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Showing drug card for Oxtriphylline (DB01303)

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Version 2.5
Creation Date 2007-06-30 14:28:32
Update Date 2009-02-19 16:04:19
Primary Accession Number DB01303
Secondary Accession Number Not Available
Name Oxtriphylline
Drug Type
  • Approved
  • Small Molecule
Description Oxtriphylline is a cough medicine derived from xanthine and similar to theophylline, that acts as a bronchodilator to open up airways in the lung. It antagonizes adenosine receptors and promotes relaxation of airway smooth muscles. It is also thought to inhibit phosphodiesterases leading to higher levels of cAMP and increased bronchodilation.
Synonyms
  1. Choline theophylline
Brand Names
  1. Choledyl
  2. Theocolin
Brand Mixtures Not Available
Chemical IUPAC Name 1,3-dimethyl-2-oxopurin-6-olate; 2-hydroxyethyl-trimethylazanium
Chemical Formula C12H21N5O3
Chemical Structure Structure
CAS Registry Number 4499-40-5
InChI Identifier InChI=1/C7H8N4O2.C5H14NO/c1-10-5-4(8-3-9-5)6(12)11(2)7(10)13;1-6(2,3)4-5-7/h3,12H,1-2H3;7H,4-5H2,1-3H3/q;+1/p-1/fC7H7N4O2.C5H14NO/h12h;/q-1;m
InChI Key SOELXOBIIIBLRJ-PGYFHCKPCE
KEGG Drug D02017 Link Image
KEGG Compound Not Available
PubChem Compound 656652 Link Image
PubChem Substance 7849079 Link Image
ChEBI ID Not Available
PharmGKB ID Not Available
HET ID Not Available
GenBank ID Not Available
Drug ID Number [DIN] Not Available
RxList Link Not Available
PDRhealth Link Not Available
Wikipedia Link http://en.wikipedia.org/wiki/Oxtriphylline Link Image
FDA Label Not Available
Material Safety Data Sheet (MSDS) Not Available
Synthesis Reference Not Available
Average Molecular Weight 283.3268
Monoisotopic Molecular Weight 283.1644
State Solid
Melting Point Not Available
Experimental Water Solubility Not Available Source: PhysProp
Predicted Water Solubility 4.52e-01 mg/mL Calculated using ALOGPS
Experimental LogP/Hydrophobicity Not Available Source: PhysProp
Predicted LogP -0.47 Calculated using ALOGPS
Experimental LogS Not Available
Predicted LogS -2.80 Calculated using ALOGPS
Experimental Caco2 Permeability Not Available
pKa/Isoelectric Point Not Available
Mass Spectrum Not Available
MOL File Show Link Image | Download Link Image
SDF File Show Link Image | Download Link Image
PDB File Show Link Image | Download Link Image
2D Structure
3D Structure
Experimental PDB ID Not Available
Isomeric SMILES C[N+](C)(C)CCO.CN1C(=O)N(C)C2=NC=NC2=C1[O-]
Canonical SMILES C[N+](C)(C)CCO.CN1C(=O)N(C)C2=NC=NC2=C1[O-]
Drug Category
  • Bronchodilator Agents
ATC Codes
AHFS Codes
  • 86:16.00
Indication Used to treat the symptoms of asthma, bronchitis, and emphysema.
Pharmacology Oxtriphylline is a bronchodilator. Oxtriphylline works in several ways: it relaxes muscles in your lungs and chest to allow more air in, decreases the sensitivity of your lungs to allergens and other substances that cause inflammation, and increases the contractions of your diaphragm to draw more air into the lungs.
Mechanism of Action Oxtriphylline is a choline salt of theophylline. Oxtriphylline relaxes the smooth muscle of the bronchial airways and pulmonary blood vessels and reduces airway responsiveness to histamine, methacholine, adenosine, and allergen. Oxtriphylline competitively inhibits type III and type IV phosphodiesterase (PDE), the enzyme responsible for breaking down cyclic AMP in smooth muscle cells, possibly resulting in bronchodilation. Oxtriphylline also binds to the adenosine A2B receptor and blocks adenosine mediated bronchoconstriction.
Absorption Not Available
Toxicity Symptoms of toxicity include abdominal pain (continuing or severe), confusion or change in behavior, convulsions (seizures), dark or bloody vomit, diarrhea, dizziness or lightheadedness, fast and/or irregular heartbeat, nervousness or restlessness (continuing), and trembling (continuing).
