Banner
targets (7) enzymes (2)
for drugs
Identification
Name Pseudoephedrine
Accession Number DB00852 (APRD00634)
Type small molecule
Groups approved
Description

An alpha- and beta-adrenergic agonist that may also enhance release of norepinephrine. It has been used in the treatment of several disorders including asthma, heart failure, rhinitis, and urinary incontinence, and for its central nervous system stimulatory effects in the treatment of narcolepsy and depression. It has become less extensively used with the advent of more selective agonists. [PubChem]

Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms Not Available
Brand names
  • Afrin
  • Afrinol
  • Balminil Decongestant Syrup
  • Benylin Decongestant
  • Besan
  • Cenafed
  • Chlor-Trimeton
  • D-Isoephedrine
  • D-Pseudoephedrine
  • Decofed
  • Dimetapp Decongestant
  • Dimetapp Decongestant Pediatric Drops
  • Drixoral N.D.
  • Drixoral Nasal Decongestant
  • Efidac 24 Pseudoephedrine Hcl
  • Efidac/24
  • Eltor 120
  • Genaphed
  • Isoephedrine
  • Maxenal
  • Myfedrine
  • Novafed
  • Pedia Care
  • Pseudo
  • Pseudo 60's
  • Pseudo-12
  • Pseudoefedrina [INN-Spanish]
  • Pseudoephedrine D-Form
  • Pseudoephedrine Ephedrine
  • Pseudoephedrine Hcl
  • Pseudoephedrinum [INN-Latin]
  • Psi-Ephedrin
  • Psi-Ephedrine
  • Robidrine
  • Sudafed
  • Sudafed 12 Hour
  • Sudafed Decongestant
  • Sudafed Decongestant 12 Hour
  • Sudafed Decongestant Extra Strength
  • Trans-Ephedrine
  • Triaminic AM Decongestant Formula
  • Triaminic Infant Oral Decongestant Drops
Brand name mixtures
  • Actifed DM Syrup (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride + Triprolidine Hydrochloride)
  • Actifed DM Tablets (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride + Triprolidine Hydrochloride)
  • Actifed Plus Caplet (Acetaminophen + Pseudoephedrine Hydrochloride + Triprolidine Hydrochloride)
  • Actifed Syrup (Pseudoephedrine Hydrochloride + Triprolidine Hydrochloride)
  • Actifed Tablets (Pseudoephedrine Hydrochloride + Triprolidine Hydrochloride)
  • Allergy Sinus Medication - Caplet (Acetaminophen + Chlorpheniramine Maleate + Pseudoephedrine Hydrochloride)
  • Benadryl Decongestant Tablets (Diphenhydramine Hydrochloride + Pseudoephedrine Hydrochloride)
  • Benylin 4 Flu - Syrup (Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Benylin Codeine 3.3mg de Syr (Codeine Phosphate + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Bronchodex Pediatrique (Dextromethorphan Hydrobromide + Guaifenesin + Pheniramine Maleate + Pseudoephedrine Hydrochloride)
  • Calmylin #2 Syr (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Calmylin #3 Syr (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Calmylin Codeine D-E Syr (Codeine Phosphate + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Calmylin Cough and Flu Liq (Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Calmylin Pediatric Syrup (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Centracol Pediatrique - Syr (Dextromethorphan Hydrobromide + Guaifenesin + Pheniramine Maleate + Pseudoephedrine Hydrochloride)
  • Children's Tussin Cough Medicine DM Antitussive Decongestant (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Children's Tylenol Allergy - D Chewable Tablets (Acetaminophen + Diphenhydramine Hydrochloride + Pseudoephedrine Hydrochloride)
  • Children's Tylenol Allergy-D Suspension (Acetaminophen + Diphenhydramine Hydrochloride + Pseudoephedrine Hydrochloride)
  • Children's Tylenol Cold Liquid (Acetaminophen + Chlorpheniramine Maleate + Pseudoephedrine Hydrochloride)
  • Children's Tylenol Cold Liquid with DM (Acetaminophen + Chlorpheniramine Maleate + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Children's Tylenol Sinus Chewable Tablet (Acetaminophen + Pseudoephedrine Hydrochloride)
  • Clarinex-D 12 Hour Extended Release Tablets (desloratadine + pseudoephedrine)
  • Claritin Allergy + Sinus Extra Strength (Loratadine + Pseudoephedrine Sulfate)
  • Cold/Flu Relief (Acetaminophen + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Contac Day & Night Sinus/Allergy Caplet (Acetaminophen + Diphenhydramine Hydrochloride + Pseudoephedrine Hydrochloride)
  • Contac-C Ext.Stren.Night Time Cough,Cold&Flu (Acetaminophen + Diphenhydramine Hydrochloride + Pseudoephedrine Hydrochloride)
  • Cotrifed (Codeine Phosphate + Pseudoephedrine Hydrochloride + Triprolidine Hydrochloride)
