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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H19FN2O2
Molecular Weight 302.3434
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRIRALFINAMIDE

SMILES

C[C@H](NCC1=CC=C(OCC2=CC=CC=C2F)C=C1)C(N)=O

InChI

InChIKey=BHJIBOFHEFDSAU-LBPRGKRZSA-N
InChI=1S/C17H19FN2O2/c1-12(17(19)21)20-10-13-6-8-15(9-7-13)22-11-14-4-2-3-5-16(14)18/h2-9,12,20H,10-11H2,1H3,(H2,19,21)/t12-/m0/s1

HIDE SMILES / InChI

Description

Priralfinamide, also known as Ralfinamide, FCE-26742A; NW-1029; PNU-0154339E, is a Na-channel blocker for the treatment of neuropathic pain and other pain conditions such as post-operative dental pain. It has a relatively complex pharmacology, acting as a mixed voltage-gated sodium channel blocker (including Nav1.7), N-type calcium channel blocker, noncompetitive NMDA receptor antagonist, and monoamine oxidase B inhibitor. Priralfinamide is in phase Ⅲ clinical trials by Newron for the treatment of chronic neuropathic pain.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
3.28 μg/mL
320 mg single, oral
PRIRALFINAMIDE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
41.3 mg × h/L
320 mg single, oral
PRIRALFINAMIDE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
14.7 h
320 mg single, oral
PRIRALFINAMIDE plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
10%
320 mg single, oral
PRIRALFINAMIDE plasma
Homo sapiens

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
Priralfinamide administered orally at rising doses of 80 - 320 mg/day
Route of Administration: Oral
In Vitro Use Guide
In capsaicin-responsive tonic firing nociceptive dorsal root ganglion neurons of adult rats, priralfinamide (25 uM) reduced the number of action potentials (APs) from 10.6+/-1.8 to 2.6+/-0.7 APs/600 ms