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  • DC Chemicals Limited
  • China
  • Product Name: AP-18
  • Price: $Inquiry/250mg $Inquiry/100mg $Inquiry/1g
  • Purity: 98.0%
  • Stocking Period: 3 Day
  • Contact: Tony Cao

55224-94-7

55224-94-7 structure
55224-94-7 structure
  • Name: AP-18
  • Chemical Name: 4-(4-Chlorophenyl)-3-methyl-3-buten-2-oneoxime
  • CAS Number: 55224-94-7
  • Molecular Formula: C11H12ClNO
  • Molecular Weight: 209.672
  • Catalog: Signaling Pathways Membrane Transporter/Ion Channel TRP Channel
  • Create Date: 2016-10-07 04:49:35
  • Modify Date: 2024-01-04 00:30:16
  • AP-18, a potent and selective TRPA1 inhibitor, blocks activation of TRPA1 by 50 μM Cinnamaldehyde with an IC50 of 3.1 μM and 4.5 μM for human and mouse TRPA1, respectively. AP-18 reverses complete Freund's adjuvant (CFA)-induced mechanical hyperalgesia in mice. AP-18 attenuated 30 μM AITC-induced Yo-Pro uptake in a concentration-dependent manner, with an IC50 of 10.3 μM[1][2][3].

Name 4-(4-Chlorophenyl)-3-methyl-3-buten-2-oneoxime
Synonyms (2E,3E)-4-(4-Chlorophenyl)-N-hydroxy-3-methyl-3-buten-2-imine
(2E,3E)-4-(4-Chlorophenyl)-N-hydroxy-3-methylbut-3-en-2-imine
3-Buten-2-one, 4-(4-chlorophenyl)-3-methyl-, oxime, (2E,3E)-
N-Desmethylclozapine
4-(4-chlorophenyl)-3-methylbut-3-en-2-one oxime
AP-18
Description AP-18, a potent and selective TRPA1 inhibitor, blocks activation of TRPA1 by 50 μM Cinnamaldehyde with an IC50 of 3.1 μM and 4.5 μM for human and mouse TRPA1, respectively. AP-18 reverses complete Freund's adjuvant (CFA)-induced mechanical hyperalgesia in mice. AP-18 attenuated 30 μM AITC-induced Yo-Pro uptake in a concentration-dependent manner, with an IC50 of 10.3 μM[1][2][3].
Related Catalog
Target

TRPA1:~3 μM (IC50)

In Vitro At concentrations up to 50 μM, AP-18 is unable to appreciably block activation of TRPV1, TRPV2, TRPV3, TRPV4, or TRPM8. AP-18 reversibly blocks mouse TRPA1 responses to iodoacetamide (an irreversible cysteine-alkylating agent) in CHO cells assayed by ratiometric Ca2+ imaging. AP-18 also blocks cold- and mustard-oil-induced activation of mouse TRPA1. AP-18 blocks cinnamaldehyde-induced TRPA1 currents in excised patches from Xenopus oocytes[1].
In Vivo AP18 (1 mM; injected in hindpaw of mice) significantly blocks cinnamaldehdye-induced but not capsaicin-induced nociceptive events, demonstrating efficacy and specificity[1].
References

[1]. Petrus M, et al. A role of TRPA1 in mechanical hyperalgesia is revealed by pharmacological inhibition. Mol Pain. 2007;3:40. Published 2007 Dec 17.

[2]. Chen J, et al. Pore dilation occurs in TRPA1 but not in TRPM8 channels. Mol Pain. 2009;5:3. Published 2009 Jan 21.

[3]. Taylor-Clark TE, et al. Nitrooleic acid, an endogenous product of nitrative stress, activates nociceptive sensory nerves via the direct activation of TRPA1. Mol Pharmacol. 2009;75(4):820-829.

Density 1.1±0.1 g/cm3
Boiling Point 348.4±34.0 °C at 760 mmHg
Molecular Formula C11H12ClNO
Molecular Weight 209.672
Flash Point 164.5±25.7 °C
Exact Mass 209.060745
PSA 32.59000
LogP 3.72
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.529
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes Xn
Risk Phrases 22
RIDADR NONH for all modes of transport