131195-83-0

Usage

General Description

2,6-dimethyl-9-methoxy-4H-pyrrolo(3,2,1-ij)quinolin-4-one is a complex organic chemical compound with a unique fused ring system. It consists of a pyrrole ring fused with a quinoline ring, and is substituted with two methyl groups and a methoxy group at specific positions. 2,6-dimethyl-9-methoxy-4H-pyrrolo(3,2,1-ij)quinolin-4-one has potential applications in the field of medicinal chemistry and drug development due to its diverse structural features and potential biological activities. Its unique and complex structure makes it an interesting target for synthetic chemists and researchers looking to explore its potential pharmaceutical properties.

InChI:InChI=1/C14H13NO2/c1-8-6-13(16)15-9(2)7-11-12(17-3)5-4-10(8)14(11)15/h4-7H,1-3H3

Upstream product

• 591-27-5 m-Hydroxyaniline 
• 19840-99-4 carbostyril 124 
• 108-45-2 m-phenylenediamine 
• 131195-78-3 7-acetoxy-8-(2',3'-dibromopropyl)-4-methylquinolin-2-one 
• 131195-75-0 4-methyl-7-acetoxy-8-allylquinolin-2-one 
• 20513-71-7 7-hydroxy-4-methylquinolin-2(1H)-one 
• 159838-11-6 8-(2-Iodo-propyl)-7-methoxy-4-methyl-1H-quinolin-2-one 
• 159838-10-5 8-Allyl-7-methoxy-4-methyl-1H-quinolin-2-one 
• 131195-72-7 4-methyl-7-hydroxy-8-allylquinolin-2-one 
• 159838-12-7 2,6-dimethyl-9-methoxy-1,2-dihydro-4H-pyrrolo<3,2,1-ij>quinolin-4-one 
• 74-88-4 methyl iodide 
• 131195-81-8 9-hydroxy-2,6-dimethyl-4H-pyrrolo<3,2,1-ij>quinolin-4-one 
• 77-78-1 dimethyl sulfate 
• 131195-69-2 4-methyl-7-(allyloxy)quinolin-2-one 

Relevant academic research and scientific papers

Pyrroloquinolinone methylderivatives, furocoumarin analogues: Synthesis and biological activity

Searching new photochemotherapeutic agents, a series of methylpirroloquinolinones were prepared by a new synthetic pathway, thus univocally obtaining the title compounds. The photobiological activity of some of these compounds was assayed; upon UVA activation, a marked capacity of inhibiting macromolecular synthesis in Ehrlich cells was observed, which appeared to be markedly high testing protein synthesis. Pyrroloquinolinones induced a strong inhibition of the clonal growing capacity of HeLa cells cultivated in vitro. Studying DNA photodamage in HL60 cells high amounts of single strand breaks and DNA-protein cross-links were detected. Pyrroloquinolines inhibited T2 bacteriophage infectivity, but induced no significant amounts of revertants in E. coli WP2 TM9, a strain very sensitive to DNA damage. On the contrary, 8-MOP, tested in the same experimental conditions exhibited an evident photomutagenecity. These data suggest that pyrroloquinolines induced antiproliferative effects by a mechanism in which DNA-photobinding practically does not take place, and therefore different from that shown by known furocoumarins. Pyrroloquinolinones showed also a moderate antiproliferative activity in the dark.

REGIOSPECIFIC SYNTHESIS OF 1H,5H- AND 3H,5H-BENZOQUINOLIZIN-5-ONE DERIVATIVES

Regiospecific separate syntheses of the new 1H,5H- and 3H,5H-benzoquinolizin-5-one derivatives exploiting 2-bromo-10-hydroxy-7-methyl-1H,2H,3H,5H-benzoquinolizin-5-one as common key intermediate are described.The structure of 2-bromo-10-hydroxy-7-methyl-1H,2H,3H,5H-benzoquinolizin-5-one has been determined by X-ray analysis.Crystal data: a = 7.248(3), b = 18.40(1), c = 9.132(7) Angstroem, β = 106.08(5) deg; space group P21/c; Z = 4.