68301-75-7

Usage

Uses

Used in Pharmaceutical Industry:
2-Amino-3-formyl-6-methylchromone is used as a potential therapeutic agent for its anti-inflammatory and antioxidant properties. Its pharmacological activities make it a candidate for the development of new drugs and treatments for various inflammatory and oxidative stress-related conditions.
Used in Drug Development:
2-Amino-3-formyl-6-methylchromone is utilized in the research and development of novel drugs and therapeutic agents. Its unique chemical structure and potential biological activities provide a foundation for designing and optimizing new compounds with improved efficacy and safety profiles.

InChI:InChI=1/C11H9NO3/c1-6-2-3-9-7(4-6)10(14)8(5-13)11(12)15-9/h2-5H,12H2,1H3

Upstream product

• 50743-18-5 6-methyl-4-oxo-4H-1-benzopyran-3-carbonitrile 
• 91546-76-8 (6Z,14Z)-2,10-Dimethyl-5,13-dioxa-6,14-diaza-cycloocta[1,2-b;5,6-b']dinaphthalene-8,16-dione 

Downstream Products

• 1257761-26-4 7-methyl-3-(3-methyl-1-phenylpyrazol-5-yl)-5-oxo-5H-[1]benzopyrano[3,2-e]pyridin-2-one 
• 118157-94-1 4-hydroxy-3,6-dimethylcoumarin 

Relevant academic research and scientific papers

Studies on antianaphylactic agents. 7. Synthesis of antiallergic 5-oxo-5H-[1]benzopyrano[2,3-b]pyridines

5-Oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylic acids 23 and their tetrazole analogues 24 were synthesized from 4-oxo-4H-1-benzopyran-3-carbonitriles or 2-amino-4-oxo-4H-1-benzopyran-3-carboxaldehydes. When administered intravenously, they exhibited antiallergic activity in a reaginic PCA test in rats. In the carboxylic acid series, the activity was influenced by the substituents at the 2-position and increased substantially in the following order: Me, OMe 2 OH, H NHOMe. On the other hand, in the tetrazole series, 2-unsubsitituted derivatives showed the highest activity. Regardless of the kinds of substituents at positions 2 and 3, compounds bearing an alkyl group, especially an isopropyl group at the 7-position, were superior in activity to the corresponding unsubstituted compounds. Among these alkyl derivatives, 3-carboxylic acid derivatives, i.e., 23c (7-ethyl), 23g (2-amino-7-isopropyl), 23r [2-(methoxyamino)-7-isopropyl], and a 3-tetrazole derivative 24c (7-isopropyl), were 41-184 times as potent as disodium cromoglycate. They also exhibited remarkable activity when administered orally; clinical studies on 23g (AA-673) are in progress.

Heterocyclic Systems: Part XIII - Reactions of 3-N,N-Dimethylhydrazonomethyl-, Oximomethyl- and Cyano-chromones with Nucleophiles Containing Nitrogen

Reactions of the title chromones (3, 9, 10) with nitrogen containing nucleophiles (5-7) have been studied.When treated with phenylhydrazine, the hydrazone (9) produces the same pyrazole 17 (R'=Ph) as obtained by reacting chromone-3-carboxaldehyde (8) with

SYNTHESIS OF 3-SUBSTITUTED-5-OXO-5H-BENZOPYRANOPYRIDINE DERIVATIVES

3-Cyano-. 3-alkoxycarbonyl-, and 3-formyl-5-oxo-5H-benzopyranopyridine dervatives were prepared by reactions of 2-amino-4-oxo-4H-1-benzopyran-3-carboxaldehydes 1 with acetylene derivatives (methods A-C) or with reactive methylene compounds (methods D-E) and also by catalytic hydrogenation of 2-chloro-5-oxo-5H-benzopyranopyridine-3-carbonitriles 12 (method F).