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A2731

Sigma-Aldrich

AMG 9810

≥98% (HPLC), powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C21H23NO3
CAS Number:
545395-94-6
Molecular Weight:
337.41
MDL number:
MFCD00955103
UNSPSC Code:
12352203
PubChem Substance ID:
329770793
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: >5 mg/mL

originator

Amgen

storage temp.

2-8°C

SMILES string

CC(C)(C)c1ccc(\C=C\C(=O)Nc2ccc3OCCOc3c2)cc1

InChI

1S/C21H23NO3/c1-21(2,3)16-7-4-15(5-8-16)6-11-20(23)22-17-9-10-18-19(14-17)25-13-12-24-18/h4-11,14H,12-13H2,1-3H3,(H,22,23)/b11-6+

InChI key

GZTFUVZVLYUPRG-IZZDOVSWSA-N

Biochem/physiol Actions

AMG 9810 is the cinnamide TRPV1 (vanilloid receptor 1) antagonist, that can prevent eye wiping behavior, stimulated by capsaicin and can inverse hyperalgesia in an animal model of inflammatory pain. It possesses antihyperalgesic properties.
AMG 9810 is a potent, non-vanilloid, antagonist of the TRPV1 receptor. IC50 = 17 nM.

Features and Benefits

This compound was developed by Amgen. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H413

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 4

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mark H Pitcher et al.
Molecular pain, 3, 17-17 (2007-07-03)
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 cotransporter regulates intracellular [Cl-] and thus the magnitude
Michele Hummel et al.
World journal of gastroenterology, 23(33), 6065-6076 (2017-10-04)
To evaluate whether non-steroidal anti-inflammatory drugs (NSAIDs)-induced gastropathy is a clinically predictive model of referred visceral hypersensitivity. Gastric ulcer pain was induced by the oral administration of indomethacin to male, CD1 mice ( Results showed that two opioids and a
Elham Hakimizadeh et al.
Iranian journal of basic medical sciences, 15(3), 795-802 (2013-03-16)
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 behaviors in rodents. In the present study, the effects of either endocannabinoid system
Éva Borbély et al.
Frontiers in pharmacology, 11, 594479-594479 (2021-02-02)
The tachykinin hemokinin-1 (HK-1) is involved in immune cell development and inflammation, but little is known about its function in pain. It acts through the NK1 tachykinin receptor, but several effects are mediated by a yet unidentified target. Therefore, we
AMG 9810 [(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
Gavva N R, et al.
Journal of Pharmacology and Experimental Therapeutics, 313(1), 474-484 (2005)
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