BIX 01294

• CAT Number: I005558
• CAS Number: 935693-62-2
• Molecular Formula: C₂₈H₃₈N₆O₂
• Molecular Weight: 490.65
• Purity: ≥95%
• Synonyms: BIX01294;BIX 01294
• Target: Histone Methyltransferase
• Solubility: DMSO 98 mg/mL; Water 98 mg/mL
• Storage: Store at -20°C
• IC50: 2.7 μM
• IUPAC Name: N-(1-benzylpiperidin-4-yl)-6,7-dimethoxy-2-(4-methyl-1,4-diazepan-1-yl)quinazolin-4-amine
• InChI: InChI=1S/C28H38N6O2/c1-32-12-7-13-34(17-16-32)28-30-24-19-26(36-3)25(35-2)18-23(24)27(31-28)29-22-10-14-33(15-11-22)20-21-8-5-4-6-9-21/h4-6,8-9,18-19,22H,7,10-17,20H2,1-3H3,(H,29,30,31)
• InChIKey: OSXFATOLZGZLSK-UHFFFAOYSA-N
• SMILES: CN1CCCN(CC1)C2=NC3=CC(=C(C=C3C(=N2)NC4CCN(CC4)CC5=CC=CC=C5)OC)OC

BIX 01294（Cat No.:I005558）is a selective inhibitor of the histone methyltransferase G9a, which is involved in the trimethylation of histone H3 at lysine 9 (H3K9me3), a modification associated with gene repression. By inhibiting G9a, BIX 01294 can reactivate silenced tumor suppressor genes and modulate various cellular processes, including differentiation and proliferation. This compound has shown potential anti-cancer effects in preclinical studies, particularly in malignancies with aberrant G9a activity. BIX 01294’s mechanism of action provides valuable insights into targeting histone methylation for therapeutic strategies in cancer and other diseases.

Reference

[1]. Kubicek S, O/’Sullivan RJ, August EM et al. Reversal of H3K9me2 by a small-molecule inhibitor for the G9a histone methyltransferase. Mol Cell. 2007 Feb 9;25(3):473-81.


[2]. Chang Y, Zhang X, Horton JR et al. Structural basis for G9a-like protein lysine methyltransferase inhibition by BIX-01294. Nat Struct Mol Biol. 2009 Mar;16(3):312-7.


[3]. Chang Y, Ganesh T, Horton JR et al.Adding a lysine mimic in the design of potent inhibitors of histone lysine methyltransferases. J Mol Biol. 2010 Jul 2;400(1):1-7.


[4]. Park KE, Johnson CM, Cabot RA. IVMBIX-01294, an inhibitor of the histone methyltransferase EHMT2, disrupts histone H3 lysine 9 (H3K9) dimethylation in the cleavage-stage porcine embryo. Reprod Fertil Dev. 2012;24(6):813-21.


[5]. Yang Q, Lu Z, Singh D, Raj JU. BIX-01294 treatment blocks cell proliferation, migration and contractility in ovine foetal pulmonary arterial smooth muscle cells. Cell Prolif. 2012 Aug;45(4):335-44.