Structure via PubChem · Public domain (PubChem)
theophylline
Sign in to saveAlso known as 1,3-dimethyl-7H-purine-2,6-dione, 1,3-dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione, theophylline anhydrous, 1,3-dimethylxanthine, theophyllin
thumb|right|upright|Theophylline extended-release tablets in Japan Theophylline, also known as 1,3-dimethylxanthine, is a drug that inhibits phosphodiesterase and blocks adenosine receptors. It is used to treat chronic obstructive pulmonary disease (COPD) and asthma. Its pharmacology is similar to other methylxanthine drugs (e.g., theobromine and caffeine). Trace amounts of theophylline are naturally present in tea, coffee, chocolate, yerba mate, guarana, and kola nut.
OverviewAI-generated
Theophylline is a chemical compound with the IUPAC name 1,3-dimethyl-7H-purine-2,6-dione. Its chemical formula is C₇H₈N₄O₂, and it has a mass of 180.065. The substance features a melting point of 268.
Chemical properties include an xlogp value of 0 and a topological polar surface area of 69.3. The molecule contains one hydrogen bond donor and three hydrogen bond acceptors, with a charge of 0.
The compound is referenced by 1,198 other encyclopedia articles.
Synthesized by Vinony from 19 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
Key facts
- Drug.legal_AU
- S4
- Drug.Watchedfields
- changed
- Drug.verifiedrevid
- 470606142
- Drug.IUPAC_name
- 1,3-dimethyl-7H-purine-2,6-dione
- Drug.image
- Theophylline.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 150
- Drug.image2
- Theophylline 3D ball.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 180
- Drug.tradename
- Theolair, Slo-Bid
- Drug.MedlinePlus
- a681006
- Drug.pregnancy_AU
- A
- Drug.pregnancy_US
- C
- Drug.legal_CA
- Rx-only
- Drug.legal_UK
- P
- Drug.legal_US
- Rx-only
- Drug.routes_of_administration
- By mouth, intravenous, rectal
via Wikipedia infobox
Chemical data
- Formula
- C7H8N4O2
- Molecular weight
- 180.16 g/mol
- IUPAC name
- 1,3-dimethyl-7H-purine-2,6-dione
- SMILES
- CN1C2=C(C(=O)N(C1=O)C)NC=N2
- InChIKey
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N
- XLogP
- 0
- Polar surface area
- 69.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
34,591 papers- Theophylline and airway inflammation.Clinical and experimental allergy : journal of the British Society for Allergy and Clinical Immunology · 1998
- [Theophylline].Deutsche medizinische Wochenschrift (1946) · 1997
- Theophylline in asthma management: current controversy.Journal of the Association for Academic Minority Physicians : the official publication of the Association for Academic Minority Physicians · 1991
- Update on the pharmacodynamics and pharmacokinetics of theophylline.Chest · 1985
- Mechanism of Ligand Binding to Theophylline RNA Aptamer.Journal of chemical information and modeling · 2024
via PubMed
Wikidata facts
- Subclass of
- methylxanthine
- Part of
- ambuphylline
- Has part
- oxygen
- Mass
- 180.065
- Has use
- medication
Show 8 more facts
- MCN code
- 2939.59.10
- Commons category
- Theophylline
- found in taxon
- Catharanthus roseus
- chemical formula
- C₇H₈N₄O₂
- medical condition treated
- pulmonary emphysema
- canonical SMILES
- CN1C2=C(C(=O)N(C1=O)C)NC=N2
- melting point
- 268
- has characteristic
- bitterness
via Wikidata · CC0
~6 min read
Encyclopedic overview
21 sectionsContents
- Medical uses
- Performance enhancement in sports
- Adverse effects
- Interactions
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Distribution
- Metabolism
- Excretion
- Spectroscopy
- UV-visible
- Proton NMR
- <sup>13</sup>C-NMR
- Natural occurrences
- Crystalline forms in solid state
- History
- Etymology
- See also
- References
- External links
thumb|right|upright|Theophylline extended-release tablets in Japan Theophylline, also known as 1,3-dimethylxanthine, is a drug that inhibits phosphodiesterase and blocks adenosine receptors. It is used to treat chronic obstructive pulmonary disease (COPD) and asthma. Its pharmacology is similar to other methylxanthine drugs (e.g., theobromine and caffeine). Trace amounts of theophylline are naturally present in tea, coffee, chocolate, yerba mate, guarana, and kola nut.
== Medical uses == The main actions of theophylline involve: relaxing bronchial smooth muscle increasing heart muscle contractility and efficiency (positive inotrope) increasing heart rate (positive chronotropic) increasing blood pressure increasing renal blood flow anti-inflammatory effects central nervous system stimulatory effect, mainly on the medullary respiratory center
Excerpted from Wikipedia’s “theophylline” article, available under the CC BY-SA 4.0 licence.