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A0980

Sigma-Aldrich

AM281

≥98% (HPLC)

Synonim(y):

1-(2,4-Dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-4-morpholinyl-1H-pyrazole-3-carboxamide, AM 281

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About This Item

Wzór empiryczny (zapis Hilla):
C21H19Cl2IN4O2
Numer CAS:
202463-68-1
Masa cząsteczkowa:
557.21
Numer MDL:
MFCD01861180
Kod UNSPSC:
12352200
Identyfikator substancji w PubChem:
24724384
NACRES:
NA.77

Poziom jakości

100

Próba

≥98% (HPLC)

Postać

powder

warunki przechowywania

desiccated

kolor

white

rozpuszczalność

DMSO: >6 mg/mL
H2O: insoluble

temp. przechowywania

2-8°C

ciąg SMILES

Cc1c(nn(-c2ccc(Cl)cc2Cl)c1-c3ccc(I)cc3)C(=O)NN4CCOCC4

InChI

1S/C21H19Cl2IN4O2/c1-13-19(21(29)26-27-8-10-30-11-9-27)25-28(18-7-4-15(22)12-17(18)23)20(13)14-2-5-16(24)6-3-14/h2-7,12H,8-11H2,1H3,(H,26,29)

Klucz InChI

AJFFBPZYXRNAIC-UHFFFAOYSA-N

informacje o genach

rat ... Cnr1(25248)

Zastosowanie

AM281 has been used as a cannabinoid 1 receptor antagonist:
  • to study its effects on memory deficit following naloxone-precipitated morphine withdrawal in mice
  • to study the role of CB1 receptor system in modulating acetaldehyde-induced effects in rats during the extinction-, relapse-, and conflict-experiments
  • to study its effect on scopolamine-induced memory deficit using object recognition paradigm
  • to block synthetic cannabinoid (HU210)-induced analgesia in the ventrolateral orbital cortex (VLO) to evaluate the effect of CB1 receptors on the VLO modulation of pain

Działania biochem./fizjol.

AM281 is less lipophilic compared to its analog SR 141716A, a cannabinoid receptor antagonist. AM281 may prevent memory deficit post morphine withdrawal by inhibiting cannabinoid receptors in mice.
Potent and selective CB1 cannabinoid receptor antagonist/inverse agonist

Cechy i korzyści

This compound is featured on the Cannabinoid Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This page may contain text that has been machine translated.

Piktogramy

Skull and crossbones
GHS06

Hasło ostrzegawcze

Danger

Zwroty wskazujące rodzaj zagrożenia

H300,H315,H319,H335

Klasyfikacja zagrożeń

Acute Tox. 2 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organy docelowe

Respiratory system

Kod klasy składowania

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certyfikaty analizy (CoA)

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Arachidonylethanolamide ≥97.0% (TLC), oil

Sigma-Aldrich

A0580

Arachidonylethanolamide

2-Arachidonyl glycerol ~10 mg/mL, ≥98% (HPLC)

Sigma-Aldrich

A8973

2-Arachidonyl glycerol

A N Gifford et al.
Neuroscience letters, 238(1-2), 84-86 (1998-02-17)
The SPECT ligand AM 281, a less lipophilic analog of the cannabinoid receptor antagonist SR 141716A, robustly potentiated electrically-evoked release of acetylcholine from superfused hippocampal slices and prevented the inhibition of acetylcholine release by the cannabimimetic drug WIN 55212-2. These
Francisco Molina-Holgado et al.
Molecular and cellular neurosciences, 28(1), 189-194 (2004-12-21)
Cannabinoids (CBs) are neuroprotective in vivo and in vitro, but the mechanisms of their actions are unknown. The aim of this study was to elucidate the signaling pathways that mediate the protective effect of CBs on primary cultured neurons. The
Yuwei Wu et al.
Neuroscience letters, 736, 135286-135286 (2020-08-04)
The prefrontal ventrolateral orbital cortex (VLO) is involved in antinociception. It has been found that dopamine receptors, adrenoceptors, serotonin receptors and μ-opioid receptors are involved in this effect through direct/indirect activation of the VLO output neurons. However, the effect of
Golnaz Vaseghi et al.
Basic & clinical pharmacology & toxicology, 111(3), 161-165 (2012-03-21)
Morphine withdrawal leads to the activation of endocannabinoid system and cognitive deficits. The aim of this study was to evaluate the effects of AM281, a cannabinoid antagonist/inverse agonist, on memory deficit following naloxone-precipitated morphine withdrawal in mice. Male mice were
Aline Armiliato Emer et al.
Journal of ethnopharmacology, 210, 477-484 (2017-09-18)
Cedar is part of the phylum of conifers, and it's essential oil has been used for therapeutic purposes since ancient times. In our previous study, we have demonstrated that the inhalation of the Cedrus atlantica essential oil (CaEO) induces an
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