299634
6-(5H)-Phenanthridinone
technical grade
Synonym(s):
NSC 11021, NSC 40943, NSC 61083
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All Photos(2)
About This Item
Empirical Formula (Hill Notation):
C13H9NO
CAS Number:
Molecular Weight:
195.22
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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grade
technical grade
form
powder
mp
290-292 °C (lit.)
SMILES string
O=C1Nc2ccccc2-c3ccccc13
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)
InChI key
RZFVLEJOHSLEFR-UHFFFAOYSA-N
Gene Information
human ... PARP1(142)
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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.
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
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Mohammad-Hossein Sorouraddin et al.
Journal of biochemical and biophysical methods, 70(6), 999-1005 (2007-10-16)
Although phenanthridine has been frequently used as a specific substrate for the assessment of aldehyde oxidase activity, the use of this method is questionable due to a lower limit of detection and its validity for kinetic studies. In the present
Sajjad Ahmad et al.
Organic & biomolecular chemistry, 10(19), 3937-3945 (2012-04-06)
A new synthetic approach has been developed for the preparation of 7-deoxypancratistatin analogues bearing a syn-(4aS,10bS)-phenanthridone ring junction. A one-pot tandem process involving a substrate-directed Overman rearrangement and ring closing metathesis reaction was developed for the stereoselective synthesis of a
F Moroni et al.
Cell death and differentiation, 8(9), 921-932 (2001-08-30)
An excessive activation of poly(ADP-ribose) polymerase (PARP) has been proposed to play a key role in post-ischemic neuronal death. We examined the neuroprotective effects of the PARP inhibitors benzamide, 6(5H)-phenanthridinone, and 3,4-dihydro-5-[4-1(1-piperidinyl)buthoxy]-1(2H)-isoquinolinone in three rodent models of cerebral ischemia. Increasing
Prakash Jagtap et al.
Critical care medicine, 30(5), 1071-1082 (2002-05-15)
To synthesize novel inhibitors of the nuclear enzyme poly(adenosine 5'-diphosphate [ADP]-ribose) synthetase (PARS), also known as poly(ADP-ribose) polymerase (PARP), and to test them in in vitro models of oxidant-induced cytotoxicity and in endotoxin and splanchnic occlusion-reperfusion-induced shock. Randomized, prospective laboratory
Sara Ebrahimi Nasrabady et al.
Cellular and molecular neurobiology, 31(4), 503-508 (2011-02-19)
Excitotoxicity is considered to be a major pathophysiological mechanism responsible for extensive neuronal death after acute spinal injury. The chief effector of such a neuronal death is thought to be the hyperactivation of intracellular PARP-1 that leads to cell energy
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