BIX01294 (hydrochloride hydrate)

Cayman Chemical Item Number 13124

BIX01294 (hydrochloride hydrate)

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Description

The methylation of lysine residues on histones plays a central role in determining euchromatin structure and gene expression. The histone methyltransferase (HMTase) G9a can mono- or dimethylate lysine 9 on histone 3 (H3), contributing to early embryogenesis, genomic imprinting, and lymphocyte development.1,2,3 BIX01294 (hydrochloride hydrate) is a selective inhibitor of G9a HMTase (IC50 = 1.7 μM).4 It less effectively inhibits the HMTase G9a-like protein (GLP; IC50 = 38 μM) and has no effect on other known HMTases.4 BIX01294 has been used in combination with the calcium channel activator BayK8644 to facilitate the generation of induced pluripotent stem cells from somatic cells in vitro.5

1 Tachibana, M., Sugimoto, K., Nozaki, M., et al. G9a histone methyltransferase plays a dominant role in euchromatic histone H3 lysine 9 methylation and is essential for early embryogenesis. Genes Dev 16 1779-1791 (2002).

2 Wagschal, A., Sutherland, H.G., Woodfine, K., et al. G9a histone methyltransferase contributes to imprinting in the mouse placenta. Mol Cell Biol 28(3) 1104-1113 (2008).

3 Thomas, L.R., Miyashita, H., Cobb, R.M., et al. Functional analysis of histone methyltransferase G9a in B and T lymphocytes. J Immunol 181 485-493 (2008).

4 Kubicek, S., O'Sullivan, R.J., August, E.M., et al. Reversal of H3K9me2 by a small-molecule inhibitor for the G9a histone methyltransferase. Mol Cell 25 473-481 (2007).

5 Shi, Y., Desponts, C., Do, J.T., et al. Induction of pluripotent stem cells from mouse embryonic fibroblasts by Oct4 and Klf4 with small-molecule compounds. Cell Stem Cell 3(5) 568-574 (2008).

Formal Name 2-​(hexahydro-​4-​methyl-​1H-​1,​4-​diazepin-​1-​yl)-​6,​7-​dimethoxy-​N-​[1-​(phenylmethyl)-​4-​piperidinyl]-​4-​quinazolinamine,​ trihydrochloride,​ hydrate
Molecular Formula C28H38N6O2 · 3HCl [XH2O]
Formula Weight 600.0
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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COC(C(OC)​=C1)​=CC2=C1C(NC3CCN(CC4=CC=CC=C4)​CC3)​=NC(N5CCCN(C)​CC5)​=N2.[·3HCl]​.O
InCHI Code
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​1S/C28H38N6O2.3ClH.H2O/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)​;3*1H;1H2
InCHI Key
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BZOWJAYUMMHCDW-UHFFFAOYSA-N

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Size Price Quantity Subtotal
1 mg $23.00 $0.00
5 mg $92.00 $0.00
10 mg $138.00 $0.00
50 mg $460.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2014-04-18. Prices are subject to change without notice.

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