Phenylephrine HCl

Alias: NCI-c55641; Phenylephrine Hydrochloride; Phenylephrine HCl; Metaoxedrine chloride; NCIc55641; NCI c55641; Neosympatol; Oftalfrine; Mezaton; Neo Synephrine; Neo-Synephrine; Neosynephrine; Phenylephrine; Phenylephrine Hydrochloride; Phenylephrine Tannate;

Cat No.:V1130 Purity: ≥98%

COA Product Data Instructions for use SDS

Phenylephrine HCl (Metaoxedrine chloride; NCIc-55641; NCI c55641; Neosympatol; Oftalfrine; Mezaton; Neo Synephrine; Neo-Synephrine),the hydrochloride salt of Phenylephrine, is a potent and selective α1-adrenergic receptor agonist that is primarily used as a decongestant.

Phenylephrine HCl Chemical Structure CAS No.: 61-76-7
Product category: Adrenergic Receptor

This product is for research use only, not for human use. We do not sell to patients.

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Top Publications Citing lnvivochem Products

Nature 2021, 597(7874):119-125.

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Immunity 2023,56(3):620-634.e11.

J Am Chem Soc 2022,144:21831-21836.

Cell 2020,183:1202-1218.e25.

Science Adv 2022:8,eabm9427.

Nature 2021,597(7874):119-125.

Cell 2020,183:1202-1218.e25.

PNAS Nexus 2022,1(3):pgac063.

ACS Nano 2023,17(10):9110-9125.

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Purity & Quality Control Documentation

Current batch：

Purity: ≥98%

COA

MSDS

NMR

Instructions

Product Description
Bioactivity & Protocols
Physicochemical Properties
Solubility Data
Calculators
Clinical Trial Information
Biological Data

Product Description

Phenylephrine HCl (Metaoxedrine chloride; NCIc-55641; NCI c55641; Neosympatol; Oftalfrine; Mezaton; Neo Synephrine; Neo-Synephrine), the hydrochloride salt of Phenylephrine, is a potent and selective α1-adrenergic receptor agonist that is primarily used as a decongestant. It is a nasal decongestant, mydriatic, and cardiotonic agent.

Biological Activity I Assay Protocols (From Reference)

Targets

α adrenergic receptor

ln Vitro

In vitro activity: Phenylephrine causes PKC-epsilon to translocate quickly (EC50 = 0.9 mM), but less of the soluble fraction is lost than with ET-1. When phentolamine is added, the dose-dependent increase in contractile force of the hyperpermeable cells caused by phenylephrine at pCa 7 can be reversed. Additionally, phenylephrine shields cardiomyocytes from hypoxia and serum deprivation treatments that follow for a full day. Phenylephrine prevents the down-regulation of Bcl-2 and Bcl-X mRNA/protein and induces hypertrophic growth. The caspase-9 peptidic inhibitor LEHD-fmk mimics phenylephrine-mediated protection, while the wortmannin inhibitor phosphoinositol 3-kinase (PI 3-kinase) abrogates it. Phosphoinositide (PI) hydrolysis, cell proliferation, and the expression of multiple genes—including atrial natriuretic factor (ANF)—that are frequently linked to cardiac hypertrophy are all stimulated by phenylephrine. The synthesis and proliferation of hepatocyte DNA induced by HGF is significantly enhanced by phenylephrine. I(Ca,L) is reversibly increased by phenylephrine (10 mM; n = 40) and its peak I(Ca,L) activation voltage is shifted by -10 mV. Additionally, through IP3-dependent signaling, phenylephrine increases local, subsarcolemmal SR Ca²⁺ release. Both IP3-dependent Ca²⁺ signaling and PI-3K/Akt stimulation are necessary for phenylephrin-induced NOi release. A combination of 1 mM prazocin, 10 mM L-NIO, 10 mM W-7, 10 mM LY294002, 2 mM H-89, 10 mM ryanodine, 5 mM thapsigargin, 2 mM 2-APB, or 10 mM xestospongin C inhibits phenylephrine-induced NOi release.

ln Vivo

Perfusion of hearts with 100 μM phenylephrine results in a 12-fold activation of two p38-MAPK isoforms that happens quickly (maximum at 10 min). Heart contractility is enhanced by α1-adrenoceptor agonists, like phenylephrine. Neonatal ventricular myocytes' SAPKs and JNKs are also activated by phenylephrine. In rats with high tidal volume ventilation, phenylephrine may enhance the clearance of alveolar fluid and hasten the absorption of pulmonary edema.

Animal Protocol

Random number tables are used to randomly assign 170 male Wistar rats into 17 groups (n=10). Induce lung injury, impair active Na+ transport, and reduce lung liquid clearance in rats by administering short-term (40 minutes) high-tidal volume mechanical ventilation. Control rats are those that are not ventilated. A variety of phenylephrine concentrations (10, 1, 0.1, 0.01, and 0.001 μM) are injected into the alveolar space of rats on HVT ventilation in order to show how the drug affects alveolar fluid clearance.

Rats

References

[1]. J Biol Chem . 1994 Dec 30;269(52):32848-57.

