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Merck

W0519

WS-12

≥98% (HPLC), TRPM8 agonist, powder

Synonym(s):

(1R,2S,5R)-2-Isopropyl-N-(4-methoxyphenyl)-5-methylcyclohexanecarboxamide

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About This Item

Empirical Formula (Hill Notation):
C18H27NO2
CAS Number:
Molecular Weight:
289.41
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.25
MDL number:
Form:
powder
Assay:
≥98% (HPLC)
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Product Name

WS-12, ≥98% (HPLC), powder

Quality Level

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

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.


Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

flash_point_f

No data available

flash_point_c

No data available



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TRP Channels, 378-378 (2016)
Norihiro Suzuki et al.
Molecular nutrition & food research, e2000853-e2000853 (2020-11-15)
Peppermint is traditionally used as an antigalactagogue in breastfeeding women. However, the suppressive mechanism remains unclear. The authors investigate whether and how peppermint influences milk production at the cellular and molecular levels. A lactating mammary epithelial cell (MEC) culture model
Ying Yin et al.
Science (New York, N.Y.), 363(6430) (2019-02-09)
Transient receptor potential melastatin member 8 (TRPM8) is a calcium ion (Ca2+)-permeable cation channel that serves as the primary cold and menthol sensor in humans. Activation of TRPM8 by cooling compounds relies on allosteric actions of agonist and membrane lipid



Global Trade Item Number

SKUGTIN
W0519-5MG04061833237052