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G8173

Sigma-Aldrich

GW833972A

≥98% (HPLC), powder

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C18H13ClF3N5O · HCl
Numéro CAS:
1092502-33-4
Poids moléculaire :
444.24
Numéro MDL:
MFCD18452844
Code UNSPSC :
12352200
ID de substance PubChem :
329799976
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Essai

≥98% (HPLC)

Forme

powder

Contrôle du médicament

regulated under CDSA - not available from Sigma-Aldrich Canada

Conditions de stockage

desiccated

Couleur

off-white to light brown

Solubilité

DMSO: ≥20 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

UBHSVFAUAKIVKL-UHFFFAOYSA-N

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.

Actions biochimiques/physiologiques

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.
The compound was used to determine the role of CB2 in airway sensory nerve function.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H301,H315,H319,H335,H413

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
100M4622V
110M4622

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Consulter la Bibliothèque de documents

Mark R Rigby et al.
The lancet. Diabetes & endocrinology, 1(4), 284-294 (2014-03-14)
Type 1 diabetes results from autoimmune targeting of the pancreatic β cells, likely mediated by effector memory T (Tem) cells. CD2, a T cell surface protein highly expressed on Tem cells, is targeted by the fusion protein alefacept, depleting Tem
Xinhua Zhou et al.
Chinese medical journal, 127(6), 1062-1066 (2014-03-14)
Primary total knee arthroplasty (TKA) in severe valgus knees may prove challenging, and choice of implant depends on the severity of the valgus deformity and the extent of soft-tissue release. The purpose of this study was to review 8 to
Thomas Haberl et al.
European journal of cardio-thoracic surgery : official journal of the European Association for Cardio-thoracic Surgery, 46(6), 991-996 (2014-03-14)
Avoiding full sternotomy and cardiopulmonary bypass (CPB) could significantly reduce the invasiveness of left ventricular assist device (LVAD) implantation. Therefore, we developed minimally invasive implant strategies for the Heartware® VAD (HVAD) and the Thoratec® HeartMate II (HMII) covering isolated LVAD
Niko S Radulović et al.
Molecular diversity, 18(3), 497-510 (2014-03-14)
A library of 16 2-substituted methyl acetoacetates containing ferrocenyl or phenyl units was designed to disclose differences in the antimicrobial activity of ferrocene-containing compounds and their phenyl analogs. Two methyl acetoacetates, whose structures do not contain an aromatic nucleus, were
Andy Galbraith et al.
International journal of sports physiology and performance, 9(6), 931-935 (2014-03-14)
To compare critical speed (CS) measured from a single-visit field test of the distance-time relationship with the "traditional" treadmill time-to-exhaustion multivisit protocol. Ten male distance runners completed treadmill and field tests to calculate CS and the maximum distance performed above
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