Fenspiride (original) (raw)

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Chemical compound

Fenspiride
Clinical data
Trade names Eurespal, Pneumorel
AHFS/Drugs.com International Drug Names
Routes of administration Oral
ATC code R03BX01 (WHO) R03DX03 (WHO)
Legal status
Legal status In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability 90%[1]
Elimination half-life 14–16 hours
Excretion Urine (90%), feces (~10%)
Identifiers
IUPAC name 8-(2-phenylethyl)-1-oxa-3,8-diazaspiro[4.5]decan-2-one
CAS Number 5053-06-5 checkY
PubChem CID 68626
DrugBank DB08979 ☒N
ChemSpider 3227 ☒N
UNII S983QC7HKM
KEGG D07949 checkY
ChEMBL ChEMBL576127 ☒N
CompTox Dashboard (EPA) DTXSID4023048 Edit this at Wikidata
ECHA InfoCard 100.023.411 Edit this at Wikidata
Chemical and physical data
Formula C15H20N2O2
Molar mass 260.337 g·mol−1
3D model (JSmol) Interactive image
SMILES c1ccc(cc1)CCN2CCC3(CC2)CN=C(O3)O
InChI InChI=1S/C15H20N2O2/c18-14-16-12-15(19-14)7-10-17(11-8-15)9-6-13-4-2-1-3-5-13/h1-5H,6-12H2,(H,16,18) ☒NKey:FVNFBBAOMBJTST-UHFFFAOYSA-N ☒N
☒NcheckY (what is this?) (verify)

Fenspiride (INN, brand names Eurespal, Pneumorel and others) is an oxazolidinone spiro compound used as a drug in the treatment of certain respiratory diseases.[2] 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.[3] 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.[4] 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.[5]

  1. ^ Montes B, Catalan M, Roces A, Jeanniot JP, Honorato JM (1993). "Single dose pharmacokinetics of fenspiride hydrochloride: phase I clinical trial". European Journal of Clinical Pharmacology. 45 (2): 169–72. doi:10.1007/bf00315501. PMID 7901024. S2CID 20605939.
  2. ^ Płusa T, Nawacka D (December 1998). "[Efficacy and tolerance of fenspiride in adult patients with acute respiratory tract infections]". Polski Merkuriusz Lekarski. 5 (30): 368–71. PMID 10101527.
  3. ^ "Эреспал (Eurespal) Prescribing Information. VIDAL Drug Compendium" (in Russian). Retrieved 6 February 2014.
  4. ^ "Fenspiride containing medicinal products". European Medicines Agency. 2019-02-15. Retrieved 2019-06-12.
  5. ^ Jankowski R (September 2002). "[ENT inflammation and importance of fenspiride]". Presse Med (in French). 31 Spec No 1: HS7–10. PMID 12378970.