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fenspiride

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fenspiride

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Fenspiride (INN, brand names Eurespal, Pneumorel and others) is an oxazolidinone spiro compound used as a drug in the treatment of certain respiratory diseases. The pharmacotherapeutic classification is antitussives. In Russia it was approved for the treatment of acute and chronic inflammatory diseases of ENT organs (ear, nose, throat) and the respiratory tract (like rhinopharyngitis, laryngitis, tracheobronchitis, otitis and sinusitis), as well as for maintenance treatment of asthma. Russia, Romania, France and other European countries withdrew fenspiride-based drugs from the market due to th

Chemical data

Formula
C15H20N2O2
Molecular weight
260.33 g/mol
IUPAC name
8-(2-phenylethyl)-1-oxa-3,8-diazaspiro[4.5]decan-2-one
SMILES
C1CN(CCC12CNC(=O)O2)CCC3=CC=CC=C3
InChIKey
FVNFBBAOMBJTST-UHFFFAOYSA-N
XLogP
2.1
Polar surface area
41.6 Ų
H-bond donors
1
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Withdrawn
Max clinical phase
Approved
Molecule type
Small molecule
Indications
Airway obstruction

via ChEMBL · EBI

Wikidata facts

Mass
260.152478
Has use
medication
Show 5 more facts
Commons category
Fenspiride
chemical formula
C₁₅H₂₀N₂O₂
World Health Organisation international non-proprietary name
fenspiride
canonical SMILES
C1CN(CCC12CNC(=O)O2)CCC3=CC=CC=C3
subject has role
bronchodilator
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

1 sections
Contents
  • References

Fenspiride (INN, brand names Eurespal, Pneumorel and others) is an oxazolidinone spiro compound used as a drug in the treatment of certain respiratory diseases. The pharmacotherapeutic classification is antitussives. In Russia it was approved for the treatment of acute and chronic inflammatory diseases of ENT organs (ear, nose, throat) and the respiratory tract (like rhinopharyngitis, laryngitis, tracheobronchitis, otitis and sinusitis), as well as for maintenance treatment of asthma. Russia, Romania, France and other European countries withdrew fenspiride-based drugs from the market due to the risk of QT prolongation and torsades de pointes. Fenspiride is known to have activity as an alpha-1 blocker, H1 antagonist, it also inhibits PDE3, PDE4, PDE5 with -logIC50 values of 3.44, 4.16, 3.8 respectively.

==References==

Excerpted from Wikipedia’s “fenspiride” article, available under the CC BY-SA 4.0 licence.