A selective adrenergic α1A receptor agonist
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L-Phenylephrine

Item No. 17205

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-hydroxy-αR-[(methylamino)methyl]-benzenemethanol
CAS Number
59-42-7
Synonyms
  • (R)-(–)-Phenylephrine
Molecular Formula
C9H13NO2
Formula Weight
167.2
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 15 mg/ml
λmax
217, 277 nm
SMILES
OC1=CC=CC([C@@H](O)CNC)=C1
InChi Code
InChI=1S/C9H13NO2/c1-10-6-9(12)7-3-2-4-8(11)5-7/h2-5,9-12H,6H2,1H3/t9-/m0/s1
InChi Key
SONNWYBIRXJNDC-VIFPVBQESA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $36

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    1 g

    $63

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    5 g

    $108

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    10 g

    $183

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    Product Description

    L-Phenylephrine is an adrenergic α1A receptor agonist (Ki = 1.4 µM) that demonstrates selectivity against the α1B and α1C receptor subtypes (Kis = 23.9 and 47.8 µM, respectively).1 By stimulating adrenergic α1 receptors, L-phenylephrine can induce aortic smooth muscle contractions, although reported relative affinity and potency values in rabbit are 5-fold weaker compared to that of L-norepinephrine.2 This compound is frequently used to precontract smooth muscle in preparations designed to study the properties of various vasodilator agents.3,4 Because L-phenylephrine acts on adrenergic α1 receptors in the arterioles of the nasal mucosa to produce constriction, it has been examined clinically as an oral decongestant.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lomasney, J.W., Cotecchia, S., Lorenz, W., et al. Molecular cloning and expression of the cDNA for the α1A-adrenergic receptor. The gene for which is located on human chromosome 5. The Journal of Biological Chemisty 266(10), 6365-6369 (1991).

    2. Besse, J.C., and Furchgott, R.F. Dissociation constants and relative efficacies of agonists acting on alpha adrenergic receptors in rabbit aorta. J. Pharmacol. Exp. Ther. 197(1), 66-78 (1976).

    3. Dogan, M., Peker, R.O., Donmez, S., et al. Magnesium and diltiazem relaxes phenylephrine-precontracted rat aortic rings. Interact. Cardiovasc. Thorac. Surg. 15(1), 1-4 (2012).

    4. Brunsden, A.M., Brookes, S.J.H., Bardhan, K.D., et al. Mechanisms underlying mechanosensitivity of mesenteric afferent fibers to vascular flow. Am. J. Physiol. Gastrointest. Liver Physiol. 293(2), G422-G428 (2007).

    5. Hatton, R.C., Winterstein, A.G., McKelvey, R.P., et al. Efficacy and safety of oral phenylephrine: Systematic review and meta-analysis. Ann. Pharmacother. 41(3), 381-390 (2007).