W0519

WS-12

≥98% (HPLC), powder

• Synonym(s): (1R,2S,5R)-2-Isopropyl-N-(4-methoxyphenyl)-5-methylcyclohexanecarboxamide
• Empirical Formula (Hill Notation): C₁₈H₂₇NO₂
• CAS Number: 68489-09-8
• Molecular Weight: 289.41
• MDL number: MFCD11100191
• UNSPSC Code: 12352200
• PubChem Substance ID: 329830423
• NACRES: NA.25

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• color: white to off-white
• solubility: DMSO: >20 mg/mL
• storage temp.: −20°C
• SMILES string: COc1ccc(NC(=O)C2C[C@H](C)CC[C@H]2C(C)C)cc1
• InChI: 1S/C18H27NO2/c1-12(2)16-10-5-13(3)11-17(16)18(20)19-14-6-8-15(21-4)9-7-14/h6-9,12-13,16-17H,5,10-11H2,1-4H3,(H,19,20)/t13-,16?,17?/m1/s1
• InChI key: HNSGVPAAXJJOPQ-NVPAJSRCSA-N

Description

Biochem/physiol Actions

WS-12 is a high-affinity, selective TRPM8 (cold menthol receptor 1; CMR1) agonist.

WS-12 is a high-affinity, selective TRPM8 (cold menthol receptor 1; CMR1) agonist. TRPM8 agonists induce a cooling sensation in sensory neurons and produce profound, mechanistically novel analgesia in chronic pain states such as neuropathic pain.

WS-12 is a menthol derivative, that shows a specific binding affinity towards TRPM8 (transient receptor potential cation channel subfamily M member 8) receptor. TRPM8 is associated with prostate cancer and thus, WS-12 might be useful in reducing the progression of cancer.

Safety Information

• Pictograms: GHS09
• Signal Word: Warning
• Hazard Statements: H410
• Precautionary Statements: P273 - P391 - P501
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves