CAS 545395-94-6|AMG 9810

Introduction：Basic information about CAS 545395-94-6|AMG 9810, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. AMG 9810 BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Articles2
6. Synonyms

Common Name	AMG 9810
CAS Number	545395-94-6	Molecular Weight	337.412
Density	1.2±0.1 g/cm3	Boiling Point	512.5±50.0 °C at 760 mmHg
Molecular Formula	C₂₁H₂₃NO₃	Melting Point	/
MSDS	ChineseUSA	Flash Point	263.8±30.1 °C
Symbol	GHS07	Signal Word	Warning

Names

Name	AMG 9810
Synonym	More Synonyms

AMG 9810 BiologicalActivity

Description	AMG9810 is a selective and competitive vanilloid receptor 1 (TRPV1) antagonist with IC50 values of 24.5 and 85.6 nM for human and rat TRPV1, repectively.
Related Catalog	Signaling Pathways >>Membrane Transporter/Ion Channel >>TRP ChannelResearch Areas >>Neurological Disease
Target	IC50: 24.5 nM (human TRPV1), 85.6 nM (rat TRPV1)[1]
In Vitro	AMG9810 is a competitive antagonist of capsaicin activation (IC50 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 (IC50 value for rat TRPV1, 294±192 nM; human TRPV1, 92.7±72.8 nM), heat (IC50 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 45Ca2+ into TRPV1-expressing cells[1].
In Vivo	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[1]. 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[2].
Kinase Assay	Cultured adult rat dorsal root ganglia neurons in 96-well plates are washed twice with release buffer to initiate the assay. CGRP release is induced by incubation of neurons with capsaicin for 10 min at room temperature. The cultures are preincubated with increasing concentrations of capsazepine or AMG9810 for 15 min, followed by 300 nM capsaicin activation for 10 min at room temperature. The extracellular medium is collected and the CGRP content is determined using a commercially kit[1].
Cell Assay	To assess cyotoxicity of AMG9810, N/TERT1 cells are treated with different concentrations of AMG9810 (0.25, 0.5, 1, 5 μM) and cultured for various periods of time (24, 48, 72 h). The CellTiter 96 AQueous One Solution is added to each well and then cells are kept in a 37°C, 5% CO2 incubator for 1 h. Absorbance is then measured at 492 and 690 nm with a plate reader[2].
Animal Admin	Rats: AMG9810 is dissolved in DMSO. Rats are acclimated for 30 to 45 min in a 30×30×30-cm Plexiglas chambers before the intraperitoneal injection of either vehicle (DMSO) or AMG 9810. Injections are made over a 5-s period in the lower right ventral quadrant of the abdomen either 15, 30, or 60 min before intraocular application of capsaicin. Intraocular application of capsaicin (3 μg/20 μL in 10% ethanol/PBS) or vehicle (20 μL in 10% ethanol/PBS) is done with a pipette, and the number of front paw eye wipes is counted over a 5-min period in 1-min intervals [1].
References	[1]. Gavva NR, et al. AMG9810 [(E)-3-(4-t-butylphenyl)-N-(2,3-dihydrobenzo[b][1,4] dioxin-6-yl)acrylamide], a novel vanilloid receptor 1 (TRPV1) antagonist with antihyperalgesic properties. J Pharmacol Exp Ther. 2005 Apr;313(1):474-84. [2]. Li S, et al. TRPV1-antagonist AMG9810 promotes mouse skin tumorigenesis through EGFR/Akt signaling. Carcinogenesis. 2011 May;32(5):779-85.

Chemical & Physical Properties

Density	1.2±0.1 g/cm3
Boiling Point	512.5±50.0 °C at 760 mmHg
Molecular Formula	C₂₁H₂₃NO₃
Molecular Weight	337.412
Flash Point	263.8±30.1 °C
Exact Mass	337.167786
PSA	47.56000
LogP	5.47
Vapour Pressure	0.0±1.3 mmHg at 25°C
Index of Refraction	1.618
InChIKey	GZTFUVZVLYUPRG-IZZDOVSWSA-N
SMILES	CC(C)(C)c1ccc(C=CC(=O)Nc2ccc3c(c2)OCCO3)cc1
Storage condition	2-8℃

Safety Information

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H302-H319-H413
Precautionary Statements	P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes	Xn
Risk Phrases	22
RIDADR	NONH for all modes of transport

Articles2

Spinal NKCC1 blockade inhibits TRPV1-dependent referred allodynia.

Mol. Pain 3 , 17, (2007)

The Na+, K+, 2Cl- type I cotransporter (NKCC1) and TRPV1 receptors, at the level of the dorsal horn, have been implicated in mediating allodynia in response to an inflammatory insult. The NKCC1 cotran...

Endocannabinoid System and TRPV1 Receptors in the Dorsal Hippocampus of the Rats Modulate Anxiety-like Behaviors.

Iran. J. Basic Med. Sci. 15 , 795-802, (2013)

Fatty acid is amide hydrolase which reduce endogenous anandamide. Transient receptor potential vanilloid-1 (TRPV1) channels have been reported to have a role in the modulation of anxiety-like behavior...

Synonyms

(2E)-N-(2,3-Dihydro-1,4-benzodioxin-6-yl)-3-[4-(2-methyl-2-propanyl)phenyl]acrylamide

(2E)-3-(4-tert-butylphenyl)-N-(2,3-dihydro-1,4-benzodioxin-6-yl)prop-2-enamide

2-Propenamide, N-(2,3-dihydro-1,4-benzodioxin-6-yl)-3-[4-(1,1-dimethylethyl)phenyl]-, (2E)-

(2E)-3-(4-tert-Butylphenyl)-N-(2,3-dihydro-1,4-benzodioxin-6-yl)acrylamide

amg 9810

AMG9810

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