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Merck
CN

299634

6-(5H)-菲啶酮

technical grade

别名:

NSC 11021, NSC 40943, NSC 61083

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关于此项目

经验公式(希尔记法):
C13H9NO
化学文摘社编号:
分子量:
195.22
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
213-804-3
MDL number:
Form:
powder
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产品名称

6-(5H)-菲啶酮, 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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Application

Reactant involved in:
  • 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.

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
One-pot formation of C-C and C-N bonds through palladium-catalyzed dual C-H activation: synthesis of phenanthridinones.
Guan-Wu Wang et al.
Angewandte Chemie (International ed. in English), 50(6), 1380-1383 (2011-02-04)
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.
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

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