  • Cough and Flu Syrup (Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Cough Syr W.Cod. Pseudoephed.Hcl Guaifenesin (Codeine Phosphate + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Cough Syrup DM Decongestant (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Cough Syrup DM Decongestant Expectorant (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Cough Syrup DM Decongestant for Children (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Cough Syrup DM-D-E (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Demdec Syr (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Dimetapp Children's Cough and Cold Liquid (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Dimetapp Cold and Sinus Caplets (Ibuprofen + Pseudoephedrine Hydrochloride)
  • DM Cough Syrup Decongestant (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • DM Plus Decongestant Cough Syrup (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • DM Plus Decongestant Plus Expector.Ex.St.Syr (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
  • DM Plus Decongestant Plus Expectorant Cough Syrup (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
  • DM-D-Expectorant Cough and Cold Syrup (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Dristan Sinus Caplets (Ibuprofen + Pseudoephedrine Hydrochloride)
  • Extra Strength Allergy Plus Sinus Relief (Acetaminophen + Chlorpheniramine Maleate + Pseudoephedrine Hydrochloride)
  • Extra Strength Allergy Sinus Medication (Acetaminophen + Chlorpheniramine Maleate + Pseudoephedrine Hydrochloride)
  • Extra Strength Cold Medication Daytime Rlf (Acetaminophen + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Extra Strength Daytime Cold Relief-Caplet (Acetaminophen + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Extra Strength Nighttime Cold Relief-Caplet (Acetaminophen + Chlorpheniramine Maleate + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Extra Strength Sinus Medication-Caplet (Acetaminophen + Pseudoephedrine Hydrochloride)
  • Extra Strength Sinus Relief-Caplet (Acetaminophen + Pseudoephedrine Hydrochloride)
  • Extra Strength Tylenol Cold and Flu Powder (Acetaminophen + Chlorpheniramine Maleate + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Extra Strength Tylenol Sinus Nighttime Caplet (Acetaminophen + Doxylamine Succinate + Pseudoephedrine Hydrochloride)
  • Ibuprofen and Pseudoephedrine (Ibuprofen + Pseudoephedrine Hydrochloride)
  • Koffex DM + Decongestant + Expectorant (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Koffex DM + Decongestant + Expectorant Extra Strength (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Koffex DM + Decongestant Syrup (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Koffex DM-D-E - Liq (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Medicament Sinus Personnel Ex-Fort Caplet (Acetaminophen + Pseudoephedrine Hydrochloride)
  • Medicament Sinus Personnel Reg Caplet (Acetaminophen + Pseudoephedrine Hydrochloride)
  • Nasal Decongestant Antihistamine (Pseudoephedrine Hydrochloride + Triprolidine Hydrochloride)
  • Neo Citran Daycaps Extra Strength - Caplet (Acetaminophen + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Nighttime Cold and Flu Liquid Capsules (Acetaminophen + Dextromethorphan Hydrobromide + Doxylamine Succinate + Pseudoephedrine Hydrochloride)
  • Nighttime Cold and Flu Relief (Acetaminophen + Dextromethorphan Hydrobromide + Doxylamine Succinate + Pseudoephedrine Hydrochloride)
  • Nitetime Cold Medicine (Acetaminophen + Dextromethorphan Hydrobromide + Doxylamine Succinate + Pseudoephedrine Hydrochloride)
  • Novahistex DM Expectorant with Decongestant (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Novahistex DM with Decongestant (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Novahistex Expectorant with Decongestant (Guaifenesin + Pseudoephedrine Hydrochloride)
  • Novahistine DM Expectorant with Decongestant (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Novahistine DM with Decongestant - Liq (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Nyquil Liquicaps (Acetaminophen + Dextromethorphan Hydrobromide + Doxylamine Succinate + Pseudoephedrine Hydrochloride)
  • Once-a-Day Benylin Cold Cap (Chlorpheniramine Maleate + Pseudoephedrine Hydrochloride)
  • Pediatric Cough Syrup (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Personnelle DM Syr (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Promatussin DM Adult Formula Syr (Dextromethorphan Hydrobromide + Promethazine Hydrochloride + Pseudoephedrine Hydrochloride)
