82121-08-2

Usage

Uses

Used in Pharmaceutical and Medicinal Research:
4-Hydroxy-7-methoxyquinoline is used as a research compound for its potential anti-cancer and anti-inflammatory properties, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemicals:
4-Hydroxy-7-methoxyquinoline is used as an intermediate in the synthesis of agrochemicals, aiding in the development of effective pesticides and other agricultural products.
Used in Dyes:
As an intermediate in the synthesis of dyes, 4-Hydroxy-7-methoxyquinoline contributes to the creation of various colorants for different applications, including textiles and other industries.
Used in Metal-Organic Frameworks:
4-Hydroxy-7-methoxyquinoline is used as a ligand in metal-organic frameworks, playing a crucial role in the formation of these hybrid materials with potential applications in gas storage, catalysis, and sensing.
Used in Metal Treatment Applications:
As a corrosion inhibitor, 4-Hydroxy-7-methoxyquinoline is employed in metal treatment processes to protect metals from degradation and extend their service life.

Upstream product

• 36053-96-0 7-methyl-2,3-dihydroquinolin-4(1H)-one 
• 855871-26-0 8-chloro-7-methyl-quinolin-4-ol 
• 6291-29-8 8-chloro-4-hydroxy-7-methyl-quinoline-3-carboxylic acid ethyl ester 
• 29027-17-6 2-chloro-3-methylaniline 
• 71-36-3 butan-1-ol 
• 108-44-1 1-amino-3-methylbenzene 
• 19056-83-8 diethyl 2-{[(3-methylphenyl)amino]methylene}propane-1,3-dioate 
• 41460-18-8 ethyl 4-hydroxy-7-methylquinoline-3-carboxylate 
• 51726-77-3 4-hydroxy-7-methylquinoline-3-carboxylic acid 
• 855764-51-1 8-chloro-4-hydroxy-7-methyl-quinoline-3-carboxylic acid 
• 25063-50-7 2,2-dimethyl-5-(m-tolylamino-methylene)-[1,3]dioxane-4,6-dione 

Downstream Products

• 63136-61-8 4-chloro-7-methyl-quinoline 
• 5408-67-3 chloroquine 
• 50332-60-0 4-Hydroxy-7-methyl-3-nitrochinolin 
• 36053-96-0 7-methyl-2,3-dihydroquinolin-4(1H)-one 

Relevant academic research and scientific papers

Nitrogen-containing heterocyclic compound as well as preparation method, pharmaceutical composition and application thereof

The invention provides a nitrogen-containing heterocyclic compound as well as a preparation method, a pharmaceutical composition and application thereof, and particularly provides a compound as shownin a formula I which is described in the specification,

Structure-activity relationships for ferriprotoporphyrin IX association and β-hematin inhibition by 4-aminoquinolines using experimental and ab initio methods

In order to probe structure-activity relationships of association with ferriprotoporphyrin IX (log K) and inhibition of β-hematin formation, a series of 4-aminoquinolines with varying substituents at the 7-position (X) have been synthesized. These have been further elaborated by introduction of two different R groups on the 4-amino nitrogen atom in the form of methyl (R = Me) and ethylamine (R = EtNH2) side chains. Data for a previously investigated series containing an N,N-diethyl-ethylamine side chain were also compared with the findings of this study. Experimentally, log K values for the simple 4-aminoquinoline series (R = H) were found to correlate with the hydrophobicity constant (π) of the group X. The log K values for the series with R = Me and EtNH2 were found to correlate with those of the series with R = H. The log of the 50% β-hematin inhibitory activity (log BHIA50) was found to correlate with log K and either meta (σm) or para (σp) Hammett constants for the series with R = Me and EtNH2, but not the simple series with R = H. To further improve predictability, correlations with ab initio electrostatic parameters, namely Mulliken and CHelpG charges were investigated. The best correlations were found with CHelpG charges which indicated that log K values can be predicted from the charges on atom H-8 and the group X in the quinolinium species computed in vacuum, while log BHIA50 values can be predicted from the CHelpG charges on C-7, C-8 and N-1 for the neutral species in vacuum. These correlations indicate that association and inhibition of β-hematin formation are separately determined. They also suggest that electron withdrawing groups at the 7-position, but not necessarily hydrophobic groups are required for hemozoin inhibition. The upshot is that the correlations imply that considerably more hydrophilic hemozoin inhibitors are feasible.

Synthesis of ring-substituted 4-aminoquinolines and evaluation of their antimalarial activities

A simple two-step synthesis method was used to make 51 B-ring-substituted 4-hydroxyquinolines allowing analysis of the effect of ring substitutions on inhibition of growth of chloroquine sensitive and resistant strains of Plasmodium falciparum, the dominant cause of malaria morbidity. Substituted quinoline rings other than the 7-chloroquinoline ring found in chloroquine were found to have significant activity against the drug-resistant strain of P. falciparum W2.

Oxazolo, thiazolo and selenazolo [4,5-c]-quinolin-4-amines and analogs thereof

Thiazolo-, oxazolo- and selenazolo[4,5-c]quinolin-4-amines and analogs thereof are described including methods of manufacture and the use of novel intermediates. The compounds are immunomodulators and induce cytokine biosynthesis, including interferon and/or tumor biosynthesis, necrosis factor, and inhibit the T-helper-type 2 immune response. The compounds are further useful in the treatment of viral and neoplastic diseases.

Preparation of 4-hydroxyquinolines

Process for the preparation of 4-hydroxyquinolines of the general formula: STR1 in which R represents a hydrogen atom, or one, two or three substituents, which may be the same or different, selected from halogen atoms, alkyl radicals containing 1 to 4 carbon atoms, alkoxy radicals containing 1 to 4 carbon atoms, and the trifluoromethyl radical, the substituent(s) being in the 2-, 3-, 5-, 6-, 7- or 8-position, by the oxidation, by means of oxygen or air, in the presence of a catalyst based on platinum or ruthenium, or alloys thereof, of a 1,2,3,4-tetrahydroquinolin-4-one of the general formula: STR2 in which R is as defined above.