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Merck
CN

SML1899

SR144528

≥98% (HPLC), CB2 receptor inverse agonist, powder

Synonym(s):

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

Empirical Formula (Hill Notation):
C29H34ClN3O
CAS Number:
Molecular Weight:
476.05
NACRES:
NA.77
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
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Product Name

SR144528, ≥98% (HPLC)

Quality Segment

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

−20°C

SMILES string

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

InChI key

SUGVYNSRNKFXQM-XRHWURSXSA-N

Application

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

Biochem/physiol Actions

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.


Storage Class

11 - Combustible Solids

wgk

WGK 3



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