  • Promatussin DM Children Formula (Dextromethorphan Hydrobromide + Promethazine Hydrochloride + Pseudoephedrine Hydrochloride)
  • Pulmosirum Decongestionnant Sirop (Beechwood Creosote + Cocillana + Eucalyptus + Guaiacol + Ipecac + Lobelia Inflata + Menthol + Myroxylon Balsamum + Pseudoephedrine Hydrochloride + White Pine)
  • Reg.Str.Cold Medic. (Night Time Relief)Caplet (Acetaminophen + Chlorpheniramine Maleate + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Regular Strength Cold Medication (Daytime R.) (Acetaminophen + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Regular Strength Sinus Medication (Acetaminophen + Pseudoephedrine Hydrochloride)
  • Regular Strength Sinus Medication-Caplet (Acetaminophen + Pseudoephedrine Hydrochloride)
  • Regular Strength Tylenol Cold and Flu Powder (Acetaminophen + Chlorpheniramine Maleate + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Regular Strength Tylenol Cold Chest Congestion (Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Regular Strength Tylenol Cough Suspension with Decongestant (Acetaminophen + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Robitussin Honey Cough and Cold (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Robitussin Honey Flu (Acetaminophen + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Sinus, Pain & Nasal Congest Relief Caplet (Acetaminophen + Pseudoephedrine Hydrochloride)
  • Sinutab N.T. Regular Strength Caplets (Acetaminophen + Diphenhydramine Hydrochloride + Pseudoephedrine Hydrochloride)
  • Sudafed Cold and Cough Extra Strength Caplet (Acetaminophen + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Sudafed Cold and Flu Gel Caps (Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Sudafed DM (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Sudafed Head Cold and Sinus Extra Strength Caplets (Acetaminophen + Pseudoephedrine Hydrochloride)
  • Sudafed Sinus Extra Strength (Acetaminophen + Pseudoephedrine Hydrochloride)
  • Theraflu Flu Cold and Cough Medicine (Acetaminophen + Chlorpheniramine Maleate + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Triaminic Cold and Allergy (Chlorpheniramine Maleate + Pseudoephedrine Hydrochloride)
  • Triaminic Decongest+Expect Liqui-Gels Cap (Guaifenesin + Pseudoephedrine Hydrochloride)
  • Triaminic DM Expectorant Syr (Chlorpheniramine Maleate + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Triaminic DM Plus Decongestant Syrup (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Triaminic DM+Decongestant Liqui-Gels Capsules (Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Triaminic Expectorant Syr (Chlorpheniramine Maleate + Guaifenesin + Pseudoephedrine Hydrochloride)
  • Triaminicol DM Syrup (Chlorpheniramine Maleate + Dextromethorphan Hydrobromide + Pseudoephedrine Hydrochloride)
  • Triprofed Tab (Pseudoephedrine Hydrochloride + Triprolidine Hydrochloride)
  • Tussin Cough Medicine DM Antitussive Expectorant Decongestant (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride)
Categories
  • Vasoconstrictor Agents
  • Adrenergic Agents
  • Sympathomimetics
  • Central Nervous System Agents
  • Bronchodilator Agents
  • Nasal Decongestants
CAS number 90-82-4
Weight Average: 165.2322
Monoisotopic: 165.115364107
Chemical Formula C10H15NO
InChI Key InChIKey=KWGRBVOPPLSCSI-WCBMZHEXSA-N
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
Plain Text
IUPAC Name
(1S,2S)-2-(methylamino)-1-phenylpropan-1-ol
SMILES
CN[C@@H](C)[C@@H](O)C1=CC=CC=C1
Plain Text
Mass Spec show (8.2 KB)
Taxonomy
Kingdom Organic
Classes
  • Phenethylamines
  • Amphetamines
Substructures
  • Hydroxy Compounds
  • Benzyl Alcohols and Derivatives
  • Aliphatic and Aryl Amines
  • Benzene and Derivatives
  • Amino Alcohols
  • Phenethylamines
  • Aromatic compounds
  • Alcohols and Polyols
  • Amphetamines
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.
Pharmacodynamics 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).
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, 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.
Absorption Pseudoephedrine is readily and almost completely absorbed from the GI tract and there is no evidence of first-pass metabolism.
Volume of distribution Not Available
Protein binding Pseudoephedrine does not bind to human plasma proteins over the concentration range of 50 to 2000 ng/mL
Metabolism

