A 967079 Chemical Properties

Boiling point:

324.4±34.0 °C(Predicted)

Density 

1.03±0.1 g/cm3 (20 ºC 760 Torr)

storage temp. 

2-8°C

solubility 

DMSO: ≥12mg/mL

pka

12.23±0.40(Predicted)

form 

powder

color 

white to tan

Stability:

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months

InChI

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+

InChIKey

HKROEBDHHKMNBZ-CHBKHGQFSA-N

SMILES

C(/C1=CC=C(F)C=C1)=C(/C)\C(=N\O)\CC

Safety Information

WGK Germany 

3

HS Code 

2928009090

A 967079 Usage And Synthesis

Description

A-967079 (1170613-55-4) is a TRPA1 blocker. Active in rat models.1 Cell permeable

Uses

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

Uses

(1E,3E)- 1-(4-Fluorophenyl)-2-methyl-1-penten-3-one Oxime is a transient receptor potential ankyrin 1 (TRPA1) antagonist and has been investigated as potential analgesic drug for the treatment of chronic pain.

General Description

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

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.

storage

+4°C

Advantages

(1E,3E)-1-(4-Fluorophenyl)-2-methyl-1-pentene-3-one oxime (A-967079) has shown impressive efficacy as an antagonist to TRPA1 and has multiple advantages over other compounds, including high selectivity, potency, and oral bioavailability. A-967079 has IC50 values of 67 and 289 nM for human and rat TRPA1 receptors, respectively. It displays 1000-fold selectivity for TRPA1 over other TRP channels, and >150-fold selectivity for over 75 other ion channels, enzymes and G-protein-coupled receptors. Oral administration of A-967079 in rats produced robust bioavailability and analgesic efficacy for TIH-induced pain response (i.e., sneezing, tearing, coughing, etc.) and osteoarthritic pain. Intravenous injection of A-967079 has shown to decrease the reactive gas response of wide dynamic range neurons (i.e., a second-order neuron that responds to more than one type of stimulus) and pain specific-neurons. Aditionally, A-967079 produces no known locomotor or cardiovascular effects, a common side effect of other TRP antagonists[2].

References

[1] McGaraughty et al. (2010), TRPA1 modulation of spontaneous and mechanically evoked firing of spinal neurons in uninjured, osteoarthritic, and inflamed rats; Mol. Pain, 6 14.
[2] Obed A. Gyamfi . “Analysis of TRPA1 antagonist, A-967079, in plasma using high-performance liquid chromatography tandem mass-spectrometry.” Journal of Pharmaceutical Analysis 10 2 (2020): Pages 157-163.

A 967079(1170613-55-4)Related Product Information

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