Product Name

Theophylline

Name: Theophylline - LGM Pharma
SKU: 58-55-9

CAS Number

58-55-9

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Product Name:

Theophylline

CAS Number:

58-55-9

Indication:

For the treatment of the symptoms and reversible airflow obstruction associated with chronic asthma and other chronic lung diseases, such as emphysema and chronic bronchitis.

Mode of Action:

Theophylline relaxes the smooth muscle of the bronchial airways and pulmonary blood vessels and reduces airway responsiveness to histamine, methacholine, adenosine, and allergen. Theophylline 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. Theophylline also binds to the adenosine A2B receptor and blocks adenosine mediated bronchoconstriction.

Pharmacodynamics:

Theophylline, an xanthine derivative chemically similar to caffeine and theobromine, is used to treat asthma and bronchospasm. Theophylline has two distinct actions in the airways of patients with reversible (asthmatic) obstruction; smooth muscle relaxation (i.e., bronchodilation) and suppression of the response of the airways to stimuli (i.e., non-bronchodilator prophylactic effects).

Metabolism:

Hepatic. Biotransformation takes place through demethylation to 1-methylxanthine and 3-methylxanthine and hydroxylation to 1, 3-dimethyluric acid. 1-methylxanthine is further hydroxylated, by xanthine oxidase, to 1-methyluric acid. About 6% of a theophylline dose is N-methylated to caffeine. Caffeine and 3-methylxanthine are the only theophylline metabolites with pharmacologic activity.

Toxicity:

Symptoms of overdose include seizures, arrhythmias, and GI effects.

IUPAC:

1, 3-dimethyl-2, 3, 6, 7-tetrahydro-1H-purine-2, 6-dione

ATC:

R03DA04 R03DA05

PubChem:

2153

DrugBank:

DB00277 (APRD00082)

Formula:

C₆H₁₂N₃PS

Molecular Mass:

180.164

Synonyms:

Dimethylxanthine Pseudotheophylline Theophyline Theophyllin Theophylline aminoacetate Theophylline Anhydrous

SMILES:

CN1C2=C(NC=N2)C(=O)N(C)C1=O

AHFS Code:

26:16.0

InChi:

ZFXYFBGIUFBOJW-UHFFFAOYSA-N

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Theophylline

58-55-9

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