QuickView for Pseudoephedrine (compound)

Summary
General Info

PubChem

PubChem Compound 7028

Name:	Pseudoephedrine
PubChem Compound ID:	7028
Description:	A phenethylamine that is an isomer of EPHEDRINE which has less central nervous system effects and usage is mainly for respiratory tract decongestion.
Molecular formula:	C₁₀H₁₅NO
Molecular weight:	165.232 g/mol
Synonyms:	C02765; Benzenemethanol, alpha-((1S)-1-(methylamino)ethyl)-, (alpha-S)-; 30987-59-8; Spectrum3_001771; d-psi-Ephedrine; (+)-Pseudoephedrine; Lopac-E-3250; Pseudoefedrina [INN-Spanish]; Pseudoephedrinum [INN-Latin]; (1S,2S)-(+)-Pseudoephedrine. show more » C02765; Benzenemethanol, alpha-((1S)-1-(methylamino)ethyl)-, (alpha-S)-; 30987-59-8; Spectrum3_001771; d-psi-Ephedrine; (+)-Pseudoephedrine; Lopac-E-3250; Pseudoefedrina [INN-Spanish]; Pseudoephedrinum [INN-Latin]; (1S,2S)-(+)-Pseudoephedrine; Pseudoephedrine (D); KBio2_006494; KBioGR_001763; D-Pseudoephedrine; psi-Ephedrine, (+)-; (+)-(1S,2S)-Pseudoephedrine; DivK1c_000451; d-Isoephedrine; L(+)-psi-Ephedrine; 304-87-0; NCI60_002955; (+)-psi-Ephedrine; KBio3_002762; 37577-31-4; EINECS 202-018-6; Isoephedrine; Benzenemethanol, alpha-((1S)-1-(methylamino)ethyl)-, (alpha-S)- (9CI); Pseudoephedrine, L-(+)-; NINDS_000451; KBio2_003926; Benzenemethanol, alpha-((1S)-1-(methylamino)ethyl)-, (alphaS)-; alpha-(1-(Methylamino)ethyl)benzyl alcohol; Besan; Spectrum2_001303; Psi-ephedrin; (+)-threo-Ephedrine; KBio1_000451; Pseudoephedrine; Psi-ephedrine; HSDB 3177; 90-82-4; Spectrum_000878; Sudafed; AIDS-011904; NCGC00015408-01; Pseudoephedrine, (+)-; Spectrum4_001162; d-psi-2-Methylamino-1-phenyl-1-propanol; (1S,2S)-Pseudoephedrine; Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (S-(R,R))-; SPBio_001365; KBio2_001358; AIDS011904; Pseudoephedrine Ephedrine; L-(+)-Pseudoephedrine; trans-Ephedrine; KBioSS_001358 show less «

