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Merck
CN

SML1071

ML240

≥98% (HPLC)

Synonym(s):

2-(2-Amino-1H-benzimidazol-1-yl)-8-methoxy-N-(phenylmethyl)-4-quinazolinamine, CID-49830258

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About This Item

Empirical Formula (Hill Notation):
C23H20N6O
CAS Number:
1346527-98-7
Molecular Weight:
396.44
NACRES:
NA.77
PubChem Substance ID:
329825650
UNSPSC Code:
12352200
MDL number:
MFCD28137687

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InChI

1S/C23H20N6O/c1-30-19-13-7-10-16-20(19)27-23(28-21(16)25-14-15-8-3-2-4-9-15)29-18-12-6-5-11-17(18)26-22(29)24/h2-13H,14H2,1H3,(H2,24,26)(H,25,27,28)

SMILES string

NC1=NC2=C(C=CC=C2)N1C3=NC4=C(OC)C=CC=C4C(NCC5=CC=CC=C5)=N3

InChI key

NHAMBLRUUJAFOY-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

, white to yellow to light brown

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

Quality Level

100

Related Categories

Application

ML240 has been used as an inhibitor of D2 ATPase activity of valosin-containing protein.

Biochem/physiol Actions

ML240 is a selective, ATP-competetive inhibitor of AAA ATPase p97, also called valosine containing protein (VCP).
ML240 is a selective, ATP-competetive inhibitor of AAA ATPase p97, also called valosine containing protein (VCP). The IC50 for p97 inhibition is 110 nM. ML240 rapidly induces activity of Caspases 3 and 7, leading to apoptosis. ML240 has potent antiproliferative activity towards NCI-60 cancer cell lines.

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
0000182125
0000182125
0000139835
0000139836
0000133609

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Specific mutations in the D1?D2 linker region of VCP/p97 enhance ATPase activity and confer resistance to VCP inhibitors.
Bastola P, et al.
Cell Death & Disease, 3, 17065-17065 (2017)
Feng Wang et al.
ChemMedChem, 15(8), 685-694 (2020-03-13)
A major challenge of targeted cancer therapy is the selection for drug-resistant mutations in tumor cells leading to loss of treatment effectiveness. p97/VCP is central regulator of protein homeostasis and a promising anticancer target because of its vital role in
Pratikkumar H Vekaria et al.
Leukemia, 33(7), 1675-1686 (2019-01-22)
p97 is an ATPase that works in concert with histone deacetylase 6 (HDAC6), to facilitate the degradation of misfolded proteins by autophagosomes. p97 has also been implicated in DNA repair and maintaining genomic stability. In this study, we determined the
Jasmine Harley et al.
Brain communications, 3(3), fcab166-fcab166 (2021-08-17)
RNA binding proteins have been shown to play a key role in the pathogenesis of amyotrophic lateral sclerosis (ALS). Mutations in valosin-containing protein (VCP/p97) cause ALS and exhibit the hallmark nuclear-to-cytoplasmic mislocalization of RNA binding proteins (RBPs). However, the mechanism
Xiaojun Wu et al.
Cell chemical biology, 27(5), 571-585 (2020-04-04)
Interferon-induced transmembrane protein 3 (IFITM3) is a key interferon effector that broadly prevents infection by diverse viruses. However, the cellular factors that control IFITM3 homeostasis and antiviral activity have not been fully elucidated. Using site-specific photo-crosslinking and quantitative proteomic analysis
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