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Merck
CN

I9532

Sigma-Aldrich

Icilin

≥97% (HPLC), solid

别名:

1-(2-羟基苯基)-4-(3-硝基苯基)-1,2,3,6-四氢­嘧啶-2-酮, AG-3-5

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About This Item

经验公式(希尔记法):
C16H13N3O4
CAS号:
分子量:
311.29
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

质量水平

方案

≥97% (HPLC)

表单

solid

颜色

yellow

溶解性

DMSO: 15 mg/mL

SMILES字符串

Oc1ccccc1N2CC=C(NC2=O)c3cccc(c3)[N+]([O-])=O

InChI

1S/C16H13N3O4/c20-15-7-2-1-6-14(15)18-9-8-13(17-16(18)21)11-4-3-5-12(10-11)19(22)23/h1-8,10,20H,9H2,(H,17,21)

InChI key

RCEFMOGVOYEGJN-UHFFFAOYSA-N

一般描述

Icilin是一种合成的冷却剂,调节人瞬时受体电位阳离子通道(TRPA1)。Icilin抑制瞬时受体电位阳离子通道亚家族M成员8(TRPM8)并调节钙释放。Icilin还抑制瞬时受体电位香草酸亚型3(TRPV3)。

应用

Icilin已被用作前腹膜内侧前视区(VMPO)神经元的冷却剂。

生化/生理作用

豌豆球蛋白是CMR1冷和薄荷醇敏感受体的有效激动剂。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Inhibition of TRPM8 by icilin distinct from desensitization induced by menthol and menthol derivatives
Kuhn FJP, et al.
The Journal of Biological Chemistry, 284(7), 4102-4111 (2009)
Warm-sensitive neurons that control body temperature
Tan CL, et al.
Cell, 167(1), 47-59 (2016)
Supercooling agent icilin blocks a warmth-sensing ion channel TRPV3
Sherkheli MA, et al.
TheScientificWorldJournal, 2012(6), 859-869 (2012)
Alexander Lucius et al.
Cellular signalling, 28(3), 136-147 (2015-12-23)
3-Iodothyronamine (3T1AM) is an endogenous thyroid hormone metabolite that interacts with the human trace amine-associated receptor 1 (hTAAR1), a G-protein-coupled receptor, to induce numerous physiological responses including dose-dependent body temperature lowering in rodents. 3T1AM also directly activates cold-sensitive transient receptor
Dimitra Gkika et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 34(6), 7483-7499 (2020-04-12)
Recent studies have revealed gender differences in cold perception, and pointed to a possible direct action of testosterone (TST) on the cold-activated TRPM8 (Transient Receptor Potential Melastatin Member 8) channel. However, the mechanisms by which TST influences TRPM8-mediated sensory functions

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