Details
Stereochemistry | ACHIRAL |
Molecular Formula | C17H12Cl2N2O6S |
Molecular Weight | 443.258 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CS(=O)(=O)OC1=CC=C2C(OC(C(=O)C3=C(Cl)C=C(Cl)C=C3)=C2NC(N)=O)=C1
InChI
InChIKey=YPFLFUJKZDAXRA-UHFFFAOYSA-N
InChI=1S/C17H12Cl2N2O6S/c1-28(24,25)27-9-3-5-11-13(7-9)26-16(14(11)21-17(20)23)15(22)10-4-2-8(18)6-12(10)19/h2-7H,1H3,(H3,20,21,23)
Molecular Formula | C17H12Cl2N2O6S |
Molecular Weight | 443.258 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Lirimilast is representative of a new structural class of PDE4 inhibitors, the benzofurans. It it is highly selective type 4 cyclic nucleotide phosphodiesterase inhibitor. Lirimilast inhibited human inflammatory cell functions that previously were reported to be sensitive to PDE4 inhibitors. It showed some selectivity for neutrophil and eosinophil functions over those of monocytes and T lymphocytes when compared to cilomilast and other reference PDE4 inhibitors. Lirimilast exhibited a broad profile of anti-inflammatory activity in animal models of COPD and asthma. Lirimilast produced emesis in primates. 1 week of treatment with the selective PDE4 inhibitor lirimilast does not affect FEV1 and sputum cell numbers in patients with asthma or chronic obstructive pulmonary disease (COPD). However, such treatment does seem to reduce levels of albumin and eosinophil cationic protein in sputum samples obtained from patients with COPD.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2093863 Sources: https://www.ncbi.nlm.nih.gov/pubmed/14580925 |
PubMed
Title | Date | PubMed |
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Phosphodiesterase 4 inhibitors for the treatment of COPD. | 2002 May |
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Efficacy of the novel phosphodiesterase-4 inhibitor BAY 19-8004 on lung function and airway inflammation in asthma and chronic obstructive pulmonary disease (COPD). | 2003 |
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Can the anti-inflammatory potential of PDE4 inhibitors be realized: guarded optimism or wishful thinking? | 2008 Oct |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12010850
Curator's Comment: Guinea pig data
Single dose 10 mg/kg
Route of Administration:
Oral
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:37:24 GMT 2023
by
admin
on
Fri Dec 15 16:37:24 GMT 2023
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Record UNII |
GDK3KY5FCU
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C744
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329306-27-6
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8091
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GDK3KY5FCU
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CHEMBL1922282
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C82304
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DTXSID70186582
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300000036970
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Related Record | Type | Details | ||
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