxy)-1,2-epoxypropane 
• 115314-14-2 (R)-glycidyl nosylate 
• 6452-72-8 1-(2-allyloxyphenoxy)-2,3-epoxypropane 

Downstream Products

• 6452-71-7 1-[2-(allyloxy)phenoxy]-3-(isopropylamino)propan-2-ol 
• 6452-71-7 (-)-Oxprenolol 
• 71186-74-8 2-(3-isopropyl-2-phenyl-oxazolidin-5-ylmethoxy)-phenol 
• 848355-16-8 (RS)-2-[Allyl(isopropyl)amino]-1-{[2-(allyloxy)phenoxy]methyl}ethylacetat 
• 848355-06-6 (RS)-1-[Allyl(isopropyl)amino]-3-{2-(allyloxy)phenoxy}propan-2-ol 
• 5741-15-1 BA 42154 
• 53564-65-1 2-(2-allyloxyphenoxy)acetic acid 
• 6452-54-6 3--1,2-propanediol 
• 66901-82-4 (R)-2-allyloxy-1-(2,3-dihydroxypropoxy)benzene 

Relevant articles and documents

Enantioselective potential of polysaccharide-based chiral stationary phases in supercritical fluid chromatography

The enantioselective potential of two polysaccharide-based chiral stationary phases for analysis of chiral structurally diverse biologically active compounds was evaluated in supercritical fluid chromatography using a set of 52 analytes. The chiral selectors immobilized on 2.5?μm silica particles were tris-(3,5-dimethylphenylcarmabate) derivatives of cellulose or amylose. The influence of the polysaccharide backbone, different organic modifiers, and different mobile phase additives on retention and enantioseparation was monitored. Conditions for fast baseline enantioseparation were found for the majority of the compounds. The success rate of baseline and partial enantioseparation with cellulose-based chiral stationary phase was 51.9% and 15.4%, respectively. Using amylose-based chiral stationary phase we obtained 76.9% of baseline enantioseparations and 9.6% of partial enantioseparations of the tested compounds. The best results on cellulose-based chiral stationary phase were achieved particularly with propane-2-ol and a mixture of isopropylamine and trifluoroacetic acid as organic modifier and additive to CO2, respectively. Methanol and basic additive isopropylamine were preferred on amylose-based chiral stationary phase. The complementary enantioselectivity of the cellulose- and amylose-based chiral stationary phases allows separation of the majority of the tested structurally different compounds. Separation systems were found to be directly applicable for analyses of biologically active compounds of interest.

OXPRENOLOL COMPOSITIONS FOR TREATING CANCER

The present invention relates to compositions of S-enantiomer enriched oxprenolol and their use in treating cancer and treating or preventing, in cancer patients, cachexia, body weight loss, lean body mass loss and adipose tissue loss, and improving quality of life and prolonging survival of cancer patients.

Chiral separation of basic compounds on sulfated β-cyclodextrin-coated zirconia monolith by capillary electrochromatography

Sulfated β-cyclodextrin (SCD)-coated zirconia monolith was used as the chiral stationary phase in capillary electrochromatography for enantiomeric separation of basic chiral compounds. SCD adsorbed on the zirconia surface provided a stable chiral stationary phase in reversed-phase eluents. Retention, chiral selectivity and resolution of a set of six basic chiral compounds were measured in eluents of varying pH, composition of methanol and buffer. Optimum mobile phase condition for the separation of the compounds was found to be methanol content of 30%, buffer concentration of 30 mM and pH of 4.0.