Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C19H16ClNO4 |
| Molecular Weight | 357.788 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC(OC)=CC(NC(=O)C2=CC=C(O2)C3=CC=C(Cl)C=C3)=C1
InChI
InChIKey=VHKBTPQDHDSBSP-UHFFFAOYSA-N
InChI=1S/C19H16ClNO4/c1-23-15-9-14(10-16(11-15)24-2)21-19(22)18-8-7-17(25-18)12-3-5-13(20)6-4-12/h3-11H,1-2H3,(H,21,22)
| Molecular Formula | C19H16ClNO4 |
| Molecular Weight | 357.788 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
A-803467 is a selective NaV1.8 channel blocker with IC50 of 8 nM, blocks tetrodotoxin-resistant currents, exhibits >100-fold selectivity against human NaV1.2, NaV1.3, NaV1.5, and NaV1.7. A-803467 reduces behavioral measures of chronic pain. Systemic administration of A-803467 demonstrated acute antinociceptive activity as measured as a reduction in mechanical allodynia in several models of inflammatory and neuropathic pain in rats. Additionally, systemic and intraspinal delivery of A-803467 attenuates both evoked and spontaneous firing of wide dynamic range neurons in rats with spinal nerve ligations.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| A-803467, a potent and selective Nav1.8 sodium channel blocker, attenuates neuropathic and inflammatory pain in the rat. | 2007 May 15 |
|
| Discovery and biological evaluation of 5-aryl-2-furfuramides, potent and selective blockers of the Nav1.8 sodium channel with efficacy in models of neuropathic and inflammatory pain. | 2008 Feb 14 |
Sample Use Guides
In Vivo Use Guide
Curator's Comment: A-803467 also dose-dependently reduced mechanical allodynia in a variety of rat pain models including: spinal nerve ligation (ED(50) = 47 mg/kg, i.p.), sciatic nerve injury (ED(50) = 85 mg/kg, i.p.), capsaicin-induced secondary mechanical allodynia (ED(50) approximately 100 mg/kg, i.p.), and thermal hyperalgesia after intraplantar complete Freund's adjuvant injection (ED(50) = 41 mg/kg, i.p.).
Rats: systemic administration
of A-803467 (20 mg/kg, i.v.) to spinal nerve ligated
rats, significantly reduced both spontaneous and von Frey hairevoked
firing of spinal dorsal horn wide dynamic range neurons
by 66% and 53%, respectively compared with baseline levels.
Route of Administration:
Intravenous
A-803467 potently blocks recombinant human or rat NaV1.8 channels with IC50 of 8 nM and 45 nM, respectively, at a holding potential of -40 mV. At a resting state, A-803467 also potently blocks human NaV1.8 channels with IC50 of 79 nM. A-803467 blocks tetrodotoxin-resistant (TTX-R) currents in rat dorsal root ganglion neurons in a concentration-dependent manner with IC50 of 140 nM. A-803467 at 0.3 uM but not 0.1 uM significantly inhibits the generation of spontaneous and electrically evoked action potentials.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 10:04:13 UTC 2023
by
admin
on
Sat Dec 16 10:04:13 UTC 2023
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| Record UNII |
339LBH1395
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| Record Status |
Validated (UNII)
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