Protein Binding Not Available
Biotransformation Not Available
Half Life Not Available
Dosage Forms
Form Route
Elixir Oral
Syrup Oral
Tablet Oral
Patient Information Not Available
Contraindications Not Available
Interactions Not Available
Drug Interactions
Drug Interaction
Aciclovir Aciclovir increases the effect and toxicity of theophylline
Adenosine This xanthine decreases the effect of adenosine
Amobarbital The barbiturate decreases the effect of theophylline
Aprobarbital The barbiturate decreases the effect of theophylline
Atracurium Theophylline decreases the effect of muscle relaxant
Butabarbital The barbiturate decreases the effect of theophylline
Butalbital The barbiturate decreases the effect of theophylline
Butethal The barbiturate decreases the effect of theophylline
Carbamazepine Carbamazepine increases or decreases the effect of theophylline
Carteolol Antagonism of action and increased effect of theophylline
Cimetidine Cimetidine increases the effect of theophylline
Ciprofloxacin The quinolone increases the effect of theophylline
Clarithromycin Clarithromycin increases the effect and toxicity of theophylline
Dihydroquinidine barbiturate The barbiturate decreases the effect of theophylline
Disulfiram Disulfiram increases the effect and toxicity of theophylline
Doxacurium Theophylline decreases the effect of muscle relaxant
Enoxacin The quinolone increases the effect of theophylline
Erythromycin The macrolide increases the effect and toxicity of theophylline
Ethinyl Estradiol The contraceptive increases the effect and toxicity of theophylline
Ethotoin Decreased effect of both products
Fluvoxamine Fluvoxamine increases the effect and toxicity of theophylline
Fosphenytoin Decreased effect of both products
Gallamine Triethiodide Theophylline decreases the effect of muscle relaxant
Grepafloxacin The quinolone increases the effect of theophylline
Halothane Increased risk of cardiac arrhythmia
Heptabarbital The barbiturate decreases the effect of theophylline
Hexobarbital The barbiturate decreases the effect of theophylline
Interferon Alfa-2a, Recombinant Interferon increases the effect and toxicity of theophylline
Interferon Alfa-2b, Recombinant Interferon increases the effect and toxicity of theophylline
Interferon alfa-n1 Interferon increases the effect and toxicity of theophylline
Isoniazid Isoniazid increases the effect and toxicity of theophylline
Josamycin The macrolide increases the effect and toxicity of theophylline
Lithium Theophylline decreases serum levels of lithium
Mephenytoin Decreased effect of both products
Mestranol The contraceptive increases the effect and toxicity of theophylline
Methohexital The barbiturate decreases the effect of theophylline
Methylphenobarbital The barbiturate decreases the effect of theophylline
Metocurine Theophylline decreases the effect of muscle relaxant
Mexiletine Mexiletine increases the effect and toxicity of theophylline
Mivacurium Theophylline decreases the effect of muscle relaxant
Nadolol Antagonism of action and increased effect of theophylline
Norfloxacin The quinolone increases the effect of theophylline
Pancuronium Theophylline decreases the effect of muscle relaxant
Pefloxacin The quinolone increases the effect of theophylline
Peginterferon alfa-2a Interferon increases the effect and toxicity of theophylline
Peginterferon alfa-2b Interferon increases the effect and toxicity of theophylline
Penbutolol Antagonism of action and increased effect of theophylline
Pentobarbital The barbiturate decreases the effect of theophylline
Pentoxifylline Pentoxifylline increases the effect and toxicity of theophylline
Phenobarbital The barbiturate decreases the effect of theophylline
Phenytoin Decreased effect of both products
Pindolol Antagonism of action and increased effect of theophylline
Primidone The barbiturate decreases the effect of theophylline
Propafenone Propafenone increases the effect of theophylline
Propranolol Antagonism of action and increased effect of theophylline
Quinidine barbiturate The barbiturate decreases the effect of theophylline
Rifampin Rifampin decreases the effect and toxicity of theophylline
Ritonavir Ritonavir decreases the effect of theophylline
Rofecoxib Rofecoxib increases the effect and toxicity of theophylline
Secobarbital The barbiturate decreases the effect of theophylline
Sotalol Antagonism of action and increased effect of theophylline
St. John's Wort St. John's Wort decreases the effect of theophylline
Tacrine Tacrine increases the effect and toxicity of theophylline
Talbutal The barbiturate decreases the effect of theophylline
Terbinafine Terbinafine increases the effect and toxicity of theophylline
Thiabendazole Thiabendazole increases the effect and toxicity of theophylline
Ticlopidine Ticlopidine increases the effect and toxicity of theophylline
Timolol Antagonism of action and increased effect of theophylline
Troleandomycin The macrolide increases the effect and toxicity of theophylline
Tubocurarine Theophylline decreases the effect of muscle relaxant
Vecuronium Theophylline decreases the effect of muscle relaxant
Verapamil Verapamil increases the effect of theophylline
Zileuton Zileuton increases the effect and toxicity of theophylline
Food Interactions
  • Avoid high doses of caffeine.
  • Take with food to reduce irritation.
Pathways Not Available
General References
  1. Wikipedia Link Image
Organisms Affected
  • Humans and other mammals

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.