90330-78-2

Usage

Core structure

pyridazine and thiadiazine

Attached groups

phenyl group and phenylmethyl group

Type of compound

heterocyclic

Potential applications

pharmaceutical, as heterocyclic compounds are commonly found in drugs and bioactive molecules

Possible properties

potential pharmacological properties

Usage

in the development of new drugs or as a tool compound in chemical research

Upstream product

• 90330-74-8 7-benzyl-4-acetyl-2-phenyl-4H-pyridazino<4,5-e><1,3,4>thiadiazin-8(7H)-one 
• 90330-83-9 2-benzyl-5-<(α-bromobenzylidene)hydrazino>-4-chloro-3(2H)-pyridazinone 
• 59026-56-1 2-benzyl-5-benzylidene-hydrazino-4-chloro-3(2H)-pyridazinone 

Downstream Products

• 59026-45-8 5-benzyl-1-methyl-3-phenyl-1H-pyrazolo<3,4-d>pyridazin-4(5H)-one 

Relevant academic research and scientific papers

SYNTHESIS OF PYRAZOLOPYRIDAZINE DERIVATIVES- TWO COMPARABLE APPROACHES, RING CONTRACTION THROUGH EXTRUSION OF SULPHUR AND PHOTOCHEMICAL CYCLISATION

Ring contraction of 7-substituted 2-phenyl-4H-pyridazinothiadiazin-8(7H)-ones (5a-d) to 5-substituted 3-phenyl-1H-pyrazolopyridazin-4(5H)-ones (7a-d), through base-induced extrusion of sulphur, is described.Similar reactions proceed, not only on the 4-acetyl derivatives (4a-d) in basic media, but on 5a and the 4-methyl derivative (6a) thermally.Probable mechanism of these reactions are discussed.A comparable approach to the ring contraction, photochemical cyclisation of 2-substituted 5-(1-alkyl-2-benzylidenehydrazino)-4-chloro-3(2H)-pyridazinones (9a-e) to the corresponding 1-alkylpyrazolo-pyridazinone derivatives (8a-e) is also performed.

Synthesis of Pyridazinothiadazines and the Ring Contraction to Pyrazolopyridazines through Extrusion of Sulfur

Cyclization of 2-substituted 5-4-chloro-3(2H)-pyridazinones (2) with potassium thioacetate, followed by deacetylation, provided new ring system derivatives, 7-substituted 2-phenyl-4H-pyridazinothiadiazin-8(7H)