Skip to Content
Merck
All Photos(4)

Documents

P6126

Sigma-Aldrich

(R)-(−)-Phenylephrine hydrochloride

≥99% (titration), powder, α₁-adrenoceptor agonist

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(4)

About This Item

Linear Formula:
HOC6H4CH(CH2NHCH3)OH·HCl
CAS Number:
61-76-7
Molecular Weight:
203.67
Beilstein:
4158948
EC Number:
200-517-3
MDL number:
MFCD00012605
UNSPSC Code:
12352200
PubChem Substance ID:
57654535
NACRES:
NA.77

product name

(R)-(−)-Phenylephrine hydrochloride, powder

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

InChI key

OCYSGIYOVXAGKQ-FVGYRXGTSA-N

Gene Information

human ... ADRA1A(148) , ADRA1B(147) , ADRA1D(146)

Looking for similar products? Visit Product Comparison Guide

General description

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

Application

(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

Biochem/physiol Actions

α1-adrenoceptor agonist.

Features and Benefits

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1B

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Effect of basic fibroblast growth factor on cardiomyocyte differentiation from mouse embryonic stem cells.
Khezri S, et al.
Saudi Medical Journal, 28(2), 181-186 (2007)
A myocardial slice culture model reveals alpha-1A-adrenergic receptor signaling in the human heart
Thomas RC, et al.
JACC. Basic to translational science, 1(3), 155-167 (2016)
Clenbuterol induces cardiac myocyte hypertrophy via paracrine signalling and fibroblast-derived IGF-1
Bhavsar PK, et al.
Journal of Cardiovascular Translational Research, 3(6), 688-695 (2010)
Kruppel-like factor 4 regulates pressure-induced cardiac hypertrophy
Liao X, et al.
Journal of Molecular and Cellular Cardiology, 49(2), 334-338 (2010)
Proper development of the outer longitudinal smooth muscle of the mouse pylorus requires Nkx2-5 and Gata3
Udager AM, et al.
Gastroenterology, 146(1), 157-165 (2014)
View All Related Papers

Articles

α1-Adrenoceptor Characteristics and Modulators

Review alpha 1 adrenoceptors as well as their agonists, antagonists, and tissue expression patterns. We suggest several modulators and alternatives for working with a-1 adrenoreceptors.

α1-Adrenoceptor Characteristics and Modulators

Review alpha 1 adrenoceptors as well as their agonists, antagonists, and tissue expression patterns. We suggest several modulators and alternatives for working with a-1 adrenoreceptors.

α1-Adrenoceptor Characteristics and Modulators

Review alpha 1 adrenoceptors as well as their agonists, antagonists, and tissue expression patterns. We suggest several modulators and alternatives for working with a-1 adrenoreceptors.

α1-Adrenoceptor Characteristics and Modulators

Review alpha 1 adrenoceptors as well as their agonists, antagonists, and tissue expression patterns. We suggest several modulators and alternatives for working with a-1 adrenoreceptors.

Chromatograms

application for HPLC

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service