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L-Phenylephrine (Synonyms: (R)-(-)-Phenylephrine)

Catalog No.GC17319 Copy One-Click Copy Product Info

(R)-(-)-L-Phenylephrine is a selective α1-adrenoceptor agonist primarily used as a decongestant.

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L-Phenylephrine Chemical Structure

Cas No.: 59-42-7

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10mM (in 1mL DMSO)
$36.00
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1g
$31.00
In stock
5g
$55.00
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10g
$92.00
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Sample solution is provided at 25 µL, 10mM.



Product has been cited by 2 publications

Description of L-Phenylephrine

Target: adrenergic α1A receptor

Ki: 1.4 μM

L-Phenylephrine is a selective agonist of adrenergic α1A receptor, with the Ki value of 1.4 μM, while having less effect against the α1B and α1C receptor subtypes, with the Ki values of 23.9 μM and 47.8 μM, respectively [1].

In Vitro: In neonatal rat cardiomyocytes, 50 μM L-Phenylephrine treatment could protect cells from apoptosis induced by hypoxia (95% N2 and 5% CO2) and serum deprivation through α-adrenergic receptor stimulation [2]. Besides, in neural progenitor cells (NPCs), 10 μM L-Phenylephrine could increase NPCs proliferation by approximately 160% [3]. Furthermore, in cultured rat neonatal CMs (NCMs), L-Phenylephrine could increase cross-sectional area, and significantly increase IL-6 mRNA levels, while decreasing PGC1α mRNA levels [4].

In Vivo: Studies in Sprague-Dawley male rats found that, local infiltration of L-phenylephrine could induce cutaneous anesthesia in a dose dependent manner, which could be significantly inhibited by α1-adrenergic receptor antagonists [5].

Clinical trial: Based on 8 unpublished studies that included 138 patients with nasal congestion, oral administration with 25 mg L-Phenylephrine could significantly reduce maximal nasal airway resistance (NAR) compared with placebo of 27.6% (95% CI 17.5% to 37.7%) [6].

References:
[1] Lomasney J W, Cotecchia S, Lorenz W, et al.  Molecular cloning and expression of the cDNA for the alpha 1A-adrenergic receptor. The gene for which is located on human chromosome 5.[J]. Journal of Biological Chemistry, 1991, 266(10): 6365-6369.
[2] Zhu H, Mcelweewitmer S, Perrone M, et al.  Phenylephrine protects neonatal rat cardiomyocytes from hypoxia and serum deprivation-induced apoptosis.[J]. Cell Death & Differentiation, 2000, 7(9): 773-784.
[3] Hiramoto T, Ihara Y, Watanabe Y, et al.  α-1 Adrenergic receptors stimulation induces the proliferation of neural progenitor cells in vitro[J]. Neuroscience Letters, 2006, 408(1): 25-28.
[4] Planavila A, Redondo I, Hondares E, et al.  Fibroblast growth factor 21 protects against cardiac hypertrophy in mice[J]. Nature Communications, 2013.
[5] Shieh J, Chu C, Wang J, et al.  Epinephrine, phenylephrine, and methoxamine induce infiltrative anesthesia via α1-adrenoceptors in rats[J]. Acta Pharmacologica Sinica, 2009, 30(9): 1227-1236.
[6] Hatton R C, Winterstein A G, Mckelvey R P, et al.  Efficacy and Safety of Oral Phenylephrine: Systematic Review and Meta-Analysis[J]. Annals of Pharmacotherapy, 2007, 41(3): 381-390.

Protocol of L-Phenylephrine

Animal experiment:

Rats: A total of 170 male Wistar rats are randomLy allocated into 17 groups (n=10) using random number tables. Short-term (40 minutes) mechanical ventilation with high tidal volume is performed to induce lung injury, impair active Na+ transport and lung liquid clearance in the rats. Unventilated rats serves as controls. To demonstrate the effect of phenylephrine on alveolar fluid clearance, phenylephrine at different concentrations (10, 1, 0.1, 0.01, and 0.001 μM) is injected into the alveolar space of the HVT ventilated rats[5].

References:

[1]. Ford AP, et al. Pharmacological pleiotropism of the human recombinant alpha1A-adrenoceptor: implications foralpha1-adrenoceptor classification. Br J Pharmacol. 1997 Jul;121(6):1127-35.
[2]. Minneman KP, et al. Selectivity of agonists for cloned alpha 1-adrenergic receptor subtypes. Mol Pharmacol. 1994 Nov;46(5):929-36.
[3]. Wang J, et al. Phenylephrine promotes cardiac fibroblast proliferation through calcineurin-NFAT pathway. Front Biosci (Landmark Ed). 2016 Jan 1;21:502-13.
[4]. Lazou A, et al. Activation of mitogen-activated protein kinases (p38-MAPKs, SAPKs/JNKs and ERKs) by the G-protein-coupled receptor agonist phenylephrine in the perfused rat heart. Biochem J. 1998 Jun 1;332 ( Pt 2):459-65.
[5]. Li NJ, et al. Effect of phenylephrine on alveolar fluid clearance in ventilator-induced lung injury. Chin Med Sci J. 2013 Mar;28(1):1-6.

Chemical Properties of L-Phenylephrine

Cas No. 59-42-7 SDF
Synonyms (R)-(-)-Phenylephrine
Chemical Name 3-hydroxy-αR-[(methylamino)methyl]-benzenemethanol
Canonical SMILES OC1=CC=CC([C@@H](O)CNC)=C1
Formula C9H13NO2 M.Wt 167.2
Solubility DMF: 20 mg/ml,DMSO: 20 mg/ml,Ethanol: 20 mg/ml,PBS (pH 7.2): 15 mg/ml Storage Store at RT
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of L-Phenylephrine

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1 mg 5 mg 10 mg
1 mM 5.9809 mL 29.9043 mL 59.8086 mL
5 mM 1.1962 mL 5.9809 mL 11.9617 mL
10 mM 598.1 μL 2.9904 mL 5.9809 mL
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Review for L-Phenylephrine

Average Rating: 5 ★★★★★ (Based on Reviews and 9 reference(s) in Google Scholar.)

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