Phenylephrine

CAS Number 59-42-7
Molecular Formula C9H13NO2
Molecular Weight 167.208 g/mol
InChI Key SONNWYBIRXJNDC-VIFPVBQESA-N
LogP -0.310
Synonyms
  • Phenylephrine
  • 3-[(1R)-1-Hydroxy-2-(methylamino)ethyl]phenol
  • Benzenemethanol, 3-hydroxy-alpha-[(methylamino)methyl]-, (alphaR)-
  • 59-42-7
  • PE
  • Benzenemethanol, 3-hydroxy-α-[(methylamino)methyl]-, (αR)-
  • (-)-m-Hydroxy-α-(methylaminomethyl)benzyl alcohol
  • (-)-m-Oxedrine
  • (-)-m-Synephrine
  • (-)-Phenylephrine
  • (R)-(-)-Phenylephrine
  • (R)-Phenylephrine
  • Benzenemethanol, 3-hydroxy-α-[(methylamino)methyl]-, (R)-
  • Benzyl alcohol, m-hydroxy-α-[(methylamino)methyl]-
  • Benzyl alcohol, m-hydroxy-α-[(methylamino)methyl]-, (-)-
  • fenilefrina
  • l-m-Hydroxy-α-[(methylamino)methyl]benzyl alcohol
  • L-Phenylephedrine
  • l-Phenylephrine
  • Mesaton
  • Mesatone
  • Metaoxedrin
  • Metaoxedrine
  • Metasympatol
  • Metasynephrine
  • Mezaton
  • m-Methylaminoethanolphenol
  • m-Oxedrine
  • m-Sympathol
  • m-Synephrine
  • Neo-Synephrine
  • Phenylephrin
  • R(-)-Mezaton
  • Visadron
  • EINECS 200-424-8
  • l-alpha-Hydroxy-beta-methylamino-3-hydroxy-l-ethylbenzene
  • l-m-Hydroxy-alpha-((methylamino)methyl)benzyl alcohol
  • (-)-m-Hydroxy-alpha-(methylaminomethyl)benzyl alcohol
  • l-1-(m-Hydroxyphenyl)-2-methylaminoethanol
  • Mesatonum
  • Metaoxedrinum
  • Neosynephrine
  • Phenylephrine, l-
  • m-Sympatol
  • Ah-Chew
  • Phenylephrinum
  • UNII-1WS297W6MV
  • Benzenemethanol, 3-hydroxy-.alpha.-[(methylamino)methyl]-, (R)-
  • Benzenemethanol, 3-hydroxy-alpha-((methylamino)methyl)-, (R)-
  • Benzyl alcohol, m-hydroxy-alpha-((methylamino)methyl)-, (-)-
  • R(-)-Phenylephrine
  • l-(3-Hydroxyphenyl)-N-methylethanolamine

Applications:


HPLC Separation of Polar Drugs with MS-compatible Method


Acetaminophen is an over-the-counter pain and fever reducer, and a major component of cold and flue remedies. Phenylephrine is a decongestant. Guaifenesin is a mucolytic agent used to relieve respiratory difficulties. These three compounds of cough medication were separated by mixed-mode chromatography on a Primesep C HPLC column. Retention and order of elution for phenylephrine can be changed by buffer concentration and buffer pH. Method can be used for analysis of cough and cold composition during the production and in QC/QA environment. Method is compatible with LC/MS and can be used to analyze these components in biological fluids. This generic HPLC method is robust and reproducible.



Application Analytes:

Acetaminophen (Paracetamol)
Guaifenesin
Phenylephrine

Effect of pH on Retention of Basic Compounds on Primesep C Columns


Method for separation of components of cough medication shows how retention for acetaminophen, phenylephrine and guaifenesin is controlled. Order of elution for compounds can be changed based on composition of the mobile phase. The method is compatible with UV, ELSD and LC/MS and can be used for quantitation of drugs in formulation. Primesep C mixed-mode HPLC column is ideal candidate for analysis of cough compositions. Basic compounds are well retained in mixed-mode chromatography without use of ion-pairing reagents. Several companies validated this approach. The method is reproducible and robust and can be used in both production environments and R&D. This HPLC method can be adopted as general approach for analysis of basic compounds in various mixtures.