[2]. Am J Physiol . 1992 Mar;262(3 Pt 2):H754-62.

[3]. Cell Death Differ . 2000 Sep;7(9):773-84.

[4]. Am J Physiol . 1993 Feb;264(2 Pt 2):H625-30.

[5]. J Pharmacol Exp Ther . 1997 Sep;282(3):1146-54.

[6]. J Physiol . 2005 Aug 15;567(Pt 1):143-57.

These protocols are for reference only. InvivoChem does not independently validate these methods.

Physicochemical Properties

Molecular Formula

C9H14CLNO2

Molecular Weight

203.67

Exact Mass

203.07

Elemental Analysis

C, 53.08; H, 6.93; Cl, 17.41; N, 6.88; O, 15.71

CAS #

61-76-7

Related CAS #

Phenylephrine-2,4,6-d3 hydrochloride; 1276197-50-2; Phenylephrine; 59-42-7; Phenylephrine-d3 hydrochloride; 1217858-50-8; (S)-Phenylephrine-d6 hydrochloride; Phenylephrine-d6 hydrochloride; 1089675-56-8

Appearance

Solid powder

SMILES

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

InChi Key

OCYSGIYOVXAGKQ-FVGYRXGTSA-N

InChi Code

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

Chemical Name

3-[(1R)-1-hydroxy-2-(methylamino)ethyl]phenol;hydrochloride

Synonyms

NCI-c55641; Phenylephrine Hydrochloride; Phenylephrine HCl; Metaoxedrine chloride; NCIc55641; NCI c55641; Neosympatol; Oftalfrine; Mezaton; Neo Synephrine; Neo-Synephrine; Neosynephrine; Phenylephrine; Phenylephrine Hydrochloride; Phenylephrine Tannate;

HS Tariff Code

2934.99.9001

Storage

Powder -20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition

Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Solubility Data

Solubility (In Vitro)

DMSO: 41~125 mg/mL (201.3~613.7 mM)

Water: N/A

Ethanol: ~41 mg/mL (~201.3 mM)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	4.9099 mL	24.5495 mL	49.0990 mL
	5 mM	0.9820 mL	4.9099 mL	9.8198 mL
	10 mM	0.4910 mL	2.4550 mL	4.9099 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Mass

Concentration

Volume

Molecular Weight*

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Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

Calculate the Mass of a compound required to prepare a solution of known volume and concentration
Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume

See Example

An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?

Enter 350.26 in the Molecular Weight (MW) box
Enter 10 in the Concentration box and choose the correct unit (mM)
Enter 5 in the Volume box and choose the correct unit (mL)
Click the “Calculate” button
The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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Concentration (End)

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Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:

Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
Enter 25 into the Concentration (End) box and select the correct unit (mM)
Enter 25 into the Volume (End) box and choose the correct unit (mL)
Click the “Calculate” button
The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box

Molecular formula

Total molecular weight

g/mol

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Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4 c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:

To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.

Definitions of molecular mass, molecular weight, molar mass and molar weight:

Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.

Volume (to add to vial)

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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
Click the “Calculate” button
The answer appears in the Volume (to add to vial) box

In vivo Formulation Calculator (Clear solution)

Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)

Dosage mg/kg

Average weight of animals g

Dosing volume per animal μL

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Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)

% DMSO

% Tween 80

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Calculation results

Working concentration： mg/mL；

Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH₂O，mix and clarify.

Note： (1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.

Clinical Trial Information

NCT Number	Recruitment	interventions	Conditions	Sponsor/Collaborators	Start Date	Phases
NCT01791816	Active Recruiting	Drug: Phenylephrine Drug: L-Ng-monomethyl Arginine (L-NMMA)	Vasovagal Syncope Postural Tachycardia Syndrome	New York Medical College	February 2013	Early Phase 1
NCT03620942	Active Recruiting	Drug: Phenylephrine Drug: Ephedrine	Hypotension Anesthesia	KK Women's and Children's Hospital	November 7, 2018	Not Applicable
NCT05011357	Recruiting	Drug: Phenylephrine Drug: Saline Control	Intraoperative Hypotension	University of Texas Southwestern Medical Center	September 10, 2021	Early Phase 1
NCT02630121	Recruiting	Drug: Oxymetazoline Hydrochloride Drug: Placebo	Sleep Apnea Chronic Nasal Congestion	University of South Florida	April 2023	Phase 4
NCT04602767	Recruiting	Drug: Vasopressin Drug: Phenylephrine	Acute Kidney Injury	Thomas Jefferson University	October 15, 2020	Phase 4

Biological Data

ffects of phenylephrine (PE; 10 μm) on I_Ca,L. J Physiol . 2005 Aug 15;567(Pt 1):143-57.
Phenylephrine suppresses hypoxia and serum deprivation-induced caspase-3 activation. Cell Death Differ . 2000 Sep;7(9):773-84.
Phenylephrine inhibits hypoxia and serum deprivation-induced genomic DNA fragmentation. Cell Death Differ . 2000 Sep;7(9):773-84.
Phenylephrine inhibits hypoxia and serum deprivation-induced genomic DNA fragmentation through α-adrenergic activation. Cell Death Differ . 2000 Sep;7(9):773-84.