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
Certificates of Analysis (COA)
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Miriam León Paumen et al.
Environmental science & technology, 42(9), 3434-3440 (2008-06-05)
This study aimed to monitor PAC availability to the oligochaete Lumbriculus variegatus during 28 days of exposure to spiked sediments, in order to obtain reliable chronic effect concentrations for reproduction. Sediment toxicity tests were performed using three pairs of PAC
Ganesh Pandey et al.
Chemical communications (Cambridge, England), (6)(6), 624-625 (2002-07-18)
A new strategy towards the synthesis of phenanthridone alkaloids has been reported through the synthesis of (+)-2,7-dideoxypancratistatin from D-(-)-quinic acid employing PET initiated carbocyclization of an electron rich aromatics by silylenol ether as a key step.
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
Alberto Chiarugi
British journal of pharmacology, 137(6), 761-770 (2002-11-02)
1. In the presence of genotoxic stress poly(ADP-ribose) polymerase-1 (PARP-1) leads to NAD(+) and ATP depletion, participating in the pathogenesis of several disorders including inflammation. Accordingly, chemical inhibitors of PARP-1 are efficacious anti-inflammatories, albeit the underlying molecular mechanisms are still
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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