DrugBank

Identification

Name:	Pseudoephedrine
Name (isomeric):	DB00852
Drug Type:	small molecule
Description:	A phenethylamine that is an isomer of EPHEDRINE which has less central nervous system effects and usage is mainly for respiratory tract decongestion.
Brand:	Psi-Ephedrine, D-Isoephedrine, Novafed, Efidac/24, Maxenal, Sudafed Decongestant, Afrin, Isoephedrine, Triaminic Infant Oral Decongestant Drops, Sudafed Decongestant Extra Strength, Benylin Decongestant, D-Pseudoephedrine, Pseudo-12, Cenafed, Pseudo 60's, Efidac 24 Pseudoephedrine Hcl, Myfedrine, Psi-Ephedrin, Sudafed, Pseudoephedrinum [INN-Latin], Pseudoephedrine Hcl, Pseudoephedrine D-Form, Genaphed, Sudafed Decongestant 12 Hour, Pseudoefedrina [INN-Spanish], Dimetapp Decongestant Pediatric Drops, Trans-Ephedrine, Afrinol, Dimetapp Decongestant, Sudafed 12 Hour, Decofed, Eltor 120, Chlor-Trimeton, Balminil Decongestant Syrup, Triaminic AM Decongestant Formula, Pseudo, Pedia Care, Besan, Drixoral Nasal Decongestant, Drixoral N.D., Pseudoephedrine Ephedrine, Robidrine
Brand name mixture:	Novahistex DM Expectorant with Decongestant(Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Sudafed Cold and Flu Gel Caps(Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Calmylin Cough and Flu Liq(Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedr... show more » Novahistex DM Expectorant with Decongestant(Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Sudafed Cold and Flu Gel Caps(Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Calmylin Cough and Flu Liq(Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Medicament Sinus Personnel Reg Caplet(Acetaminophen + Pseudoephedrine Hydrochloride), Extra Strength Daytime Cold Relief-Caplet(Acetaminophen + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Sudafed Sinus Extra Strength(Acetaminophen + Pseudoephedrine Hydrochloride), Benylin 4 Flu - Syrup(Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Nyquil Liquicaps(Acetaminophen + Dextromethorphan Hydrobromide + Doxylamine Succinate + Pseudoephedrine Hydrochloride), Calmylin #3 Syr(Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Children's Tylenol Allergy-D Suspension(Acetaminophen + Diphenhydramine Hydrochloride + Pseudoephedrine Hydrochloride), Children's Tylenol Cold Liquid(Acetaminophen + Chlorpheniramine Maleate + Pseudoephedrine Hydrochloride), Calmylin #2 Syr(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Demdec Syr(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Claritin Allergy + Sinus Extra Strength(Loratadine + Pseudoephedrine Sulfate), Calmylin Pediatric Syrup(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Sinutab N.T. Regular Strength Caplets(Acetaminophen + Diphenhydramine Hydrochloride + Pseudoephedrine Hydrochloride), Robitussin Honey Cough and Cold(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Extra Strength Sinus Relief-Caplet(Acetaminophen + Pseudoephedrine Hydrochloride), Novahistex DM with Decongestant(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Extra Strength Tylenol Sinus Nighttime Caplet(Acetaminophen + Doxylamine Succinate + Pseudoephedrine Hydrochloride), Triaminic Decongest+Expect Liqui-Gels Cap(Guaifenesin + Pseudoephedrine Hydrochloride), Sudafed DM(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Extra Strength Sinus Medication-Caplet(Acetaminophen + Pseudoephedrine Hydrochloride), Regular Strength Cold Medication(Daytime R.) (Acetaminophen + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Koffex DM + Decongestant + Expectorant Extra Strength(Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Pediatric Cough Syrup(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Novahistine DM Expectorant with Decongestant(Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Cough and Flu Syrup(Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Children's Tussin Cough Medicine DM Antitussive Decongestant(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Robitussin Honey Flu(Acetaminophen + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Clarinex-D 12 Hour Extended Release Tablets(desloratadine + pseudoephedrine), Promatussin DM Adult Formula Syr(Dextromethorphan Hydrobromide + Promethazine Hydrochloride + Pseudoephedrine Hydrochloride), Triaminic Cold and Allergy(Chlorpheniramine Maleate + Pseudoephedrine Hydrochloride), Triaminic DM Expectorant Syr(Chlorpheniramine Maleate + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Extra Strength Allergy Sinus Medication(Acetaminophen + Chlorpheniramine Maleate + Pseudoephedrine Hydrochloride), Extra Strength Allergy Plus Sinus Relief(Acetaminophen + Chlorpheniramine Maleate + Pseudoephedrine Hydrochloride), DM Plus Decongestant Plus Expector.Ex.St.Syr(Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Children's Tylenol Allergy - D Chewable Tablets(Acetaminophen + Diphenhydramine Hydrochloride + Pseudoephedrine Hydrochloride), Regular Strength Tylenol Cough Suspension with Decongestant(Acetaminophen + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Triaminic Expectorant Syr(Chlorpheniramine Maleate + Guaifenesin + Pseudoephedrine Hydrochloride), Dimetapp Children's Cough and Cold Liquid(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Extra Strength Nighttime Cold Relief-Caplet(Acetaminophen + Chlorpheniramine Maleate + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Sinus, Pain & Nasal Congest Relief Caplet(Acetaminophen + Pseudoephedrine Hydrochloride), Tussin Cough Medicine DM Antitussive Expectorant Decongestant(Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Theraflu Flu Cold and Cough Medicine(Acetaminophen + Chlorpheniramine Maleate + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Triaminic DM+Decongestant Liqui-Gels Capsules(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Cough Syrup DM Decongestant