6623-91-2

Basic information

• Product Name: 6-METHOXY-5-NITROQUINOLINE
• Synonyms: 6-METHOXY-5-NITROQUINOLINE;5-(Hydroxyl[oxido]aMino)-6-Methoxyquinoline;5-Nitro-6-Methoxyquinoline;NSC 55494
• CAS NO: 6623-91-2
• Molecular Formula: C₁₀H₈N₂O₃
• Molecular Weight: 204.18
• Product Categories: Aromatics Compounds;Aromatics;Heterocycles
• Mol File: 6623-91-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 101-103°C
• Boiling Point: 371.9 °C at 760 mmHg
• Flash Point: 178.7 °C
• Appearance: Yellow Crystalline Solid
• Density: 1.337 g/cm³
• Vapor Pressure: 2.14E-05mmHg at 25°C
• Refractive Index: 1.646
• Storage Temp.: -20°C Freezer
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly), Ethyl Acetate (Slightly)
• PKA: 2.86±0.15(Predicted)
• CAS DataBase Reference: 6-METHOXY-5-NITROQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHOXY-5-NITROQUINOLINE(6623-91-2)
• EPA Substance Registry System: 6-METHOXY-5-NITROQUINOLINE(6623-91-2)

Safety Data

• Hazardous Substances Data: 6623-91-2(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Crystalline Solid

Uses

6-Methoxy-5-nitroquinoline (cas# 6623-91-2) is a compound useful in organic synthesis.

InChI:InChI=1/C10H8N2O3/c1-15-9-5-4-8-7(3-2-6-11-8)10(9)12(13)14/h2-6H,1H3

Upstream product

• 5263-87-6 6-methoxy quinoline 
• 607-34-1 5-nitroquinoline 
• 865-33-8 potassium methanolate 
• 7697-37-2 nitric acid 
• 577-72-0 4-methoxy-3-nitroaniline 
• 56-81-5 glycerol 
• 98203-04-4 6-bromo-5-nitroquinoline 
• 124-41-4 sodium methylate 

Downstream Products

• 50358-38-8 5-amino-6-methoxyquinoline 
• 1346169-92-3 5-amino-6-methoxy-2-(3',4',5'-trimethoxyphenylsulfonyl)quinoline 
• 1346169-90-1 5-amino-6-methoxy-2-(3',4',5'-trimethoxyphenylthio)quinoline 
• 1346169-84-3 5-amino-6-methoxy-2-(3',4',5'-trimethoxyphenylamino)quinoline 
• 1346169-82-1 5-amino-6-methoxy-2-(3',4',5'-trimethoxyphenoxy)quinoline 
• 1346169-91-2 6-methoxy-5-nitro-2-(3',4',5'-trimethoxyphenylsulfonyl)quinoline 
• 1346169-89-8 6-methoxy-5-nitro-2-(3',4',5'-trimethoxyphenylthio)quinoline 
• 1346169-81-0 6-methoxy-5-nitro-2-(3',4',5'-trimethoxyphenoxy)quinoline 
• 14204-97-8 6-methylamino-5-nitroquinoline 
• 103028-63-3 6-hydroxy-5-nitroquinoline 
• 144368-31-0 methyl 5,7-dihydro-5-oxofuro<3,4-b>pyridin-7-ylacetate 
• 144368-32-1 (1S,9S,11R)-8,8-Dinitro-10,12-dioxa-3,9-diaza-tricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-triene-11-carboxylic acid methyl ester 
• 605-38-9 dimethyl 2,3-pyridinedicarboxylate 
• 144368-33-2 2-Methoxyoxalyl-nicotinic acid methyl ester 

Relevant articles and documents

AROYLQUINOLINE COMPOUNDS

A serious of nitro heterocyclic derivatives including a structure of formula (I) are provided. In formula (I), P, Q and R1 to R8 are defined in the specification. The derivatives disclosed in the present invention are characterized in inhibiting tubulin p

Mono-nitration of aromatic compounds via nitrate salts

A method of nitrating a compound selected from the group consisting of is provided.

Novel quinolinequinone antitumor agents: Structure-metabolism studies with NAD(P)H:quinone oxidoreductase (NQO1)

A series of quinolinequinones bearing various substituents has been synthesized, and the effects of substituents on the metabolism of the quinones by recombinant human NAD(P)H:quinone oxidoreductase (hNQO1) was studied. A range of quinolinequinones were selected for study, and were specifically designed to probe the effects of aryl substituents at C-2. A range of 28 quinolinequinones 2-29 was prepared using three general strategies: the palladium(0) catalyzed coupling of 2-chloroquinolines, the classical Friedlaender synthesis and the double-Vilsmeier reaction of acetanilides. One example of an isoquinolinequinone 30 was also prepared, and the reduction potentials of the quinones were measured by cyclic voltammetry. For simple substituents R2 at the quinoline 2-position, the rates of quinone metabolism by hNQO1 decrease for R2=Cl>H～Me>Ph. For aromatic substituents, the rate of reduction decreases dramatically for R 2=Ph>1-naphthyl>2-naphthyl>4-biphenyl. Compounds containing a pyridine substituent are the best substrates, and the rates decrease as R 2=4-pyridyl>3-pyridyl>2-pyridyl>4-methyl-2-pyridyl>5- methyl-2-pyridyl. The toxicity toward human colon carcinoma cells with either no detectable activity (H596 or BE-WT) or high NQO1 activity (H460 or BE-NQ) was also studied in representative quinones. Quinones that are good substrates for hNQO1 are more toxic to the NQO1 containing or expressing cell lines (H460 and BE-NQ) than the NQO1 deficient cell lines (H596 and BE-WT).