An inverse agonist at CB2 and partial agonist at CB1 receptors
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AM630

Item No. 10006974

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
[6-iodo-2-methyl-1-[2-(4-morpholinyl)ethyl]-1H-indol-3-yl](4-methoxyphenyl)-methanone
CAS Number
164178-33-0
Synonyms
  • 6-Iodopravodoline
Molecular Formula
C23H25IN2O3
Formula Weight
504.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMF:PBS (pH 7.2) 1:4: 0.2 mg/mlDMSO: 3 mg/ml
λmax
229, 283 nm
SMILES
COc1ccc(cc1)C(=O)c1c(C)n(CCN2CCOCC2)c2cc(I)ccc12
InChi Code
InChI=1S/C23H25IN2O3/c1-16-22(23(27)17-3-6-19(28-2)7-4-17)20-8-5-18(24)15-21(20)26(16)10-9-25-11-13-29-14-12-25/h3-8,15H,9-14H2,1-2H3
InChi Key
JHOTYHDSLIUKCJ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $63

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    10 mg

    $118

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    50 mg

    $454

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    100 mg

    $842

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    Cayman Chemical
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    Product Description

    AM630 binds selectively to cannabinoid 2 (CB2) over CB1 receptors with Ki values of 31.2 and 5,152 nM, respectively.1 AM630 acts as an inverse agonist at CB2 receptors, attenuating the antinociceptive effects of a number of cannabinoids, and as a weak partial agonist at CB1 receptors.1,2,3 It decreases proliferation and induces arrest of the cell cycle at the G2/M phase in renal cell carcinoma cells.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ross, R.A., Brockie, H.C., Stevenson, L.A., et al. Agonist-inverse agonist characterization at CB1 and CB2 cannabinoid receptors of L759633, L759656 and AM630. Br. J. Pharmacol. 126(3), 665-672 (1999).

    2. Malan, T.P., Jr., Ibrahim, M.M., Deng, H., et al. CB2 cannabinoid receptor-mediated peripheral antinociception. Pain 93(3), 239-245 (2001).

    3. Bisogno, T., Ortar, G., Petrosino, S., et al. Development of a potent inhibitor of 2-arachidonoylglycerol hydrolysis with antinociceptive activity in vivo. Biochim. Biophys. Acta 1791(1), 53-60 (2009).

    4. Wang, J., Xu, Y., Zhu, L., et al. Cannabinoid receptor 2 as a novel target for promotion of renal cell carcinoma prognosis and progression. J. Cancer Res. Clin. Oncol. (2017).

    Product Citations

    Roberto, D., Klotz, L.H., and Venkateswaran, V. Cannabinoid WIN 55,212-2 induces cell cycle arrest and apoptosis, and inhibits proliferation, migration, invasion, and tumor growth in prostate cancer in a cannabinoid-receptor 2 dependent manner. Prostate (2018).

    McDougle, D.R., Watson, J.E., Abdeen, A.A., et al. Anti-inflammatory ω-3 endocannabinoid epoxides. Proc. Natl. Acad. Sci. USA 114(30), E6034-E6043 (2017).

    Ribeiro, R., Wen, J., Li, S., et al. Involvement of ERK1/2, cPLA2 and NF-κB in microglia suppression by cannabinoid receptor agonists and antagonists. Prostaglandins Other Lipid Mediat. 100-101, (2013).

    Bishay, P., Schmidt, H., Marian, C., et al. R-Flurbiprofen reduces neuropathic pain in rodents by restoring endogenous cannabinoids. PLoS One 5(5), e10628 (2010).