A CB1 receptor antagonist and CB2 receptor agonist
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URB447

Item No. 13261

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[4-amino-1-[(4-chlorophenyl)methyl]-2-methyl-5-phenyl-1H-pyrrol-3-yl]phenyl-methanone
CAS Number
1132922-57-6
Molecular Formula
C25H21ClN2O
Formula Weight
400.9
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/ml
λmax
287 nm
SMILES
ClC1=CC=C(CN2C(C)=C(C(C3=CC=CC=C3)=O)C(N)=C2C4=CC=CC=C4)C=C1
InChi Code
InChI=1S/C25H21ClN2O/c1-17-22(25(29)20-10-6-3-7-11-20)23(27)24(19-8-4-2-5-9-19)28(17)16-18-12-14-21(26)15-13-18/h2-15H,16,27H2,1H3
InChi Key
KGXYGMKEFDUWNB-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $91

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    10 mg

    $169

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    25 mg

    $399

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    50 mg

    $707

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    Cayman Chemical
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    Product Description

    URB447 is a cannabinoid 1 (CB1) receptor antagonist and CB2 receptor agonist.1 It inhibits the binding of the CB receptor agonist [3H]-WIN 55,212-2 to CHO-K1 cells expressing the human CB2 receptor or rat cerebellar membranes (IC50s = 41 and 313 nM, respectively). URB447 (20 mg/kg) reduces food intake and weight gain in ob/ob mice and reverses (R)-methanandamide-induced analgesia in mice. It decreases infarct volume and demyelination in a neonate rat model of hypoxia-ischemia-induced brain injury when administered at a dose of 1 mg/kg.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. LoVerme, J., Duranti, A., Tontini, A., et al. Synthesis and characterization of a peripherally restricted CB1 cannabinoid antagonist, URB447, that reduces feeding and body-weight gain in mice. Bioorg. Med. Chem. Lett. 19(3), 639-643 (2009).

    2. Carloni, S., Crinelli, R., Palma, L., et al. The synthetic cannabinoid URB447 reduces brain injury and the associated white matter demyelination after hypoxia-ischemia in neonatal rats. ACS Chem. Neurosci. 11(9), 1291-1299 (2020).