Identification

Summary

Fenspiride is an oxazolidinone spiro compound with antispasmodic and bronchodilator effects used in the treatment of ENT and respiratory diseases.

Generic Name
Fenspiride
DrugBank Accession Number
DB08979
Background

Fenspiride is an oxazolidinone spiro compound used as a drug in the treatment of certain respiratory diseases. It is approved for use in Russia for the treatment of acute and chronic inflammatory diseases of ENT organs and the respiratory tract (like rhinopharyngitis, laryngitis, tracheobronchitis, otitis and sinusitis), as well as for maintenance treatment of asthma.

Type
Small Molecule
Groups
Experimental
Structure
Weight
Average: 260.3315
Monoisotopic: 260.152477894
Chemical Formula
C15H20N2O2
Synonyms
  • Fenspirida
  • Fenspiride
  • Fenspiridum

Pharmacology

Indication

Not Available

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Associated Conditions
Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Fenspiride hydrochloride832NBX878V5053-08-7FIKFLLIUPUVONI-UHFFFAOYSA-N

Categories

ATC Codes
R03BX01 — FenspirideR03DX03 — Fenspiride
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as azaspirodecane derivatives. These are organic compounds containing a spirodecane moiety with at least one nitrogen atom.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Azaspirodecane derivatives
Sub Class
Not Available
Direct Parent
Azaspirodecane derivatives
Alternative Parents
Phenethylamines / Aralkylamines / Piperidines / Oxazolidinones / Carbamate esters / Trialkylamines / Organic carbonic acids and derivatives / Oxacyclic compounds / Azacyclic compounds / Organopnictogen compounds
show 3 more
Substituents
Amine / Aralkylamine / Aromatic heteropolycyclic compound / Azacycle / Azaspirodecane / Benzenoid / Carbamic acid ester / Carbonic acid derivative / Carbonyl group / Hydrocarbon derivative
show 14 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
S983QC7HKM
CAS number
5053-06-5
InChI Key
FVNFBBAOMBJTST-UHFFFAOYSA-N
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)
IUPAC Name
8-(2-phenylethyl)-1-oxa-3,8-diazaspiro[4.5]decan-2-one
SMILES
O=C1NCC2(CCN(CCC3=CC=CC=C3)CC2)O1

References

Synthesis Reference

U.S. Patent 3,399,192.

General References
Not Available
PubChem Compound
3344
PubChem Substance
310264940
ChemSpider
3227
RxNav
4335
ChEBI
94558
ChEMBL
CHEMBL576127
ZINC
ZINC000000001441
Wikipedia
Fenspiride

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Suppository
Capsule
Syrup
Syrup2 mg/ml
Pill
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)232-233U.S. Patent 3,399,192.
Predicted Properties
PropertyValueSource
Water Solubility2.75 mg/mLALOGPS
logP1.42ALOGPS
logP1.6ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)13.29ChemAxon
pKa (Strongest Basic)8.97ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area41.57 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity73.73 m3·mol-1ChemAxon
Polarizability29.14 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Drug created at June 10, 2014 15:23 / Updated at June 02, 2021 20:03