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1015-89-0

1015-89-0 | Phenanthridin-6(5H)-one

CAS No: 1015-89-0 Catalog No: AG0004MR MDL No:MFCD00004988

Product Description

Catalog Number:
AG0004MR
Chemical Name:
Phenanthridin-6(5H)-one
CAS Number:
1015-89-0
Molecular Formula:
C13H9NO
Molecular Weight:
195.2167
MDL Number:
MFCD00004988
IUPAC Name:
5H-phenanthridin-6-one
InChI:
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
SMILES:
O=c1[nH]c2ccccc2c2c1cccc2
EC Number:
213-804-3
UNII:
AVQ13AUB5J

Properties

Complexity:
263  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
195.068g/mol
Formal Charge:
0
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
195.221g/mol
Monoisotopic Mass:
195.068g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
29.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.5  

Literature

Title Journal
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Family-wide chemical profiling and structural analysis of PARP and tankyrase inhibitors. Nature biotechnology 20120219
Inhibition of poly(ADP-ribose) polymerase-1 attenuates the toxicity of carbon tetrachloride. Journal of enzyme inhibition and medicinal chemistry 20111201
PARP-1 inhibition prevents CNS migration of dendritic cells during EAE, suppressing the encephalitogenic response and relapse severity. Multiple sclerosis (Houndmills, Basingstoke, England) 20110701
Synthesis and evaluation of C-ring aromatized analogues of phenanthridone alkaloids. Archives of pharmacal research 20110701
Effects of 6(5H)-phenanthridinone, an inhibitor of poly(ADP-ribose)polymerase-1 activity (PARP-1), on locomotor networks of the rat isolated spinal cord. Cellular and molecular neurobiology 20110501
One-pot formation of C-C and C-N bonds through palladium-catalyzed dual C-H activation: synthesis of phenanthridinones. Angewandte Chemie (International ed. in English) 20110207
A highly sensitive RP-HPLC-fluorescence method to study aldehyde oxidase activity. Journal of AOAC International 20110101
Molecular Mechanisms Underlying Cell Death in Spinal Networks in Relation to Locomotor Activity After Acute Injury in vitro. Frontiers in cellular neuroscience 20110101
Hepatoprotective effects of select water-soluble PARP inhibitors in a carbon tetrachloride model. International journal of critical illness and injury science 20110101
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis. Bioorganic & medicinal chemistry letters 20101101
Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum. Nature chemical biology 20091001
Molecular design, synthesis and docking study of benz[b]oxepines and 12-oxobenzo[c]phenanthridinones as topoisomerase 1 inhibitors. Bioorganic & medicinal chemistry letters 20090501
Attenuation of bromobenzene-induced hepatotoxicity by poly(ADP-ribose) polymerase inhibitors. Research communications in molecular pathology and pharmacology 20090101
Chronic exposure of the oligochaete Lumbriculus variegatus to polycyclic aromatic compounds (PACs): bioavailability and effects on reproduction. Environmental science & technology 20080501
A novel spectrophotometric method for determination of kinetic constants of aldehyde oxidase using multivariate calibration method. Journal of biochemical and biophysical methods 20080424
Total synthesis of 7-deoxypancratistatin-1-carboxaldehyde and carboxylic acid via solvent-free intramolecular aziridine opening: phenanthrene to phenanthridone cyclization strategy. Organic letters 20080207
Synthesis and evaluation of substituted benzoisoquinolinones as potent inhibitors of Chk1 kinase. Bioorganic & medicinal chemistry letters 20071115
A key role for poly(ADP-ribose) polymerase-1 activity during human dendritic cell maturation. Journal of immunology (Baltimore, Md. : 1950) 20070701
Synthesis of some members of the hydroxylated phenanthridone subclass of the Amaryllidaceae alkaloid family. The Journal of organic chemistry 20070330
Effects of proximity on the relaxation dynamics of flindersine and 6(5H)-phenanthridinone. The journal of physical chemistry. A 20070118
6,(5H)-phenanthridinone protects against carbon tetrachloride-induced cytotoxicity in human HepG2 cells. Research communications in molecular pathology and pharmacology 20070101
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
Discovery of potent poly(ADP-ribose) polymerase-1 inhibitors from the modification of indeno[1,2-c]isoquinolinone. Journal of medicinal chemistry 20050811
Fungal biotransformation of benzo[f]quinoline, benzo[h]quinoline, and phenanthridine. Applied microbiology and biotechnology 20050501
The monofunctional alkylating agent N-methyl-N'-nitro-N-nitrosoguanidine triggers apoptosis through p53-dependent and -independent pathways. Toxicology and applied pharmacology 20050101
Dual regulation of AP-2alpha transcriptional activation by poly(ADP-ribose) polymerase-1. The Biochemical journal 20040815
An enzymatic assay for poly(ADP-ribose) polymerase-1 (PARP-1) via the chemical quantitation of NAD(+): application to the high-throughput screening of small molecules as potential inhibitors. Analytical biochemistry 20040301
Hepatoprotective effects of 6(5H)-phenanthridinone from chemical-induced centrilobular necrosis. Research communications in molecular pathology and pharmacology 20040101
Design and synthesis of poly(ADP-ribose) polymerase-1 (PARP-1) inhibitors. Part 4: biological evaluation of imidazobenzodiazepines as potent PARP-1 inhibitors for treatment of ischemic injuries. Bioorganic & medicinal chemistry 20030815
Design and synthesis of poly ADP-ribose polymerase-1 inhibitors. 2. Biological evaluation of aza-5[H]-phenanthridin-6-ones as potent, aqueous-soluble compounds for the treatment of ischemic injuries. Journal of medicinal chemistry 20030703
Novel isoquinolinone-derived inhibitors of poly(ADP-ribose) polymerase-1: pharmacological characterization and neuroprotective effects in an in vitro model of cerebral ischemia. The Journal of pharmacology and experimental therapeutics 20030601
Nicotinamide is a potent inhibitor of proinflammatory cytokines. Clinical and experimental immunology 20030101
Inhibitors of poly(ADP-ribose) polymerase-1 suppress transcriptional activation in lymphocytes and ameliorate autoimmune encephalomyelitis in rats. British journal of pharmacology 20021101
Novel phenanthridinone inhibitors of poly (adenosine 5'-diphosphate-ribose) synthetase: potent cytoprotective and antishock agents. Critical care medicine 20020501
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. The Journal of biological chemistry 20020419
A new strategy towards the total synthesis of phenanthridone alkaloids: synthesis of (+)-2,7-dideoxypancratistatin as a model study. Chemical communications (Cambridge, England) 20020321
Poly(ADP-ribose) polymerase inhibitors attenuate necrotic but not apoptotic neuronal death in experimental models of cerebral ischemia. Cell death and differentiation 20010901
Synthesis of substituted 5[H]phenanthridin-6-ones as potent poly(ADP-ribose)polymerase-1 (PARP1) inhibitors. Bioorganic & medicinal chemistry letters 20010709
Novel inhibitors of poly(ADP-ribose) polymerase/PARP1 and PARP2 identified using a cell-based screen in yeast. Cancer research 20010515
Comparative metabolism of phenanthridine by carp (Cyprinus carpio) and midge larvae (Chironomus riparius). Environmental pollution (Barking, Essex : 1987) 20010101
Excitotoxicity in the lung: N-methyl-D-aspartate-induced, nitric oxide-dependent, pulmonary edema is attenuated by vasoactive intestinal peptide and by inhibitors of poly(ADP-ribose) polymerase. Proceedings of the National Academy of Sciences of the United States of America 19960514
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