6(5H)-Phenanthridone

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
solubility	DMF: 1mg/mL; DMF:PBS (pH 7.2) (1:5): 0.16mg/mL
form	powder to crystal
pka	13.27±0.20(Predicted)
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 Information

Provider	Language
SigmaAldrich	English
ALFA	English

6(5H)-Phenanthridone Usage And Synthesis

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.
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.
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.

6(5H)-Phenanthridone Preparation Products And Raw materials

Raw materials	1,3-bis(2-phenylphenyl)urea-->2-Aminobiphenyl-->N-(2-Biphenylyl)-p-toluenesulfonamide-->2-Iodobiphenyl-2'-amine-->N-methoxy-[1,1'-biphenyl]-2-carboxamide-->2-bromo-N-phenylbenzamide-->BENODANIL-->9-FLUORENONE OXIME-->[1,1'-biphenyl]-2-carboxamide-->carbon monoxide-->Acetanilide-->9-Fluorenone-->Diisopropyl azodicarboxylate-->Methyl 2-iodobenzoate
Preparation Products	2-NITRO-6(5H)-PHENANTHRIDINONE

Norethindrone Isoquinoline, 6-chloro- (6CI,9CI) N-PHENYLETHYLENEDIAMINE 2-Chloro-5-fluorobenzonitrile 2,8-DICHLORO-QUINOLINE-3-CARBALDEHYDE 6(5H)-PHENANTHRIDINONE, 8,9-DIMETHOXY- ISOMETAMIDIUM Fanthridone 6(5H)-Phenanthridone 4H-CYCLOPENTA[LMN]PHENANTHRIDINE 5,9-DIONE 2,3-DIMETHOXY-12-METHYL-12H-[1,3]DIOXOLO-[4',5':4,5]BENZO[1,2-C]PHENANTHRIDIN-13-ONE 6(5H)-PHENANTHRIDINONE, 3,8,9-TRIMETHOXY- Phenanthridine 6(5H)-PHENANTHRIDINONE, 1,3,8,9-TETRAMETHOXY- 6(5H)-PHENANTHRIDINONE, 3,8,9-TRIMETHOXY-5-METHYL- PJ-34 6(5H)-PHENANTHRIDINONE, 1,3,8,9-TETRAMETHOXY-5-METHYL- N-(6-OXO-5,6-DIHYDRO-PHENANTHRIDIN-2-YL)-N,N DIMETHYLACETAMIDE HYDROCHLORIDE HYDRATE

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