Ligand id: 485

Name: phenylephrine

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 2
Hydrogen bond donors 3
Rotatable bonds 3
Topological polar surface area 52.49
Molecular weight 167.09
XLogP 0.46
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

No information available.
Summary of Clinical Use
Used in the treatment of nasal congestion. Phenylephrine was originally approved by the FDA in 1952 as phenylephrine hydrochloride in combination with codeine phosphate and promethazine hydrochloride as active ingredients. Phenylephrine hydrochloride was approved by the FDA in 2012. This drug is most commonly found in brand mixtures used to alleviate cold and flu symptoms. On its own, the drug is found in nasal decongestants.
In 2001, the EMA granted orphan designation for phenylephrine hydrochloride for the treatment of ileal pouch anal anastomosis related faecal incontinence.
Mechanism Of Action and Pharmacodynamic Effects
Phenylephrine is an agonist of α1-adrenoceptors. Nasal decongestant action is mediated by activation of α1-adrenoceptors in the arterioles of the nasal mucosa. This causes vasoconstriction, which leads to decreased edema and increased drainage of the sinus cavities. For the treatment of anastomosis related faecal incontinence, phenylephrine causes α1-adrenoceptor-mediated constriction of smooth muscle of the internal anal sphincter, which helps lessen incontinence.