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(S)-AM1241 Exclusive

Cayman Chemical Item Number 10490

(−)-AM1241 (CAS 444912-53-2)

(S)-AM1241 (CAS 444912-53-2)

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Description

(S)-AM1241 binds the peripheral cannabinoid (CB2) receptor from human, rat, and mouse with Ki values of 658, 893, and 577 nM, respectively). It exhibits weak binding for central cannabinoid receptor (CB1) with a Ki value exceeding 10 μM.1 (S)-1241 is an agonist for CB2 for all three species, but shows greater activity at human CB2 (EC50 = 131 nM) than for either rat or mouse CB2 (EC50 = 785, 2000 nM, respectively).1 Like the racemate AM1241 (Item No. 10010118), (S)-AM1241 produces antinociception in rats to thermal, but not mechanical, pain.2 The pain-reducing effect of (S)-AM1241 is blocked by the CB2-specific inhibitor SR 144528, but not by either the CB1-selective inhibitor rimonabant or the opioid receptor blocker naloxone.2

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 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).

Synonyms
  • (-)-AM1241
Formal Name (2-​iodo-​5-​nitrophenyl)[1-​[[(2S)-​1-​methyl-​2-​piperidinyl]methyl]-​1H-​indol-​3-​yl]-​methanone
CAS Number 444912-53-2
Molecular Formula C22H22IN3O3
Formula Weight 503.3
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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O=C(C1=CC([N+]​([O-]​)​=O)​=CC=C1I)​C2=CN(C[C@@H]​3CCCCN3C)​C4=CC=CC=C42

Background Reading

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 1061-1070 (2007).

Rahn, E.J., Zvonok, A.M., Thakur, G.A., et al. Selective activation of cannabinoid CB2 receptors suppresses neuropathic nociception induced by treatment with the chemotherapeutic agent paclitaxel in rats. J Pharmacol Exp Ther 327(2) 584-591 (2008).

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).

Size Price Quantity Subtotal
1 mg $50.00 $0.00
5 mg $225.00 $0.00
10 mg $400.00 $0.00
25 mg $875.00 $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.

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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