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Details

Stereochemistry ACHIRAL
Molecular Formula C9H10N2O
Molecular Weight 162.1885
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 1-PHENYL-3-PYRAZOLIDINONE

SMILES

O=C1CCN(N1)C2=CC=CC=C2

InChI

InChIKey=CMCWWLVWPDLCRM-UHFFFAOYSA-N
InChI=1S/C9H10N2O/c12-9-6-7-11(10-9)8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,12)

HIDE SMILES / InChI

Molecular Formula C9H10N2O
Molecular Weight 162.1885
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

1-Phenyl-3-pyrazolidinone (phenidone) is a dual inhibitor of cyclooxygenase (COX) and lipoxygenase (LOX). Phenidone inhibits both the LO (lipoxygenase) and Cox (cyclooxygenase) pathways, the synthesis of Fos-related antigen protein, and is described as an anti-inflammatory and anti-oxidant compound. Phenidone is a potent hypotensive agent in the spontaneously hypertensive rat. Phenidone was also the best in suppressing LPS induced neurotoxicity, where the more potent neuroprotection by phenidone may be attributable to the synergistic effects of dual COX and LOX inhibition. Therefore, dual inhibitors of COX and LOX, such as phenidone, represent valuable candidates for the development of novel drugs for inflammation-related neurodegenerative disorders including PD.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
3.0 µM [IC50]
100.0 nM [IC50]
300.0 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Rats: phenidone (25, 50 or 100 mg/kg) was administered orally five times every 12 h before the injection of KA (10 mg/kg, i.p.).
Route of Administration: Oral
In Vitro Use Guide
Phenidone (3-30 uM) markedly inhibited leukotriene (LT) C4-induced contractions of the isolated guinea-pig trachea in the presence of indomethacin.
Substance Class Chemical
Record UNII
H0U5612P6K
Record Status Validated (UNII)
Record Version