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SML0085

Sigma-Aldrich

A-967079

≥98% (HPLC)

Synonym(s):

(1E,3E)-1-(4-Fluorophenyl)-2-methyl-1-penten-3-one oxime

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About This Item

Empirical Formula (Hill Notation):
C12H14FNO
CAS Number:
1170613-55-4
Molecular Weight:
207.24
MDL number:
MFCD20488058
UNSPSC Code:
12352200
PubChem Substance ID:
329825146
NACRES:
NA.25

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥12 mg/mL

originator

Abbott

storage temp.

2-8°C

SMILES string

CCC(=N/O)\C(C)=C\c1ccc(F)cc1

InChI

1S/C12H14FNO/c1-3-12(14-15)9(2)8-10-4-6-11(13)7-5-10/h4-8,15H,3H2,1-2H3/b9-8+,14-12+

InChI key

HKROEBDHHKMNBZ-CHBKHGQFSA-N

General description

A-967079 prevents neuropathic and inflammatory pain. It reduces cold allodynia, which is produced by nerve injury.

Application

A-967079 has been used in blocking miR-711-induced TRPA1 (transient receptor potential cation channel subfamily A member 1) channel.

Biochem/physiol Actions

A-967079 is a potent and selective antagonist of Transient Receptor Potential Anykrin 1 (TRPA1) with IC50′s of 67 nM and 289 nM at human and rat TRPA1 receptors, respectively, and minimal or no activity at other TRP channels or G-protein-coupled receptors, enzymes, transporters, and ion channels out of 89 tested. A-967079 blocks TRPA1 activation in human and rat cell lines and has been shown to reduce the responses of wide dynamic range (WDR) and nociceptive specific (NS) neurons to high-intensity mechanical stimulation.

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Molecular basis determining inhibition/activation of nociceptive receptor TRPA1: a single amino acid dictates species-specific actions of the most potent mammalian trpa1 antagonists
Banzawa N, et al.
The Journal of biological chemistry, jbc-M114 (2014)
Molecular basis determining inhibition/activation of nociceptive receptor TRPA1: a single amino acid dictates species-specific actions of the most potent mammalian trpa1 antagonists
Banzawa N, et al.
Test, jbc-M114 (2014)
Molecular basis determining inhibition/activation of nociceptive receptor TRPA1: a single amino acid dictates species-specific actions of the most potent mammalian trpa1 antagonists
Banzawa N, et al.
The Journal of Biological Chemistry, jbc-M114 (2014)
miRNA-711 binds and activates TRPA1 extracellularly to evoke acute and chronic pruritus
Han Q, et al.
Neuron, 99(3), 449-463 (2018)
Tania Chernov-Rogan et al.
Proceedings of the National Academy of Sciences of the United States of America, 116(51), 26008-26019 (2019-12-05)
The transient receptor potential ankyrin 1 (TRPA1) channel functions as an irritant sensor and is a therapeutic target for treating pain, itch, and respiratory diseases. As a ligand-gated channel, TRPA1 can be activated by electrophilic compounds such as allyl isothiocyanate
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