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URB447 Exclusive

Cayman Chemical Item Number 13261

(CAS 1132922-57-6)

URB447 (CAS 1132922-57-6)

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Description

URB447 is a mixed central cannabinoid (CB1) receptor antagonist/peripheral cannabinoid (CB2) receptor agonist with IC50 values of 313 and 41 nM, respectively.1 At 20 mg/kg delivered intraperitoneally to ob/ob mice and Swiss mice, URB447 reduces food intake and body-weight gain with an efficacy comparable to rimonabant,1 which is an inverse agonist for the CB1. Marketed as an anti-obesity drug and appetite suppressant, rimonabant was subsequently suspended from distribution due to serious psychiatric side effects attributed to its indiscriminate activity on CB1 receptors in the central nervous system (CNS).2 Unlike rimonabant, URB447 does not penetrate the blood-brain barrier (to antagonize CB1 receptors in the CNS); instead, it appears to selectively block peripheral CB1 receptors such as those located in the gastrointestinal tract.1

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 19 639-643 (2009).

2 Foloppe, N., Allen, N.H., Bentley, C.H., et al. Discovery of a novel class of selective human CB1 inverse agonists. Bioorg Med Chem Lett 18 1199-1206 (2008).

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
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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ClC1=CC=C(CN2C(C)​=C(C(C3=CC=CC=C3)​=O)​C(N)​=C2C4=CC=CC=C4)​C=C1

Background Reading

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 19 639-643 (2009).

Foloppe, N., Allen, N.H., Bentley, C.H., et al. Discovery of a novel class of selective human CB1 inverse agonists. Bioorg Med Chem Lett 18 1199-1206 (2008).

URB447 is available in the following screening library:

Size Price Quantity Subtotal
5 mg $66.00 $0.00
10 mg $125.00 $0.00
25 mg $297.00 $0.00
50 mg $528.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

Please contact our Sales Department for a quote or to purchase.

Pricing updated 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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