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Key Documents

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SML1804

Sigma-Aldrich

AM4113

≥98% (HPLC)

Sinónimos:

5-(4-Chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide

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About This Item

Fórmula empírica (notación de Hill):
C17H12Cl3N3O
Número de CAS:
614726-85-1
Peso molecular:
380.66
UNSPSC Code:
12352200
PubChem Substance ID:
329826077
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to brown

solubility

DMSO: 2 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

ClC1=CC(Cl)=C(N2C(C3=CC=C(Cl)C=C3)=C(C)C(C(N)=O)=N2)C=C1

Biochem/physiol Actions

AM4113 is a Cannabinoid CB-1 neutral antagonist. AM4113 reduced reward and reinstatement of drug-seeking behavior, reducing cue-induced reinstatement in monkeys trained to self-administer cocaine.
AM4113 is a pyrazole-3-carboxamide analog of rimonabant (SR141716A). In rats, it suppresses food-motivated behaviors and food intake, thereby reducing weight gain without inducing nausea. AM4113 has poor oral bioavailability. Therefore, it may not act as an effective appetite suppressant in humans.

hcodes

H413

Hazard Classifications

Aquatic Chronic 4

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Sherrica Tai et al.
Psychopharmacology, 232(15), 2751-2761 (2015-03-17)
Previous reports shows rimonabant's inverse properties may be a limiting factor for treating cannabinoid dependence. To overcome this limitation, neutral antagonists were developed, to address mechanisms by which an inverse agonist and neutral antagonist elicit withdrawal. The objective of this
K S Sink et al.
Pharmacology, biochemistry, and behavior, 91(3), 303-306 (2008-08-16)
Drugs that interfere with cannabinoid CB1 transmission suppress food-motivated behaviors, and may be clinically useful as appetite suppressants. Several CB1 receptor inverse agonists, such as rimonabant and AM251, as well as the CB1 receptor neutral antagonist, AM4113, have been assessed
T U C Järbe et al.
Pharmacology, biochemistry, and behavior, 91(1), 84-90 (2008-07-22)
We examined open-field effects in rats of the cannabinoid 1 receptor (CB1R) agonist WIN55,212-2 (WIN; 3 mg/kg) and its interaction with the CB1R putative neutral antagonist AM4113 (0.3 to 3 mg/kg). Separate studies examined AM4113 alone (0.3 to 5.6 mg/kg).
Brian D Kangas et al.
The Journal of pharmacology and experimental therapeutics, 344(3), 561-567 (2013-01-05)
Cannabinoid receptor 1 (CB(1)) inverse agonists (e.g., rimonabant) have been reported to produce adverse effects including nausea, emesis, and anhedonia that limit their clinical applications. Recent laboratory studies suggest that the effects of CB(1) neutral antagonists differ from those of
Charles W Schindler et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 41(9), 2283-2293 (2016-02-19)
Nicotine, the main psychoactive component of tobacco, and (-)-Δ(9)-tetrahydrocannabinol (THC), the main psychoactive ingredient in cannabis, play major roles in tobacco and marijuana dependence as reinforcers of drug-seeking and drug-taking behavior. Drugs that act as inverse agonists of cannabinoid CB1

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