DEXPROPRANOLOL HYDROCHLORIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H21NO2.ClH
Molecular Weight	295.804
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of DEXPROPRANOLOL HYDROCHLORIDE

Structure Search

SMILES

Cl.CC(C)NC[C@@H](O)COC1=C2C=CC=CC2=CC=C1

InChI

InChIKey=ZMRUPTIKESYGQW-PFEQFJNWSA-N

InChI=1S/C16H21NO2.ClH/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16;/h3-9,12,14,17-18H,10-11H2,1-2H3;1H/t14-;/m1./s1

HIDE SMILES / InChI

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C16H21NO2
Molecular Weight	259.3434
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19108278

(R)-(+)-Propranolol (also known as DEXPROPRANOLOL) is the less active enantiomer of propranolol and is an antagonist of the beta-adrenergic receptor. It is known, that propranolol had been used for myocardial infarction; arrhythmia, anxiety and some other disease, but adverse effects instigated the replacement by newer drugs.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Adrenergic receptor beta 87 Target ID: CHEMBL2094118 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19108278	Antagonist 2778

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Ectopic and abnormal hormone receptors in adrenal Cushing's syndrome.	2001 Feb	11159817
Potentiation by aminoethylisothiourea of the extra-cellular Ca(2+) component of norepinephrine-induced contraction in rat femoral arteries.	2001 Jan 1	11137715
Structural basis for enantiomer binding and separation of a common beta-blocker: crystal structure of cellobiohydrolase Cel7A with bound (S)-propranolol at 1.9 A resolution.	2001 Jan 5	11114249
The effect of various surfactants on the release rate of propranolol hydrochloride from hydroxypropylmethylcellulose (HPMC)-Eudragit matrices.	2002 Nov	12445567
Renal mechanisms involved in stress-induced antinatriuresis and antidiuresis in rats.	2003 Jul	14972749
Evaluation of endoscopic variceal ligation (EVL) versus propanolol plus isosorbide mononitrate/nadolol (ISMN) in the prevention of variceal rebleeding: comparison of cirrhotic and noncirrhotic patients.	2005 Aug	16110851
Prediction of genotoxicity of chemical compounds by statistical learning methods.	2005 Jun	15962942

Patents

Sample Use Guides

In Vivo Use Guide

in cats: received an intravenous infusion of (+)-propranolol at 0.5 mg/min exhibited a prompt return to sinus rhythm after a mean total dose of 6.5 + 0.9 mg/kg. The final heart rate was an average of 48 beats/min below the initial rate. The difference between the antiarrhythmic doses of (+)- and (- )-propranolol was statistically significant (P<0.01).

Route of Administration: Intravenous

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:20:05 UTC 2023` Edited by `admin` on `Fri Dec 15 15:20:05 UTC 2023`
Record UNII	AB9DB0NX46
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DEXPROPRANOLOL HYDROCHLORIDE

Official Name

English

NSC-757295

Code

English

(2R)-1-((1-METHYLETHYL)AMINO)-3-(NAPHTHALEN-1-YLOXY)PROPAN-2-OL HYDROCHLORIDE

Systematic Name

English

DEXPROPRANOLOL HCL

Common Name

English

AY-20694

Code

English

(+)-1-(ISOPROPYLAMINO)-3-(1-NAPHTHYLOXY)-2-PROPANOL HYDROCHLORIDE

Systematic Name

English

PROPRANOLOL HYDROCHLORIDE, (R)-

Common Name

English

DEXPROPRANOLOL HYDROCHLORIDE [USAN]

Common Name

English

I.C.I. 47,319

Code

English

ICI-47319

Code

English

2-PROPANOL, 1-((1-METHYLETHYL)-AMINO)-3-(1-NAPHTHALENYLOXY)-, HYDROCHORIDE, (R)-

Common Name

English

AY-20,694

Code

English

Code System Code Type Description

FDA UNII

AB9DB0NX46