for Children(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Benadryl Decongestant Tablets(Diphenhydramine Hydrochloride + Pseudoephedrine Hydrochloride), Nitetime Cold Medicine(Acetaminophen + Dextromethorphan Hydrobromide + Doxylamine Succinate + Pseudoephedrine Hydrochloride), Children's Tylenol Sinus Chewable Tablet(Acetaminophen + Pseudoephedrine Hydrochloride), Contac-C Ext.Stren.Night Time Cough,Cold&Flu(Acetaminophen + Diphenhydramine Hydrochloride + Pseudoephedrine Hydrochloride), Medicament Sinus Personnel Ex-Fort Caplet(Acetaminophen + Pseudoephedrine Hydrochloride), Sudafed Head Cold and Sinus Extra Strength Caplets(Acetaminophen + Pseudoephedrine Hydrochloride), Nighttime Cold and Flu Relief(Acetaminophen + Dextromethorphan Hydrobromide + Doxylamine Succinate + Pseudoephedrine Hydrochloride), Bronchodex Pediatrique(Dextromethorphan Hydrobromide + Guaifenesin + Pheniramine Maleate + Pseudoephedrine Hydrochloride), Novahistine DM with Decongestant - Liq(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Triaminic DM Plus Decongestant Syrup(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Nighttime Cold and Flu Liquid Capsules(Acetaminophen + Dextromethorphan Hydrobromide + Doxylamine Succinate + Pseudoephedrine Hydrochloride), DM Cough Syrup Decongestant(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Neo Citran Daycaps Extra Strength - Caplet(Acetaminophen + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Regular Strength Tylenol Cold and Flu Powder(Acetaminophen + Chlorpheniramine Maleate + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Cough Syrup DM Decongestant Expectorant(Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Koffex DM + Decongestant + Expectorant(Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Reg.Str.Cold Medic.(Night Time Relief)Caplet (Acetaminophen + Chlorpheniramine Maleate + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Cold/Flu Relief(Acetaminophen + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Actifed Plus Caplet(Acetaminophen + Pseudoephedrine Hydrochloride + Triprolidine Hydrochloride), Regular Strength Sinus Medication-Caplet(Acetaminophen + Pseudoephedrine Hydrochloride), Promatussin DM Children Formula(Dextromethorphan Hydrobromide + Promethazine Hydrochloride + Pseudoephedrine Hydrochloride), Triprofed Tab(Pseudoephedrine Hydrochloride + Triprolidine Hydrochloride), Novahistex Expectorant with Decongestant(Guaifenesin + Pseudoephedrine Hydrochloride), Allergy Sinus Medication - Caplet(Acetaminophen + Chlorpheniramine Maleate + Pseudoephedrine Hydrochloride), Sudafed Cold and Cough Extra Strength Caplet(Acetaminophen + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Personnelle DM Syr(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Cough Syrup DM-D-E(Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Extra Strength Tylenol Cold and Flu Powder(Acetaminophen + Chlorpheniramine Maleate + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Cotrifed(Codeine Phosphate + Pseudoephedrine Hydrochloride + Triprolidine Hydrochloride), Actifed DM Tablets(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride + Triprolidine Hydrochloride), Ibuprofen and Pseudoephedrine(Ibuprofen + Pseudoephedrine Hydrochloride), Regular Strength Sinus Medication(Acetaminophen + Pseudoephedrine Hydrochloride), Extra Strength Cold Medication Daytime Rlf(Acetaminophen + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Cough Syrup DM Decongestant(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Actifed Syrup(Pseudoephedrine Hydrochloride + Triprolidine Hydrochloride), Centracol Pediatrique - Syr(Dextromethorphan Hydrobromide + Guaifenesin + Pheniramine Maleate + Pseudoephedrine Hydrochloride), Triaminicol DM Syrup(Chlorpheniramine Maleate + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Nasal Decongestant Antihistamine(Pseudoephedrine Hydrochloride + Triprolidine Hydrochloride), Calmylin Codeine D-E Syr(Codeine Phosphate + Guaifenesin + Pseudoephedrine Hydrochloride), Contac Day & Night Sinus/Allergy Caplet(Acetaminophen + Diphenhydramine Hydrochloride + Pseudoephedrine Hydrochloride), Pulmosirum Decongestionnant Sirop(Beechwood Creosote + Cocillana + Eucalyptus + Guaiacol + Ipecac + Lobelia Inflata + Menthol + Myroxylon Balsamum + Pseudoephedrine Hydrochloride + White Pine), Children's Tylenol Cold Liquid with DM(Acetaminophen + Chlorpheniramine Maleate + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Dimetapp Cold and Sinus Caplets(Ibuprofen + Pseudoephedrine Hydrochloride), Actifed DM Syrup(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride + Triprolidine Hydrochloride), Regular Strength Tylenol Cold Chest Congestion(Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Koffex DM-D-E - Liq(Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Benylin Codeine 3.3mg de Syr(Codeine Phosphate + Guaifenesin + Pseudoephedrine Hydrochloride), Dristan Sinus Caplets(Ibuprofen + Pseudoephedrine Hydrochloride), Cough Syr W.Cod. Pseudoephed.Hcl Guaifenesin(Codeine Phosphate + Guaifenesin + Pseudoephedrine Hydrochloride), DM Plus Decongestant Cough Syrup(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), Koffex DM + Decongestant Syrup(Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride), DM Plus Decongestant Plus Expectorant Cough Syrup(Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride), Once-a-Day Benylin Cold Cap(Chlorpheniramine Maleate + Pseudoephedrine Hydrochloride), Actifed Tablets(Pseudoephedrine Hydrochloride + Triprolidine Hydrochloride), DM-D-Expectorant Cough and Cold Syrup(Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride) show less «
Category:	Adrenergic Agents, Sympathomimetics, Vasoconstrictor Agents, Bronchodilator Agents, Central Nervous System Agents, Nasal Decongestants
CAS number:	90-82-4

