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Merck
CN

G8173

GW833972A

≥98% (HPLC), powder

Synonym(s):

2-[(3-chlorophenyl)amino]-N-(4-pyridinylmethyl)-4-(trifluoromethyl)-5-Pyrimidinecarboxamide hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C18H13ClF3N5O · HCl
CAS Number:
1092502-33-4
Molecular Weight:
444.24
NACRES:
NA.77
PubChem Substance ID:
329799976
UNSPSC Code:
12352200
MDL number:
MFCD18452844

Key Documents

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InChI key

UBHSVFAUAKIVKL-UHFFFAOYSA-N

SMILES string

Cl.FC(F)(F)c1nc(Nc2cccc(Cl)c2)ncc1C(=O)NCc3ccncc3

InChI

1S/C18H13ClF3N5O.ClH/c19-12-2-1-3-13(8-12)26-17-25-10-14(15(27-17)18(20,21)22)16(28)24-9-11-4-6-23-7-5-11;/h1-8,10H,9H2,(H,24,28)(H,25,26,27);1H

assay

≥98% (HPLC)

form

powder

drug control

regulated under CDSA - not available from Sigma-Aldrich Canada

storage condition

desiccated

color

off-white to light brown

solubility

DMSO: ≥20 mg/mL

storage temp.

2-8°C

Quality Level

100

Related Categories

Application

GW833972A, a selective CB2 cannabinoid receptor agonist, may be used separately or in comparison to other cannabinoid receptor agonist and antagonists to differentiate and characterize the CB2 cannabinoid receptor. GW833972A may be used to help verify that an observed physiological response is cannabinoid receptor CB2-dependent.

Biochem/physiol Actions

GW833972A is a CB2 cannabinoid receptor agonist with 1000-fold selectivity relative to CB1.
GW833972A is a CB2 cannabinoid receptor agonist with 1000-fold selectivity relative to CB1. It is, however, 15-fold less potent than HU210 for CB2 (Ki 7.8 vs. 0.52 nM). The antitumor compound oxaliplatin induces marked hypersensitivity to cold, heat, and chemical pain stimuli (to the point where oxaliplatin therapy has to be discontinued). The hyperalgesia effect is almost completely blocked by pretreatment with GW833972A.
GW833972A is a CB2 receptor agonist with 1000-fold selectivity relative to CB1.
The compound was used to determine the role of CB2 in airway sensory nerve function.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 4 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
100M4622V
110M4622

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Chen Stein-Zamir et al.
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Hypoparathyroidism results in impaired mineral homoeostasis, including hypocalcaemia and hyperphosphataemia. Treatment with high-dose oral calcium and active vitamin D does not provide adequate or consistent control of biochemical indices and can lead to serious long-term complications. We aimed to test
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To determine the magnitude of potentially causal relationships among vascular risk factors (VRFs), large-artery atheromatous disease (LAD), and cerebral white matter hyperintensities (WMH) in 2 prospective cohorts. We assessed VRFs (history and measured variables), LAD (in carotid, coronary, and leg
Vittorio Demicheli et al.
The Cochrane database of systematic reviews, 3(3), CD001269-CD001269 (2014-03-14)
Different types of influenza vaccines are currently produced worldwide. Vaccination of pregnant women is recommended internationally, while healthy adults are targeted in North America. To identify, retrieve and assess all studies evaluating the effects (efficacy, effectiveness and harm) of vaccines
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