For research use only, not for therapeutic use.
AM580（Cat No.:I000150）is a potent synthetic retinoic acid receptor (RAR) agonist, specifically targeting the RARα subtype. Known for its role in regulating cell differentiation and proliferation, AM580 is widely used in cancer research, particularly in studies involving acute promyelocytic leukemia (APL). By activating RARα, AM580 promotes differentiation of leukemia cells, helping to halt their proliferation. Additionally, it is explored for its neuroprotective and anti-inflammatory effects, making it valuable in research on neurodegenerative diseases. AM580’s targeted action supports its role in developing therapies for cancer and other cell-regulation disorders.
| Catalog Number | I000150 |
| CAS Number | 102121-60-8 |
| Molecular Formula | C22H25NO3 |
| Purity | ≥95% |
| Target | RAR/RXR |
| Solubility | DMSO: ≥ 45 mg/mL |
| Storage | -20°C |
| IUPAC Name | 4-[(5,5,8,8-tetramethyl-6,7-dihydronaphthalene-2-carbonyl)amino]benzoic acid |
| InChI | InChI=1S/C22H25NO3/c1-21(2)11-12-22(3,4)18-13-15(7-10-17(18)21)19(24)23-16-8-5-14(6-9-16)20(25)26/h5-10,13H,11-12H2,1-4H3,(H,23,24)(H,25,26) |
| InChIKey | SZWKGOZKRMMLAJ-UHFFFAOYSA-N |
| SMILES | CC1(CCC(C2=C1C=CC(=C2)C(=O)NC3=CC=C(C=C3)C(=O)O)(C)C)C |
| Reference | </br>1:Reversal by RARα agonist Am580 of c-Myc-induced imbalance in RARα/RARγ expression during MMTV-Myc tumorigenesis. Bosch A, Bertran SP, Lu Y, Garcia A, Jones AM, Dawson MI, Farias EF.Breast Cancer Res. 2012 Aug 24;14(4):R121. doi: 10.1186/bcr3247. PMID: 22920668 Free PMC Article</br>2:Mechanism of inhibition of MMTV-neu and MMTV-wnt1 induced mammary oncogenesis by RARalpha agonist AM580. Lu Y, Bertran S, Samuels TA, Mira-y-Lopez R, Farias EF.Oncogene. 2010 Jun 24;29(25):3665-76. doi: 10.1038/onc.2010.119. Epub 2010 May 10. PMID: 20453882 Free PMC Article</br>3:Synthesis and pharmacological characterization of Disila-AM80 (Disila-tamibarotene) and Disila-AM580, silicon analogues of the RARalpha-selective retinoid agonists AM80 (Tamibarotene) and AM580. Tacke R, Müller V, Büttner MW, Lippert WP, Bertermann R, Daiss JO, Khanwalkar H, Furst A, Gaudon C, Gronemeyer H.ChemMedChem. 2009 Nov;4(11):1797-802. doi: 10.1002/cmdc.200900257. No abstract available. PMID: 19790202 </br>4:AM580, a stable benzoic derivative of retinoic acid, has powerful and selective cyto-differentiating effects on acute promyelocytic leukemia cells. Gianní M, Li Calzi M, Terao M, Guiso G, Caccia S, Barbui T, Rambaldi A, Garattini E.Blood. 1996 Feb 15;87(4):1520-31. PMID: 8608243 Free Article</br>5:Determination of the retinobenzoic acid derivative Am580 in rat plasma by high-performance liquid chromatography. Dimitrova B, Caccia S, Garattini E, Guiso G.J Chromatogr B Biomed Appl. 1995 May 19;667(2):301-6. PMID: 7663703 </br>6:Synthetic retinoids, retinobenzoic acids, Am80, Am580 and Ch55 regulate morphogenesis in chick limb bud. Tamura K, Kagechika H, Hashimoto Y, Shudo K, Ohsugi K, Ide H.Cell Differ Dev. 1990 Oct;32(1):17-26. PMID: 2090329 |