Hepatic.

Route of elimination Not Available
Half life 9-16 hours
Clearance Not Available
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
Pathways Not Available
Pharmacoeconomics
Manufacturers
  • Ucb inc
  • Schering plough healthcare products inc
Packagers
Dosage forms
Form Route Strength
Liquid Oral
Syrup Oral
Tablet Oral
Tablet, extended release Oral
Prices
Unit description Cost Unit
Sudafed 24 hour tablet 0.84 USD tablet
Pseudoephedrine hcl crystal 0.67 USD g
Afrin 0.05% nose spray 0.62 USD ml
Sudafed 12 hr sinus-pain caplet 0.53 USD caplet
Drixoral cold & allergy tablet sa 0.4 USD tablet
Sudafed om sinus nasal spray 0.4 USD ml
Afrin no drip sinus pump mist 0.38 USD ml
Sudafed pe cold & cough caplet 0.34 USD caplet
Afrin sinus spray 0.33 USD ml
Chlor-trimeton allergy 0.31 USD each
Sudafed pe severe cold caplet 0.28 USD caplet
Guaifenesin-phenylephrine tablet 0.27 USD tablet
Dimetapp cold-allergy tablet chew 0.25 USD tablet
Sudafed pe 10 mg tablet 0.25 USD tablet
Chlor-trimeton 8 mg repetab 0.24 USD tablet
Sudafed pe day & night tablet 0.24 USD tablet
Sudafed triple action caplet 0.23 USD caplet
Sudafed pe nighttime cold caplet 0.22 USD caplet
Sudafed non-drying sinus caplet 0.2 USD caplet
Sudafed pe sinus & allergy tablet 0.2 USD tablet
Sudafed pe sinus headache caplet 0.2 USD caplet
Sudafed 30 mg tablet 0.19 USD tablet
Wal-phed 30 mg tablet 0.17 USD tablet
Suphedrin 30 mg tablet 0.15 USD tablet
CVS Pharmacy decongestant 30 mg tablet 0.12 USD tablet
Sudogest 60 mg tablet 0.12 USD tablet
Medi-phedrine 30 mg tablet 0.1 USD tablet
Nasal decongestant 30 mg tablet 0.1 USD tablet
Genaphed plus tablet 0.09 USD tablet
CVS Pharmacy nasal decongest 30 mg tablet 0.07 USD tablet
Genaphed 30 mg tablet 0.07 USD tablet
Pseudoephedrine gg syrup 0.07 USD ml
Pseudoephedrine 60 mg tablet 0.06 USD tablet
Children's sudafed pe liquid 0.05 USD ml
Pseudoephedrine 30 mg tablet 0.05 USD tablet
Dimetapp cold & cough liquid 0.04 USD ml
Dimetapp dm cold & cough elix 0.04 USD ml
Dimetapp long-acting cough liquid 0.04 USD ml
Suphedrine 30 mg tablet 0.04 USD tablet
Patents Not Available
Properties
State solid
Melting point 117 - 118 oC
Experimental Properties
Property Value Source
water solubility 7 mg/L PhysProp
logP 1.4 PhysProp
Predicted Properties
Property Value Source
water solubility 8.26e+00 g/l ALOGPS
logP 1.00 ALOGPS
logP 1.32 ChemAxon Molconvert
logS -1.30 ALOGPS
pKa ChemAxon Molconvert
hydrogen acceptor count 2 ChemAxon Molconvert
hydrogen donor count 2 ChemAxon Molconvert
polar surface area 32.26 ChemAxon Molconvert
rotatable bond count 3 ChemAxon Molconvert
refractivity 49.69 ChemAxon Molconvert
polarizability 18.85 ChemAxon Molconvert
References
Synthesis Reference Not Available
General Reference Not Available
External Links
Resource Link
PubChem Compound 7028 Link_out
PubChem Substance 46508190 Link_out
ChemSpider 6761 Link_out
ChEBI 51209 Link_out
ChEMBL 51209 Link_out
Therapeutic Targets Database DAP000195 Link_out
Drug Product Database 2239134 Link_out
RxList http://www.rxlist.com/cgi/generic/sudafed.htm Link_out
Drugs.com http://www.drugs.com/pseudoephedrine.html Link_out
Wikipedia http://en.wikipedia.org/wiki/Pseudoephedrine Link_out
ATC Codes
  • R01BA02
AHFS Codes
  • 12:12.12
PDB Entries Not Available
FDA label Not Available
MSDS show (52.7 KB)
Interactions
Drug Interactions Not Available
Food Interactions
  • Take without regard to meals.
Targets

