MedKoo Cat#: 573768 | Name: (R)-AM1241
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

(R)-AM1241 acts as an agonist at human CB2 receptors but an inverse agonist at rat and mouse CB2 receptors. Similar to the racemate AM1241, (R)-AM1241 produces antinociception to thermal pain but not mechanical pain in rats. The pain-reducing effect of (R)-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.

Chemical Structure

(R)-AM1241
(R)-AM1241
CAS#444912-51-0

Theoretical Analysis

MedKoo Cat#: 573768

Name: (R)-AM1241

CAS#: 444912-51-0

Chemical Formula: C22H22IN3O3

Exact Mass: 503.0706

Molecular Weight: 503.34

Elemental Analysis: C, 52.50; H, 4.41; I, 25.21; N, 8.35; O, 9.54

Price and Availability

Size Price Availability Quantity
1mg USD 250.00
5mg USD 525.00
10mg USD 900.00
25mg USD 1,650.00
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Synonym
AM-1241, (R)-; (R)-AM1241; (R)-AM-1241
IUPAC/Chemical Name
Methanone, (2-iodo-5-nitrophenyl)(1-(((2R)-1-methyl-2-piperidinyl)methyl)-1H-indol-3-yl)-
InChi Key
ZUHIXXCLLBMBDW-MRXNPFEDSA-N
InChi Code
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
SMILES Code
CN1CCCC[C@@H]1Cn2cc(c3c2cccc3)C(=O)c4cc(ccc4I)[N+](=O)[O-]
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 503.34 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Yu SJ, Reiner D, Shen H, Wu KJ, Liu QR, Wang Y. Time-Dependent Protection of CB2 Receptor Agonist in Stroke. PLoS One. 2015 Jul 17;10(7):e0132487. doi: 10.1371/journal.pone.0132487. eCollection 2015. PubMed PMID: 26186541; PubMed Central PMCID: PMC4505877. 2: Bujalska-Zadrożny M, de Cordé A, Pawlik K. Influence of nitric oxide synthase or cyclooxygenase inhibitors on cannabinoids activity in streptozotocin-induced neuropathy. Pharmacol Rep. 2015 Apr;67(2):209-16. doi: 10.1016/j.pharep.2014.08.023. Epub 2014 Sep 16. PubMed PMID: 25712641. 3: Ma L, Jia J, Liu X, Bai F, Wang Q, Xiong L. Activation of murine microglial N9 cells is attenuated through cannabinoid receptor CB2 signaling. Biochem Biophys Res Commun. 2015 Feb 27;458(1):92-7. doi: 10.1016/j.bbrc.2015.01.073. Epub 2015 Jan 27. PubMed PMID: 25637536. 4: Bingham B, Jones PG, Uveges AJ, Kotnis S, Lu P, Smith VA, Sun SC, Resnick L, Chlenov M, He Y, Strassle BW, Cummons TA, Piesla MJ, Harrison JE, Whiteside GT, Kennedy JD. Species-specific in vitro pharmacological effects of the cannabinoid receptor 2 (CB2) selective ligand AM1241 and its resolved enantiomers. Br J Pharmacol. 2007 Aug;151(7):1061-70. doi: 10.1038/sj.bjp.0707303. Epub 2007 Jun 4. Erratum in: Br J Pharmacol. 2007 Aug;151(7):1137. PMID: 17549048; PMCID: PMC2042933. 5: Rahn EJ, Zvonok AM, Thakur GA, Khanolkar AD, Makriyannis A, Hohmann AG. Selective activation of cannabinoid CB2 receptors suppresses neuropathic nociception induced by treatment with the chemotherapeutic agent paclitaxel in rats. J Pharmacol Exp Ther. 2008 Nov;327(2):584-91. doi: 10.1124/jpet.108.141994. Epub 2008 Jul 29. PMID: 18664590; PMCID: PMC2682949. 6: Rahn EJ, Zvonok AM, Makriyannis A, Hohmann AG. Antinociceptive effects of racemic AM1241 and its chirally synthesized enantiomers: lack of dependence upon opioid receptor activation. AAPS J. 2010 Jun;12(2):147-57. doi: 10.1208/s12248-009-9170-8. Epub 2010 Feb 2. PMID: 20127295; PMCID: PMC2844508.