Date published: 2026-5-4

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AM 580 (CAS 102121-60-8)

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Alternate Names:
4-{[(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)carbonyl]amino}benzoic acid
Application:
AM 580 is a retinoic acid analog and selective RARα agonist
CAS Number:
102121-60-8
Molecular Weight:
351.44
Molecular Formula:
C22H25NO3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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AM 580 is a selective retinoic acid analog that has gained significance as useful in vitro as a RARα agonist. Studies have indicated that RARα activation enhances the signaling of the RARα receptor, leading to the inhibition of intracellular and extracellular amyloid-β accumulation. Furthermore, RARα activation promotes the expression of disintegrin and metalloprotease. The accumulation of amyloid-β is a prominent characteristic of Alzheimer′s disease (AD), and AM 580 can serve as a valuable compound for in vitro studies on this disease. By utilizing AM 580, researchers can investigate the underlying mechanisms and potential therapeutic interventions associated with amyloid-β accumulation in AD. AM 580 also exhibits immunomodulatory properties. It stimulates the functions of interleukin-4 (IL-4), interleukin-5 (IL-5), and interleukin-13 (IL-13), while suppressing the production of interleukin-12 (IL-12) and interferon-gamma (IFNγ). These effects suggest that AM 580 has the potential to influence immune responses and inflammatory processes. Alternate research studies propose that AM 580 may have inhibitory effects on tumor proliferation by reducing the levels of RARγ and activating RARβ. These findings imply the potential utility of AM 580 in investigating and understanding the molecular mechanisms underlying tumor growth and development. The precise molecular mechanisms underlying the effects of AM 580 are still being elucidated. Further research is needed to fully understand interactions with RARα and its downstream effects on gene expression and cellular processes.


AM 580 (CAS 102121-60-8) References

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  2. Retinoic acid enhances the gene expression of human polymeric immunoglobulin receptor (pIgR) by TNF-alpha.  |  Takenouchi-Ohkubo, N., et al. 2004. Clin Exp Immunol. 135: 448-54. PMID: 15008977
  3. Requirement of retinoic acid receptor isotypes alpha, beta, and gamma during the initial steps of neural differentiation of PCC7 cells.  |  Zechel, C. 2005. Mol Endocrinol. 19: 1629-45. PMID: 15831518
  4. Role for retinoid signaling in left-right asymmetric digestive organ morphogenesis.  |  Lipscomb, K., et al. 2006. Dev Dyn. 235: 2266-75. PMID: 16786581
  5. A widely used retinoic acid receptor antagonist induces peroxisome proliferator-activated receptor-gamma activity.  |  Schupp, M., et al. 2007. Mol Pharmacol. 71: 1251-7. PMID: 17290005
  6. Vitamin A metabolites induce gut-homing FoxP3+ regulatory T cells.  |  Kang, SG., et al. 2007. J Immunol. 179: 3724-33. PMID: 17785809
  7. Novel non-carboxylic acid retinoids: 1,2,4-oxadiazol-5-one derivatives.  |  Charton, J., et al. 2009. Bioorg Med Chem Lett. 19: 489-92. PMID: 19058965
  8. Retinoids, retinoid analogs, and lactoferrin interact and differentially affect cell viability of 2 bovine mammary cell types in vitro.  |  Wang, Y. and Baumrucker, CR. 2010. Domest Anim Endocrinol. 39: 10-20. PMID: 20434866
  9. Retinoic acid receptor-α signalling antagonizes both intracellular and extracellular amyloid-β production and prevents neuronal cell death caused by amyloid-β.  |  Jarvis, CI., et al. 2010. Eur J Neurosci. 32: 1246-55. PMID: 20950278
  10. Amyloid β inhibits retinoic acid synthesis exacerbating Alzheimer disease pathology which can be attenuated by an retinoic acid receptor α agonist.  |  Goncalves, MB., et al. 2013. Eur J Neurosci. 37: 1182-92. PMID: 23379615
  11. Regulation of Myelination by Exosome Associated Retinoic Acid Release from NG2-Positive Cells.  |  Goncalves, MB., et al. 2019. J Neurosci. 39: 3013-3027. PMID: 30760627
  12. Retinobenzoic acids. 1. Structure-activity relationships of aromatic amides with retinoidal activity.  |  Kagechika, H., et al. 1988. J Med Chem. 31: 2182-92. PMID: 3184125
  13. Retinoids stimulate fibrinogen production both in vitro (hepatocytes) and in vivo. Induction requires activation of the retinoid X receptor.  |  Nicodeme, E., et al. 1995. Arterioscler Thromb Vasc Biol. 15: 1660-7. PMID: 7583541
  14. Serine 232 and methionine 272 define the ligand binding pocket in retinoic acid receptor subtypes.  |  Ostrowski, J., et al. 1998. J Biol Chem. 273: 3490-5. PMID: 9452473

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

AM 580, 5 mg

sc-203505
5 mg
$99.00

AM 580, 25 mg

sc-203505A
25 mg
$390.00