72678-03-6

Basic information

• Product Name: 5-nitro-1-methoxyisoquinoline
• Synonyms: 5-nitro-1-methoxyisoquinoline
• CAS NO: 72678-03-6
• Molecular Formula: C₁₀H₈N₂O₃
• Molecular Weight: 204.18212
• Mol File: 72678-03-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 352.8±27.0 °C(Predicted)
• Appearance: /
• Density: 1.337±0.06 g/cm3(Predicted)
• PKA: 1.23±0.13(Predicted)
• CAS DataBase Reference: 5-nitro-1-methoxyisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 5-nitro-1-methoxyisoquinoline(72678-03-6)
• EPA Substance Registry System: 5-nitro-1-methoxyisoquinoline(72678-03-6)

Safety Data

• Hazardous Substances Data: 72678-03-6(Hazardous Substances Data)

Upstream product

• 58142-97-5 1-chloro-5-nitroisoquinoline 
• 124-41-4 sodium methylate 
• 19493-44-8 1-chloroisoquinoline 
• 491-30-5 1-hydroxyisoquinoline 
• 67-56-1 methanol 

Downstream Products

• 369652-59-5 2-(1-methoxy-5-isoquinolineamino)-3-nitrobenzoic acid 
• 72678-02-5 5-amino-1-methoxyisoquinoline 

Relevant articles and documents

Structure-activity relationships for pyrido-, imidazo-, pyrazolo-, pyrazino-, and pyrrolophenazinecarboxamides as topoisomerase-targeted anticancer agents

Heterocyclic phenazinecarboxamides were prepared by condensation of aminoheterocycles and 2-halo-3-nitrobenzoic acids, followed by reductive ring closure and amidation. They showed similar inhibition of paired cell lines that underexpressed topo II or overexpressed P-glycoprotein, indicating a non topo II mechanism of cytotoxicity and indifference to P-glycoprotein mediated multidrug resistance. Compounds with a fused five-membered heterocyclic ring were generally less potent than the pyrido[4,3-a]phenazines. A 4-methoxypyrido[4,3-a]phenazine (IC50s 2.5-26 nM) gave modest (ca. 5 day) growth delays in H69/P xenografts with oral dosing.

Regioselectivity of the Amination of Some Nitroisoquinolines by Liquid Ammonia/Potassium Permanganate

5- and 8-Nitroisoquinoline and some of their derivatives are aminated in a liquid ammonia solution of potassium permanganate to yield the corresponding 6- and 7-amino compounds.From 5,7-dinitroisoquinoline the 6,8-diamino derivative is obtained; 1-nitroisoquinoline has been found to be unreactive.FMO calculations made for a few nitroisoquinolines confirm the experimentally observed regioselectivity of the amination.