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4-Quinolone-3-Carboxamide CB2 Ligand

Item No. 11093

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,4-dihydro-8-methoxy-4-oxo-1-pentyl-N-tricyclo[3.3.1.13,7]dec-1-yl-3-quinolinecarboxamide
CAS Number
1314230-69-7
Synonyms
  • 4Q3C CB2 Ligand
Molecular Formula
C26H34N2O3
Formula Weight
422.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 3 mg/mlDMSO: 3 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:4): 0.2 mg/ml
λmax
230, 323 nm
SMILES
O=C(C1=CN(CCCCC)C2=C(C=CC=C2OC)C1=O)N[C@@]34CC5C[C@H](C4)C[C@H](C3)C5
InChi Code
InChI=1S/C26H34N2O3/c1-3-4-5-9-28-16-21(24(29)20-7-6-8-22(31-2)23(20)28)25(30)27-26-13-17-10-18(14-26)12-19(11-17)15-26/h6-8,16-19H,3-5,9-15H2,1-2H3,(H,27,30)/t17-,18+,19?,26?
InChi Key
YGNQQLUXHGNAEG-SJCABOPASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cannabinoid Resource Center
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    Product Description

    Cannabinoids (CBs) and their synthetic analogs produce biochemical and pharmacological effects by interacting with the central CB1 and peripheral CB2 receptors. The CB2 receptor has emerged as a pharmacotherapeutic target for treating osteoporosis, as well as for eliciting antinociceptive effects in various models of pain. 4-Quinolone-3-carboxamide CB2 ligand is a selective, high-affinity ligand of the CB2 receptor, displaying a Ki value of 0.6 nM (Ki >10,000 nM for CB1) in vitro. At a dose of 6 mg/kg, 4-quinolone-3-carboxamide CB2 ligand exhibits antinociceptive activity in a formalin test of nocifensive response in mice. This analgesic affect is not significantly reversed by the CB2 antagonist AM630 (Item No. 10006974), which suggests 4-quinolone-3-carboxamide CB2 ligand may behave as an inverse agonist.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Pasquini, S., De Rosa, M., Pedani, V., et al. Investigations on the 4-quinolone-3-carboxylic acid motif. 4. Identification of new potent and selective ligands for the cannabinoid type 2 receptor with diverse substitution patterns and antihyperalgesic effects in mice. J. Med. Chem. 54(15), 5444-5453 (2011).