148750-50-9

Basic information

• Product Name: 3(2H)-Pyridazinone, 4-chloro-2-methyl-5-[(phenylmethyl)amino]-
• CAS NO: 148750-50-9
• Molecular Formula: C12H12ClN3O
• Molecular Weight: 249.7
• Mol File: 148750-50-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 3(2H)-Pyridazinone, 4-chloro-2-methyl-5-[(phenylmethyl)amino]-(CAS DataBase Reference)
• NIST Chemistry Reference: 3(2H)-Pyridazinone, 4-chloro-2-methyl-5-[(phenylmethyl)amino]-(148750-50-9)
• EPA Substance Registry System: 3(2H)-Pyridazinone, 4-chloro-2-methyl-5-[(phenylmethyl)amino]-(148750-50-9)

Safety Data

• Hazardous Substances Data: 148750-50-9(Hazardous Substances Data)

Upstream product

• 144172-56-5 3-benzylamino-1-(p-methoxyphenyl)-1-propanol 
• 933-76-6 4,5-dichloro-2-methyl-3(2H)-pyridazinone 
• 181474-90-8 5-{Benzyl-[3-hydroxy-3-(4-methoxy-phenyl)-propyl]-amino}-4-chloro-2-methyl-2H-pyridazin-3-one 
• 100-46-9 benzylamine 

Downstream Products

• 136353-45-2 3-Benzyl-6-methyl-2-[(Z)-naphthalen-1-ylimino]-2,3-dihydro-6H-thiazolo[4,5-d]pyridazin-7-one 
• 136353-44-1 3-Benzyl-2-[(Z)-4-chloro-phenylimino]-6-methyl-2,3-dihydro-6H-thiazolo[4,5-d]pyridazin-7-one 
• 136353-33-8 3-Benzyl-2-[(Z)-4-ethoxy-phenylimino]-6-methyl-2,3-dihydro-6H-thiazolo[4,5-d]pyridazin-7-one 

Relevant articles and documents

Lipophilicity of aminopyridazinone regioisomers

Ten pairs of pyridazinone regioisomers were prepared, and their lipophilicity was described by the logarithm of the octanol/water partition coefficient (log P) determined experimentally and calculated with prediction methods. The 4- and 5-(substituted amino)-3(2H)-pyridazinone regioisomers were synthesized by nucleophilic substitution of one of the chloro atoms of 4,5-dichloro-2-methyl-3(2H)-pyridazinone or its 6-nitro derivative. Structures of new compounds were proven by spectroscopic methods. The experimental log P values were obtained by a shake flask method in octanol and a Soerensen buffer (pH 7.4) solvent system. A consequent difference was found in the lipophilicity of regioisomers. For each isomer pair, the log P value of the 4-isomer was significantly (average by 0.75 log unit) higher than that of the 5-isomer. Some quantum chemical calculations as well as X-ray analysis of two pairs of regioisomers were also carried out to gain insight into the structural differences of regioisomers. The log P values were calculated by the fragmental approach KOWWIN and a QSPR analysis (3DNET). The a priori KOWWIN gave poor agreement, but with the programs KOWWIN with EVA (experimental value adjusted) and 3DNET, the results were generally in agreement with experiment.

Kinetic and Theoretic Aspects of Regiochemistry in the Reaction of 4,5-Dihalo-3(2H)-pyridazinones with Benzylamines

Regioselectivity of nucleophilic substitution reactions of 4,5-dihalo-3(2H)-pyridazinones (1a-d) with benzylamines was studied under different conditions.Second-order kinetics were obtained for reactions of 1a with benzylamine in ethanol-d6 and toluene-d8 as well.Experimental results obtained were interpreted on the bases of Klopman-Salem equation and analyses of the reaction paths.