NUARIMOL CAS 63284-71-9

Introduction：Basic information about NUARIMOL CAS 63284-71-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

NUARIMOL Basic information

• Product Name: NUARIMOL
• Synonyms: 2-CHLORO-4'-FLUORO-A-(PYRIMIDIN-5-YL)BENZ HYDROXYLALCOHOL;(2-CHLOROPHENYL)-(4-FLUOROPHENYL)-PYRIMIDIN-5-YL-METHANOL;NUARIMOL;TRIMIDAL;(+-)-2-chloro-4’-fluoro-alpha-(pyrimidin-5-yl)benzhydrylalcohol;murox;trimifruitsc;triminol
• CAS: 63284-71-9
• MF: C17H12ClFN2O
• MW: 314.74
• EINECS: 264-071-1
• Product Categories: NJ - NZPesticides;Alpha sort;Fungicides;N;N-PAlphabetic;Pesticides&Metabolites;Pyrimidines
• Mol File: 63284-71-9.mol

NUARIMOL Chemical Properties

• Melting point: 126°C
• Boiling point: 475.2±40.0 °C(Predicted)
• density: 1.3255 (estimate)
• vapor pressure: 1 x 10^-5 Pa at 23 °C
• storage temp.: 0-6°C
• solubility: Chloroform (Slightly), Methanol (Slightly)
• pka: 11.37±0.29(Predicted)
• Water Solubility: 26 mg l^-1 (pH 7) at 25 °C
• color: White to Pale Yellow
• BRN: 6223667
• Major Application: agriculture environmental
• InChI: InChI=1S/C17H12ClFN2O/c18-16-4-2-1-3-15(16)17(22,13-9-20-11-21-10-13)12-5-7-14(19)8-6-12/h1-11,22H
• InChIKey: SAPGTCDSBGMXCD-UHFFFAOYSA-N
• SMILES: C(O)(C1C=NC=NC=1)(C1C=CC(F)=CC=1)C1=CC=CC=C1Cl
• EPA Substance Registry System: Nuarimol (63284-71-9)

Safety Information

• Hazard Codes: Xn
• Risk Statements: 22-36
• Safety Statements: 26
• WGK Germany: 3
• RTECS: UV9279700
• TSCA: TSCA listed
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Acute Tox. 4 Oral Eye Irrit. 2

NUARIMOL Usage And Synthesis

Uses

Nuarimol is a systemic fungicide with both curative and protectiveactivity. It controls a wide range of pathogenic fungi, e.g. Cercosporellaspp., Septoria spp., Ustilago spp., powdery mildews, leaf spot, etc. in cereals(as a foliar spray and as a seed treatment), powdery mildews onpome fruits, stone fruits, vines, cucurbits and other crops and scab onapples.

Uses

Nuarimol is used in the preparation of difluoroethyl-containing heterocyclic compounds useful as antiviral agents and fungicides. Also used as a substance in the modelling inhibition of avian aromatase by azole pesticides.

Metabolic pathway

Photolytic degradation is the primary dissipation mechanism of nuarimolin the environment. Major degradation reactions observed on plants/soilsurfaces and water include hydroxylation of the phenyl groups, oxidationof the carbinol carbon atom, dehalogenation and carbinol dehydroxylation(Scheme 1). The primary metabolic pathway of nuarimol in ratsinvolves mainly aryl hydroxylation (Scheme 2).

Degradation

Nuarimol is stable to hydrolytic degradation when maintained in sterilebuffered solutions (pH 3,6 and 9) in the dark at 52 °C (Saunders, 1977). Itwas readily degraded in distilled water via photolysis. The photolyticDT₅₀ of nuarimol was approximately 1 hour. Numerous photoproductswere observed; however, no structural characterisation information wasreported (Zornes and Donoho, 1978).
Nuarimol was extensively photodegraded on solid surfaces. More than80 photodegradation products were observed when nuarimol wasexposed to sunlight on a stainless steel surface for up to 150 hours (Althaus, 1980a). All photoproducts were formed at very low levels (lessthan 3% each). The structures of 23 photoproducts were identified. Anabbreviated photodegradation pathway of nuarimol (based on productsaccounting for 1% or greater) is presented in Scheme 1. These productswere generated from the following reactions: aryl hydroxylation of thechlorophenyl and fluorophenyl moieties (to yield 2, 3), cleavage of thepyrimidine ring and the oxidation of the carbinol carbon atom (4,5) anddehydroxylation of the carbinol moiety (6). Carboxylic acid fragmentsfrom the phenyl(7,8,9) and pyrimidine moieties (10), resulting from thecleavage of the parent phenyl and pyrimidine linkages, were alsoobserved.