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1290541-46-6

1290541-46-6 Structure

1290541-46-6 Structure
IdentificationBack Directory
[Name]

3-(Phenylmethyl)-2-[(1E)-2-(3-pyridinyl)ethenyl]-4(3H)-quinazolinone
[CAS]

1290541-46-6
[Synonyms]

B02
BO2
CS-2461
RAD51 Inhibitor B02
RAD51 Inhibitor B02 >=98% (HPLC)
RAD51 Inhibitor, B02 - CAS 1290541-46-6 - Calbiochem
(E)-3-benzyl-2-(2-(pyridin-3-yl)vinyl)quinazolin-4(3H)-one
3-(Phenylmethyl)-2-[(1E)-2-(3-pyridinyl)ethenyl]-4(3H)-quinazolinone
4(3H)-Quinazolinone, 3-(phenylmethyl)-2-[(1E)-2-(3-pyridinyl)ethenyl]-
[Molecular Formula]

C22H17N3O
[MDL Number]

MFCD03294274
[MOL File]

1290541-46-6.mol
[Molecular Weight]

339.39
Chemical PropertiesBack Directory
[Melting point ]

174-175o C
[storage temp. ]

2-8°C
[solubility ]

DMSO: ≥5mg/mL
[form ]

powder
[color ]

faint yellow to dark yellow
[Stability:]

Hygroscopic
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

3-(Phenylmethyl)-2-[(1E)-2-(3-pyridinyl)ethenyl]-4(3H)-quinazolinone is an inhibitor of human RAD51. RAD51 is involved in DNA repair and small molecules that inhibits RAD51 may be used to improve the efficacy of chemotherapy.
[Uses]

RAD51 Inhibitor B02 has been used:
  • to test its effect on the polar body extrusion (PBE) rate in porcine oocytes
  • for RAD51 inhibition in porcine embryos
  • as RAD51 inhibitor and to test its effect on targeted nucleotide substitution (TNS) in induced pluripotent stem cells (iPSCs)

[Definition]

ChEBI: 3-(phenylmethyl)-2-[2-(3-pyridinyl)ethenyl]-4-quinazolinone is a member of quinazolines.
[General Description]

A cell-permeable pyridinylvinyl-quinazolinone compound that is shown to specifically inhibit human RAD51 (IC50 = 27.4 μM). Does not affect RecA even at much higher concentration (~250 μM). Directly interacts with RAD51 (Kd = 5.6 μM), and disrupts its binding to DNA and nucleoprotein filament formation. Blocks double-strand break-induced homologous recombination and enhances sensitivity of cells to Cisplatin (Cat. No. 232120) and Mitomycin C (Cat. No. 47589), (Cat. No. 475820). Diminishes co-aggregate formation between RAD51-ssDNA filament and dsDNA. RAD51-Stimulatory Compound-1, RS-1 (Cat. No. 553510) is also available.
[Biochem/physiol Actions]

B02 (3-(Phenylmethyl)-2-[(1E)-2-(3-pyridinyl)ethenyl]-4(3H)-quinazolinone), a pyridinylvinyl-quinazolinone compound is cell-permeable. B02 inhibits human RAD51 recombinase and subsequent nucleofilaments formation. It halts homologous recombination (HR) repair events in cancer cells. B02 favors apoptosis in multiple myeloma and is crucial for sensitizing them to doxorubicin.
[storage]

Store at +4°C
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