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

solubility 

DMF: 1mg/mL; DMF:PBS (pH 7.2) (1:5): 0.16mg/mL

pka

13.27±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.

λmax

338nm(EtOH)(lit.)

BRN 

140641

CAS DataBase Reference

1015-89-0(CAS DataBase Reference)

NIST Chemistry Reference

6(5H)-phenanthridinone(1015-89-0)

EPA Substance Registry System

6-Phenanthridinone (1015-89-0)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

RTECS 

SG0370000

HS Code 

29337900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

6(5H)-Phenanthridone Usage And Synthesis

Uses

6-Phenanthridone is a poly(ADP-ribose) polymerase (PARP) inhibitor with immunosuppressive effects. 6-Phenanthridone has been shown to inhibit concanavalin A-induced lymphocyte proliferation.

Uses

6(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.

Definition

ChEBI: 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/v57-027
Journal of the American Chemical Society, 79, p. 1245, 1957 DOI: 10.1021/ja01562a054

General Description

6-(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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