Pharmacology

Indication:	For the treatment of nasal congestion, sinus congestion, Eustachian tube congestion, and vasomotor rhinitis, and as an adjunct to other agents in the optimum treatment of allergic rhinitis, croup, sinusitis, otitis media, and tracheobronchitis. Also used as first-line therapy of priapism.
Pharmacology:	Pseudoephedrine is a sympathomimetic agent, structurally similar to ephedrine, used to relieve nasal and sinus congestion and reduce air-travel-related otalgia in adults. The salts pseudoephedrine hydrochloride and pseudoephedrine sulfate are found in many over-the-counter preparations either as single-ingredient preparations, or more commonly in c... show more » Pseudoephedrine is a sympathomimetic agent, structurally similar to ephedrine, used to relieve nasal and sinus congestion and reduce air-travel-related otalgia in adults. The salts pseudoephedrine hydrochloride and pseudoephedrine sulfate are found in many over-the-counter preparations either as single-ingredient preparations, or more commonly in combination with antihistamines and/or paracetamol/ibuprofen. Unlike antihistamines, which modify the systemic histamine-mediated allergic response, pseudoephedrine only serves to relieve nasal congestion commonly associated with colds or allergies. The advantage of oral pseudoephedrine over topical nasal preparations, such as oxymetazoline, is that it does not cause rebound congestion (rhinitis medicamentosa). show less «
Mechanism of Action:	Pseudoephedrine acts directly on both alpha- and, to a lesser degree, beta-adrenergic receptors. Through direct action on alpha-adrenergic receptors in the mucosa of the respiratory tract, pseudoephedrine produces vasoconstriction. Pseudoephedrine relaxes bronchial smooth muscle by stimulating beta2-adrenergic receptors. Like ephedrine, pseudoephed... show more » Pseudoephedrine acts directly on both alpha- and, to a lesser degree, beta-adrenergic receptors. Through direct action on alpha-adrenergic receptors in the mucosa of the respiratory tract, pseudoephedrine produces vasoconstriction. Pseudoephedrine relaxes bronchial smooth muscle by stimulating beta2-adrenergic receptors. Like ephedrine, pseudoephedrine releasing norepinephrine from its storage sites, an indirect effect. This is its main and direct mechanism of action. The displaced noradrenaline is released into the neuronal synapse where it is free to activate the postsynaptic adrenergic receptors. show less «
Absorption:	Pseudoephedrine is readily and almost completely absorbed from the GI tract and there is no evidence of first-pass metabolism.
Protein binding:	Pseudoephedrine does not bind to human plasma proteins over the concentration range of 50 to 2000 ng/mL
Biotransformation:	Hepatic.
Half Life:	9-16 hours
Toxicity:	Common adverse reactions include nervousness, restlessness, and insomnia. Rare adverse reactions include difficult/painful urination, dizziness/lightheadedness, heart palpitations, headache, increased sweating, nausea/vomiting, trembling, troubled breathing, unusual paleness, and weakness.
Affected organisms:	Humans and other mammals

