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Merck

P6126

(R)-(−)-Phenylephrine hydrochloride

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

Synonyme(s) :

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

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A propos de cet article

Formule linéaire :
HOC6H4CH(CH2NHCH3)OH·HCl
Numéro CAS:
61-76-7
Poids moléculaire :
203.67
NACRES:
NA.77
PubChem Substance ID:
57654535
UNSPSC Code:
12352200
EC Number:
200-517-3
MDL number:
MFCD00012605
Beilstein/REAXYS Number:
4158948
Form:
powder
Quality level:
200

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Nom du produit

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

InChI key

OCYSGIYOVXAGKQ-FVGYRXGTSA-N

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

SMILES string

OC1=CC([C@H](CNC)O)=CC=C1.Cl

form

powder

mp

143-145 °C (lit.)

originator

Johnson & Johnson

Quality Level

200

Gene Information

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

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Catégories apparentées

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

signalword

Warning

hcodes

H302,H317

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1B

Classe de stockage

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
0000519733
0000519733
0000519736
0000513580
0000513580

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  1. 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.

  2. 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.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. 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. 

  5. 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.

  6. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

Kruppel-like factor 4 regulates pressure-induced cardiac hypertrophy
Liao X, et al.
Journal of Molecular and Cellular Cardiology, 49(2), 334-338 (2010)
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)
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)
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