CAS 6452-71-7|CAS 6452-73-9|1-(Isopropylamino)-2-hydroxy-3-(o-(allyloxy)phenoxy)propane|(+-)-oxprenolol|Coretal|Oxprenololum [inn-latin]|Oxprenolol|1-[2-(Allyloxy)phenoxy]-3-(isopropylamino)-2-propa...

General Information

Structure

Molecular Formula

C₁₅H₂₃NO₃

Molecular Mass

265.34802

Exact Mass

265.1677936

Charge

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

InChIKey

CEMAWMOMDPGJMB-UHFFFAOYSA-N

Canonic Smiles

C=CCOc1ccccc1OCC(CNC(C)C)O

Isomeric Smiles

O(CC(O)CNC(C)C)c1c(OCC=C)cccc1

Calculated Properties

JChem

Acid pKa

14.08779

H Acceptors

H Donor

LogD (pH = 5.5)

-1.0254339

LogD (pH = 7.4)

-0.057440292

Log P

2.1677978

Molar Refractivity

76.0014

Polarizability

30.160152

Polar Surface Area

50.72

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

2.44

LOG S

-2.59

Solubility (Water)

6.80e-01 g/l

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

Synonyms

DL-oxprenolol1-[2-(Allyloxy)phenoxy]-3-(isopropylamino)-2-propanol(+)-1-(o-(Allyloxy)phenoxy)-3-(isopropylamino)propan-2-ol1-(o-(Allyloxy)phenoxy)-3-(isopropylamino)-2-propanol1-(Isopropylamino)-2-hydroxy-3-(o-(allyloxy)phenoxy)propaneOxprenololOxprenololum [inn-latin]Osprenololo [dcit](1)-1-(o-(Allyloxy)phenoxy)-3-(isopropylamino)propan-2-ol(+-)-oxprenolol1-[(1-Methylethyl)amino]-3-[2-(2-propen-1-yloxy)phenoxy]-2-propanol HydrochlorideParitane1-(Isopropylamino)-2-hydroxy-3-[o-(allyloxy)phenoxy]propane HydrochlorideTrasacorCoretalOxprenolol HydrochlorideLaracor

Brand Name

Slow-prenLaracorTrasicorTrasacorCoretal

IUPAC Traditional name

oxprenolol

IUPAC name

{2-hydroxy-3-[2-(prop-2-en-1-yloxy)phenoxy]propyl}(propan-2-yl)amine

Names and Identifiers

Registration numbers

PubChem CID

CHEMBL

KEGG ID

Wikipedia Title

Unique Ingredient Identifier

ATC CODE

DrugBank ID

Chemspider ID

CAS Number

PubChem SID

Registration numbers

Properties

Physical Property

Hydrophobicity(logP)

2.10 [HANSCH,C ET AL. (1995)]

Melting Point

91-93°C

Apperance

White Solid

Solubility

Methanol

Pharmacology Properties

Safety Information

Storage Condition

-20°C Freezer, Under Inert Atmosphere

MSDS Link

Download link

Product Information

Certificate of Analysis

Download link

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

DrugBank

DB01580

Drug Groups

approved

Description

A beta-adrenergic antagonist used in the treatment of hypertension, angina pectoris, arrhythmias, and anxiety. [PubChem]

Indication

Used in the treatment of hypertension, angina pectoris, arrhythmias, and anxiety.

Pharmacology

Oxprenolol is a non-selective beta blocker with some intrinsic sympathomimetic activity. Oxprenolol is a lipophilic beta blocker which passes the blood-brain barrier more easily than water soluble beta blockers. As such, it is associated with a higher incidence of CNS-related side effects than hydrophilic ligands such as atenolol, sotalol and nadolol. Oxprenolol is an potent beta-blocker and should not be administered to asthmatics because it can cause irreversible airway failure and inflammation.

Toxicity

Symptoms of overdose include abdominal irritation, central nervous system depression, coma, extremely slow heartbeat, heart failure, lethargy, low blood pressure, and wheezing.

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic.

Absorption

Oral bioavailability is 20-70%.

Half Life

1-2 hours

References

• McDevitt DG: Comparison of pharmacokinetic properties of beta-adrenoceptor blocking drugs. Eur Heart J. 1987 Dec;8 Suppl M:9-14. [Pubmed]

External Links

• [Wikipedia]

Wikipedia

Oxprenolol

TRC

O870500

β-Adrenergic blocker. Antihypertensive, antianginal, antiarrhythmic.

Molecule Details

References

PubChem Literature

From Data Sources

• McDevitt DG: Comparison of pharmacokinetic properties of beta-adrenoceptor blocking drugs. Eur Heart J. 1987 Dec;8 Suppl M:9-14. Pubmed

• Garteiz, et al.: J. Pharmacol. Exp. Ther., 179, 354 (1971)

• Taylor, S.H., et al.: N. Engl. J. Med., 307, 1293 (1971)

References

Bioactivity

PubChem BioAssay

Bioactivity

Data Source

Academic Data

Commercial Catalog

Names and Identifiers

Synonyms

Brand Name

Slow-prenLaracorTrasicorTrasacorCoretal

IUPAC Traditional name

oxprenolol

IUPAC name

{2-hydroxy-3-[2-(prop-2-en-1-yloxy)phenoxy]propyl}(propan-2-yl)amine

Registration numbers

PubChem CID

CHEMBL

KEGG ID

Wikipedia Title

Unique Ingredient Identifier

ATC CODE

DrugBank ID

Chemspider ID

CAS Number

PubChem SID

Properties

Physical Property

Hydrophobicity(logP)

2.10 [HANSCH,C ET AL. (1995)]

Melting Point

91-93°C

Apperance

White Solid

Solubility

Methanol

Pharmacology Properties

Safety Information

Storage Condition

-20°C Freezer, Under Inert Atmosphere

MSDS Link

Download link

Product Information

Certificate of Analysis

Download link

Molecule Details

DrugBank

DB01580

Drug Groups

approved

Description

A beta-adrenergic antagonist used in the treatment of hypertension, angina pectoris, arrhythmias, and anxiety. [PubChem]

Indication

Used in the treatment of hypertension, angina pectoris, arrhythmias, and anxiety.

Pharmacology

Toxicity

Symptoms of overdose include abdominal irritation, central nervous system depression, coma, extremely slow heartbeat, heart failure, lethargy, low blood pressure, and wheezing.

Affected Organisms

Humans and other mammals

Biotransformation

Hepatic.

Absorption

Oral bioavailability is 20-70%.

Half Life

1-2 hours

References

• McDevitt DG: Comparison of pharmacokinetic properties of beta-adrenoceptor blocking drugs. Eur Heart J. 1987 Dec;8 Suppl M:9-14. [Pubmed]

External Links

• [Wikipedia]