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
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
Molecular Formula | ClH |
Molecular Weight | 36.461 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Molecular Formula | C15H20N2O2 |
Molecular Weight | 260.3315 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
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
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL231 Sources: http://o-t-c.co.uk/eurespal-buy-online |
|||
Target ID: P16599 Gene ID: 103694380|||24835 Gene Symbol: Tnf Target Organism: Rattus norvegicus (Rat) |
|||
Target ID: CHEMBL2093863 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9489859 |
4.16 null [pIC50] | ||
Target ID: CHEMBL2094125 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9489859 |
3.44 null [pIC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Erespal Approved UseThe 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 UseThe 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 UseThe 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 UseThe 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 UseIndications:
Rinofaringitis, laryngitis
— otitis, sinusitis
— rinotraheobronhit
— bronchitis
— bronchial asthma (maintenance therapy)
respiratory effects in measles, pertussis and influenza (syrup). |
|||
Primary | Eurespal Approved UseIndications:
Rinofaringitis, laryngitis
— otitis, sinusitis
— rinotraheobronhit
— bronchitis
— bronchial asthma (maintenance therapy)
respiratory effects in measles, pertussis and influenza (syrup). |
PubMed
Title | Date | PubMed |
---|---|---|
[Effectiveness of fenspiride in patients with chronic obstructive bronchitis]. | 2001 |
|
[Experience in treating patients with chronic obstructive bronchitis with fenspirid]. | 2002 |
|
Detection of fenspiride and identification of in vivo metabolites in horse body fluids by capillary gas chromatography-mass spectrometry: administration, biotransformation and urinary excretion after a single oral dose. | 2002 Feb 5 |
|
[ENT inflammation and importance of fenspiride]. | 2002 Sep |
|
[Bronchial inflammation during chronic bronchitis, importance of fenspiride]. | 2002 Sep |
|
[Erespal effectiveness in exudative otitis media]. | 2003 |
|
[Fenspiride-a new alternative on the therapy of obstructive lung disease]. | 2003 Apr-Jun |
|
[Acute intoxication with fenspiride]. | 2004 |
|
Efficacy of supplemental anti-inflammatory therapy with fenspiride in chronic obstructive and nonobstructive bronchitis. | 2005 |
|
[Potential of antiinflammatory therapy in patients with chronic obstructive lung disease]. | 2005 |
|
[Effectiveness and tolerance of fenspiride treatment in chronic sinusitis. Results of the Polish multicenter study]. | 2005 |
|
[The effect of fenspiride on the number of exacerbations and the time of first exacerbation in patients with chronic bronchitis]. | 2005 Aug |
|
[Fenspiride in patients with acute bronchitis]. | 2005 Jul |
|
[Usefulness of fenspiride in the treatment of acute otitis media in children]. | 2005 Jun |
|
[Anti-inflammatory therapy of paranasal sinuses diseases]. | 2006 |
|
Comparison of fenspiride with beclomethasone as adjunctive anti-inflammatory treatment in patients with chronic obstructive pulmonary disease. | 2006 |
|
[Erespal in combined therapy of acute rhinosinusitis]. | 2006 |
|
[New pharmaceuticals in treatment of chronic dust bronchitis]. | 2007 |
|
[The effectiveness of fenspiride in the treatment of patients with chronic obstructive pulmonary disease]. | 2007 |
|
[Hearing rehabilitation in patients with acute otitis media treated with fenspiride]. | 2008 |
|
[Clinicofunctional condition and quality of life in patients with chronic obstructive pulmonary disease before and after outpatient treatment with fenspiride]. | 2008 |
|
[The role of expired air moisture condensate in assessment of pulmonary inflammation in patients with chronic obstructive pulmonary disease]. | 2008 |
|
[Pathogenetic therapy for inflammatory diseases of the middle ear]. | 2009 |
|
[Experience with fenspiride in a rhinosurgeon's practice]. | 2009 |
|
[Efficiency of combination therapy for acute otitis media]. | 2010 |
|
[Pathogenetic correction of postoperative inflammation in modern rhinosurgery]. | 2010 |
|
[Experience in using erespal in the treatment of acute respiratory diseases in children in outpatient practice]. | 2010 |
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9163640
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.
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 14:58:29 GMT 2023
by
admin
on
Fri Dec 15 14:58:29 GMT 2023
|
Record UNII |
832NBX878V
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
NCI_THESAURUS |
C257
Created by
admin on Fri Dec 15 14:58:29 GMT 2023 , Edited by admin on Fri Dec 15 14:58:29 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
CHEMBL576127
Created by
admin on Fri Dec 15 14:58:29 GMT 2023 , Edited by admin on Fri Dec 15 14:58:29 GMT 2023
|
PRIMARY | |||
|
832NBX878V
Created by
admin on Fri Dec 15 14:58:29 GMT 2023 , Edited by admin on Fri Dec 15 14:58:29 GMT 2023
|
PRIMARY | |||
|
68626
Created by
admin on Fri Dec 15 14:58:29 GMT 2023 , Edited by admin on Fri Dec 15 14:58:29 GMT 2023
|
PRIMARY | |||
|
DBSALT002867
Created by
admin on Fri Dec 15 14:58:29 GMT 2023 , Edited by admin on Fri Dec 15 14:58:29 GMT 2023
|
PRIMARY | |||
|
236281
Created by
admin on Fri Dec 15 14:58:29 GMT 2023 , Edited by admin on Fri Dec 15 14:58:29 GMT 2023
|
PRIMARY | RxNorm | ||
|
5053-08-7
Created by
admin on Fri Dec 15 14:58:29 GMT 2023 , Edited by admin on Fri Dec 15 14:58:29 GMT 2023
|
PRIMARY | |||
|
757825
Created by
admin on Fri Dec 15 14:58:29 GMT 2023 , Edited by admin on Fri Dec 15 14:58:29 GMT 2023
|
PRIMARY | |||
|
m5296
Created by
admin on Fri Dec 15 14:58:29 GMT 2023 , Edited by admin on Fri Dec 15 14:58:29 GMT 2023
|
PRIMARY | Merck Index | ||
|
100000091351
Created by
admin on Fri Dec 15 14:58:29 GMT 2023 , Edited by admin on Fri Dec 15 14:58:29 GMT 2023
|
PRIMARY | |||
|
225-752-9
Created by
admin on Fri Dec 15 14:58:29 GMT 2023 , Edited by admin on Fri Dec 15 14:58:29 GMT 2023
|
PRIMARY | |||
|
DTXSID3045770
Created by
admin on Fri Dec 15 14:58:29 GMT 2023 , Edited by admin on Fri Dec 15 14:58:29 GMT 2023
|
PRIMARY | |||
|
C084775
Created by
admin on Fri Dec 15 14:58:29 GMT 2023 , Edited by admin on Fri Dec 15 14:58:29 GMT 2023
|
PRIMARY | |||
|
C80551
Created by
admin on Fri Dec 15 14:58:29 GMT 2023 , Edited by admin on Fri Dec 15 14:58:29 GMT 2023
|
PRIMARY | |||
|
SUB02128MIG
Created by
admin on Fri Dec 15 14:58:29 GMT 2023 , Edited by admin on Fri Dec 15 14:58:29 GMT 2023
|
PRIMARY |
Related Record | Type | Details | ||
---|---|---|---|---|
|
PARENT -> SALT/SOLVATE |
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |