545395-94-6
(2E)-N-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)-3-[4-(1,1-DIMETHYLETHYL)PHENYL]-2-PROPENAMIDE
CAS: 545395-94-6
Molecular Formula: C21H23NO3
545395-94-6 - Names and Identifiers
545395-94-6 - Physico-chemical Properties
| Molecular Formula | C21H23NO3 |
| Molar Mass | 337.41 |
| Density | 1.175±0.06 g/cm3(Predicted) |
| Boling Point | 512.5±50.0 °C(Predicted) |
| Solubility | DMSO: 33 mg/mL (97.80 mM)( < 1 mg/ml refers to the product slightly soluble or insoluble) |
| Appearance | powder |
| Color | white to beige |
| pKa | 12.22±0.20(Predicted) |
| Storage Condition | 2-8°C |
| Use | AMG9810, a selective and competitive vanillin receptor 1 (TRPV1) antagonist, had IC50 values of 24.5 and 85.6 nM for human and rat TRPV1, respectively. |
| Target | hTRPV1; mTRPV1 |
| In vitro study | AMG9810 is a competitive antagonist of capsaicin activation (IC 50 value for human TRPV1, 24.5±15.7 nM; rat TRPV1, 85.6±39.4 nM) and blocks all known modes of TRPV1 activation, including protons (IC 50 value for rat TRPV1, 294±192 nM; human TRPV1, 92.7±72.8 nM), heat (IC 50 value for rat TRPV1, 21±17 nM; human TRPV1, 15.8±10.8 nM), and endogenous ligands, such as anandamide, N-arachidonyl dopamine, and oleoyldopamine. AMG9810 blocks capsaicin-evoked depolarization and calcitonin gene-related peptide release in cultures of rat dorsal root ganglion primary neurons. AMG9810 inhibits capsaicin-, proton-, heat-, and endogenous ligand-induced uptake of 45 Ca 2+ into TRPV1-expressing cells. |
| In vivo study | AMG9810 is effective at preventing capsaicin-induced eye wiping in a dose-dependent manner, and it reverses thermal and mechanical hyperalgesia in a model of inflammatory pain induced by intraplantar injection of complete Freund's adjuvant. At effective doses, AMG9810 does not show any significant effects on motor function. AMG9810 is the first cinnamide TRPV1 antagonist reported to block capsaicin-induced eye wiping behavior and reverse hyperalgesia in an animal model of inflammatory pain. AMG9810, promotes mouse skin tumor development. The topical application of AMG9810 results in a significant increase in the expression level of the epidermal growth factor receptor (EGFR) and its downstream Akt/mammalian target of rapamycin (mTOR)-signaling pathway. |
545395-94-6 - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 22 - Harmful if swallowed |
| WGK Germany | 3 |
545395-94-6 - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 2.964 ml | 14.819 ml | 29.638 ml |
| 5 mM | 0.593 ml | 2.964 ml | 5.928 ml |
| 10 mM | 0.296 ml | 1.482 ml | 2.964 ml |
| 5 mM | 0.059 ml | 0.296 ml | 0.593 ml |
Last Update：2024-01-02 23:10:35
545395-94-6 - Reference Information
| biological activity | AMG-9810 is an effective, competitive and selective antagonist of vanilloid receptor 1 (TRPV1), which can inhibit the activation of capsaicin capsaicin and has IC50 values of 24.5 nM and 85.6 nM for human TRPV1 and rat TRPV1 respectively. AMG-9810 can prevent TRPV1 activation of all known modes, including protons-,heat-and endogenous ligands, such as anandamide,N-arachidonyl dopamine and oleoyldopamine. AMG-9810 can significantly reduce the mRNA expression of TLR2 and TLR4. AMG-9810 can also promote the remission of skin tumor occurrence in mice through EGFR/Akt/mTOR signaling pathway. |
| target | TargetValue TLR2 () TLR4 () hTRPV1 (Cell-free assay) 24.5 nM rTRPV1 (Cell-free assay) 85.6 nM |
| Target | Value |
| TLR2 () | |
| TLR4 () | |
| hTRPV1 (Cell-free assay) | 24.5 nM |
| rTRPV1 (Cell-free assay) | 85.6 nM |
| in vitro study | AMG9810 is a competitive antagonist of capsaicin activation (IC 50 value for human TRPV1, 24.5±15.7 nM; Rat TRPV1, 85.6±39.4 nM) and blocks all unknown modes of TRPV1 activation, including protons (IC 50 value for rat TRPV1, 294±192 nM; Human TRPV1, 92.7±72.8 nM), heat (IC 50 value for rat TRPV1, 21±17 nM; Human TRPV1, 15.8±10.8 nM), and endogenous ligands, such as anandamide, N-arachidonyl dopamine, and oleoyldopamine. AMG9810 blocks capsaicin-evoked depolarization and calcitonin gene-related peptide release in cultures of rat dorsal root ganglion primary neurons. AMG9810 inhibits capsaicin-, proton-, heat-, and endogenous ligand-induced uptake of 45 Ca 2 into TRPV1-expressing cells. |
| in vivo study | AMG9810 is effective at preventing capsaicin-induced eye wiping in a dose-dependent manner, and it reverses thermal and mechanical hyperalgesia in a model of inflammatory pain induced by intraplantar injection of complete Freund's adjuvant. At effective dos, AMG9810 does not show any significant effects on motor function. AMG9810 is the first cinnamide TRPV1 antagonist reported to block capsaicin-induced eye wiping behavior and reverse hyperalgesia in an animal model of inflammatory pain. AMG9810, promotes mouse skin development. The topical application of AMG9810 results in a significant increase in the expression level of the epidermal growth factor receptor (EGFR) and its downstream Akt/mammalian target of rapamycin (mTOR)-signaling pathway. |
Last Update：2024-04-09 21:49:45
Supplier List
Spot supply
Product Name: (2E)-N-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)-3-[4-(1,1-DIMETHYLETHYL)PHENYL]-2-PROPENAMIDE Visit Supplier Webpage Request for quotationCAS: 545395-94-6
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
Spot supply
Product Name: (2E)-N-(2,3-DIHYDRO-1,4-BENZODIOXIN-6-YL)-3-[4-(1,1-DIMETHYLETHYL)PHENYL]-2-PROPENAMIDE Visit Supplier Webpage Request for quotationCAS: 545395-94-6
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
View History