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Details

Stereochemistry ACHIRAL
Molecular Formula C12H14FNO
Molecular Weight 207.2441
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of A-967079

SMILES

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

InChI

InChIKey=HKROEBDHHKMNBZ-CHBKHGQFSA-N
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+

HIDE SMILES / InChI

Molecular Formula C12H14FNO
Molecular Weight 207.2441
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 2
Optical Activity NONE

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/21402443 | https://www.ncbi.nlm.nih.gov/pubmed/28935134

A-967079 is a potent, selective, and orally bioavailable inhibitor of the TRPA1 channel, developed by developed by Abbott Laboratories for treatment pain disorder. A-967079 potently blocks human and rat TRPA1 channels. A-967079 is 1000-fold selective over other TRP channels and is 150-fold selective over 75 other ion channels, enzymes, and G-protein-coupled receptors. Oral dosing of A-967079 produces robust drug exposure in rodents and exhibits analgesic efficacy in allyl isothiocyanate-induced nocifensive response and osteoarthritic pain in rats. A-967079 attenuates cold allodynia produced by nerve injury but does not alter noxious cold sensation in naive animals, suggesting distinct roles of TRPA1 in physiological and pathological states. Unlike TRPV1 antagonists, A-967079 does not alter body temperature. It also does not produce locomotor or cardiovascular side effects.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
51.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Selective blockade of TRPA1 channel attenuates pathological pain without altering noxious cold sensation or body temperature regulation.
2011 May
Patents

Sample Use Guides

2 mg/kg
Route of Administration: Oral
HEK-293F cells were used for activity evaluation. HEK-293Fcells were transiently transfected with human or rat TRPA1 plus green fluorescent protein. In cells expressing human TRPA1 (held at -60 mV), AITC (100 mkmol/L) elicited robust inward currents, which were subsequently blocked by co-application of A-967079 in a concentration-dependent manner
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:57:40 UTC 2023
Edited
by admin
on Sat Dec 16 10:57:40 UTC 2023
Record UNII
S15N98QQ2K
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
A-967079
Common Name English
1-PENTEN-3-ONE, 1-(4-FLUOROPHENYL)-2-METHYL-, OXIME, (1E,3E)-
Systematic Name English
Code System Code Type Description
PUBCHEM
42641861
Created by admin on Sat Dec 16 10:57:40 UTC 2023 , Edited by admin on Sat Dec 16 10:57:40 UTC 2023
PRIMARY
FDA UNII
S15N98QQ2K
Created by admin on Sat Dec 16 10:57:40 UTC 2023 , Edited by admin on Sat Dec 16 10:57:40 UTC 2023
PRIMARY
CAS
1170613-55-4
Created by admin on Sat Dec 16 10:57:40 UTC 2023 , Edited by admin on Sat Dec 16 10:57:40 UTC 2023
PRIMARY
EPA CompTox
DTXSID301336554
Created by admin on Sat Dec 16 10:57:40 UTC 2023 , Edited by admin on Sat Dec 16 10:57:40 UTC 2023
PRIMARY
WIKIPEDIA
A-967079
Created by admin on Sat Dec 16 10:57:40 UTC 2023 , Edited by admin on Sat Dec 16 10:57:40 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY