Basic information
- CAS
177355-84-9- Standard SMILES
c1ccc(CNc2nc(NCc3ccccc3)c3ccccc3n2)cc1- InChIKey
QAIMUUJJAJBPCL-UHFFFAOYSA-N- Molecular formula
- C22H20N4
- Average molar mass
- 340.4 g/mol
- Monoisotopic mass
- 340.16879665
Overview
DBeQ is a selective, potent, reversible, and ATP-competitive p97 inhibitor (Selleckchem).
Names & identifiers
- Preferred name
- N2,N4-Dibenzylquinazoline-2,4-diamine
- IUPAC
- 2-N,4-N-dibenzylquinazoline-2,4-diamine
- English name
- DBeQ
- Molecular formula
- C22H20N4
- Molecular weight
- 340.42
Names & synonyms
177355-84-9N2,N4-dibenzylquinazoline-2,4-diamineDTXSID3040936DBeQ cpdRefChem:164321DTXCID1020936DBeQN,N'-dibenzylquinazoline-2,4-diamine2-N,4-N-dibenzylquinazoline-2,4-diamineMFCD036918202,4-Quinazolinediamine, N,N'-bis(phenylmethyl)-Oprea1_067556
Show more names
JRFJRF 12CS-982DBeQ (JRF 12)DBeQ USP/EP/BPDBEQ, 10 mM in DMSOJRF 12JRF12JRF-12DBeQ, p97 ATPase inhibitor
KUC105555NKSC-16-67s7199KUC105555N-02KSC-231-18-1N~2~,N~4~-Dibenzylquinazoline-2,4-diamineSW208073-2Z57159630
Database identifiers
- CAS
177355-84-9- PubChem CID
- 676352
- DTXSID
DTXSID3040936- ChEMBL
CHEMBL1624459
Properties
Computed structural properties
- XLogP
- 5.3
- Topological polar surface area
- 49.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 6
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 403
Experimental & physicochemical properties
LogP3.82
Physicochemical properties
- Melting point
- 149 °C · 149 °C
- Boiling point
- 573.1 · 573.1±52.0 °C(Predicted)
- Density
- 1.259 · 1.259±0.06 g/cm3(Predicted)
- storage temp.
- room temp
- solubility
- 20 mg/mL · DMSO: ≥20mg/mL
- form
- powder
- pka
- 7.78 · 7.78±0.30(Predicted)
- color
- white to beige
- Stability
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months.
- InChI
- 1S/C22H20N4/c1-3-9-17(10-4-1)15-23-21-19-13-7-8-14-20(19)25-22(26-21)24-16-18-11-5-2-6-12-18/h1-14H,15-16H2,(H2,23,24,25,26)
- InChIKey
- QAIMUUJJAJBPCL-UHFFFAOYSA-N
- SMILES
- C(Nc1nc(NCc2ccccc2)c3ccccc3n1)c4ccccc4
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- 3
- hs_code
- 2933.59.8000
- risk_code
- 22-36
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H319
- Precautionary statements
- P305+P351+P338
Chemistry & industry
Applications
DescriptionDBeQ (177355-84-9) is a potent, selective and reversible inhibitor of the AAA-ATPase p97 (ATPase associated with diverse cellular activities). Ki=3.2 μM. DBeQ blocks ubiquitin-dependent protein clearance pathways. Cell permeable.
UsesThe ATPase p97 is an ubiquitin-selective chaperone known to play a critical role in the degradation of misfolded membrane and secretory proteins and has been linked to various cellular processes that require unfolding and disassembly of protein complexes. DBeQ is a selective, reversible, and ATP-competitive inhibitor of the ATPase p97 (Ki = 3.2 μM; IC50 = 1.5 μM). It does not exhibit activity when tested against a panel 170 protein kinases at concentrations as high as 15 μM. At 10 μM it blocks endoplasmic reticulum-associated degradation, impairing the autophagy pathway and promoting the activation of caspase-3 and -7 in cancer cells.[Cayman Chemical]
UsesHeLa cells were treated with DBeQ and the effects on in vivo ubiquitination and protein dislocation were studied by live cell imaging.
Suppliers100 total
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
上海康朗生物科技有限公司021-61998208 18217752821 · [email protected]
成都超九八生物科技有限公司13348960310 13348960310 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
上海遐瑞医药科技有限公司+86-021-61551413 · [email protected]
江苏艾康生物医药研发有限公司025-025-66113011 15955137747 · [email protected]
湖北科乐精细化工有限公司027-59101668 19945030958 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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