214045-84-8

Basic information

• Product Name: 6-FLUORO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE
• Synonyms: 6-FLUORO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE;6-Fluoro-3,4-dihydro-1(2H)-isoquinolinone;1(2H)-Isoquinolinone, 6-fluoro-3,4-dihydro-
• CAS NO: 214045-84-8
• Molecular Formula: C₉H₈FNO
• Molecular Weight: 165.16
• Mol File: 214045-84-8.mol
• Article Data: 26

Chemical Properties

• Melting Point: 116.4-117.2 °C
• Boiling Point: 404.1±45.0 °C(Predicted)
• Appearance: /
• Density: 1.241±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.41±0.20(Predicted)
• CAS DataBase Reference: 6-FLUORO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-FLUORO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE(214045-84-8)
• EPA Substance Registry System: 6-FLUORO-3,4-DIHYDRO-2H-ISOQUINOLIN-1-ONE(214045-84-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 214045-84-8(Hazardous Substances Data)

Usage

General Description

6-Fluoro-3,4-dihydro-2H-isoquinolin-1-one is a complex chemical compound from the isoquinoline family often utilized in scientific and industrial applications. As suggested by its name, this chemical features a fluorine atom, implying potential uses within the pharmaceutical industry due to fluorine's capacity to enhance certain drug properties. Despite its potential uses, detailed information regarding this chemical compound, such as its specific applications, toxicity, and properties, is not widely available or thoroughly documented in public sources, emphasizing the need for further research and examination in the scientific community.

Upstream product

• 404-70-6 2-(3-Fluorophenyl)ethylamine 
• 102422-57-1 1-Fluoro-3-(2-isocyanato-ethyl)-benzene 
• 1403029-54-8 2-3-fluorophenylethylcarbamic acid methyl ester 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 700-84-5 5-fluoro-1-indanone 
• 20595-30-6 3-fluorocinnamic acid 
• 458-45-7 3-(3-fluorophenyl)propionic acid 
• 456-48-4 3-Fluorobenzaldehyde 

Downstream Products

• 888226-97-9 6-(4-benzyl-piperazin-1-yl)-3,4-dihydro-2H-isoquinolin-1-one 
• 214045-85-9 6-fluoro-1,2-dihydroisoquinolin-1-one 
• 1178884-33-7 6-dimethylamino-3,4-dihydro-2H-isoquinolin-1-one 
• 1256961-27-9 6-benzylamino-3,4-dihydro-2H-isoquinolin-1-one 
• 1178884-09-7 6-(dimethylamino)-2-(2-(hydroxymethyl)-3-(1-methyl-5-(5-(morpholine-4-carbonyl)pyridin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)phenyl)-3,4-dihydroisoquinolin-1(2H)-one 
• 1242156-99-5 C₁₈H₁₇BrN₂O₂ 
• 1198765-28-4 C₃₄H₃₄N₆O₅ 
• 1462328-86-4 2-(3-chloro-2-(hydroxymethyl)phenyl)-6-(dimethylamino)-3,4-dihydroisoquinolin-1(2H)-one 
• 1462328-78-4 2-chloro-6-(6-dimethylamino-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)benzaldehyde 
• 1178884-42-8 acetic acid 2-bromo-6-(6-dimethylamino-1-oxo-3,4-dihydro-1H-isoquinolin-2-yl)benzyl ester 

Relevant articles and documents

Discovery of N-(6-Fluoro-1-oxo-1,2-dihydroisoquinolin-7-yl)-5-[(3R)-3-hydroxypyrrolidin-1-yl]thiophene-2-sulfonamide (LSN 3213128), a Potent and Selective Nonclassical Antifolate Aminoimidazole-4-carboxamide Ribonucleotide Formyltransferase (AICARFT) Inhibitor Effective at Tumor Suppression in a Cancer Xenograft Model

A hallmark of cancer is unbridled proliferation that can result in increased demand for de novo synthesis of purine and pyrimidine bases required for DNA and RNA biosynthesis. These synthetic pathways are frequently upregulated in cancer and involve various folate-dependent enzymes. Antifolates have a proven record as clinically used oncolytic agents. Our recent research efforts have produced LSN 3213128 (compound 28a), a novel, selective, nonclassical, orally bioavailable antifolate with potent and specific inhibitory activity for aminoimidazole-4-carboxamide ribonucleotide formyltransferase (AICARFT), an enzyme in the purine biosynthetic pathway. Inhibition of AICARFT with compound 28a results in dramatic elevation of 5-aminoimidazole 4-carboxamide ribonucleotide (ZMP) and growth inhibition in NCI-H460 and MDA-MB-231met2 cancer cell lines. Treatment with this inhibitor in a murine based xenograft model of triple negative breast cancer (TNBC) resulted in tumor growth inhibition.

SUBSTITUTED ARYLMETHYLUREAS AND HETEROARYLMETHYLUREAS, ANALOGUES THEREOF, AND METHODS USING SAME

The present invention includes substituted arylmethyl ureas and heteroarylmethyl-ureas, and compositions comprising the same, that can be used to treat or prevent hepatitis B virus (HBV) infections in a patient.

Intramolecular Reductive Cyclization of o-Nitroarenes via Biradical Recombination

A visible-light-induced/thiourea-mediated intramolecular cyclization of o-nitroarenes under mild conditions is realized for the first time, which provides an efficient and environmentally friendly way to access pharmaceutical relevant quinazolinone derivatives. The reaction can be easily extended to gram level by using a continuous-flow setup with high efficiency. Mechanistic investigation including control experiments, transient fluorescence, UV-vis spectra, and DFT calculations suggests that the formation of active biradical intermediates via intramolecular single electron transfer (SET) is key stage in the catalytic cycle.