190777-77-6

Basic information

• Product Name: 5-BROMOISOQUINOLIN-1(2H)-ONE
• Synonyms: 5-BROMOISOQUINOLIN-1(2H)-ONE;5-Bromo-1(2H)-isoquinolinone;5-bromoisoquinolin-1-ol;5-Bromo-1,2-dihydro-1-oxoisoquinoline;5-Bromo-2H-isoquinolin-1-one;5-Bromoisoquinolin-1(2H);5-bromo-1,2-dihydroisoquinolin-1-one
• CAS NO: 190777-77-6
• Molecular Formula: C₉H₆BrNO
• Molecular Weight: 224.05
• Mol File: 190777-77-6.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 443.15 °C at 760 mmHg
• Flash Point: 221.809 °C
• Appearance: /
• Density: 1.620
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.63
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 12.19±0.20(Predicted)
• CAS DataBase Reference: 5-BROMOISOQUINOLIN-1(2H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMOISOQUINOLIN-1(2H)-ONE(190777-77-6)
• EPA Substance Registry System: 5-BROMOISOQUINOLIN-1(2H)-ONE(190777-77-6)

Safety Data

• Hazardous Substances Data: 190777-77-6(Hazardous Substances Data)

Usage

General Description

5-bromoisoquinolin-1(2H)-one is a chemical compound with the molecular formula C9H6BrNO, and a molecular weight of 230.05 g/mol. It is a brominated derivative of isoquinolinone, and it is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. 5-bromoisoquinolin-1(2H)-one has a wide range of applications, including as a building block in the synthesis of potential therapeutic agents and as a starting material for the production of herbicides and pesticides. Its unique structure and reactivity make it a valuable component in the production of various chemical products. Additionally, 5-bromoisoquinolin-1(2H)-one is also used as a reagent in organic synthesis for the preparation of various heterocyclic compounds.

InChI:InChI=1/C9H6BrNO/c10-8-3-1-2-7-6(8)4-5-11-9(7)12/h1-5H,(H,11,12)

Upstream product

• 15115-60-3 4-bromo-2,3-dihydroinden-1-one 
• 1109230-25-2 5-bromo-1,2,3,4-tetrahydroisoquinolin-1-one 
• 1711-09-7 3-bromobenzoyl chloride 
• 585-76-2 m-bromobenzoic acid 
• 108-05-4 vinyl acetate 
• 1427180-45-7 (3-bromophenyl)formamido 2,2-dimethylpropanoate 
• 223671-17-8 5-bromoisoquinolin-2-ium-2-olate 
• 34784-04-8 5-bromoisoquinoline 
• 77747-69-4 5-nitro-1H-isochromen-1-one 
• 70758-25-7 5-aminoisocoumarin 
• 245677-36-5 5-bromoisocoumarin 
• 1026708-78-0 (E)-3-(2-Bromo-phenyl)-acryloyl azide 

Downstream Products

• 1367905-79-0 5-bromo-2-methyl-2H-isoquinolin-1-one 
• 1207448-46-1 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-dihydroisoquinolin-1-one 

Relevant articles and documents

Efficient visible light mediated synthesis of quinolin-2(1H)-ones from quinolineN-oxides

Quinolin-2(1H)-ones are one of the important classes of compounds due to their prevalence in natural products and in pharmacologically useful compounds. Here we present an unconventional and hitherto unknown photocatalytic approach to their synthesis from easily available quinoline-N-oxides. This reagent free highly atom economical photocatalytic method, with low catalyst loading, high yield and no undesirable by-product, provides an efficient greener alternative to all conventional synthesis reported to date. The robustness of the methodology has been successfully demonstrated with easy scaling up to the gram scale.

New Series of Potent Allosteric Inhibitors of Deoxyhypusine Synthase

Deoxyhypusine synthase (DHPS) is the primary enzyme responsible for the hypusine modification and, thereby, activation of the eukaryotic translation initiation factor 5A (eIF5A), which is key in regulating the protein translation processes associated with tumor proliferation. Although DHPS inhibitors could be a promising therapeutic option for treating cancer, only a few studies reported druglike compounds with this inhibition property. Thus, in this work, we designed and synthesized a new chemical series possessing fused ring scaffolds designed from high-throughput screening hit compounds, discovering a 5,6-dihydrothieno[2,3-c]pyridine derivative (26d) with potent inhibitory activity; furthermore, the X-ray crystallographic analysis of the DHPS complex with 26d demonstrated a distinct allosteric binding mode compared to a previously reported inhibitor. These findings could be significantly useful in the functional analysis of conformational changes in DHPS as well as the structure-based design of allosteric inhibitors.

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)