55224-94-7

Basic information

• Product Name: 4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime
• Synonyms: 4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime;AP-18;4-(4-Chlorophenyl)-3-methyl-3-buten-2-oneoxime;4-(4-Chlorophenyl)-3-methylbut-3-en-2-one oxime
• CAS NO: 55224-94-7
• Molecular Formula: C11H12ClNO
• Molecular Weight: 209.67
• Product Categories: Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 55224-94-7.mol

Chemical Properties

• Appearance: white to off-white/
• Storage Temp.: 2-8°C
• Solubility: DMSO: >10mg/mL
• 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.
• CAS DataBase Reference: 4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime(55224-94-7)
• EPA Substance Registry System: 4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime(55224-94-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 55224-94-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a key component in the development of new drugs, particularly those targeting specific receptors or enzymes.
Used in Chemical Research:
In the field of chemical research, 4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime serves as a valuable compound for studying reaction mechanisms and exploring new synthetic pathways. Its reactivity and structural features make it an interesting subject for researchers working on the development of novel chemical processes and methodologies.
Used in Material Science:
4-(4-Chlorophenyl)-3-methylbut-3-en-2-oxime may also find applications in material science, where its unique properties can be utilized to create new materials with specific characteristics. For example, its structural features could be exploited to design materials with enhanced mechanical, electrical, or optical properties.

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.

References

References”Citations: