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B9311

BIX 01294 trihydrochloride hydrate

Name: BIX 01294 trihydrochloride hydrate
Brand: SIGMA

≥98% (HPLC), powder

Synonym(s):

2-(Hexahydro-4-methyl-1H-1,4-diazepin-1-yl)-6,7-dimethoxy-N-[1-(phenylmethyl)-4-piperidinyl]-4-quinazolinamine trihydrochloride hydrate, BIX 01294

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About This Item

Empirical Formula (Hill Notation):

C₂₈H₃₈N₆O₂·3HCl · xH₂O

CAS Number:

935693-62-2

Molecular Weight:

600.02 (anhydrous basis)

MDL number:

MFCD14560563

UNSPSC Code:

12352200

NACRES:

NA.77

Assay:

≥98% (HPLC)

Form:

powder

Storage condition:

desiccated

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Properties

Quality Segment

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white

solubility

H₂O: >20 mg/mL

storage temp.

2-8°C

SMILES string

N2(CCC(CC2)Nc3nc(nc5c3cc(c(c5)OC)OC)N4CCN(CCC4)C)Cc1ccccc1

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)

InChI key

OSXFATOLZGZLSK-UHFFFAOYSA-N

Description

General description

BIX-01294, a diazepin-quinazolinamine derivative, is a histone-lysine methyltransferase (HMTase) inhibitor that modulates the epigenetic status of chromatin. BIX-01294 inhibits the G9aHMTase dependent levels of histone-3 lysine (9) methylation (H3K9me). Bix-01294 and valproic acid, a histone deacetylase (HDAC) inhibitor, may replace the requirement for ectopic OCT4 (POU5F1) and cMyc respectively in pluripotent stem cell induction (iPS) recipes.

Application

BIX 01294 trihydrochloride hydrate has been used:

as a histone methylation inhibitor to treat E4 cells for analysing green fluorescent protein (d2EGFP) expression
to investigate the role of G9a in neuroblastoma tumor growth
as specific inhibitor of G9a to treat the SK-N-AS, BE(2)-C, SK-N-DZ, SK-N-F1, and SHEP1 neuroblastoma cell lines

Biochem/physiol Actions

BIX 01294 is a selective histone methyl transferase inhibitor.

BIX 01294 is a selective histone methyl transferase inhibitor. In its inhibition of the histone lysine methyltransferases, BIX 01294 does not compete with cofactor S-adenosyl-methionine. The target enzyme is G9a, and it selectively impairs G9a HMTase and the generation of H3K9me2 in vitro.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Other Notes

BIX-01294 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the BIX-01294 probe summary on the Chemical Probes Portal website.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c