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Details

Stereochemistry ACHIRAL
Molecular Formula C22H23N3O2S
Molecular Weight 393.502
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PF-4191834

SMILES

CN1N=CC=C1C2=CC=C(SC3=CC(=CC=C3)C4(CCOCC4)C(N)=O)C=C2

InChI

InChIKey=DVNQWYLVSNPCJZ-UHFFFAOYSA-N
InChI=1S/C22H23N3O2S/c1-25-20(9-12-24-25)16-5-7-18(8-6-16)28-19-4-2-3-17(15-19)22(21(23)26)10-13-27-14-11-22/h2-9,12,15H,10-11,13-14H2,1H3,(H2,23,26)

HIDE SMILES / InChI

Molecular Formula C22H23N3O2S
Molecular Weight 393.502
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

PF-4191834 is a noniron chelating, non-redox inhibitor of the 5-lipoxygenase enzyme (5-LOX) that is being developed as an oral anti-inflammatory therapy for the treatment of asthma. Enzyme assay results demonstrate that PF-4191834 has an improved potency compared with its predecessor CJ-13610 and of zileuton. It was able to reduce pain and inflammation in an adjuvant-induced arthritis model in rats. PF-4191834 offers the potential to test the hypothesis that chronic inhibition of the 5-LOX enzyme will provide maximal efficacy for this target in inflammatory diseases such as asthma, chronic obstructive pulmonary disease, pain, and perhaps lupus. PF-4191834 had been in phase II clinical trial for the treatment of pain. Development was terminated in March 2011.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
229.0 nM [IC50]

PubMed

Sample Use Guides

In Vivo Use Guide
5 mg/kg twice a day for seven consecutive days
Route of Administration: Oral
Substance Class Chemical
Record UNII
YX55DXP4T1
Record Status Validated (UNII)
Record Version