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Cilomilast

Cilomilast structure

CAS No:
153259-65-5
Formula:
C20H25NO4
Chemical Name:
Cilomilast
Synonyms:
Cyclohexanecarboxylic acid,4-cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]-,cis-;cis-4-Cyano-4-[3-(cyclopentyloxy)-4-methoxyphenyl]cyclohexanecarboxylic acid;cis-4-[3-(Cyclopentyloxy)-4-methoxyphenyl]-4-cyanocyclohexane-1-carboxylic acid;SB 207499;Ariflo;Cilomilast
Categories:
Biochemical Engineering > Inhibitors

Description

Cilomilast is White Solid

4-cyano-4-(3-cyclopentyloxy-4-methoxyphenyl)-1-cyclohexanecarboxylic acid is a member of methoxybenzenes.|Cilomilast (Ariflo, SB-207,499) is a drug which was developed for the treatment of respiratory disorders such as asthma and Chronic Obstructive Pulmonary Disease (COPD). It is orally active and acts as a selective Phosphodiesterase-4 inhibitor. Following four clinical trials, the drug proved to be effective in treating COPD, however it has never been marketed due to a poor side effect profile.

Cilomilast Basic Attributes

Molecular Weight：

343.4168

Exact Mass：

343.42

UNII：

8ATB1C1R6X

DSSTox ID：

DTXSID6046686

Characteristics

PSA：

79.6

XLogP3：

3.30

Appearance：

white to beige

Density：

1.21±0.1 g/cm3(Predicted)

Melting Point：

157 °C

Boiling Point：

549.1±50.0 °C(Predicted)

Flash Point：

285.9±30.1 °C

Refractive Index：

1.568

Water Solubility：

DMSO: soluble15mg/mL, clear

Storage Conditions：

-20°C

Vapor Pressure：

6.87E-13mmHg at 25°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

Drug Information

Drug Indication：

Investigated for use/treatment in chronic obstructive pulmonary disease (COPD).

MeSH：

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

Mechanism of Action：

Cilomilast shows high selectivity for cAMP-specific PDE4, an isoenzyme that predominates in pro-inflammatory and immune cells and that is 10-fold more selective for PDE4D than for PDE4A, -B or -C. In vitro, cilomilast suppresses the activity of several pro-inflammatory and immune cells that have been implicated in the pathogenesis of asthma and COPD. Moreover, it is highly active in animal models of these diseases. Cilomilast has been shown to exert potent anti-inflammatory effects both in vitro and in vivo.

MeSH Entry Terms：

Ariflo

Cilomilast Use and Manufacturing

Selective phosphodiesterase 4 (PDE4) inhibitor. Antiasthmatic; used in treatment of chronic obstructive pulmonary disease

Computed Properties

Molecular Weight:343.4
XLogP3:3.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:5
Exact Mass:343.17835828
Monoisotopic Mass:343.17835828
Topological Polar Surface Area:79.6
Heavy Atom Count:25
Complexity:511
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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