pseudoephedrine   Click here for help

GtoPdb Ligand ID: 7286

Synonyms: pseudoephedrine hydrochloride | pseudophedrine sulphate | Sinutab® | Sudafed®
Approved drug
pseudoephedrine is an approved drug (FDA (1975))
Compound class: Synthetic organic
Comment: Pseudoephedrine is a decongestant, often contained as one of the active ingredients in fixed-mixture cold and flu medications.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 3
Topological polar surface area 32.26
Molecular weight 165.12
XLogP 1.39
No. Lipinski's rules broken 0
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Canonical SMILES CNC(C(c1ccccc1)O)C
Isomeric SMILES CN[C@H]([C@H](c1ccccc1)O)C
InChI InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10+/m0/s1
No information available.
Summary of Clinical Use Click here for help
Used as a nasal/sinus decongestant.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Pseudoephedrine is an agonist of α- and β-adrenoceptors. Activation of α-adrenoceptors in the nasal mucosa, causes vasoconstriction and reduces congestion. Activation of β-adrenoceptors relaxes bronchial smooth muscle. Pseudoephedrine also acts at the norephinephrine transporter, SLC6A2, promoting release of stored norephinephrine into the neuronal synapse, leading to activation of postsynaptic adrenoceptors in addition to the direct, drug-induced activation.
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