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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H19FN2O2
Molecular Weight 314.3541
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VIXOTRIGINE

SMILES

NC(=O)[C@@H]1CC[C@@H](N1)C2=CC=C(OCC3=CC=CC=C3F)C=C2

InChI

InChIKey=JESCETIFNOFKEU-SJORKVTESA-N
InChI=1S/C18H19FN2O2/c19-15-4-2-1-3-13(15)11-23-14-7-5-12(6-8-14)16-9-10-17(21-16)18(20)22/h1-8,16-17,21H,9-11H2,(H2,20,22)/t16-,17+/m1/s1

HIDE SMILES / InChI

Molecular Formula C18H19FN2O2
Molecular Weight 314.3541
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Raxatrigine also known as GSK1014802 and CNV-1014802, is a novel analgesic under development by Convergence Pharmaceuticals for the treatment of lumbosacral radiculopathy (sciatica) and trigeminal neuralgia (TGN). It is a novel state dependent small molecule sodium channel blocker that preferentially inhibits the Nav 1.7 ion channel, a therapeutic target implicated by genetics in human pain conditions. Raxatrigine is thought to penetrate the central nervous system and block Nav channels in a novel manner. CNV1014802 was granted orphan drug designation in 2013 by the US Food and Drug Administration (FDA) for the treatment of trigeminal neuralgia.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown
Palliative
Unknown
Palliative
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
4410 ng/mL
400 mg 2 times / day steady-state, oral
RAXATRIGINE plasma
Homo sapiens
3780 ng/mL
400 mg single, oral
RAXATRIGINE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
60100 ng × h/mL
400 mg 2 times / day steady-state, oral
RAXATRIGINE plasma
Homo sapiens
38700 ng × h/mL
400 mg single, oral
RAXATRIGINE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
8.91 h
400 mg single, oral
RAXATRIGINE plasma
Homo sapiens

Drug as perpetrator​

Drug as victim

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
Trigeminal Neuralgia: 21 days of 50mg three times a day Lumbosacral Radiculopathy: 350mg twice (two times) a day for 21 days
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
QQS4J85K6Y
Record Status Validated (UNII)
Record Version