850197-72-7

Basic information

• Product Name: 6-BROMO-5-NITRO-ISOQUINOLINE
• Synonyms: 6-BROMO-5-NITRO-ISOQUINOLINE;5-nitro-6-bromoisoquinoline
• CAS NO: 850197-72-7
• Molecular Formula: C9H5BrN2O2
• Molecular Weight: 253.05
• Mol File: 850197-72-7.mol

Chemical Properties

• Boiling Point: 356.1 °C at 760 mmHg
• Flash Point: 169.2 °C
• Appearance: /
• Density: 1.747
• Vapor Pressure: 6.12E-05mmHg at 25°C
• Refractive Index: 1.707
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.99±0.21(Predicted)
• CAS DataBase Reference: 6-BROMO-5-NITRO-ISOQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMO-5-NITRO-ISOQUINOLINE(850197-72-7)
• EPA Substance Registry System: 6-BROMO-5-NITRO-ISOQUINOLINE(850197-72-7)

Safety Data

• Hazardous Substances Data: 850197-72-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
6-BROMO-5-NITRO-ISOQUINOLINE is used as a building block in the synthesis of biologically active compounds, contributing to the development of new pharmaceuticals. Its unique molecular structure allows for the creation of diverse chemical entities with potential therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, 6-BROMO-5-NITRO-ISOQUINOLINE serves as a valuable intermediate, enabling the formation of other chemical compounds. Its presence of a bromine atom and nitro group facilitates various chemical reactions, making it a versatile component in the synthesis of complex organic molecules.
Used in Medicinal Chemistry and Drug Discovery:
6-BROMO-5-NITRO-ISOQUINOLINE is utilized in medicinal chemistry and drug discovery due to its potential biological activity. Its unique molecular structure may confer specific interactions with biological targets, such as enzymes or receptors, leading to the discovery of novel therapeutic agents with improved efficacy and selectivity.

InChI:InChI=1/C9H5BrN2O2/c10-8-2-1-6-5-11-4-3-7(6)9(8)12(13)14/h1-5H

Upstream product

• 34784-05-9 6-bromo-isoquinoline 

Downstream Products

• 1201566-89-3 2-(5-nitroisoquinolin-6-yl)-4,5-dimethoxybenzoic acid methyl ester 

Relevant articles and documents

Synthesis of N-substituted benzo[c][1,7]- and benzo[c][1,8] phenanthrolin-(5H)-6-ones through a Pd-mediated Suzuki-Miyaura heteroaryl-aryl coupling reaction

In the course of the search for non-camptothecin topoisomerase I inhibitors we have undertaken the synthesis of N-substituted benzo[c][1,7]- and benzo[c][1,8]phenanthrolinone derivatives. An intermolecular Suzuki-Miyaura heteroaryl-aryl coupling reaction was planned as the key step. Then a nitro reduction followed by a concomitant lactamization achieved the construction of the tetracycle structures. This methodology permitted a rapid and efficient elaboration of biologically potent compounds.

Isoquinoline-pyridine-based protein kinase B/Akt antagonists: SAR and in vivo antitumor activity

The structure-activity relationships of a series of isoquinoline-pyridine-based protein kinase B/Akt antagonists have been investigated in an effort to improve the major short-comings of the lead compound 3, including poor pharmacokinetic profiles in several species (e.g., mouse iv t1/2 = 0.3 h, po F = 0%). Chlorination at C-1 position of the isoquinoline improved its pharmacokinetic property in mice (iv t1/2 = 5.0 h, po F = 51%) but resulted in >500-fold drop in potency. In a mouse MiaPaCa-2 xenograft model, an amino analog 10y significantly slowed the tumor growth, however was accompanied by toxicity.