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Usage

Uses

Used in Pharmaceutical Industry:
Benzaldehyde, 2-amino-3-methoxy(9CI), is used as a key intermediate in the synthesis of pharmaceutical drugs due to its unique chemical structure. The presence of the amino and methoxy groups allows for further chemical reactions and modifications, facilitating the creation of new drug molecules with potential therapeutic applications.
Used in Organic Chemistry Research:
In the realm of organic chemistry, Benzaldehyde, 2-amino-3-methoxy(9CI), serves as an important compound for studying the effects of functional group substitutions on the chemical and physical properties of benzaldehyde. Research involving Benzaldehyde, 2-amino-3-methoxy- (9CI) can lead to a deeper understanding of reaction mechanisms, the development of new synthetic routes, and the discovery of novel chemical compounds with specific properties.
Used in Dye Production:
Benzaldehyde, 2-amino-3-methoxy(9CI), is utilized as a precursor in the production of dyes. Its unique structure contributes to the color and stability of the resulting dyes, making it a valuable component in the dye manufacturing process.
Used in Perfumery:
Benzaldehyde, 2-amino-3-methoxy(9CI) is also used in the creation of perfumes, where its distinct aromatic properties contribute to the development of unique fragrances. Its ability to react with other compounds allows for the production of a wide range of scent profiles.
Used in Flavorings:
Benzaldehyde, 2-amino-3-methoxy(9CI), finds application in the flavoring industry, where its taste-modifying properties can be harnessed to enhance or alter the flavor profiles of various food products and beverages.

Upstream product

• 53055-05-3 3-methoxy 2-nitrobenzaldehyde 
• 205877-13-0 (2-amino-3-methoxyphenyl)methanol 
• 3177-80-8 2-amino-3-methoxybenzoic acid 

Downstream Products

• 93013-58-2 8-methoxy-3-phenyl-quinolin-2-ylamine 
• 393109-89-2 8-methoxy-2-phenylquinoline 
• 21141-35-5 8-methoxyquinoline-2-carboxylic acid 
• 708-15-6 2-amino-8-methoxyquinazoline 
• 659730-14-0 2-amino-8-hydroxyquinazoline 
• 855837-84-2 dibenzyl-(8-methoxy-3-phenyl-[2]quinolyl)-amine 
• 856196-14-0 2-amino-8-methoxy-quinoline-3-carboxylic acid 
• 342634-33-7 2-phenyl-3-methyl-8-methoxyquinoline 

Relevant academic research and scientific papers

Polydentate analogues of 8-hydroxyquinoline and their complexes with ruthenium

Selective reduction of 2-nitro-3-methoxybenzaldehyde provides 2-amino-3-methoxybenzaldehyde that undergoes the Friedlaender condensation with a variety of acetyl-substituted derivatives of pyridine and 1,10-phenanthroline. After cleavage of the methyl eth

Synthesis and biological studies of new quinazolines with ether functions in position 2

A series of new quinazolines linked to triazoles through an ether chain in position 2 has been designed and synthetized through a flexible route. Cytotoxicity assays on selected cancer cell lines and inhibition studies toward a panel of representative mam

DISCOVERY OF NOVEL POTENT INHIBITORS OF THE MAP3K MEKK2

The identification and confirmation of 3 HTS hits with in vitro MEKK2 inhibitory activity using the MEKK2 ATPase HTS assay is shown. Preliminary SAR studies identified additional compounds for inhibiting MEKK2. Use of these compounds for inhibiting MEKK2

Synthesis, biological evaluation and virtual screening of some acridone derivatives as potential anticancer agents

Eleven novel acridone derivatives were synthesized and evaluated for their anticancer activity against 60 human cancer cell lines. Five compounds 8b, 8d, 8g, 8h, and 8k displayed very good in vitro antiproliferative activities well over 95% of the panels.

Chiral Phosphoric-Acid-Catalyzed Cascade Prins Cyclization

Asymmetric Prins cyclization of in situ generated quinone methides and o-aminobenzaldehyde has been developed with chiral phosphoric acid as an efficient catalyst. This unconventional method provides a facile access to diverse functionalized trans-fused pyrano-/furo-tetrahydroquinoline derivatives in excellent yield and with excellent diastereo- and enantioselectivities (up to 99% yield and 99% ee). Mechanistic studies suggested that the three adjacent tertiary stereocenters were constructed through the sequential formation of C-O, C-C, and C-N bonds.

Quantitative Sensitization Efficiencies in NIR-Emissive Homoleptic Ln(III) Complexes Using 2-(5-Methylpyridin-2-yl)-8-hydroxyquinoline

A series of isostructural lanthanide complexes [Ln(MPQ)3] (Ln = Nd, Gd, Er, Yb, Lu) using a monoanionic tridentate methylpyridyl-substituted 8-hydroxyquinoline ligand (MPHQ = 2-(5-methylpyridin-2-yl)-8-hydroxyquinoline) have been prepared and c

Asymmetric synthesis of isoquinolinonaphthyridines catalyzed by a chiral Br?nsted acid

A catalytic asymmetric method for the synthesis of chiral isoquinolinonaphthyridines has been developed. A chiral disulfonimide catalyzes a redox cyclization reaction between 2-methyl-3-aldehydeazaarenes and 1,2,3,4-tetrahydroisoquinolines to deliver a range of isoquinolinonaphthyridines with good to high yields (up to 91%) and up to 92:8 er.

QUINAZOLINE-BASED KINASE INHIBITORS

The present disclosure is generally directed to compounds which can inhibit AAK1 (adaptor associated kinase 1), compositions comprising such compounds, and methods for inhibiting AAK1.

Vasicine from Adhatoda vasica as an organocatalyst for metal-free Henry reaction and reductive heterocyclization of o-nitroacylbenzenes

Vasicine, a quinazoline alkaloid, from the leaves of Adhatoda vasica, has been utilized as an efficient catalyst for metal and base free Henry reaction of various aldehydes with nitro alkanes. The method can be used in the synthesis of various β-nitro alcohols under mild reaction conditions without use of hazardous organic solvents and expensive catalysts. Vasicine is also applied successfully for one pot synthesis of 2,1-benzisoxazoles from o-nitroacylbenzenes in good yields under mild conditions.

Synthesis of quinolinomorphinan derivatives as highly selective δ opioid receptor ligands

We have reported previously the novel δ opioid agonist KNT-127 which showed high affinity and selectivity for the δ receptor. Moreover, the analgesic effect of subcutaneously administered KNT-127 was more potent than that of a prototypical δ agonist (-)-TAN-67 in the acetic acid writhing test. This study of the structure-activity relationship of KNT-127 derivatives focused on the introduction of substituents onto the 5′-, 6′-, 7′- or 8′-position of the quinoline ring and revealed that many derivatives with 5′- or 8′-substituents showed high affinities and selectivities for the δ receptor. Especially, SYK-153 with an 8′-OH group showed the highest affinity and the most balanced and highest selectivity for the δ receptor among the synthesized compounds.