Molecular structure of SGI-1027, CAS Number: 1020149-73-8
SGI-1027 (CAS 1020149-73-8)
Alternate Names:
N-[4-[(2-Amino-6-methyl-4-pyrimidinyl)amino]phenyl]-4-(4-quinolinylamino)benzamide
Application:
SGI-1027 is an inhibitor of the DNA methyltransferases
CAS Number:
1020149-73-8
Molecular Weight:
461.52
Molecular Formula:
C27H23N7O
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
SGI-1027 is a potent inhibitor of DNA methyltransferases (Dnmt1, Dnmt3a, and Dnmt3b) that play roles in DNA methylation. By blocking the activity of DNA methyltransferase 1 (DNMT1) and inducing its degradation, SGI-1027 exhibits the ability to reactivate silenced tumor suppressor genes by reducing CpG island hypermethylation. The selective degradation of DNMT1 was observed in various cancer cell lines upon treatment with SGI-1027, while DNMT3A and DNMT3B remained minimally affected. Within 24 hours, at concentrations comparable to decitabine, complete degradation of DNMT1 protein was achieved without significantly impacting its mRNA level. These findings highlight the potential of SGI-1027 in epigenetic cancer therapy as it holds promise for selectively reactivating tumor suppressor genes through its potent inhibition of DNMTs.
SGI-1027 (CAS 1020149-73-8) References
- DNMT3B gene amplification predicts resistance to DNA demethylating drugs. | Simó-Riudalbas, L., et al. 2011. Genes Chromosomes Cancer. 50: 527-34. PMID: 21484930
- A DNA methyltransferase modulator inspired by peyssonenyne natural product structures. | García-Domínguez, P., et al. 2012. ChemMedChem. 7: 2101-12. PMID: 23047325
- Synthetic approaches to DNMT inhibitor SGI-1027 and effects on the U937 leukemia cell line. | García-Domínguez, P., et al. 2013. Bioorg Med Chem Lett. 23: 1631-5. PMID: 23402879
- Molecular modeling studies of the novel inhibitors of DNA methyltransferases SGI-1027 and CBC12: implications for the mechanism of inhibition of DNMTs. | Yoo, J., et al. 2013. PLoS One. 8: e62152. PMID: 23637988
- Structure-activity relationships for 4-anilinoquinoline derivatives as inhibitors of the DNA methyltransferase enzyme DNMT1. | Gamage, SA., et al. 2013. Bioorg Med Chem. 21: 3147-53. PMID: 23639684
- 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., et al. 2014. ChemMedChem. 9: 590-601. PMID: 24678024
- New insights on the mechanism of quinoline-based DNA Methyltransferase inhibitors. | Gros, C., et al. 2015. J Biol Chem. 290: 6293-302. PMID: 25525263
- DNMTs inhibitor SGI-1027 induces apoptosis in Huh7 human hepatocellular carcinoma cells. | Sun, N., et al. 2018. Oncol Lett. 16: 5799-5806. PMID: 30344731
- Direct interaction of DNMT inhibitors to PrPC suppresses pathogenic process of prion. | Kim, DH., et al. 2019. Acta Pharm Sin B. 9: 952-959. PMID: 31649845
- Discovery of the first chemical tools to regulate MKK3-mediated MYC activation in cancer. | Yang, X., et al. 2021. Bioorg Med Chem. 45: 116324. PMID: 34333394
- Methionine Protects Mammary Cells against Oxidative Stress through Producing S-Adenosylmethionine to Maintain mTORC1 Signaling Activity. | Zhong, H., et al. 2021. Oxid Med Cell Longev. 2021: 5550196. PMID: 34336098
- Effect of Naoluoxintong on the NogoA/RhoA/ROCK pathway by down-regulating DNA methylation in MCAO rats. | Hong, L., et al. 2021. J Ethnopharmacol. 281: 114559. PMID: 34461189
- Cyclophosphamide inhibits Pax5 methylation to regulate the growth of retinoblastoma via the Notch1 pathway. | Jin, L., et al. 2021. Hum Exp Toxicol. 40: S497-S508. PMID: 34658283
- Inhibition of DNA methyltransferase aberrations reinstates antioxidant aging suppressors and ameliorates renal aging. | Gao, Q., et al. 2022. Aging Cell. 21: e13526. PMID: 34874096
- Loss of deubiquitylase USP2 triggers development of glioblastoma via TGF-β signaling. | Tu, Y., et al. 2022. Oncogene. 41: 2597-2608. PMID: 35332268
Inhibitor of:
5-Methylcytidine, 7530422B04Rik, BCoR, Blood Group H2, C130074G19Rik, Codanin-1, DNAH10, DNAH12, DNAH8, DNAS1L3, DNC, Dnmt, Dnmt1, Dnmt3a, Dnmt3b, Dnmt3L, Dynlt1d, Enzyme, GAGE13, GATC, MBD3L2, MBD3L4, NIF-1, Siglec-5, SIM2, SNURF, ZCWPW2, ZFP57, and ZNF224.Activator of:
Dnmt3a, Dnmt3b, MBD3L2-5, MBD3L4, ZFP287, ZNF33A, ZNF33B, and ZNF396.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
SGI-1027, 10 mg | sc-473875 | 10 mg | $213.00 |