177355-84-9

177355-84-9 structure

Name: DBeQ
Chemical Name: N,N'-Dibenzyl-2,4-quinazolinediamine
CAS Number: 177355-84-9
Molecular Formula: C₂₂H₂₀N₄
Molecular Weight: 340.421
Catalog: Biochemical Inhibitor Ubiquitin inhibitor P97 inhibitor
Create Date: 2016-05-13 01:29:29
Modify Date: 2024-01-02 11:19:07
DBeQ is a selective, potent, reversible, and ATP-competitive p97 inhibitor, with an IC50 value of 1.5 μM and 1.6 μM for p97(wt) and p97(C522A), respectively; DBeQ also inhibits Vps4 with an IC50 of 11.5 μM.

Name	N,N'-Dibenzyl-2,4-quinazolinediamine
Synonyms	2,4-dibenzylaminoquinazoline N,N'-Dibenzyl-2,4-quinazolinediamine 2,4-Quinazolinediamine, N,N-bis(phenylmethyl)- DBeQ

Description	DBeQ is a selective, potent, reversible, and ATP-competitive p97 inhibitor, with an IC50 value of 1.5 μM and 1.6 μM for p97(wt) and p97(C522A), respectively; DBeQ also inhibits Vps4 with an IC50 of 11.5 μM.
Related Catalog	Signaling Pathways >> Cell Cycle/DNA Damage >> p97 Research Areas >> Cancer
Target	IC50: 1.5 μM (p97)[1], 11.5 μM (Vps4)[2]
In Vitro	DBeQ is a ATP-competitive p97 inhibitor, with an IC50 value of 1.5 μM and 1.6 μM for p97(wt) and p97(C522A), respectively. DBeQ inhibits p97 competitively with respect to ATP, with a Ki of 3.2 ± 0.4 μM. DBeQ inhibits degradation of the p97-dependent substrate UbG76V-GFP, with IC50 value of 2.6 μM. DBeQ (10 μM) also significantly suppresses degradation of TCRα-GFP, induces CHOP but does not increase p21 level. Moreover, DBeQ inhibits the viability of MRC-5, Hek293, HeLa and RPMI8226 cells, with GI50s of 6.6 ± 2.9, 4 ± 0.6, 3.1 ± 0.5 and 1.2 ± 0.3, respectively[1]. DBeQ potently inhibits the AAA ATPase p97 by specifically binding to the ATPase site of its D2 domain (p97D2). DBeQ also inhibits Vps4, with an IC50 of 11.5 μM. Furthermore, DBeQ (30 μM) inhibits hyphal growth of the wild-type cell (strain YLZ0)[2].
Cell Assay	Cells are seeded on a 384-well solid white plate (5,000 cells/well). Cells are transfected with luciferase siRNA or p97 siRNA (10 nM) for 48 h or treated with DBeQ for the indicated amount of time. Caspase-3/7 Glo, caspase-6 Glo, caspase-8 Glo, or caspase-9 Glo is added into each well and mixed by shaking at 500 rpm for 1 min. Luminescence signal is determined after incubation at room temperature for 1 h. Cellular viability is determined with CellTiter-Glo reagent. To determine the IC50 of cellular viability, cells are treated with MG132 or DBeQ at seven concentrations (threefold serial dilutions starting at 33 μM) for 48 h. IC50 values are calculated from fitting the percentage of luminescence signal normalized to DMSO treated cells)[1].
References	[1]. Chou TF, et al.Reversible inhibitor of p97, DBeQ, impairs both ubiquitin-dependent and autophagic protein clearance pathways. Proc Natl Acad Sci U S A. 2011 Mar 22;108(12):4834-9. [2]. Zhang Y, et al. The AAA ATPase Vps4 Plays Important Roles in Candida albicans Hyphal Formation and is Inhibited by DBeQ. Mycopathologia. 2016 Jun;181(5-6):329-39.

Density	1.3±0.1 g/cm3
Boiling Point	573.1±52.0 °C at 760 mmHg
Melting Point	149 °C
Molecular Formula	C₂₂H₂₀N₄
Molecular Weight	340.421
Flash Point	300.4±30.7 °C
Exact Mass	340.168793
PSA	56.30000
LogP	4.34
Appearance	white to beige
Vapour Pressure	0.0±1.6 mmHg at 25°C
Index of Refraction	1.735
Storage condition	room temp
Water Solubility	DMSO: ≥20mg/mL

Hazard Codes	Xn
Risk Phrases	22-36
Safety Phrases	26

56-41-7	108-65-6
56-35-9	64-17-5
67-56-1	108-88-3
141-78-6	1310-73-2
13463-67-7	1333-86-4