96490-18-5

Usage

Uses

Used in Pesticide Industry:
4-Chloro-2-(1,1-dimethylethyl)-5-mercapto-3(2H)-pyridazinone is used as an intermediate in the synthesis of Pyridaben, which is an insecticide and acaricide. Pyridaben is effective in controlling various pests and mites in agricultural settings, contributing to crop protection and yield enhancement.
Used in Cannabis Testing:
In the context of cannabis testing, 4-Chloro-2-(1,1-dimethylethyl)-5-mercapto-3(2H)-pyridazinone may be utilized as a reference compound or in the development of testing methods to ensure the safety and quality of cannabis products. This can involve detecting the presence of residual pesticides or other contaminants that may affect the final product's safety for consumers.

Upstream product

• 84956-71-8 2-tert-butyl-4,5-dichloro-2H-pyridazin-3-one 
• 7440-44-0 pyrographite 

Downstream Products

• 1044696-01-6 2-tert-butyl-4-chloro-5-(4-(4-tert-butyldimethylsilyloxy butyl)benzyl)thio-3(2H)-pyridazinone 
• 141604-31-1 2-tert-butyl-4-chloro-5-(4-isopropoxymethyl-cyclohexyl)-methylthio-3(2H)-pyridazinone 
• 141604-36-6 2-tert-butyl-4-chloro-5-(4-n-butoxymethyl-cyclohexyl)methylthio-3(2H)-pyridazinone 
• 141604-43-5 2-tert-butyl-4-chloro-5-(4-methoxycyclohexyl)-methylthio-3(2H)-pyridazinone 
• 141604-32-2 2-tert-butyl-4-chloro-5-(4-isobutoxymethyl-cyclohexyl)methylthio-3(2H)-pyridazinone 
• 141604-37-7 2-tert-butyl-4-chloro-5-[4-(2,2-dimethylpropoxymethyl)-cyclohexyl]methylthio-3(2H)-pyridazinone 
• 141604-38-8 2-tert-butyl-4-chloro-5-[4-(3-methylbutoxymethyl)cyclohexyl]methylthio-3(2H)-pyridazinone 

Relevant academic research and scientific papers

Nickel-catalyzed oxidative dehydrogenative coupling of alkane with thiol for C(sp3)-S bond formation

A nickel-catalyzed oxidative dehydrogenative coupling reaction of alkane with thiol for the construction of C(sp3)-S bond has been established, affording more than 50 alkyl thioethers. Notably, pharmaceutical and agrochemicals, such as Provigil, Chlorbenside and Pyridaben, were readily synthesized by this approach. The sterically hindered ligand BC and disulfide which was formed in situ oxidation of thiol, efficiently avoiding nickel-catalyst poisoning. A set of mechanistic experiments disclose both Ni-catalyzed and Ni-free HAA processes.

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.

Contrast agents for myocardial perfusion imaging

The present disclosure is directed, in part, to compounds and methods for imaging myocardial perfusion, comprising administering to a patient a contrast agent which comprises a compound that binds MC-1, and an imaging moiety, and scanning the patient using diagnostic imaging.

Synthesis and antifeedant activity of new oxadiazolyl 3(2H)-pyridazinones

A total of 20 new compounds containing the oxadiazolyl 3(2H)-pyridazinone moiety were synthesized. The structures of all the compounds were confirmed by 1H NMR, IR, MS, and elemental analysis. Their insect antifeedant activities against Asiatic corn borer Ostrinia furnacalis (Guenee) were examined and compared with commercial azadirachtin. The compounds exhibited significant levels of activity. The feeding deterrency values of IIIa,j were 57% and 51% at 500 mg/kg concentration, respectively.

Photoaffinity radioligand for NADH:ubiquinone oxidoreductase: [S- C3H2] (Trifluoromethyl)diazirinyl-pyridaben

Pyridaben is a new and very potent insecticide and miticide that acts by inhibiting the activity of NADH:ubiquinone oxidoreductase (the most complex of all the respiratory enzymes). The binding site, presumed to be the same as that of rotenone and fenazaq

Benzylthio pyridazinone derivatives, preparation thereof, and insecticidal acaricidal, fungicidal compositions

Novel 3(2H)-pyridazinone derivatives having the formula I: STR1 wherein, R is a straight or branched C2 to C6 alkyl, R1 and R2 are each independently hydrogen or a lower alkyl, R4 is a halogen, R3 is a halogen, an alkyl, a cycloalkyl, an alkoxy, a haloalkyl, a haloalkoxy, --CN, --NO2, a phenyl, a benzyloxy, a benzyl, a phenoxy, a phenylthio, a pyridyloxy, a quinoxalyloxy, a lower alkenyloxy, a lower alkylthio, a lower haloalkylthio, --Si(CH3)3, --OH, --N(CH3)2, --SCN, --COOCH3 or --OCH(CH3)COOC2 H5, and n is an integer of 1 to 5, said R3 being the same or different when n is an integer of 2 to 5. A process for preparation of said derivatives is also provided. These derivatives are useful as an active ingredient of insecticidal, acaricidal, nematicidal and/or fungicidal compositions for agricultural and horticultural uses as well as of expellent compositions for ticks parasitic on animals.