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P6126 Sigma-Aldrich

(R)-(−)-Phenylephrine hydrochloride


Synonym: (R)-(−)-1-(3-Hydroxyphenyl)-2-methylaminoethanol hydrochloride, (R)-(−)-3-Hydroxy-α-(methylaminomethyl)benzyl alcohol hydrochloride

  • CAS Number 61-76-7

  • Linear Formula HOC6H4CH(CH2NHCH3)OH·HCl

  • Molecular Weight 203.67

  •  Beilstein/REAXYS Number 4158948

  •  EC Number 200-517-3

  •  MDL number MFCD00012605

  •  PubChem Substance ID 57654535

  •  NACRES NA.77



Related Categories Adrenergics, Adrenergics - Agonists, Agonists, Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index,
Quality Level   200
form   powder
mp   143-145 °C (lit.)
originator   Johnson & Johnson
SMILES string   OC1=CC([C@H](CNC)O)=CC=C1.Cl
InChI   1S/C9H13NO2.ClH/c1-10-6-9(12)7-3-2-4-8(11)5-7;/h2-5,9-12H,6H2,1H3;1H/t9-;/m0./s1
Gene Information   human ... ADRA1A(148), ADRA1B(147), ADRA1D(146)


General description

(R)-(-)-Phenylephrine hydrochloride is an adrenergic agent, which functions as a β-receptor sympathomimetic drug.


(R)-(-)-Phenylephrine hydrochloride has been used:
• in the preparation and culturing of cardiocytes and fibroblasts
• to stimulate myocardial strips to measure slice contraction
• in primary cardiomyocyte culture to show the effect of Kruppel-like factors (KLF) on cardiac hypertrophy in vivo
• to evaluate the pharmacological response of embryonic stem cell (ESC)-derived cardiomyocytes
• to pharmacologically rescue GATA (erythroid transcription factor) binding protein 3 (GATA3) null embryo from early embryonic lethality


5, 10, 25, 50, 100 g in glass bottle

Biochem/physiol Actions

α1-adrenoceptor agonist.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

This compound is featured on the α1-Adrenoceptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

GHS07  GHS07
Signal word 
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
NONH for all modes of transport
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
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What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
Is (R)-(-)-Phenylephrine hydrochloride the same as L-Phenylephrine hydrochloride?
(R)-(-)-Phenylephrine hydrochloride is also named l-Phenylephrine hydrochloride (lower case el) or Levophenylephrine hydrochloride.
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Protocols & Articles


Alpha 1 Adrenoceptor Modulators

α1-Adrenoceptors are widely distributed, and are activated either by norepinephrine released from sympathetic nerve terminals or by epinephrine released from the adrenal medulla. Receptor activation ...
Keywords: Apoptosis, Atomic absorption spectroscopy, Gene expression, Gluconeogenesis, Transduction

HPLC Analysis of Phenylephrine Enantiomers on Astec® CYCLOBOND® I 2000 AC

From our library of Articles, Sigma-Aldrich presents HPLC Analysis of Phenylephrine Enantiomers on Astec® CYCLOBOND® I 2000 AC
Keywords: Chromatography, High performance liquid chromatography, Pharmaceutical

Peer-Reviewed Papers


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