299634
6-(5H)-Phenanthridinone
technical grade
Synonym(s):
NSC 11021, NSC 40943, NSC 61083
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About This Item
Empirical Formula (Hill Notation):
C13H9NO
CAS Number:
Molecular Weight:
195.22
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
213-804-3
MDL number:
Product Name
6-(5H)-Phenanthridinone, technical grade
InChI key
RZFVLEJOHSLEFR-UHFFFAOYSA-N
InChI
1S/C13H9NO/c15-13-11-7-2-1-5-9(11)10-6-3-4-8-12(10)14-13/h1-8H,(H,14,15)
SMILES string
O=C1Nc2ccccc2-c3ccccc13
grade
technical grade
form
powder
mp
290-292 °C (lit.)
Quality Level
Gene Information
human ... PARP1(142)
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Related Categories
Application
Reactant involved in:
Reactant involved in the synthesis and/or pharmacological activity of biologically active molecules including:
- Synthesis of 5,6-dihydrophenanthridine sulfonamides
- Oxidative coupling with diphenylacetylene
- Direct copper acetate-catalyzed N-cyclopropylation of cyclic amides
Reactant involved in the synthesis and/or pharmacological activity of biologically active molecules including:
- Potassium channel KV1.3 and IK-1 inhibitors
- HIV-1 integrase inhibitors
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.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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E Perkins et al.
Cancer research, 61(10), 4175-4183 (2001-05-19)
Multicellular organisms must have means of preserving their genomic integrity or face catastrophic consequences such as uncontrolled cell proliferation or massive cell death. One response is a modification of nuclear proteins by the addition and removal of polymers of ADP-ribose
Jonathan Collins et al.
Organic letters, 10(3), 361-364 (2008-01-01)
Solid-state silica-gel-catalyzed opening of aziridine 6 provided phenanthrene 7, whose oxidative cleavage, recyclization, and further elaboration furnished the C-1 aldehyde and carboxylic acid derivatives of 7-deoxypancratistatin for potential analogue synthesis.
Denise Campisi Hegan et al.
Proceedings of the National Academy of Sciences of the United States of America, 107(5), 2201-2206 (2010-02-06)
Inhibitors of poly(ADP-ribose) polymerase (PARP) are in clinical trials for cancer therapy, on the basis of the role of PARP in recruitment of base excision repair (BER) factors to sites of DNA damage. Here we show that PARP inhibition to
Wan-Ju Kim et al.
Toxicology and applied pharmacology, 202(1), 84-98 (2004-12-14)
One of the cellular responses to DNA damaging events is the activation of programmed cell death, also known as apoptosis. Apoptosis is an important process in limiting tumorigenesis by eliminating cells with damaged DNA. This view is reinforced by the
J S Ungerstedt et al.
Clinical and experimental immunology, 131(1), 48-52 (2003-01-10)
The present study investigates the modulating effects of nicotinamide on the cytokine response to endotoxin. In an in vitro model of endotoxaemia, human whole blood was stimulated for two hours with endotoxin at 1 ng/ml, achieving high levels of the
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