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Key Documents

SML0570

Sigma-Aldrich

21H7

≥98% (HPLC)

Synonym(s):

6-Bromo-2-methyl-4-quinolinecarboxylic acid 2-[(2-hydroxyphenyl)methylene]hydrazide;

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About This Item

Empirical Formula (Hill Notation):
C18H14BrN3O2
CAS Number:
Molecular Weight:
384.23
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

Cc1cc(C(=O)NN=Cc2ccccc2O)c3cc(Br)ccc3n1

InChI

1S/C18H14BrN3O2/c1-11-8-15(14-9-13(19)6-7-16(14)21-11)18(24)22-20-10-12-4-2-3-5-17(12)23/h2-10,23H,1H3,(H,22,24)

InChI key

MTVVJOBPGQXHML-UHFFFAOYSA-N

Biochem/physiol Actions

21H7 is an inhibitor of Wnt/β-catenin signaling that act downstream of the symb-catenin destruction complex to inhibit both Wnt-induced and cancer associated constitutive Wnt signaling via destabilization of β-catenin. The compound chelates iron in vitro and in intact cells. 21H7 decrease the viability of mouse B-lymphoma W10 cells, with LD50 values of 0.4 to 1.0 μM, while is significantly less cytotoxic to normal cells.
21H7 is an inhibitor of Wnt/β-catenin signaling that act downstream of the symb-catenin destruction complex.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Sheqing Ji et al.
Oncology research, 25(9), 1633-1641 (2017-03-03)
Increased expression of YEATS domain containing 4 (YEATS4) has been reported to have a correlation with progression in many types of cancer. However, the mechanism by which it promotes the development of gastric cancer (GC) is rarely reported. This study
Xianyan Chen et al.
Frontiers in pharmacology, 10, 1528-1528 (2020-02-11)
Dihydrotestosterone (DHT) is the most potent androgen that regulates hair cycling. Hair cycling involves cross-talk between the androgen and Wnt/β-catenin pathways. However, how DHT regulates hair follicle (HF) growth through the Wnt/β-catenin pathway has not been well investigated. This study

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