3506-09-0

Basic information

• Product Name: PROPRANOLOL HYDROCHLORIDE
• Synonyms: (RS)-1-[(1-METHYLETHYL)AMINO]-3-(1-NAPHTHALENYLOXY)-2-PROPANOL HYDROCHLORIDE;PROPRANOLOL HCL;(+/-)-PROPANOLOL HCL;PROPANOLOL HYDROCHLORIDE;1-(isopropylamino)-3-(1-naphthyloxy)-,hydrochloride,(+-)-2-propano;1-(ISOPROPYLAMINO)-3-(A-NAPHTHOXY)-2-PROPANOL HYDROCHLORIDE;(+)-1-(ISOPROPYLAMINO)-3-(1-NAPHTHYLOXY)-2-PROPANOL, HCL;(+/-)-1-(ISOPROPYLAMINO)-3-(1-NAPHTHYLOXY)-2-PROPANOL, HCL
• CAS NO: 3506-09-0
• Molecular Formula: C₁₆H₂₁NO₂*ClH
• Molecular Weight: 295.8
• EINECS: 206-268-7
• Product Categories: Adrenoceptor
• Mol File: 3506-09-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 163-165 °C(lit.)
• Boiling Point: 446.1oC at 760 mmHg
• Flash Point: 223.6oC
• Appearance: white/powder
• Vapor Pressure: 9.66E-09mmHg at 25°C
• Storage Temp.: 2-8°C
• Solubility: H2O: 50 mg/mL, clear, colorless
• CAS DataBase Reference: PROPRANOLOL HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: PROPRANOLOL HYDROCHLORIDE(3506-09-0)
• EPA Substance Registry System: PROPRANOLOL HYDROCHLORIDE(3506-09-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• RIDADR: 3249
• WGK Germany: 3
• RTECS: UB7525000
• F: 10
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 3506-09-0(Hazardous Substances Data)

Usage

Uses

Adrenoceptor antagonist, anti-arrythmic

Biological Activity

β -adrenergic antagonist. See separate isomers ((R)-(+)-Propranolol hydrochloride and (S)-(-)-Propranolol hydrochloride).

InChI:InChI=1/C17H23NO2.ClH/c1-13(2)10-18-11-15(19)12-20-17-9-5-7-14-6-3-4-8-16(14)17;/h3-9,13,15,18-19H,10-12H2,1-2H3;1H

Upstream product

• 2461-42-9 3-(1-naphthyloxy)-1,2-epoxypropane 
• 90-15-3 α-naphthol 
• 318-98-9 Inderal 
• 108433-49-4 1-chloro-2-acetoxy-3-(1-naphthyloxy)propane 
• 20133-93-1 1-chloro-3-(1-naphthoxy)-2-propanol 
• 75-31-0 isopropylamine 
• 132005-35-7 (S)-(+)-1-chloro-3-(1-naphthyloxy)-2-propanol 

Downstream Products

• 91796-22-4 (+)-5-Hydroxypropranolol 
• 393828-92-7 (R)-N-desisopropylpropranolol 
• 227176-55-8 (R)-2-Phenyl-butyric acid (R)-1-(isopropylamino-methyl)-2-(naphthalen-1-yloxy)-ethyl ester 
• 227176-57-0 (S)-2-Phenyl-butyric acid (R)-1-(isopropylamino-methyl)-2-(naphthalen-1-yloxy)-ethyl ester 

Relevant articles and documents

Covalent Organic Frameworks with Chirality Enriched by Biomolecules for Efficient Chiral Separation

The separation of racemic compounds is important in many fields, such as pharmacology and biology. Taking advantage of the intrinsically strong chiral environment and specific interactions featured by biomolecules, here we contribute a general strategy is developed to enrich chirality into covalent organic frameworks (COFs) by covalently immobilizing a series of biomolecules (amino acids, peptides, enzymes) into achiral COFs. Inheriting the strong chirality and specific interactions from the immobilized biomolecules, the afforded biomolecules?COFs serve as versatile and highly efficient chiral stationary phases towards various racemates in both normal and reverse phase of high-performance liquid chromatography (HPLC). The different interactions between enzyme secondary structure and racemates were revealed by surface-enhanced Raman scattering studies, accounting for the observed chiral separation capacity of enzymes?COFs.

Establishment and Evaluation of the Novel Tetramethylammonium-L-Hydroxyproline Chiral Ionic Liquid Synergistic System Based on Clindamycin Phosphate for Enantioseparation by Capillary Electrophoresis

Much attention has been paid to chiral ionic liquids (ILs) in analytical chemistry, especially its application in capillary electrophoresis (CE) enantioseparation. However, the investigation of chiral ionic liquids synergistic systems based on antibiotic chiral selectors has been reported in only one article. In this work, a novel chiral ionic liquid, tetramethylammonium-L-hydroxyproline (TMA-L-Hyp), was applied for the first time in CE chiral separation to evaluate its potential synergistic effect with clindamycin phosphate (CP) as the chiral selector. As observed, significantly improved separation was obtained in this TMA-L-Hyp/CP synergistic system compared to TMA-L-Hyp or a CP single system. Several primary factors that might influence the separation were investigated, including CP concentration, TMA-L-Hyp concentration, buffer pH, types and concentrations of organic modifier, applied voltage, and capillary temperature. The best results were obtained with a 40 mM borax buffer (pH 7.6) containing 30 mM TMA-L-Hyp, 80 mM CP, and 20% (v/v) methanol, while the applied voltage and temperature were set at 20 kV and 20°C, respectively. Chirality 27:598-604, 2015.

Combined use of ionic liquid and hydroxypropyl-β-cyclodextrin for the enantioseparation of ten drugs by capillary electrophoresis

In the present study, hydroxypropyl-β-cyclodextrin and an ionic liquid (1-ethyl-3-methylimidazolium-l-lactate) were used as additives in capillary electrophoresis for the enantioseparation of 10 analytes, including ofloxacin, propranolol hydrochloride, dioxopromethazine hydrochloride, isoprenaline hydrochloride, chlorpheniramine maleate, liarozole, tropicamide, amlodipine benzenesulfonate, brompheniramine maleate, and homatropine methylbromide. The effects of ionic liquid concentrations, salt effect, cations, and anions of ionic liquids on enantioseparation were investigated and the results proved that there was a synergistic effect between hydroxypropyl-β-cyclodextrin and the ionic liquid, and the cationic part of the ionic liquid played an important role in the increased resolution. With the developed dual system, all the enantiomers of 10 analytes were well separated in resolutions of 5.35, 1.76, 1.85, 2.48, 2.88, 1.43, 5.45, 4.35, 2.76, and 2.98, respectively. In addition, the proposed method was applied to the determination of the enantiomeric purity of S-ofloxacin after validation of the method in terms of selectivity, repeatability, linearity range, accuracy, precision, limit of detection (LOD), and limit of quality (LOQ). Chirality 25:409-414, 2013.