SGI-1027（Cat No.:I000143）is a potent inhibitor of DNA methyltransferases, specifically targeting both DNMT1 and DNMT3A, which are key enzymes involved in the methylation of cytosine residues in DNA. By inhibiting these enzymes, SGI-1027 promotes the reactivation of silenced tumor suppressor genes and disrupts cancer-related epigenetic modifications. This compound has demonstrated promising anti-cancer activity in preclinical models, particularly in hematological malignancies and solid tumors characterized by abnormal DNA methylation patterns. SGI-1027’s ability to reverse epigenetic changes positions it as a potential therapeutic agent for cancer treatment and other diseases linked to aberrant methylation.
| Catalog Number | I000143 |
| CAS Number | 1020149-73-8 |
| Synonyms | N-[4-[(2-amino-6-methylpyrimidin-4-yl)amino]phenyl]-4-(quinolin-4-ylamino)benzamide |
| Molecular Formula | C₂₇H₂₃N₇O |
| Purity | ≥95% |
| Target | Histone Methyltransferase |
| Solubility | DMSO: ≤ 27 mg/mL |
| Storage | 2-8°C |
| IC50 | 6/8/7.5 uM (DNMT1/3A/3B) |
| IUPAC Name | N-[4-[(2-amino-6-methylpyrimidin-4-yl)amino]phenyl]-4-(quinolin-4-ylamino)benzamide |
| InChI | InChI=1S/C27H23N7O/c1-17-16-25(34-27(28)30-17)32-20-10-12-21(13-11-20)33-26(35)18-6-8-19(9-7-18)31-24-14-15-29-23-5-3-2-4-22(23)24/h2-16H,1H3,(H,29,31)(H,33,35)(H3,28,30,32,34) |
| InChIKey | QSYLKMKIVWJAAK-UHFFFAOYSA-N |
| SMILES | CC1=CC(=NC(=N1)N)NC2=CC=C(C=C2)NC(=O)C3=CC=C(C=C3)NC4=CC=NC5=CC=CC=C54 |
| Reference | </br>1:Design, synthesis and biological evaluation of 4-amino-N- (4-aminophenyl)benzamide analogues of quinoline-based SGI-1027 as inhibitors of DNA methylation. Rilova E, Erdmann A, Gros C, Masson V, Aussagues Y, Poughon-Cassabois V, Rajavelu A, Jeltsch A, Menon Y, Novosad N, Gregoire JM, Vispé S, Schambel P, Ausseil F, Sautel F, Arimondo PB, Cantagrel F.ChemMedChem. 2014 Mar;9(3):590-601. doi: 10.1002/cmdc.201300420. PMID: 24678024 Free PMC Article</br>2:Molecular modeling studies of the novel inhibitors of DNA methyltransferases SGI-1027 and CBC12: implications for the mechanism of inhibition of DNMTs. Yoo J, Choi S, Medina-Franco JL.PLoS One. 2013 Apr 25;8(4):e62152. doi: 10.1371/journal.pone.0062152. Print 2013. PMID: 23637988 Free PMC Article</br>3:Synthetic approaches to DNMT inhibitor SGI-1027 and effects on the U937 leukemia cell line. García-Domínguez P, Dell/’aversana C, Alvarez R, Altucci L, de Lera AR.Bioorg Med Chem Lett. 2013 Mar 15;23(6):1631-5. doi: 10.1016/j.bmcl.2013.01.085. Epub 2013 Jan 30. PMID: 23402879 |