Application Analytes:

Acetaminophen (Paracetamol)
Guaifenesin
Phenylephrine

HPLC Separation of Acetaminophen, Phenylephrine, and Diphenhydramine



Primesep C separates acetaminophen (paracetamol), phenylephrine, and diphenhydramine-- common over-the-counter cold and flu medication ingredients such as Tylenol products—by either an acetonitrile or phosphoric acid gradient. The HPLC separation uses a mobile phase of water, acetonitrile (MeCN, ACN), and phosphoric acid with ultraviolet (UV) detection at 210 nm.



Application Analytes:

Acetaminophen (Paracetamol)
Phenylephrine

HPLC Separation of Phenylephrine with Tannic Acid Formulation


Phenylephrine is a hydrophilic basic compound. Phenylephrine is used primarily as a decongestant in cough composition. Tannic acid is poly-phenolic compound. Tannic acid is also used to produce tannate salts of certain antihistamins and anti-tussives to impart increased stability or slow release properties to the API (active pharmaceutical ingredient). Phenylephrine in the presence of tannic acid is analyzed by mixed-mode HPLC on a Primesep 100 column. Retention time for phenylephrine is controlled by the amount of acetonitrile and buffer concentration. Tannic acid elutes closer to void and not interferes with analysis of phenylephrine. Method can be used with UV, ELSD, CAD or LC/MS detection.



Application Analytes:

Phenylephrine
Tannic Acid

HPLC Separation of Caffeine and Phenylephrine


Caffeine and phenylephrine are some of the components of various pain killer/fever reducers/cough compositions. In this application, both of these compounds are separated on Primesep 100 and Primesep 200 columns. Caffeine is retained by reversed-phase mechanisms and phenylephrine is retained by combination of reversed-phase and cation-exchange mechanisms. Retention time for caffeine is controlled by the amount of acetonitrile, while retention time of phenylephrine is controlled by amount of the acetonitrile, buffer concentration and buffer pH. The method can be used for analysis of components of pain, cough and cold medication in pharmaceutical production. Method is robust and reproducible and provides good retention and peak shape. Compounds are monitored by UV, ELSD, CAD or LC/MS. Analysis of active components on biofluids (urine, plasma, blood, etc) is possible with additional sample preparation (protein precipitation, SPE, etc.)



Application Analytes:

Caffeine
Phenylephrine

HPLC Separation of Neurotransmitters and Related Drugs
Epinephrine and norepinephrine (adrenaline and noradrenaline) are hormones and neurotransmitters. Epinephrine is synthesized from norepinephrine in a synthetic pathway shared by all catecholamines, including L-dopa, dopamine, norepinephrine, and epinephrine. Phenylephrine is used as a decongestant, available as an oral medicine or as a nasal spray. Phenylephrine is now the most common over-the-counter (OTC) decongestant. All three compounds are used in various drug compositions. Separation of epinephrine and norepinephrine is a challenging task due to polarity and close properties of two compounds. Epinephrine, norepinephrine and phenylephrine are separated in this method on Obelisc R mixed-mode HPLC columns. The method is very sensitive to variation of pH and pH adjustment can be used to achieve desired selectivity and retention time. Other catecholamines can be analyzed using this HPLC method. The method can be used as a stability indicating or a impurity profiling approach to the analysis of neurotransmitters in drug formulation, blood, serum and urine.

Application Analytes:

Epinephrine
Norepinephrine
Phenylephrine

HPLC Separation of Pseudoephedrine, Norephedrine, Phenylephrine, and Norphenylephrine Using Hydrogen Bonding Mode

 

 

Application Notes: Neurotransmitters are polar basic compounds. Several HPLC techniques are used to analyze these hydrophilic molecules. The most common techniques are reversed-phase with ion-pairing reagents chromatography, ion chromatography, HILIC, and mixed-mode chromatography. SIELC developed a new approach of analysis, which is based on hydrogen bond interactions. Hydrogen-bonding offers unique and alternative selectivity to traditional approaches like reversed-phase, HILIC, ion-exchange, and mixed-mode chromatography. Our methods are fully compatible with ELSD, LC/MS and prep chromatography.

Application Columns: SHARC 1, 3.2x100 mm, 5 um, 100A. To learn more about SHARC 1 columns click here. To order this column click here. To see more chromatographic separations check our web site.

Application compounds: Pseudoephedrine, norephedrine, phenylephrine and norphenylephrine

Detection technique: UV, LC/MS





Application Analytes:

Norephedrine
Norphenylephrine
Phenylephrine
Pseudoephedrine (PSE)