FILAMINAST

Details

Stereochemistry	ACHIRAL
Molecular Formula	C15H20N2O4
Molecular Weight	292.3303
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC=C(C=C1OC2CCCC2)C(\C)=N\OC(N)=O

InChI

InChIKey=STTRYQAGHGJXJJ-LICLKQGHSA-N

InChI=1S/C15H20N2O4/c1-10(17-21-15(16)18)11-7-8-13(19-2)14(9-11)20-12-5-3-4-6-12/h7-9,12H,3-6H2,1-2H3,(H2,16,18)/b17-10+

HIDE SMILES / InChI

Molecular Formula	C15H20N2O4
Molecular Weight	292.3303
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19281073 | https://www.ncbi.nlm.nih.gov/pubmed/8114002 | https://www.ncbi.nlm.nih.gov/pubmed/18660832

FILAMINAST is a phosphodiesterase 4 inhibitor with bronchorelaxant activity and selectivity of potential use in the treatment of asthma. However, its clinical development was discontinued due to lack of efficacy.

Originator

Approval Year

PubMed

Title	Date	PubMed
Phosphodiesterase-IV inhibition, respiratory muscle relaxation and bronchodilation by WAY-PDA-641.	1994 Feb	8114002
ABCD of the phosphodiesterase family: interaction and differential activity in COPD.	2008	19281073
Can the anti-inflammatory potential of PDE4 inhibitors be realized: guarded optimism or wishful thinking?	2008 Oct	18660832

Patents

Sample Use Guides

In Vitro Use Guide

FILAMINAST was identified as a preferential inhibitor of phosphodiesterase (PDE) 4, possessing 36 times greater potency versus canine trachealis PDE4 than PDE3 (IC50, 4.2*10^-7 M and 1.5*10^-5 M, respectively).

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:34:26 GMT 2023` Edited by `admin` on `Fri Dec 15 15:34:26 GMT 2023`
Record UNII	CDD69JC61J
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FILAMINAST

Official Name

English

PDA641

Code

English

PDA-641

Code

English

filaminast [INN]

Common Name

English

ETHANONE, 1-(3-(CYCLOPENTYLOXY)-4-METHOXYPHENYL)-, O-(AMINOCARBONYL)OXIME, (E)-

Common Name

English

3'-(CYCLOPENTYLOXY)-4'-METHOXYACETOPHENONE (E)-O-CARBAMOYLOXIME

Systematic Name

English

WAY-PDA-641

Code

English

FILAMINAST [USAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C744