17254-80-7

Basic information

• Product Name: chloridazon-methyl-desphenyl
• Synonyms: chloridazon-methyl-desphenyl;3(2H)-Pyridazinone, 5-amino-4-chloro-2-methyl-;5-Amino-4-chloro-2-methyl-3(2H)-pyridazinone;5-amino-4-chloro-2-methylpyridazin-3-one
• CAS NO: 17254-80-7
• Molecular Formula: C₅H₆ClN₃O
• Molecular Weight: 159.575
• Mol File: 17254-80-7.mol

Chemical Properties

• Melting Point: 203-205 °C
• Boiling Point: 202.9°C at 760 mmHg
• Flash Point: 76.5°C
• Appearance: /
• Density: 1.55g/cm³
• Vapor Pressure: 0.286mmHg at 25°C
• Refractive Index: 1.647
• PKA: 0.47±0.20(Predicted)
• CAS DataBase Reference: chloridazon-methyl-desphenyl(CAS DataBase Reference)
• NIST Chemistry Reference: chloridazon-methyl-desphenyl(17254-80-7)
• EPA Substance Registry System: chloridazon-methyl-desphenyl(17254-80-7)

Safety Data

• Hazardous Substances Data: 17254-80-7(Hazardous Substances Data)

Usage

Uses

Chloridazon-methyl-desphenyl is not intentionally used in any applications due to its potential harmful effects. However, it is an impurity in the herbicide chloridazon, which is used as a weed control agent in various crops. Efforts are being made to reduce its presence in the environment and limit exposure to this chemical.

InChI:InChI=1/C5H6ClN3O/c1-9-5(10)4(6)3(7)2-8-9/h2H,7H2,1H3

Upstream product

• 933-76-6 4,5-dichloro-2-methyl-3(2H)-pyridazinone 
• 6339-19-1 5-amino-4-chloropyridazin-3(2H)-one 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 4043-74-7 5-azido-4-chloro-2-methylpyridazin-3(2H)-one 

Downstream Products

• 136353-36-1 2-Anilino-6-methylthiazolo<4,5-d>pyridazin-7(6H)-one 
• 136353-35-0 6-Methyl-3-phenyl-2-phenyliminothiazolo<4,5-d>pyridazin-7(6H)-one 
• 136353-37-2 2-(4-Ethoxy-phenylamino)-6-methyl-6H-thiazolo[4,5-d]pyridazin-7-one 
• 136353-38-3 2-(4-Chloro-phenylamino)-6-methyl-6H-thiazolo[4,5-d]pyridazin-7-one 
• 136353-39-4 2-(2-Chloro-phenylamino)-6-methyl-6H-thiazolo[4,5-d]pyridazin-7-one 
• 136353-40-7 2-(3,4-Dimethyl-phenylamino)-6-methyl-6H-thiazolo[4,5-d]pyridazin-7-one 
• 143703-08-6 2-aminothiazolo<4,5-d>pyridazin-4(5H)-one 
• 1217902-96-9 5-[(5-chloro-1-methyl-6-oxo-1,6-dihydropyridazin-4-ylamino)methylene]-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 52112-92-2 3,6-dimethyl-3H,6H-thiazolo[4,5-d]pyridazine-2,7-dione 2-hydrazone 
• 52112-90-0 2-hydrazino-6-methyl-6H-thiazolo[4,5-d]pyridazin-7-one 
• 52112-89-7 6-methyl-2-methylsulfanyl-6H-thiazolo[4,5-d]pyridazin-7-one 
• 136353-56-5 6-Methyl-3-phenylthiazolo<4,5-d>pyridazine-2,7(6H)-dione 
• 52112-88-6 6-methyl-2-thioxo-2,3-dihydro-6H-thiazolo[4,5-d]pyridazin-7-one 

Relevant articles and documents

13C- and 15N-Isotope Analysis of Desphenylchloridazon by Liquid Chromatography-Isotope-Ratio Mass Spectrometry and Derivatization Gas Chromatography-Isotope-Ratio Mass Spectrometry

The widespread application of herbicides impacts surface water and groundwater. Metabolites (e.g., desphenylchloridazon from chloridazon) may be persistent and even more polar than the parent herbicide, which increases the risk of groundwater contamination. When parent herbicides are still applied, metabolites are constantly formed and may also be degraded. Evaluating their degradation on the basis of concentration measurements is, therefore, difficult. This study presents compound-specific stable-isotope analysis (CSIA) of nitrogen- and carbon-isotope ratios at natural abundances as an alternative analytical approach to track the origin, formation, and degradation of desphenylchloridazon (DPC), the major degradation product of the herbicide chloridazon. Methods were developed and validated for carbon- and nitrogen-isotope analysis (δ13C and δ15N) of DPC by liquid chromatography-isotope-ratio mass spectrometry (LC-IRMS) and derivatization gas chromatography-IRMS (GC-IRMS), respectively. Injecting standards directly onto an Atlantis LC-column resulted in reproducible δ13C-isotope analysis (standard deviation 15N analysis with a standard deviation of 100 ng of DPC with 160-fold excess of (trimethylsilyl)diazomethane. Application of the method to environmental-seepage water indicated that newly formed DPC could be distinguished from "old" DPC by the different isotopic signatures of the two DPC sources.

Dehalogenation of 1-Methyl-5-halo-4-substituted-pyridazin-6-ones

In order to confirm the regiochemistry for the functionalization of 1-(1,1-dibromo-2-oxopropyl)-4,5-dihalopyridazin-6-ones, the dehalogenation of 1-methyl-5-halo-4-substituted-pyridazin-6-ones using Pd/C and hydrogen was carried out. The results of the title reaction are reported.

A Novel Synthesis of 2-Arylaminothiazolopyridazinones

The reaction of 5(4)-amino-4(5)-chloropyridazin-3(2H)-ones 1 (9) with methyl dithiocarbamates 2 gave 2-arylaminothiazolopyridazinones 3 (10).Treatment of 5(4)-alkylamino-4(5)-chloropyridazin-3(2H)-ones 5 (12) with 2 afforded the corresponding 2-aryliminothiazolopyridazinones 6 (13).Cyclization of 1a with phenylisothiocyanate produced 2-amino- and 2-iminothiazolopyridazinones 3a and 16.

SYNTHESIS, SPECTRAL PROPERTIES, AND PESTICIDAL ACTIVITY OF 4-AMINO(ALKYLAMINO, DIALKYLAMINO)-5-CHLORO-2-SUBSTITUTED-3-OXO-2H-PYRIDAZINES AND 5-AMINO(ALKYLAMINO, DIALKYLAMINO)-4-CHLORO-2-SUBSTITUTED-3-OXO-2H-PYRIDAZINES

4-Amino(alkylamino)-5-chloro-2-substituted-3-oxo-2H-pyridazines and 5-amino(alkylamino, dialkylamino)-4-chloro-2-substituted-3-oxo-2H-pyridazines have been prepared by nucleophilic substitution reactions of 4,5-dichloro-2-substituted-3-oxo-2H-pyridazines with amines in aprotic solvent.Structure of the compounds prepared has been proved by IR and UV spectra.Fungicidal and herbicidal activity of the compounds prepared have been tested.None of the compounds prepared exceeds the standard Vitavax in the fungicidal activity tests.Compounds VIII and XII show equal or better activity on the Hill reaction as compared with the standard pyrazone.