PIL

3-(CYCLOPENTYLOXY)-N-(3,5-DICHLOROPYRIDIN-4-YL)-4-METHOXYBENZAMIDE


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Chemical Component Summary

Name3-(CYCLOPENTYLOXY)-N-(3,5-DICHLOROPYRIDIN-4-YL)-4-METHOXYBENZAMIDE
SynonymsPICLAMILAST
Identifiers3-cyclopentyloxy-N-(3,5-dichloropyridin-4-yl)-4-methoxy-benzamide
FormulaC18 H18 Cl2 N2 O3
Molecular Weight381.253
TypeNON-POLYMER
Isomeric SMILESCOc1ccc(cc1OC2CCCC2)C(=O)Nc3c(cncc3Cl)Cl
InChIInChI=1S/C18H18Cl2N2O3/c1-24-15-7-6-11(8-16(15)25-12-4-2-3-5-12)18(23)22-17-13(19)9-21-10-14(17)20/h6-10,12H,2-5H2,1H3,(H,21,22,23)
InChIKeyRRRUXBQSQLKHEL-UHFFFAOYSA-N

Chemical Details

Formal Charge0
Atom Count43
Chiral Atom Count0
Bond Count45
Aromatic Bond Count12

Drug Info: DrugBank

DrugBank IDDB01791 
NamePiclamilast
Groups experimental
DescriptionPiclamilast (RP-73,401), is a selective PDE4 inhibitor comparable to other PDE4 inhibitors for its anti-inflammatory effects. It has been investigated for its applications to the treatment of conditions such as chronic obstructive pulmonary disease, bronchopulmonary dysplasia and asthma. The structure for piclamilast was first elucidated in a 1995 European patent application and exhibits the structural functionalities of cilomilast and roflumilast.
Synonyms
  • Piclamilastum
  • 3-(cyclopentyloxy)-N-(3,5-dichloro-4-pyridinyl)-4-methoxybenzamide
  • Piclamilast
  • 3-(cyclopentyloxy)-N-(3,5-dichloro-4-pyridyl)-p-anisamide
Categories
  • Acids, Carbocyclic
  • Amides
  • Benzene Derivatives
  • Benzoates
  • Enzyme Inhibitors
CAS number144035-83-6

Drug Targets

NameTarget SequencePharmacological ActionActions
cAMP-specific 3',5'-cyclic phosphodiesterase 4AMEPPTVPSERSLSLSLPGPREGQATLKPPPQHLWRQPRTPIRIQQRGYSD...unknown
cAMP-specific 3',5'-cyclic phosphodiesterase 4BMKKSRSVMTVMADDNVKDYFECSLSKSYSSSSNTLGIDLWRGRRCCSGNL...unknown
cAMP-specific 3',5'-cyclic phosphodiesterase 4CMENLGVGEGAEACSRLSRSRGRHSMTRAPKHLWRQPRRPIRIQQRFYSDP...unknown
cAMP-specific 3',5'-cyclic phosphodiesterase 4DMEAEGSSAPARAGSGEGSDSAGGATLKAPKHLWRHEQHHQYPLRQPQFRL...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL42126
PubChem 154575
ChEMBL CHEMBL42126
ChEBI CHEBI:47619