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Piclamilast

Piclamilast structure

Piclamilast 

structure
  • CAS No:

    144035-83-6

  • Formula:

    C18H18Cl2N2O3

  • Chemical Name:

    Piclamilast

  • Synonyms:

    Benzamide,3-(cyclopentyloxy)-N-(3,5-dichloro-4-pyridinyl)-4-methoxy-;3-(Cyclopentyloxy)-N-(3,5-dichloro-4-pyridinyl)-4-methoxybenzamide;RP 73401;Piclamilast;RPR 73401;N-(3,5-Dichloropyrid-4-yl)-3-cyclopentyloxy-4-methoxybenzamide

Description

Piclamilast is a monocarboxylic acid amide resulting from the formal condensation of the carboxy group of 3-(cyclopentyloxy)-4-methoxybenzoic acid with the primary amino group of 3,5-dichloropyridin-4-amine. It has a role as a phosphodiesterase IV inhibitor, an anti-asthmatic drug, a bronchodilator agent and an anti-inflammatory agent. It is a monocarboxylic acid amide, a member of benzamides, a chloropyridine and an aromatic ether.|Piclamilast (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.

Piclamilast Basic Attributes

381.2 g/mol

381.25

WM58D7C3ZT

DTXSID3040227

Characteristics

60.4 Ų

Drug Information

Compounds that specifically inhibit PHOSPHODIESTERASE 4. (See all compounds classified as Phosphodiesterase 4 Inhibitors.)

RP73401 has known human metabolites that include N-(3,5-Dichloropyridin-4-yl)-3-(3-hydroxycyclopentyl)oxy-4-methoxybenzamide.

3-(cyclopentyloxy)-N-(3,5-dichloro-4-pyridyl)-4-methoxybenzamide

Computed Properties

Molecular Weight:381.2
XLogP3:4.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:380.0694478
Monoisotopic Mass:380.0694478
Topological Polar Surface Area:60.4
Heavy Atom Count:25
Complexity:438
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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