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SML2984

Sigma-Aldrich

BIX02188

≥98% (HPLC)

Synonym(s):

(3Z)-3-[[[3-[(Dimethylamino)methyl]phenyl]amino]phenylmethylene]-2,3-dihydro-2-oxo-1H-Indole-6-carboxamide

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About This Item

Empirical Formula (Hill Notation):
C25H24N4O2
CAS Number:
334949-59-6
Molecular Weight:
412.48
MDL number:
MFCD18157583
UNSPSC Code:
12352200
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

N1c2c(ccc(c2)C(=O)N)\C(=C(\Nc4cc(ccc4)CN(C)C)/c3ccccc3)\C1=O

InChI

1S/C25H24N4O2/c1-29(2)15-16-7-6-10-19(13-16)27-23(17-8-4-3-5-9-17)22-20-12-11-18(24(26)30)14-21(20)28-25(22)31/h3-14,27H,15H2,1-2H3,(H2,26,30)(H,28,31)/b23-22-

InChI key

FSZPIAXLCCQFCM-FCQUAONHSA-N

Biochem/physiol Actions

BIX02188 is a potent and selective inhibitor of MEK5 with IC50 of 4.3 nM. BIX02188 also inhibits ERK5 catalytic activity with IC50 of 810 nM, and does not inhibit closely related kinases MEK1, MEK2, ERK2, and JNK2.
Selective MEK5 Inhibitor; inhibitor of MEK5/ERK5 signaling.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000121151
0000121152
0000113075

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Yutaro Obara et al.
Molecular pharmacology, 77(1), 10-16 (2009-10-28)
Extracellular signal-regulated kinases (ERKs) or mitogen-activated protein kinases (MAPKs) are involved in cellular proliferation, differentiation, migration, and gene expression. The MAPK family includes ERK1/2, c-Jun NH(2)-terminal kinases 1, 2, and 3, p38MAPK alpha, beta, gamma, and -delta, and ERK5 as
Revati J Tatake et al.
Biochemical and biophysical research communications, 377(1), 120-125 (2008-10-07)
We have identified two novel MEK5 inhibitors, BIX02188 and BIX02189, which inhibited catalytic function of purified, MEK5 enzyme. The MEK5 inhibitors blocked phosphorylation of ERK5, without affecting phosphorylation of ERK1/2 in sorbitol-stimulated HeLa cells. The compounds also inhibited transcriptional activation
Fang Tai et al.
Nature communications, 11(1), 258-258 (2020-01-16)
BET bromodomain inhibitors (BETi), such as JQ1, have been demonstrated to effectively kill multiple types of cancer cells. However, the underlying mechanisms for BETi resistance remain largely unknown. Our evidences show that JQ1 treatment evicts BRD4 from the FOXD3-localized MIR548D1

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