82827-08-5

Basic information

• Product Name: 5-NITRO-1(2H)-ISOQUINOLINONE
• Synonyms: 5-NITRO-1(2H)-ISOQUINOLINONE;5-NITRO-2H-ISOQUINOLIN-1-ONE;5-Nitroisoquinolin-1(2H)-one;Nsc27502;5-Nitroisocarbostyril;5-Nitroisoquinolin-1-ol
• CAS NO: 82827-08-5
• Molecular Formula: C₉H₆N₂O₃
• Molecular Weight: 190.16
• Mol File: 82827-08-5.mol
• Article Data: 14

Chemical Properties

• Melting Point: 252-254℃
• Boiling Point: 479.1 °C at 760 mmHg
• Flash Point: 243.5 °C
• Appearance: /
• Density: 1.419
• Vapor Pressure: 2.43E-09mmHg at 25°C
• Refractive Index: 1.636
• PKA: 11.22±0.20(Predicted)
• CAS DataBase Reference: 5-NITRO-1(2H)-ISOQUINOLINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-NITRO-1(2H)-ISOQUINOLINONE(82827-08-5)
• EPA Substance Registry System: 5-NITRO-1(2H)-ISOQUINOLINONE(82827-08-5)

Safety Data

• Hazardous Substances Data: 82827-08-5(Hazardous Substances Data)

Usage

General Description

5-Nitro-1(2H)-isoquinolinone is a chemical compound with the molecular formula C9H6N2O3. It is a nitro-substituted isoquinolinone derivative with potential antineoplastic and antiangiogenic activities. 5-Nitro-1(2H)-isoquinolinone may work by inhibiting the enzyme topoisomerase I, which is involved in DNA replication and repair, ultimately leading to the induction of apoptosis in tumor cells. It has been studied for its potential use in cancer therapy and has shown promising results in preclinical studies. Additionally, 5-Nitro-1(2H)-isoquinolinone has been shown to have anti-inflammatory properties and may offer potential for the development of new medications for inflammatory diseases. Further research is needed to fully understand the potential therapeutic applications of this compound.

InChI:InChI=1/C9H6N2O3/c12-9-7-2-1-3-8(11(13)14)6(7)4-5-10-9/h1-5H,(H,10,12)

Upstream product

• 1532-72-5 isoquinoline N-oxide 
• 119-65-3 isoquinoline 
• 19493-44-8 1-chloroisoquinoline 
• 491-30-5 1-hydroxyisoquinoline 
• 59382-59-1 2-methyl-3-nitro-benzoic acid methyl ester 
• 77747-69-4 5-nitro-1H-isochromen-1-one 
• 58142-97-5 1-chloro-5-nitroisoquinoline 
• 57554-78-6 5-Nitroisoquinoline N-Oxide 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 143075-63-2 2-(5-Methyl-1-trityl-1H-imidazol-4-ylmethyl)-5-nitro-2H-isoquinolin-1-one 
• 143075-64-3 5-Amino-2-(5-methyl-1-trityl-1H-imidazol-4-ylmethyl)-2H-isoquinolin-1-one 
• 244219-94-1 1-chloro-7-nitro-isoquinoline 
• 58142-97-5 1-chloro-5-nitroisoquinoline 
• 93117-08-9 5-aminoisoquinolin-1(2H)-one 
• 1269762-01-7 1-methoxy-5-nitro-4-phenylisoquinoline 
• 1269762-03-9 1-methoxy-5-nitro-4-(4-trifluoromethylphenyl)isoquinoline 
• 1269762-02-8 1-methoxy-5-nitro-4-phenylaminoisoquinoline 
• 1269762-04-0 5-nitro-4-phenylisoquinolin-1-one 
• 1269762-11-9 5-nitro-4-(4-trifluoromethylphenyl)isoquinolin-1-one 
• 1269762-12-0 5-amino-4-phenylisoquinolin-1-one 
• 1269762-13-1 5-amino-4-(4-trifluoromethylphenyl)isoquinolin-1-one 
• 1269762-10-8 5-benzamido-4-phenylisoquinolin-1-one 
• 1280188-47-7 5-(4-methylbenzamido)isoquinolin-1-one 

Relevant articles and documents

HETEROCYCLIC COMPOUNDS FOR MODULATING NR2F6

The present disclosure relates to compounds capable of modulating the activity of NR2F6. The compounds of the disclosure may be used in methods for the prevention and/or the treatment of diseases and disorders associated with modulating NR2F6 activity.

Design, synthesis, and biological evaluation of isoquinolin-1(2H)-one derivates as tankyrase-1/2 inhibitors

To investigate structure-activity relationships of tankyrase (TNKS) inhibitors, twelve new derivatives of isoquinolin- 1(2H)-one were designed and synthesized, and biological assessments were conducted. Several potent TNKS inhibitors with single- or double-digit nanomolar IC50 values were identified using enzymatic assays. Compound 11c was the most potent compound of this series and inhibited TNKS1 and TNKS2 at an IC50 of 0.009 and 0.003 μM, respectively, and showed an IC50 of 0.029 μM in a DLD-1 SuperTopFlash assay. Molecular docking results showed that compound 11c occupied a unique subpocket and formed a hydrogen bond with Glu1138 of TNKS2, which was not consistent with the patterns of known TNKS inhibitors and thus warrants further research.

5-benzamidoisoquinolin-1-ones and 5-(ω-Carboxyalkyl)isoquinolin-1- ones as isoform-selective inhibitors of poly(ADP-ribose) polymerase 2 (PARP-2)

PARP-2 is a member of the poly(ADP-ribose) polymerase family, with some activities similar to those of PARP-1 but with other distinct roles. Two series of isoquinolin-1-ones were designed, synthesized, and evaluated as selective inhibitors of PARP-2, usin