U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C15H20N2O2.ClH
Molecular Weight 296.792
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FENSPIRIDE HYDROCHLORIDE

SMILES

Cl.O=C1NCC2(CCN(CCC3=CC=CC=C3)CC2)O1

InChI

InChIKey=FIKFLLIUPUVONI-UHFFFAOYSA-N
InChI=1S/C15H20N2O2.ClH/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);1H

HIDE SMILES / InChI
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. Fenspiride is marketed under the brand names Eurespal, Pneumorel, SYRESP, Oxofen and others. Erespal (fenspiride) is a drug with a bronchodilator and spasmolytic effect, which is often used in the complex therapy of bronchial asthma. Fenspiride has a clinically proven ability to increase the activity of the cilia of the bronchial ciliated epithelium, normalize the secretion of the bronchi and reduce its viscosity. Effectively removes bronchial obstruction, restores pulmonary gas exchange. Inhibits the metabolism of arachidonic acid, in parallel blocking histamine H1-receptors, since it is histamine that stimulates the chemical reactions of the transformation of arachidonic acid into the final metabolites-factors of inflammation. Reduces the production of other mediators of inflammation - serotonin and bradykinin. It blocks α-adrenergic receptors, the activation of which increases the secretion of bronchial glands. The complex effect of fenspiride reduces the pathological effect of a number of factors that promote hypersecretion of anti-inflammatory substances and cause obstruction of the bronchial tree. Has a pronounced antispasmodic and myotropic effect.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P16599
Gene ID: 103694380|||24835
Gene Symbol: Tnf
Target Organism: Rattus norvegicus (Rat)
4.16 null [pIC50]
3.44 null [pIC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Erespal

Approved Use

The drug is indicated in the complex therapy of respiratory diseases (upper and lower divisions): pharyngitis; Rhinopharyngitis; laryngitis; tracheitis; Tracheobronchitis; Bronchitis (with or without chronic respiratory failure); bronchial asthma; Respiratory symptoms with influenza, measles and whooping cough; sinusitis; otitis; Infection of the respiratory system, in the symptomatic complex of which there is a cough.
Primary
Erespal

Approved Use

The drug is indicated in the complex therapy of respiratory diseases (upper and lower divisions): pharyngitis; Rhinopharyngitis; laryngitis; tracheitis; Tracheobronchitis; Bronchitis (with or without chronic respiratory failure); bronchial asthma; Respiratory symptoms with influenza, measles and whooping cough; sinusitis; otitis; Infection of the respiratory system, in the symptomatic complex of which there is a cough.
Primary
Erespal

Approved Use

The drug is indicated in the complex therapy of respiratory diseases (upper and lower divisions): pharyngitis; Rhinopharyngitis; laryngitis; tracheitis; Tracheobronchitis; Bronchitis (with or without chronic respiratory failure); bronchial asthma; Respiratory symptoms with influenza, measles and whooping cough; sinusitis; otitis; Infection of the respiratory system, in the symptomatic complex of which there is a cough.
Primary
Erespal

Approved Use

The drug is indicated in the complex therapy of respiratory diseases (upper and lower divisions): pharyngitis; Rhinopharyngitis; laryngitis; tracheitis; Tracheobronchitis; Bronchitis (with or without chronic respiratory failure); bronchial asthma; Respiratory symptoms with influenza, measles and whooping cough; sinusitis; otitis; Infection of the respiratory system, in the symptomatic complex of which there is a cough.
Primary
Eurespal

Approved Use

Indications: Rinofaringitis, laryngitis — otitis, sinusitis — rinotraheobronhit — bronchitis — bronchial asthma (maintenance therapy) respiratory effects in measles, pertussis and influenza (syrup).
Primary
Eurespal

Approved Use

Indications: Rinofaringitis, laryngitis — otitis, sinusitis — rinotraheobronhit — bronchitis — bronchial asthma (maintenance therapy) respiratory effects in measles, pertussis and influenza (syrup).
PubMed

PubMed

TitleDatePubMed
[ENT inflammation and importance of fenspiride].
2002 Sep
[Fenspiride-a new alternative on the therapy of obstructive lung disease].
2003 Apr-Jun
[Experience with fenspiride in a rhinosurgeon's practice].
2009
Patents

Sample Use Guides

Tablets: One tablet (80 mg) twice-thrice a day. The maximum dose for a daily intake is 240 mg (3 tablets). Syrup: For 45-90 milliliters (3-6 tablespoons, respectively) per day.
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: Fenspiride (10(-7)-10(-5) M) inhibited the histamine H1 receptor-induced Ca2+ increase in a lung epithelial cell line. Fenspiride (10(-5) M) abolished both phases of histamine-induced arachidonic acid release. https://www.ncbi.nlm.nih.gov/pubmed/9652346
Fenspiride (10(-6) to 10(-4) M) inhibited the nonadrenergic, noncholinergic (NANC) component of the contraction of the guinea-pig isolated main bronchus induced by EFS. Fenspiride significantly affected contractions induced by exogenously added substance P or [Nle10]-NKA(4-10) only at concentrations higher than 10(-3) M. In the guinea-pig perfused lung, fenspiride inhibited low pH- but not capsaicin-evoked release of CGRP. At higher concentrations (10(-4) M to 3x10(-4) M) fenspiride exhibited a significant inhibitory effect both on the cholinergic component of contractile response induced by EFS in the guinea-pig isolated main bronchus and on exogenously added acetylcholine.
Name Type Language
FENSPIRIDE HYDROCHLORIDE
MART.   MI   USAN   WHO-DD  
USAN  
Official Name English
NSC-757825
Code English
FENSPIRIDE HYDROCHLORIDE [MART.]
Common Name English
Fenspiride hydrochloride [WHO-DD]
Common Name English
NAT-333
Code English
FENSPIRIDE HYDROCHLORIDE [MI]
Common Name English
FENSPIRIDE HCL
Common Name English
FENSPIRIDE HYDROCHLORIDE [USAN]
Common Name English
NDR-5998A
Code English
8-Phenethyl-1-oxa-3,8-diazaspiro[4.5]decan-2-one monohydrochloride
Systematic Name English
1-OXA-3,8-DIAZASPIRO(4,5)DECAN-2-ONE, 8-(2-PHENYLETHYL)-, MONOHYDROCHLORIDE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C257
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Code System Code Type Description
ChEMBL
CHEMBL576127
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PRIMARY
FDA UNII
832NBX878V
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PUBCHEM
68626
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DRUG BANK
DBSALT002867
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RXCUI
236281
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CAS
5053-08-7
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NSC
757825
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MERCK INDEX
m5296
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SMS_ID
100000091351
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ECHA (EC/EINECS)
225-752-9
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EPA CompTox
DTXSID3045770
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MESH
C084775
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NCI_THESAURUS
C80551
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EVMPD
SUB02128MIG
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