A CB2 receptor agonist and inverse agonist
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(R)-AM1241

Item No. 10491

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2-iodo-5-nitrophenyl)[1-[[(2R)-1-methyl-2-piperidinyl]methyl]-1H-indol-3-yl]methanone
CAS Number
444912-51-0
Synonyms
  • (+)-AM1241
Molecular Formula
C22H22IN3O3
Formula Weight
503.3
Purity
≥98%
Formulation (Request formulation change)
A 10 mg/ml solution in acetonitrile
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS(pH7.2) (1:2): 0.3 mg/mlDMSO: 10 mg/mlEthanol: 5 mg/ml
λmax
251, 310 nm
SMILES
O=C(C1=CC([N+]([O-])=O)=CC=C1I)C2=CN(C[C@H]3CCCCN3C)C4=CC=CC=C42
InChi Code
InChI=1S/C22H22IN3O3/c1-24-11-5-4-6-16(24)13-25-14-19(17-7-2-3-8-21(17)25)22(27)18-12-15(26(28)29)9-10-20(18)23/h2-3,7-10,12,14,16H,4-6,11,13H2,1H3/t16-/m1/s1
InChi Key
ZUHIXXCLLBMBDW-MRXNPFEDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $70

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    5 mg

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    10 mg

    $535

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    25 mg

    $1,169

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    Product Description

    (R)-AM1241 binds to cannabinoid (CB) receptors and has greater than 100-fold selectivity for the CB2 over the CB1 receptor (Kis = 15 and 5,000 nM, respectively, in a membrane assay using human receptors).1 (R)-AM1241 acts as an agonist at human CB2 receptors (EC50 = 118 nM) but an inverse agonist at rat and mouse CB2 receptors (EC50s = 315 and 341 nM, respectively). Similar to the racemate AM1241 (Item No. 10010118), (R)-AM1241 produces antinociception to thermal, but not mechanical, pain in rats.2 The pain-reducing effect of (R)-AM1241 is blocked by the CB2-specific inhibitor SR 144528 (Item No. 9000491) but not by either the CB1-selective inhibitor rimonabant (Item No. 9000484) or the opioid receptor blocker naloxone (Item No. 15594 | ISO60191).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bingham, B., Jones, P.G., Uveges, A.J., et al. Species-specific in vitro pharmacological effects of the cannabinoid receptor 2 (CB2) selective ligand AM1241 and its resolved enantiomers. Br. J. Pharmacol. 151(7), 1061-1070 (2007).

    2. Rahn, E.J., Zvonok, A.M., Makriyannis, A., et al. Antinociceptive effects of racemic AM1241 and its chirally synthesized enantiomers: Lack of dependence upon opioid receptor activation. AAPS J. 12(2), 147-157 (2010).

    Product Citations

    Soethoudt, M., Grether, U., Fingerle, J., et al. Cannabinoid CB2 receptor ligand profiling reveals biased signalling and off-target activity. Nat. Commun. 8, 13958 (2017).