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

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

Uses

Used in Cancer Therapy:
5-Nitro-1(2H)-isoquinolinone is used as an antineoplastic agent for its potential to inhibit topoisomerase I, leading to the induction of apoptosis in tumor cells. It has shown promise in preclinical studies for its potential use in cancer treatment.
Used in Antiangiogenic Therapy:
As an antiangiogenic agent, 5-Nitro-1(2H)-isoquinolinone may help prevent the formation of new blood vessels that supply nutrients to tumors, thereby inhibiting their growth and spread.
Used in Inflammatory Disease Treatment:
5-Nitro-1(2H)-isoquinolinone is used as an anti-inflammatory agent due to its demonstrated properties, offering potential for the development of new medications for inflammatory diseases.
Used in Pharmaceutical Research and Development:
In the pharmaceutical industry, 5-Nitro-1(2H)-isoquinolinone is used as a compound for research and development, particularly for exploring its potential therapeutic applications in cancer and inflammatory diseases. Further studies are being conducted to understand its full potential and optimize its use in medicinal formulations.

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

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

Downstream Products

• 244219-94-1 1-chloro-7-nitro-isoquinoline 
• 58142-97-5 1-chloro-5-nitroisoquinoline 
• 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 
• 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.

Discovery of Benzopyridone-Based Transient Receptor Potential Vanilloid 1 Agonists and Antagonists and the Structural Elucidation of Their Activity Shift

Among a series of benzopyridone-based scaffolds investigated as human transient receptor potential vanilloid 1 (TRPV1) ligands, two isomeric benzopyridone scaffolds demonstrated a consistent and distinctive functional profile in which 2-oxo-1,2-dihydroquinolin-5-yl analogues (e.g., 2) displayed high affinity and potent antagonism, whereas 1-oxo-1,2-dihydroisoquinolin-5-yl analogues (e.g., 3) showed full agonism with high potency. Our computational models provide insight into the agonist-antagonist boundary of the analogues suggesting that the Arg557 residue in the S4-S5 linker might be important for sensing the agonist binding and transmitting signals. These results provide structural insights into the TRPV1 and the protein-ligand interactions at a molecular level.

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.

A nitrogen oxide C2 - bit hydroxylated method (by machine translation)

The present invention relates to nitrogen oxide C2 - bit hydroxylated method, in particular under reflux conditions in dichloroethane, three pyrrole alkyl bromide (PyBrop) [...] phosphate, sodium acetate, water and nitrogen oxides produced by the reaction of hydroxyl-substituted product. The process has simple operation, mild condition, high reaction selectivity, substrate wide applicability, high yield and the like. The application for the first time using this method to synthesize a series of 2 - hydroxyquinoline, 2 - hydroxy pyridine and 1 - hydroxy isoquinoline compound, in the establishment of the compounds of the library synthesis application have broad prospects. (by machine translation)

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

Synthesis and biological evaluation of 7-substituted-1-(3-bromophenylamino) isoquinoline-4-carbonitriles as inhibitors of myosin light chain kinase and epidermal growth factor receptor

Here we present the synthesis and biological activity of a series of 7-substituted-1-(3-bromophenylamino)isoquinoline-4-carbonitriles as inhibitors of myosin light chain kinase (MLCK) and the epidermal growth factor receptor kinase (EGFR). The inhibitory

REARRANGED PENTANOLS, A METHOD FOR THE PRODUCTION THEREOF, AND THEIR USE AS ANTIPHLOGISTICS

The invention relates to compounds of formula (I), to a method for the production thereof, and to their use as antiphlogistics.

1-AMINO-2-OXY-SUBSTITUTED TETRAHYDRONAPHTALENE DERIVATIVES, METHODS FOR THE PRODUCTION THEREOF, AND THEIR USE AS ANTIPHLOGISTICS

The invention relates to polysubstituted tetrahydronaphtalene derivatives of formula (I), to methods for the production thereof, and to their use as antiphlogistics. The substituents are defined in Claim 1.

Rearranged pentanols, a process for their production and their use as anti-inflammatory agents

The invention relates to the compounds of formula I, a process for their production and their use as anti-inflammatory agents.

Multiply-substituted tetrahydronaphthalene derivatives, process for their production and their use as anti-inflammatory agents

The invention relates to multiply-substituted tetrahydronaphthalene derivatives of formula (I) process for their production and their use as anti-inflammatory agents.