For research use only. Not for therapeutic Use.
SGI 1027 inhibits DNMT activity (IC50 values 35 μM and 10 μM for DNMT1 and DNMT3A2/3L, respectively) in colon cancer cell lines, and was shown to degrade the enzymes. Prolonged treatment of RKO cells with SGI 1027 led to demethylation and reexpression of the silenced tumor suppressor genes (TSGs) P16, MLH1, and TIMP3 and did not exhibit significant toxicity in a rat hepatoma (H4IIE) cell line. SGI 1027 shows moderate affinity (IC 50 value 65 μM) for G9a-like protein (GLP), another AdoMet-dependent enzyme, as well.
KEYWORDS: SGI 1027 dihydrochloride | supplier | DNMT inhibitor | S 1027 dihydrochloride | SGI1027 | 1020086-21-8 | S1027 | SGI-1027 | S-1027 | CAS [2108487-01-8] | [1020149-73-8] | DNA-RNA | DNA methyltransferase | DNMT1 | DNMT3A | DNMT 3B | colon | cancer | Inhibitor | Enzymes
| Catalog Number | I047609 |
| CAS Number | 2108487-01-8 |
| Molecular Formula | C27H25Cl2N7O |
| Purity | ≥95% |
| IUPAC Name | N-[4-[(2-amino-6-methylpyrimidin-4-yl)amino]phenyl]-4-(quinolin-4-ylamino)benzamide;dihydrochloride |
| InChI | InChI=1S/C27H23N7O.2ClH/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);2*1H |
| SMILES | CC1=CC(=NC(=N1)N)NC2=CC=C(C=C2)NC(=O)C3=CC=C(C=C3)NC4=CC=NC5=CC=CC=C54.Cl.Cl |
| Reference | S. Valente et al. Selective non-nucleoside inhibitors of human DNA methyltransferases active in cancer including in cancer stem cells. J. Med. Chem. 2014, 57, 701-713.
E. Rilova et al. Design, synthesis and biological evaluation of 4-amino-N- (4-aminophenyl)benzamide analogues of quinoline-based SGI-1027 as inhibitors of DNA methylation. ChemMedChem. 2014, 9, 590-601. |
