6(5H)-Phenanthridone
6(5H)-Phenanthridone
  • CAS No.:1015-89-0
Other grades of this product :
6(5H)-Phenanthridone Basic information
Product Name:6(5H)-Phenanthridone
Synonyms:PHENANTHRIDINONE;PHENANTHRIDONE;6(5H)-Phenantridinone;6-Phenanthridinol;6-Phenanthridone;Phenantridone;2H-BENZ[C]ISOQUINOLIN-1-ONE;phenanthridin-6(5H)-one
CAS:1015-89-0
MF:C13H9NO
MW:195.22
EINECS:213-804-3
Product Categories:Pyrazoles;Heterocyclic Building Blocks;N-Containing;Others;Heterocyclic Building Blocks
Mol File:1015-89-0.mol
6(5H)-Phenanthridone Chemical Properties
Melting point 290-292 °C(lit.)
Boiling point 435 °C
density 1.230±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka13.27±0.20(Predicted)
form powder to crystal
color White to Light yellow to Light orange
Water Solubility Soluble in DMSO (5 mg/ml). Insoluble in water.
λmax338nm(EtOH)(lit.)
BRN 140641
CAS DataBase Reference1015-89-0(CAS DataBase Reference)
NIST Chemistry Reference6(5H)-phenanthridinone(1015-89-0)
EPA Substance Registry System6-Phenanthridinone (1015-89-0)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
RTECS SG0370000
HS Code 29337900
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
6(5H)-Phenanthridone Usage And Synthesis
Uses6-Phenanthridone is a poly(ADP-ribose) polymerase (PARP) inhibitor with immunosuppressive effects. 6-Phenanthridone has been shown to inhibit concanavalin A-induced lymphocyte proliferation.
Uses6(5H)-Phenanthridinone is used as a probe into the role of PARP in cellular response to irradiation. Treatment of cells with 6(5H)-Phenanthridinone and various DNA-damaging agents showed a resistance to apoptosis. It acts as a reactant in the synthesis of 5,6-dihydrophenanthridine sulfonamides, oxidative coupling with diphenylacetylene, direct copper acetate-catalyzed N-cyclopropylation of cyclic amides. It is used as HIV-1 integrase inhibitor.
DefinitionChEBI: A member of the class of phenanthridines that is phenanthridine with an oxo substituent at position 6. A poly(ADP-ribose) polymerase (PARP) inhibitor, it has been shown to exhibit immunosuppressive activity.
Synthesis Reference(s)Canadian Journal of Chemistry, 35, p. 180, 1957 DOI: 10.1139/v57-027Journal of the American Chemical Society, 79, p. 1245, 1957 DOI: 10.1021/ja01562a054
General Description6-(5H)-Phenanthridinone is an inhibitor of poly(ADP-ribose)polymerase (PARP)-1 activity. The ability of 6-(5H)-phenanthridinone to potentiate the effect of ionizing radiation on tumour cells was evaluated. Action of 6-(5H)-phenanthridinone, one of the most potent PARP inhibitor, on RDM4 murine lymphoma cells in culture was evaluated.

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