1. Sodium-dependent noradrenaline transporter

Pharmacological action: yes
Actions: inhibitor

Amine transporter. Terminates the action of noradrenaline by its high affinity sodium-dependent reuptake into presynaptic terminals

Organism class: human
UniProt ID: P23975 Link_out
Gene: SLC6A2 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Wee S, Ordway GA, Woolverton WL: Reinforcing effect of pseudoephedrine isomers and the mechanism of action. Eur J Pharmacol. 2004 Jun 16;493(1-3):117-25. Pubmed
  2. Foley KF, Van Dort ME, Sievert MK, Ruoho AE, Cozzi NV: Stereospecific inhibition of monoamine uptake transporters by meta-hydroxyephedrine isomers. J Neural Transm. 2002 Oct;109(10):1229-40. Pubmed

2. Sodium-dependent dopamine transporter

Pharmacological action: yes
Actions: inhibitor

Amine transporter. Terminates the action of dopamine by its high affinity sodium-dependent reuptake into presynaptic terminals

Organism class: human
UniProt ID: Q01959 Link_out
Gene: SLC6A3 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Wee S, Ordway GA, Woolverton WL: Reinforcing effect of pseudoephedrine isomers and the mechanism of action. Eur J Pharmacol. 2004 Jun 16;493(1-3):117-25. Pubmed
  2. Foley KF, Van Dort ME, Sievert MK, Ruoho AE, Cozzi NV: Stereospecific inhibition of monoamine uptake transporters by meta-hydroxyephedrine isomers. J Neural Transm. 2002 Oct;109(10):1229-40. Pubmed