Interactions

Food interaction:

Take without regard to meals.

Drug interaction:

Phenelzine	Increased arterial pressure
Amoxapine	The tricyclic antidepressant, amoxapine, increases the sympathomimetic effect of pseudoephedrine.
Alseroxylon	Increased arterial pressure
Reserpine	Increased arterial pressure
Amitriptyline	The tricyclic antidepressant, amitriptyline, increases the sympathomimetic effect of pseudoephedrine.

Phenelzine	Increased arterial pressure
Amoxapine	The tricyclic antidepressant, amoxapine, increases the sympathomimetic effect of pseudoephedrine.
Alseroxylon	Increased arterial pressure
Reserpine	Increased arterial pressure
Amitriptyline	The tricyclic antidepressant, amitriptyline, increases the sympathomimetic effect of pseudoephedrine.
Protriptyline	The tricyclic antidepressant, protriptyline, increases the sympathomimetic effect of pseudoephedrine.
Trimipramine	The tricyclic antidepressant, trimipramine, increases the sympathomimetic effect of pseudoephedrine.
Venlafaxine	Venlafaxine may increase the tachycardic and vasopressor effects of Pseudoephedrine. Consider alternate therapy or monitor for increased sympathomimetic effects, such as increased blood pressure, chest pain and headache.
Doxepin	The tricyclic antidepressant, doxepin, increases the sympathomimetic effect of pseudoephedrine.
Imipramine	The tricyclic antidepressant, imipramine, increases the sympathomimetic effect of pseudoephedrine.
Tranylcypromine	The MAO inhibitor, Tranylcypromine, may increase the vasopressor effect of Pseudoephedrine. Concomitant therapy should be avoided.
Isocarboxazid	Increased arterial pressure
Rasagiline	Increased arterial pressure
Desvenlafaxine	Desvenlafaxine may increase the tachycardic and vasopressor effects of pseudoephedrine. Consider alternate therapy or monitor for increased sympathomimetic effects, such as increased blood pressure, chest pain and headache.
Bromocriptine	The sympathomimetic, pseudoephedrine, increases the toxicity of bromocriptine.
Pargyline	Increased arterial pressure
Clomipramine	The tricyclic antidepressant, clomipramine, increases the sympathomimetic effect of pseudoephedrine.
Linezolid	Possible increase of arterial pressure
Deserpidine	Increased arterial pressure
Midodrine	Increased arterial pressure
Guanethidine	Pseudoephedrine may decrease the effect of guanethidine.
Moclobemide	Moclobemide increases the sympathomimetic effect of pseudoephedrine.
Desipramine	The tricyclic antidepressant, desipramine, increases the sympathomimetic effect of pseudoephedrine.
Methyldopa	Increased arterial pressure
Nortriptyline	The tricyclic antidepressant, nortriptyline, increases the sympathomimetic effect of pseudoephedrine.

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Targets

Sodium-dependent noradrenaline transporter

Sodium-dependent dopamine transporter

Alpha-1A adrenergic receptor

Alpha-2A adrenergic receptor

Sodium-dependent serotonin transporter

Beta-2 adrenergic receptor

Beta-1 adrenergic receptor

Enzymes

Amine oxidase [flavin-containing] A

Cytochrome P450 2D6