25381-41-3

Usage

Uses

Used in Pharmaceutical Industry:
Pyrido[3,4-d]pyridazin-1(2H)-one is used as a building block for the synthesis of various biologically active molecules due to its unique heterocyclic ring structure. Its potential applications include the development of new drugs and therapeutic agents.
Used in Organic Synthesis:
As a valuable intermediate in organic synthesis, Pyrido[3,4-d]pyridazin-1(2H)-one is utilized for the creation of complex organic compounds and pharmaceuticals, contributing to the advancement of chemical research and drug development.
Used in Cancer Research:
Pyrido[3,4-d]pyridazin-1(2H)-one is studied for its potential biological activities, particularly as an anti-cancer agent. Researchers and drug developers are interested in its therapeutic properties and how it may contribute to the development of novel cancer treatments.

Upstream product

• 156638-77-6 2,3-dihydro-3-hydroxy-2-phenyl-1H-pyrrolo<3,4-c>pyridin-1-one 
• 1447588-22-8 methyl 3-(dibromomethyl)isonicotinate 
• 4021-12-9 3-methyl-isonicotinic acid 
• 116985-92-3 Methyl 3-methylpyridine-4-carboxylate 
• 583-58-4 3,4-Lutidin 
• 3034-31-9 N-phenylisonicotinamide 
• 55-22-1 pyridine-4-carboxylic acid 

Relevant academic research and scientific papers

Diverse, Potent, and Efficacious Inhibitors That Target the EED Subunit of the Polycomb Repressive Complex 2 Methyltransferase

Aberrant activity of the histone methyltransferase polycomb repressive complex 2 (PRC2) has been linked to several cancers, with small-molecule inhibitors of the catalytic subunit of the PRC2 enhancer of zeste homologue 2 (EZH2) being recently approved fo

Cell Penetrant Inhibitors of the KDM4 and KDM5 Families of Histone Lysine Demethylases. 2. Pyrido[3,4-d]pyrimidin-4(3H)-one Derivatives

Following the discovery of cell penetrant pyridine-4-carboxylate inhibitors of the KDM4 (JMJD2) and KDM5 (JARID1) families of histone lysine demethylases (e.g., 1), further optimization led to the identification of non-carboxylate inhibitors derived from pyrido[3,4-d]pyrimidin-4(3H)-one. A number of exemplars such as compound 41 possess interesting activity profiles in KDM4C and KDM5C biochemical and target-specific, cellular mechanistic assays.

Synthesis of 4-alkylsulfanylphthalazin-1(2H)-ones via palladium catalyzed sulfanylation of substituted 4-bromophthalazin-1(2H)-ones

The synthesis of a series of new alkylsulfanyl phthalazinone and phthalazine derivatives is described. The target compounds were efficiently synthesized in a four step sequence, consisting of (1) cyclization of 2-formylbenzoic acid with hydrazine hydrate to form phthalazinone, (2) the direct bromination of phthalazinone core with KBr3, (3) alkylation of the obtained 4-bromolactam (Mitsunobu procedure) to make N- and also O-alkyl derivatives and finally (4) palladium-catalyzed coupling reactions of 2-alkyl-4-bromophthalazinone and 1-alkyloxy-4-bromophthalazine derivatives with aliphatic mercaptanes. Furthermore, the synthesis of 2-methyl-8-(propan-2-yl)sulfanyl-pyrido[3,4-d]pyridazin-1(2H)-one from 2-methyl-pyrido[3,4-d]pyridazin-1(2H)-one via bromination reaction with KBr3and subsequent sulfanylation by isopropyl mercaptan under catalyzed coupling reaction conditions is also described.

Synthesis of Some Novel N-Substituted Phthalazinone and Pyridopyridazinone Derivatives

Phthalazinone and pyridopyridazinone derivatives 3, 5, and 9 were prepared via reaction ofappropriate lactams 2 and 8 with 2-bromoethylphthalimide, N-tosylaziridine, and N,O-ditosyl derivatives of N-methylethanolamine in a two-step process in the presence

Tetrahydropyrido[d]pyridazinones - Promising scaffolds for drug discovery

An approach to the synthesis of all possible tetrahydropyrido[d] pyridazinones has been developed. The method relies on the catalytic hydrogenation of the corresponding aromatic counterparts, which were obtained by cyclization of the relevant dibromomethyl-substituted pyridinecarboxylates with hydrazine. The synthetic schemes include 4-5 steps starting from commercially available materials. The tetrahydropyrido[d]pyridazinone scaffolds are combinations of a saturated heterocycle (piperidine) and a privileged aromatic heterocycle (pyridazinone); hence they are promising starting points for the design in medicinal chemistry.

Synthesis and pharmacological evaluation of N- (dimethylamino)ethyl derivatives of benzo- and pyridopyridazinones

New N-(dimethylamino)ethyl derivatives of phthalazinones and pyridopyridazinones 7, 9 were synthesized and assayed as potential analgesic agents in the hot-plate, tail-flick, and writhing tests. Pharmacological assay demonstrated that eight (in ten) of th

A concise regioselective synthesis of hydroxyazaisoindolinones and their conversion into pyridopyridazinones

The synthesis of pyridopyridazinones 7 and 8 via the reaction of hydroxyazaisoindolinones 5 and 6 with hydrazine hydrate is described. Compounds 7 and 8 were then subjected to reactions with alkyl halides to furnish N-alkyl derivatives. Only in the reaction of pyridopyridazinone 8 with benzyl bromide was the O-benzylpyridopyridazine 14b formed in addition to the N-benzylpyridopyridazinone 14a.