88093-48-5

Basic information

• Product Name: 4-CHLORO-2-(1,1-DIMETHYLETHYL)-5-HYDROXY-3(2H)-PYRIDAZINONE
• Synonyms: 4-CHLORO-2-(1,1-DIMETHYLETHYL)-5-HYDROXY-3(2H)-PYRIDAZINONE
• CAS NO: 88093-48-5
• Molecular Formula: C₈H₁₁ClN₂O₂
• Molecular Weight: 202.63814
• Mol File: 88093-48-5.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-CHLORO-2-(1,1-DIMETHYLETHYL)-5-HYDROXY-3(2H)-PYRIDAZINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-2-(1,1-DIMETHYLETHYL)-5-HYDROXY-3(2H)-PYRIDAZINONE(88093-48-5)
• EPA Substance Registry System: 4-CHLORO-2-(1,1-DIMETHYLETHYL)-5-HYDROXY-3(2H)-PYRIDAZINONE(88093-48-5)

Safety Data

• Hazardous Substances Data: 88093-48-5(Hazardous Substances Data)

Upstream product

• 84956-71-8 2-tert-butyl-4,5-dichloro-2H-pyridazin-3-one 

Downstream Products

• 1044695-89-7 2-tert-butyl-4-chloro-5-(2-tert-butyldimethylsilyloxy-1-(4-tert-butylphenyl)-1-ethyl)oxy-3(2H)-pyridazinone 
• 1323347-23-4 5-((4-(bromomethyl)benzyl)oxy)-2-(tert-butyl)-4-chloropyridazin-3(2H)-one 
• 1323347-22-3 2-(t-butyl)-4-chloro-5-((4-(hydroxymethyl)benzyl)oxy)pyridazin-3(2H)-one 
• 863887-89-2 (2-tert-butyl-4-chloro-5-(4-2-(¹⁸F)fluoroethoxymethyl)-benzyloxy)-2H-pyridazin-3-one 
• 863888-32-8 toluene 4-sulfonic acid 2-[4-(1-tert-butyl-5-chloro-6-oxo-1,6-dihydro-pyridazin-4-yloxymethyl)-benzyloxy]-ethyl ester 

Relevant articles and documents

Design, synthesis, and bioactivities of novel pyridazinone derivatives containing 2-phenylthiazole or oxazole skeletons

A series of novel pyridazinone derivatives were designed and synthesized by replacing 4-(tert-butyl)phenyl moiety of pyridaben with 2-phenylthiazole or oxazole fragments via activity substructure connecting approach. The structures of all target compounds were characterized through NMR, MS, and elemental analysis. Bioassay results exhibit that most compounds showed potent bioactivities against Aphis fabae, Tetranychus urticae, Erysiphe graminis, and/or Puccinia polysora. Among the newly synthesized compounds, 2-(tert-butyl)-4-chloro-5-(((2-phenylthiazol-4-yl)methyl)thio)pyridazin-3(2H)-one (12b) displays remarkable insecticidal activity against A fabae. Its LC50 value (2.73 mg/L) is better than that of pyridaben (5.46 mg/L), although inferior to that of imidacloprid (0.51 mg/L). In addition to its extraordinary insecticidal activity, compound 12b also exerts 96.9% fungicidal activities against P polysora at 500 mg/L in vivo, significantly superior to that of pyridaben (50.0%), while slightly lower than that of tebuconazole (100%). This article discusses the synthesis, bioassay results, and structure-activity relationship of this series of novel pyridazinone derivatives.

Pyridazinone derivative, and preparation method and application thereof

The invention relates to a pyridazinone derivative with the structure shown in the description. R1 and R2 groups in the structure are selected from specific groups in the description. The invention discloses the structure of the compound, and an agriculture pest prevention and control effect of the compound, and also discloses an application of the compound as a pesticide.

Development of novel PET probes, [18F]BCPP-EF, [ 18F]BCPP-BF, and [11C]BCPP-EM for mitochondrial complex 1 imaging in the living brain

We developed three novel positron-emission tomography (PET) probes, 2-tert-butyl-4-chloro-5-{6-[2-(2[18F]fluoroethoxy)-ethoxy]-pyridin-3- ylmethoxy}-2H-pyridazin-3-one ([18F]BCPP-EF), 2-tert-butyl-4-chloro- 5-[6-(4-[18F]fluorobutoxy)-pyridin-3-ylmethoxy]-2H-pyridazin-3-one ([18F]BCPP-BF), and 2-tert-butyl-4-chloro-5-{6-[2-(2-[ 11C]methoxy-ethoxy)-ethoxy]-pyridin-3-ylmethoxy}-2H-pyridazin-3-one ([11C]BCPP-EM), for quantitative imaging of mitochondrial complex 1 (MC-1) activity in vivo. These three PET probes were successfully labeled by nucleophilic [18F]fluorination or by [11C]methylation of their corresponding precursor with sufficient radioactivity yield, good radiochemical purity, and sufficiently high specific radioactivity for PET measurement. The specificity of these probes for binding to MC-1 was assessed with rotenone, a specific MC-1 inhibitor, by a rat brain slice imaging method in vitro. Rat whole-body imaging by small-animal PET demonstrated that all probes showed high uptake levels in the brain as well as in the heart sufficient to image them clearly. The rank order of uptake levels in the brain and the heart just after injection was as follows: high in [18F]BCPP-BF, intermediate in [11C]BCPP-EM, and low in [18F]BCPP-EF. The kinetics of [18F]BCPP-EF and [11C]BCPP-EM provided a reversible binding pattern, whereas [18F]BCPP-BF showed nonreversible accumulation-type kinetics in the brain and heart. Metabolite analyses indicated that these three compounds were rapidly metabolized in the plasma but relatively stable in the rat brain up to 60 min post-injection. The present study demonstrated that [18F]BCPP-EF could be a useful PET probe for quantitative imaging of MC-1 activity in the living brain by PET. Copyright