ChemicalBook >> CAS DataBase List >>4-Hydroxy propranolol HCl

4-Hydroxy propranolol HCl

CAS No.
14133-90-5
Chemical Name:
4-Hydroxy propranolol HCl
Synonyms
Propranolol Impurity 10;4-Hydroxy propranolol HCl;(±)-4-Hydroxypropranolol HCl;rac-4-Hydroxy Propranolol HCl;Propranolol 4-Hydroxy Impurity;4-Hydroxy Propranolol HCl (Rac);(±)-4-Hydroxypropranolol-d7 HCl;4-HYDROXYPROPRANOLOL HYDROCHLORIDE;4-Hydroxy Propranolol HCL (Standard);Propranolol Impurity 21(Hydrochloride)
CBNumber:
CB4752444
Molecular Formula:
C16H21NO3.ClH
Molecular Weight:
311.8
MDL Number:
MFCD06656370
MOL File:
14133-90-5.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:52:57

4-Hydroxy propranolol HCl Properties

Melting point 156-158°C
storage temp. 2-8°C
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
color Pale Red to Black
Stability Hygroscopic
Major Application forensics and toxicology
pharmaceutical (small molecule)
InChI 1S/C16H21NO3.ClH/c1-11(2)17-9-12(18)10-20-16-8-7-15(19)13-5-3-4-6-14(13)16;/h3-8,11-12,17-19H,9-10H2,1-2H3;1H
InChIKey ROUJENUXWIFONU-UHFFFAOYSA-N
SMILES CC(C)NCC(O)COC1=CC=C(O)C2=CC=CC=C21.Cl
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

WGK Germany  WGK 3
Storage Class 11 - Combustible Solids

4-Hydroxy propranolol HCl price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 00881 (±)-4-Hydroxypropranolol hydrochloride analytical standard 14133-90-5 25 mg $589 2026-04-30 Buy
Cayman Chemical 18630 (±)-4-hydroxy Propranolol (hydrochloride) ≥95% 14133-90-5 1mg $49 2026-04-30 Buy
Cayman Chemical 18630 (±)-4-hydroxy Propranolol (hydrochloride) ≥95% 14133-90-5 5mg $223 2026-04-30 Buy
Cayman Chemical 18630 (±)-4-hydroxy Propranolol (hydrochloride) ≥95% 14133-90-5 10mg $400 2026-04-30 Buy
TRC TRC-H952545-5MG rac-4-Hydroxy Propranolol Hydrochloride >95%(HPLC) 14133-90-5 5mg $248 2026-06-03 Buy
Product number Packaging Price Buy
00881 25 mg $589 Buy
18630 1mg $49 Buy
18630 5mg $223 Buy
18630 10mg $400 Buy
TRC-H952545-5MG 5mg $248 Buy

4-Hydroxy propranolol HCl Chemical Properties,Uses,Production

Chemical Properties

Off-White Solid

Uses

The main metabolite of (R)-Propranolol

Uses

The main metabolite of (S)-Propranolol

Uses

A metabolite of Propranolol.

Biological Activity

(±)-4-hydroxy propranolol, an active metabolite of propranolol, blocks β1- and β2-adrenergic receptors (β1-ars, β2-ars). also, (±)-4-hydroxy propranolol has antioxidant properties at micromolar concentrations. β1- and β2-ars, expressed in cardiac myocytes, mediate an increase in contractility by gs-dependent coupling to adenylyl cyclase.

in vitro

compared to the control, (±)-4-hydroxy propranolol potently blocked the lipid peroxidation in a concentration-dependent fashion in endothelial cells. when pretreated with (±)-4-hydroxy propranolol at 0.067 to 6.7 μm, the degrees of protection were increased against the glutathione loss in the endothelial cells. additionally, (±)-4-hydroxy propranolol effectively preserved the loss of cell survival because of the radical stress [1].

in vivo

rats were injected intravenously with (±)-4-hydroxy propranolol into the femoral vein at 0.1 ml/100 g. (±)-4-hydroxy propranolol induced an increase in heart rate in a dose-dependent manner in rats depleted of catecholamines, which suggested that (±)-4-hydroxy propranolol had intrinsic sympathomimetic activity. the response of (±)-4-hydroxy propranolol was inhibited when rats were pretreated with 0.5 mg/kg propranolol [2].

IC 50

1.1 μm: inhibits lipid peroxidation in endothelial cells.

References

[1]. mak, i. potent antioxidant properties of 4-hydroxyl-propranolol. journal of pharmacology and experimental therapeutics. 2003; 308(1): 85-90.
[2]. fitzgerald, j., & o'donnell, s. pharmacology of 4-hydroxypropranolol, a metabolite of propranolol. british journal of pharmacology. 1971; 43(1): 222-235.

4-Hydroxy propranolol HCl Preparation Products And Raw materials

Raw materials

Preparation Products

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4-HYDROXYPROPRANOLOL HYDROCHLORIDE (R)-4-Hydroxy Propranolol Hydrochloride 4-[(2R)-2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-1-naphthalenol Hydrochloride (S)-4-Hydroxy Propranolol Hydrochloride 4-[(2S)-2-Hydroxy-3-[(1-methylethyl)amino]propoxy]-1-naphthalenol Hydrochloride rac-4-Hydroxy Propranolol Hydrochloride (±)-4-Hydroxypropranolol-d7 HCl 1-[(4-Hydroxy-1-naphthyl)oxy]-3-(isopropylamino)- 2-propanol hydrochloride 4-Hydroxy Propranolol HCl (Rac) rac-4-Hydroxy Propranolol HCl Propranolol 4-Hydroxy Impurity 4-Hydroxy propranolol HydrochlorideQ: What is 4-Hydroxy propranolol Hydrochloride Q: What is the CAS Number of 4-Hydroxy propranolol Hydrochloride Q: What is the storage condition of 4-Hydroxy propranolol Hydrochloride Propranolol Impurity 10 1-Naphthalenol, 4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]-, hydrochloride (1:1) Propranolol Impurity 21(Hydrochloride) (±)-4-Hydroxypropranolol hydrochloride (±)-4-Hydroxypropranolol HCl (unlabelled) (±)-4-Hydroxypropranolol HCl 4-Hydroxy Propranolol HCL (Standard) 4-Hydroxy propranolol HCl 14133-90-5 Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals