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A7232 Sigma-Aldrich

AP-18

≥98% (HPLC), solid

Synonym: 4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime

  • CAS Number 55224-94-7

  • Empirical Formula (Hill Notation) C11H12ClNO

  • Molecular Weight 209.67

  •  MDL number MFCD00102250

  •  PubChem Substance ID 329770922

  •  NACRES NA.77

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Properties

Related Categories AN-AZ, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Calcium Channel Modulators, Cell Biology,
Quality Level   100
assay   ≥98% (HPLC)
form   solid
color   white to off-white
solubility   DMSO: >10 mg/mL
storage temp.   2-8°C
SMILES string   CC(=C/c1ccc(Cl)cc1)\C(C)=N\O
InChI   1S/C11H12ClNO/c1-8(9(2)13-14)7-10-3-5-11(12)6-4-10/h3-7,14H,1-2H3/b8-7+,13-9+
InChI key   MHTJEUOFLVQMCL-NJHPPEEMSA-N

Description

Application

AP-18 is a selective TRPA1 channel blocker. AP-18 blocks the transient receptor potential ankyrin 1 receptors and can reduce chronic pain associated with arthritis. AP-18 reduces cinnamaldehyde-induced nociception in vivo and blocks cold- and mustard oil-induced activation of mouse TRPA1 but not capsaicin-induced activation. AP-18 reverses CFA-induced mechanical hyperalgesia in mice

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

AP-18 is a selective TRPA1 channel blocker. Transient receptor potential A1 (TRPA1) plays a central role for chemical sensing in the pain pathway. AP-18 is a novel TRPA1 channel blocker. It reduces cinnamaldehyde-induced nociception in vivo and blocks cold- and mustard oil-induced activation of mouse TRPA1 but not capsaicin-induced activation demonstrating selectivity vs. TRPV11. AP-18 reverses CFA-induced mechanical hyperalgesia in mice.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Transient Receptor Potential Channels

The transient receptor potential family of ion channels consists of at least 28 mammalian members divided into six subfamilies: 7 TRPC (canonical), 6 TRPV (vanilloid), 8 TRPM (melastatin), 1 TRPA (an...
Keywords: Absorption, Apoptosis, Atomic absorption spectroscopy, Cancer, Diabetes, Endocannabinoids, Gene expression, Growth factors, Neurotransmitters, Pulsed discharge ionization detector, Respiratory, Transduction, Vitamins

Peer-Reviewed Papers
15

References

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