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W0519

Sigma-Aldrich

WS-12

≥98% (HPLC), powder

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C18H27NO2
Numero CAS:
68489-09-8
Peso molecolare:
289.41
Numero MDL:
MFCD11100191
Codice UNSPSC:
12352200
ID PubChem:
329830423
NACRES:
NA.25

Livello qualitativo

100

Saggio

≥98% (HPLC)

Stato

powder

Colore

white to off-white

Solubilità

DMSO: >20 mg/mL

Temperatura di conservazione

−20°C

Stringa SMILE

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
HNSGVPAAXJJOPQ-NVPAJSRCSA-N

Azioni biochim/fisiol

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.

Pittogrammi

Environment
GHS09

Avvertenze

Warning

Indicazioni di pericolo

H410

Consigli di prudenza

P273 - P391 - P501

Classi di pericolo

Aquatic Acute 1 - Aquatic Chronic 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
047M4721V
016M4733V
073M4716V
072M4729V
101M4708V

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I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.

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TRP Channels, 378-378 (2016)
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
Mária Dux et al.
European journal of pain (London, England), 24(2), 383-397 (2019-10-30)
The α1 -adrenoceptor agonist, phenylephrine, is used at high concentrations as a mydriatic agent and for the treatment of nasal congestion. Among its adverse side-effects transient burning sensations are reported indicating activation of the trigeminal nociceptive system. Neuropeptide release, calcium
Tusar K Acharya et al.
Cell biology international, 45(1), 198-210 (2020-10-23)
The transient receptor potential melastatin 8 (TRPM8) is an ion channel that has been widely studied as a cold-sensitive nociceptor. However, its importance in nonneuronal cells is mostly unexplored. Here, we describe the presence and functional significance of endogenous TRPM8
Xuming Zhang
Cell reports, 27(12), 3672-3683 (2019-06-20)
Activation of Gαq-coupled receptors by inflammatory mediators inhibits cold-sensing TRPM8 channels, aggravating pain and inflammation. Both Gαq and the downstream hydrolysis of phosphatidylinositol 4, 5-bisphosphate (PIP2) inhibit TRPM8. Here, I demonstrate that direct Gαq gating is essential for both the
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