ChemicalBook > CAS DataBase List > 4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime

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

Product Name
4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime
CAS No.
55224-94-7
Chemical Name
4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime
Synonyms
AP-18;AP 18, 10 mM in DMSO;AP-18, TRPA1 receptor antagonist;4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime;4-(4-Chlorophenyl)-3-methyl-3-buten-2-oneoxime;4-(4-Chlorophenyl)-3-methylbut-3-en-2-one oxime;3-Buten-2-one, 4-(4-chlorophenyl)-3-methyl-, oxime;ganglia,TRP Channel,nerves,pain,AP18,Transient receptor potential channels,AP-18,AP 18,inhibit,nociceptive,root,hyperalgesia,Inhibitor,transduction,dorsal
CBNumber
CB42096355
Molecular Formula
C11H12ClNO
Formula Weight
209.67
MOL File
55224-94-7.mol
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4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime Property

storage temp. 
2-8°C
solubility 
DMSO: >10mg/mL
form 
solid
color 
white to off-white
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months.
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A7232
Product name
AP-18
Purity
≥98% (HPLC), solid
Packaging
5mg
Price
$142
Updated
2025/07/31
Sigma-Aldrich
Product number
A7232
Product name
AP-18
Purity
≥98% (HPLC), solid
Packaging
25mg
Price
$427
Updated
2025/07/31
Cayman Chemical
Product number
11912
Product name
AP-18
Purity
≥98%
Packaging
5mg
Price
$57
Updated
2024/03/01
Cayman Chemical
Product number
11912
Product name
AP-18
Purity
≥98%
Packaging
10mg
Price
$85
Updated
2024/03/01
Cayman Chemical
Product number
11912
Product name
AP-18
Purity
≥98%
Packaging
25mg
Price
$193
Updated
2024/03/01
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4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime Chemical Properties,Usage,Production

Description

AP-18 is a channel blocker which reversibly inhibits TRPA1 (IC50s = 3.1 and 4.5 μM, human and mouse, respectively). It has minimal effect on TRPV1-4 or TRPM8. AP-18 has been used to study TRPA1 signaling in mice and rats as well as in vitro.

Uses

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

Uses

AP-18 is a channel blocker that inhibits TRPA1.

Biological Activity

Reversible TRPA1 channel blocker (IC 50 values are 3.1 and 4.5 μ M at human and mouse TRPA1 respectively). Blocks cinnameldehyde-induced but not capsaicin-induced nociception and reverses mechanical hyperalgesia in vivo . Also blocks TRPA1 pore dilation (IC 50 = 10.3 μM for the inhibition of Yo-Pro uptake).

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.

in vivo

ap-18 blocks the transient receptor potential ankyrin 1 receptors and can reduce chronic pain associated with arthritis. this product is also capable to induce cinnamaldehyde-induced nociception and to block cold- and mustard oil-induced activation of mouse trpa1 but not capsaicin-induced activation 2. in addition, ap18 treatment reversed cfa-induced mechanical hyperalgesia in mice 2. thus, trpa1 is essential for sensitization of nociception.

storage

+4°C

References

[1] SIEMENS H, ROODT V. References and Citations[C]. 2008: 0. DOI:10.1515/9783110217339.0.xiii

4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime Preparation Products And Raw materials

Raw materials

Preparation Products

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4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime Suppliers

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55224-94-7, 4-(4-Chlorophenyl)-3-methylbut-3-en-2-oximeRelated Search:

A 967079 SKF 96365 HYDROCHLORIDE Dofetilide 5-(4-Chlorophenyl)-furan-2-carboxylic acid 3,5<br>-dimethoxyphenylamide (S)-(+)-Benzyl glycidyl ether Benzyl alcohol Poly(methyl methacrylate) 4'-Hydroxyacetophenone 2-(1,3-DIMETHYL-2,6-DIOXO-1,2,3,6-TETRAHYDRO-7H-PURIN-7-YL)-N-(4-ISOPROPYLPHENYL)ACETAMIDE POLYGODIAL

  • AP-18
  • 4-(4-Chlorophenyl)-3-methyl-3-buten-2-oneoxime
  • 4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime
  • 4-(4-Chlorophenyl)-3-methylbut-3-en-2-one oxime
  • 3-Buten-2-one, 4-(4-chlorophenyl)-3-methyl-, oxime
  • ganglia,TRP Channel,nerves,pain,AP18,Transient receptor potential channels,AP-18,AP 18,inhibit,nociceptive,root,hyperalgesia,Inhibitor,transduction,dorsal
  • AP-18, TRPA1 receptor antagonist
  • AP 18, 10 mM in DMSO
  • 55224-94-7
  • C11H12CINO
  • Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals