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Merck
CN

SML0501

SB-590885

≥98% (HPLC)

Synonym(s):

5-(2-(4-(2-Dimethylaminoethoxy)phenyl)-5-(4-pyridinyl)-1H-imidazol-4-yl)-2,3-dihydro-1H-inden-1-one oxime

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About This Item

Empirical Formula (Hill Notation):
C27H27N5O2
CAS Number:
405554-55-4
Molecular Weight:
453.54
NACRES:
NA.77
PubChem Substance ID:
329825450
UNSPSC Code:
12352200
MDL number:
MFCD16038645

Key Documents

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Product Name

SB-590885, ≥98% (HPLC)

InChI

1S/C27H27N5O2/c1-32(2)15-16-34-22-7-3-19(4-8-22)27-29-25(18-11-13-28-14-12-18)26(30-27)21-5-9-23-20(17-21)6-10-24(23)31-33/h3-5,7-9,11-14,17,33H,6,10,15-16H2,1-2H3,(H,29,30)/b31-24-

SMILES string

CN(C)CCOc1ccc(cc1)-c2nc(-c3ccc4c(CC\C4=N\O)c3)c([nH]2)-c5ccncc5

InChI key

MLSAQOINCGAULQ-QLTSDVKISA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL (clear solution, warmed)

storage temp.

2-8°C

Quality Level

100

Related Categories

Application

SB-590885 has been used as a component of a mixture to maintain naive human pluripotent stem cells (PSCs).It has also been used as B-Raf (BRAF) inhibitor to study its effects on lung adenocarcinoma cell lines.

Biochem/physiol Actions

SB-590885 is a potent and selective ATP competitive inhibitor of B-Raf kinase with Kd = 300 pM for B-Raf, and >1000-fold selectivity over a panel of 22 commonly studied cellular kinases
SB-590885 is a potent and selective B-Raf kinase inhibitor.

Features and Benefits

This compound is featured on the MAPKKKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

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
0000406841
0000406369
0000359074
0000339840
0000359074

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An integrative pharmacogenomic approach identifies two-drug combination therapies for personalized cancer medicine
Liu Y, et al.
Scientific Reports, 6(6), 22120-22120 (2016)
Comprehensive cell surface protein profiling identifies specific markers of human naive and primed pluripotent states
Collier A J, et al.
Cell Stem Cell, 20(6), 874-890 (2017)
S Tiwary et al.
Oncogenesis, 3, e110-e110 (2014-07-08)
Melanoma is curable when it is at an early phase but is lethal once it becomes metastatic. The recent development of BRAF(V600E) inhibitors (BIs) showed great promise in treating metastatic melanoma, but resistance developed quickly in the treated patients, and

Articles

MAPKKKs

The extracellular signal regulated kinase (ERK1 and ERK2) pathways are activated by mitogens and play an important role in controlling cell growth and differentiation.

Naive Pluripotent Stem Cell Culture in Serum-Free Media

Naive pluripotent stem cells cultured in vitro using specialized media and inhibitors mimic "ground-state" cells from blastocysts.

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