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Pranlukast Unveiled

A comprehensive guide to understanding Pranlukast, a critical leukotriene receptor antagonist employed in the management of respiratory conditions.

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Introduction to Pranlukast

Pharmaceutical Compound

Pranlukast, known by the trade name Onon (ใ‚ชใƒŽใƒณ), is a pharmaceutical compound classified as a cysteinyl leukotriene receptor-1 antagonist. Its therapeutic action is comparable to that of montelukast, a widely recognized medication developed by Merck & Co. Pranlukast finds significant application, particularly in Japan, for managing specific respiratory ailments.

Therapeutic Role

Drugs within this pharmacological class primarily function by antagonizing bronchospasm. This effect is particularly crucial in asthmatic patients, where it counteracts the adverse effects triggered by allergens. Pranlukast serves as an adjunct therapy, complementing standard treatments such as inhaled corticosteroids and beta-agonists.

Emerging Research

Beyond its established role in respiratory conditions, Pranlukast has shown potential in experimental models as an inhibitor of Mycobacterium tuberculosis infection. This suggests broader potential applications that warrant further investigation.

Clinical and Pharmacokinetic Profile

Clinical Identifiers

Pranlukast is recognized under various identifiers crucial for its clinical and regulatory management:

  • Trade Names: Onon (ใ‚ชใƒŽใƒณ)
  • AHFS/Drugs.com: International Drug Names
  • Routes of Administration: Oral
  • ATC Code: R03DC02

Pharmacokinetic Properties

Understanding how the body processes Pranlukast is key to its effective use:

  • Metabolism: Primarily metabolized in the liver, with the enzyme CYP3A4 playing a significant role.
  • Elimination Half-life: Approximately 1.5 hours, indicating relatively rapid clearance from the system.

Chemical and Physical Data

Molecular Structure and Properties

Pranlukast possesses a distinct chemical structure that dictates its pharmacological activity:

  • IUPAC Name: N-[4-oxo-2-(1H-tetrazol-5-yl)-4H-chromen-8-yl]-4-(4-phenylbutoxy)benzamide
  • Chemical Formula: C27H23N5O4
  • Molar Mass: 481.512 gยทmolโปยน

Identification Numbers

These identifiers are essential for tracking and referencing the compound across databases:

  • CAS Number: 103177-37-3
  • PubChem CID: 4887
  • IUPHAR/BPS: 3634
  • DrugBank: DB01411
  • ChemSpider: 4718
  • UNII: TB8Z891092
  • ChEMBL: ChEMBL21333
  • CompTox Dashboard (EPA): DTXSID3043782
  • ECHA InfoCard: 100.236.084

Structural Representation:

  • SMILES: O=C(Nc2cccc3c(=O)cc(c1nn[nH]n1)oc23)c5ccc(OCCCCc4ccccc4)cc5
  • InChI: InChI=1S/C27H23N5O4/c33-23-17-24(26-29-31-32-30-26)36-25-21(23)10-6-11-22(25)28-27(34)19-12-14-20(15-13-19)35-16-5-4-9-18-7-2-1-3-8-18/h1-3,6-8,10-15,17H,4-5,9,16H2,(H,28,34)(H,29,30,31,32)
  • InChI Key: NBQKINXMPLXUET-UHFFFAOYSA-N

Interactive 3D Model: View 3D Structure

Mechanism and Application

Leukotriene Receptor Antagonism

Pranlukast functions as a potent antagonist of the cysteinyl leukotriene receptor 1 (CysLT1). Leukotrienes are inflammatory mediators implicated in the pathophysiology of asthma and other allergic conditions. By blocking the action of leukotrienes at their receptor sites, Pranlukast inhibits key inflammatory processes, including:

  • Bronchoconstriction (narrowing of airways)
  • Edema formation (swelling)
  • Mucus secretion
  • Eosinophil recruitment (a type of white blood cell involved in allergic responses)

Clinical Use in Respiratory Diseases

Pranlukast is primarily indicated for the management of conditions characterized by airway inflammation and hyperresponsiveness, most notably:

  • Asthma: Used as an add-on therapy to improve symptom control and reduce exacerbations, particularly in patients whose symptoms are not adequately managed by standard treatments.
  • Allergic Rhinitis: Also employed to alleviate symptoms associated with allergic nasal inflammation.

Its efficacy stems from its ability to counteract the effects of cysteinyl leukotrienes (LTCโ‚„, LTDโ‚„, LTEโ‚„) which are released by inflammatory cells like mast cells and eosinophils.

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References

References

A full list of references for this article are available at the Pranlukast Wikipedia page

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