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A3109

Sigma-Aldrich

A-803467

≥98% (HPLC)

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Synonym(s):
5-4(-Chlorophenyl)-N-(3,5-dimethoxyphenyl)furan-2-carboxamide
Empirical Formula (Hill Notation):
C19H16NO4Cl
CAS Number:
944261-79-4
Molecular Weight:
357.79
MDL number:
MFCD10574689
UNSPSC Code:
12352200
PubChem Substance ID:
329770815
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: >10 mg/mL

originator

Abbott

storage temp.

room temp

SMILES string

COc1cc(NC(=O)c2ccc(o2)-c3ccc(Cl)cc3)cc(OC)c1

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)

InChI key

VHKBTPQDHDSBSP-UHFFFAOYSA-N

General description

A-803467 inhibits spontaneous and evoked action potentials in sensory neurons. It exhibits antinociceptive effects. A-803467 decreases the firing in spinal dorsal horn neurons in vivo.
The small molecule A-803467 is a potent and selective Nav1.8 sodium channel blocker. Nav1.8 is a tetrodotoxin-resistant (TTX-R) sodium channel that contributes to pain sensation by transmitting pain stimuli in peripheral sensory neurons; blockage of this channel by A-803467 reduces pain with varying effectiveness in a number of different models. A-803467 has been used to further understand the role of Nav1.8 in transmitting pain stimuli and also can be used as an analgesic.

Biochem/physiol Actions

A-803467 blocks Nav1.8 in both half-maximal inactive and resting states with an IC50 of 8 nM and IC50 of 79 nM, respectively. A-803467 is over 100-fold more selective vs. human Nav1.2, 1.3, 1.5 and 1.7.

Features and Benefits

This compound was developed by Abbott. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Mihai Moldovan et al.
Neurobiology of aging, 39, 128-139 (2016-03-01)
Accumulating myelin abnormalities and conduction slowing occur in peripheral nerves during aging. In mice deficient of myelin protein P0, severe peripheral nervous system myelin damage is associated with ectopic expression of Nav1.8 voltage-gated Na(+) channels on motor axons aggravating the
Peripheral Receptor Targets for Analgesia: Novel Approaches to Pain Management (2009)
The Inhibitor Index: A Desk Reference on Enzyme Inhibitors, Receptor Antagonists, Drugs, Toxins, Poisons, Biologics, and Therapeutic Leads (2017)
K Bekő et al.
Journal of thrombosis and haemostasis : JTH, 15(6), 1223-1235 (2017-03-28)
Essentials The role of platelet P2Y Background P2Y
Anthony M Rush et al.
Molecular interventions, 7(4), 192-195 (2007-09-11)
Voltage-gated sodium channels in nociceptive neurons are attractive targets for novel pain therapeutics. Although drugs that target voltage-gated sodium channels have proven value as pain therapeutics, the drugs that are currently available are non-specific sodium channel inhibitors, which limit their
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Sodium Channels

Voltage-gated sodium channels are present in most excitable cell membranes and play an important role in generating action potentials.

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