3. Alpha-1A adrenergic receptor

Pharmacological action: yes
Actions: agonist

This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system. Its effect is mediated by G(q) and G(11) proteins

Organism class: human
UniProt ID: P35348 Link_out
Gene: ADRA1A Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed
  3. Wellington K, Jarvis B: Cetirizine/pseudoephedrine. Drugs. 2001;61(15):2231-40; discussion 2241-2. Pubmed

4. Alpha-2A adrenergic receptor

Pharmacological action: yes
Actions: agonist

Alpha-2 adrenergic receptors mediate the catecholamine- induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is oxymetazoline > clonidine > epinephrine > norepinephrine > phenylephrine > dopamine > p-synephrine > p-tyramine > serotonin = p-octopamine. For antagonists, the rank order is yohimbine > phentolamine = mianserine > chlorpromazine = spiperone = prazosin > propanolol > alprenolol = pindolol

Organism class: human
UniProt ID: P08913 Link_out
Gene: ADRA2A Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

5. Sodium-dependent serotonin transporter

Pharmacological action: yes
Actions: inhibitor

Terminates the action of serotonine by its high affinity sodium-dependent reuptake into presynaptic terminals

Organism class: human
UniProt ID: P31645 Link_out
Gene: SLC6A4 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Wee S, Ordway GA, Woolverton WL: Reinforcing effect of pseudoephedrine isomers and the mechanism of action. Eur J Pharmacol. 2004 Jun 16;493(1-3):117-25. Pubmed

6. Beta-2 adrenergic receptor

Pharmacological action: unknown
Actions: partial agonist

Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. The beta-2-adrenergic receptor binds epinephrine with an approximately 30-fold greater affinity than it does norepinephrine

Organism class: human
UniProt ID: P07550 Link_out
Gene: ADRB2 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed
  3. Vansal SS, Feller DR: Direct effects of ephedrine isomers on human beta-adrenergic receptor subtypes. Biochem Pharmacol. 1999 Sep 1;58(5):807-10. Pubmed

7. Beta-1 adrenergic receptor

Pharmacological action: unknown
Actions: agonist, partial agonist

Beta-adrenergic receptors mediate the catecholamine- induced activation of adenylate cyclase through the action of G proteins. This receptor binds epinephrine and norepinephrine with approximately equal affinity

Organism class: human
UniProt ID: P08588 Link_out
Gene: ADRB1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Vansal SS, Feller DR: Direct effects of ephedrine isomers on human beta-adrenergic receptor subtypes. Biochem Pharmacol. 1999 Sep 1;58(5):807-10. Pubmed

Enzymes

1. Amine oxidase [flavin-containing] A

Actions: inhibitor

Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral tissues. MAOA preferentially oxidizes biogenic amines such as 5-hydroxytryptamine (5-HT), norepinephrine and epinephrine

UniProt ID: P21397 Link_out
Gene: MAOA Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Ulus IH, Maher TJ, Wurtman RJ: Characterization of phentermine and related compounds as monoamine oxidase (MAO) inhibitors. Biochem Pharmacol. 2000 Jun 15;59(12):1611-21. Pubmed

2. Cytochrome P450 2D6

Actions: substrate

Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic antidepressants

UniProt ID: P10635 Link_out
Gene: CYP2D6 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. Epub 2009 Nov 24. Pubmed

Comments
Drug created on June 13, 2005 07:24 / Updated on April 19, 2011 15:06

This project is supported by Genome Alberta & Genome Canada, a not-for-profit organization that is leading Canada's national genomics strategy with $600 million in funding from the federal government. This project is also supported in part by GenomeQuest, Inc., an enterprise genomic information company serving the life science community.