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SML1899

Sigma-Aldrich

SR144528

≥98% (HPLC)

Sinonimo/i:

5-(4-Chloro-3-methylphenyl)-1-[(4-methylphenyl)methyl]-N-[(1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]hept-2-yl]-1H-pyrazole-3-carboxamide, SR-144528

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About This Item

Formula empirica (notazione di Hill):
C29H34ClN3O
Numero CAS:
192703-06-3
Peso molecolare:
476.05
Numero MDL:
MFCD05662316
Codice UNSPSC:
12352200
NACRES:
NA.77

Livello qualitativo

100

Saggio

≥98% (HPLC)

Stato

powder

Colore

white to beige

Solubilità

DMSO: 10 mg/mL, clear

Temperatura di conservazione

−20°C

Stringa SMILE

C[C@]12[C@H](NC(C3=NN(CC4=CC=C(C)C=C4)C(C5=CC=C(Cl)C(C)=C5)=C3)=O)C(C)(C)[C@@H](C2)CC1

InChI

1S/C29H34ClN3O/c1-18-6-8-20(9-7-18)17-33-25(21-10-11-23(30)19(2)14-21)15-24(32-33)26(34)31-27-28(3,4)22-12-13-29(27,5)16-22/h6-11,14-15,22,27H,12-13,16-17H2,1-5H3,(H,31,34)/t22-,27-,29+/m1/s1
SUGVYNSRNKFXQM-XRHWURSXSA-N

Applicazioni

SR144528 has been used as a cannabinoid CB2 receptor antagonist:
  • to study its blocking effect on the anti-dyskinetic functionality of HU-308
  • to study its effects on spontaneous excitatory postsynaptic currents (sEPSCs) from the globus pallidus neurons
  • to analyze its effect on the gastric emptying in rats

Azioni biochim/fisiol

SR144528 is a potent and highly selective cannabinoid CB2 receptor inverse agonist.
SR144528 is a potent and highly selective cannabinoid CB2 receptor inverse agonist. SR144528 exhibited a Ki of 0.6 nM at CB2 compared to 400 nM at the related CB1 receptor.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

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Certificati d'analisi (COA)

Lot/Batch Number
027M4728V

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Lipopolisaccaridi purified by phenol extraction

Sigma-Aldrich

L2880

Lipopolisaccaridi

Qiang Tan et al.
Brain research, 1654(Pt A), 24-33 (2016-10-23)
Fibrosis in ventricular system has a role in hydrocephalus following intraventricular hemorrhage (IVH). The cannabinoid receptor 2 (CB2) has been reported to participate in alleviating the fibrosis process of many diseases. However, its role in fibrosis after IVH was unclear
M Rinaldi-Carmona et al.
The Journal of pharmacology and experimental therapeutics, 284(2), 644-650 (1998-03-07)
Based on both binding and functional data, this study introduces SR 144528 as the first, highly potent, selective and orally active antagonist for the CB2 receptor. This compound which displays subnanomolar affinity (Ki = 0.6 nM) for both the rat
I Freiman et al.
Neuroscience, 133(1), 305-313 (2005-05-17)
The globus pallidus receives its major glutamatergic input from the subthalamic nucleus and subthalamic nucleus neurons synthesize CB1 cannabinoid receptors. The hypothesis of the present work was that CB1 receptors are localized in terminals of subthalamo-pallidal glutamatergic axons and that
Peggy Rentsch et al.
Neurobiology of disease, 134, 104646-104646 (2019-11-02)
L-dopa induced dyskinesia (LID) is a debilitating side-effect of the primary treatment used in Parkinson's disease (PD), l-dopa. Here we investigate the effect of HU-308, a cannabinoid CB2 receptor agonist, on LIDs. Utilizing a mouse model of PD and LIDs
Ming-Hua Li et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 37(3), 626-636 (2017-01-20)
The rostral ventromedial medulla (RVM) is a relay in the descending pain modulatory system and an important site of endocannabinoid modulation of pain. Endocannabinoids inhibit GABA release in the RVM, but it is not known whether this effect persists in

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