WS 3 - CAS 39711-79-0
Category: Inhibitor
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Molecular Formula:
C13H25NO
Molecular Weight:
211.34
COA:
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Targets:
TRP Channel
Description:
WS 3 is a cooling agent that acts as an agonist at TRPM8 receptors (EC50 = 3.7 μM).
Brife Description:
TRPM8 receptor agonist
Purity:
≥99% by HPLC
Synonyms:
WS 3; WS3; WS-3; N-Ethyl-5-methyl-2-(1-methylethyl)cyclohexanecarboxamide; N-Ethyl-p-menthane-3-carboxamide; Ethyl menthane carboxamide
MSDS:
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Application:
cooling agent
InChIKey:
VUNOFAIHSALQQH-UHFFFAOYSA-N
InChI:
InChI=1S/C13H25NO/c1-5-14-13(15)12-8-10(4)6-7-11(12)9(2)3/h9-12H,5-8H2,1-4H3,(H,14,15)
Canonical SMILES:
CCNC(=O)C1CC(CCC1C(C)C)C
1.Novel menthol-derived cooling compounds activate primary and second-order trigeminal sensory neurons and modulate lingual thermosensitivity.
Klein AH;Iodi Carstens M;McCluskey TS;Blancher G;Simons CT;Slack JP;Furrer S;Carstens E Chem Senses. 2011 Sep;36(7):649-58. doi: 10.1093/chemse/bjr029. Epub 2011 Apr 21.
We presently investigated 2 novel menthol derivatives GIV1 and GIV2, which exhibit strong cooling effects. In previous human psychophysical studies, GIV1 delivered in a toothpaste medium elicited a cooling sensation that was longer lasting compared with GIV2 and menthol carboxamide (WS-3). In the current study, we investigated the molecular and cellular effects of these cooling agents. In calcium flux studies of TRPM8 expressed in HEK cells, both GIV1 and GIV2 were approximately 40- to 200-fold more potent than menthol and WS-3. GIV1 and GIV2 also activated TRPA1 but at levels that were 400 times greater than those required for TRPM8 activation. In calcium imaging studies, subpopulations of cultured rat trigeminal ganglion and dorsal root ganglion cells responded to GIV1 and/or GIV2; the majority of these were also activated by menthol and some were additionally activated by the TRPA1 agonist cinnamaldehyde and/or the TRPV1 agonist capsaicin. We also made in vivo single-unit recordings from cold-sensitive neurons in rat trigeminal subnucleus caudalis (Vc). GIV 1 and GIV2 directly excited some Vc neurons, GIV1 significantly enhanced their responses to cooling, and both GIV1 and GIV2 reduced responses to noxious heat.
2.Removal of novel antiandrogens identified in biological effluents of domestic wastewater by activated carbon.
Ma D;Chen L;Liu R Sci Total Environ. 2017 Oct 1;595:702-710. doi: 10.1016/j.scitotenv.2017.03.272. Epub 2017 Apr 11.
Environmental antiandrogenic (AA) contaminants in effluents from wastewater treatment plants have the potential for negative impacts on wildlife and human health. The aim of our study was to identify chemical contaminants with likely AA activity in the biological effluents and evaluate the removal of these antiandrogens (AAs) during advanced treatment comprising adsorption onto granular activated carbon (GAC). In this study, profiling of AA contaminants in biological effluents and tertiary effluents was conducted using effect-directed analysis (EDA) including high performance liquid chromatography (HPLC) fractionation, a recombinant yeast screen containing androgen receptor (YAS), in combination with mass spectrometry analyses. Analysis of a wastewater secondary effluent from a membrane bioreactor revealed complex profiles of AA activity comprising 14 HPLC fractions and simpler profiles of GAC effluents with only 2 to 4 moderately polar HPLC fractions depending on GAC treatment conditions. Gas chromatography-mass spectrometry and ultra-high performance liquid chromatography-nanospray mass spectrometry analyses of AA fractions in the secondary effluent resulted in detection of over 10 chemical contaminants, which showed inhibition of YAS activity and were potential AAs.
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CAS 39711-79-0 WS 3

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