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P6126

Sigma-Aldrich

(R)-(−)-Phenylephrine hydrochloride

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

Sinónimos:

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

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About This Item

Fórmula lineal:
HOC6H4CH(CH2NHCH3)OH·HCl
Número de CAS:
61-76-7
Peso molecular:
203.67
Beilstein/REAXYS Number:
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)

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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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

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)
Enantioselective synthesis of (R)-phenylephrine hydrochloride
Pandey RK, et al.
Tetrahedron Letters, 44(33), 6245-6246 (2003)
Kruppel-like factor 4 regulates pressure-induced cardiac hypertrophy
Liao X, et al.
Journal of Molecular and Cellular Cardiology, 49(2), 334-338 (2010)
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α1-Adrenoceptor Characteristics and Modulators

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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

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