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HomeProduct name listNUARIMOL

NUARIMOL

  • CAS NO.:63284-71-9
  • Empirical Formula: C17H12ClFN2O
  • Molecular Weight: 314.74
  • MDL number: MFCD00078677
  • EINECS: 264-071-1
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-04-23 13:52:06
NUARIMOL Structural

What is NUARIMOL?

The Uses of NUARIMOL

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

The Uses of NUARIMOL

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 nuarimol in the environment. Major degradation reactions observed on plants/soil surfaces and water include hydroxylation of the phenyl groups, oxidation of the carbinol carbon atom, dehalogenation and carbinol dehydroxylation (Scheme 1). The primary metabolic pathway of nuarimol in rats involves mainly aryl hydroxylation (Scheme 2).

Degradation

Nuarimol is stable to hydrolytic degradation when maintained in sterile buffered solutions (pH 3,6 and 9) in the dark at 52 °C (Saunders, 1977). It was readily degraded in distilled water via photolysis. The photolytic DT50 of nuarimol was approximately 1 hour. Numerous photoproducts were observed; however, no structural characterisation information was reported (Zornes and Donoho, 1978).
Nuarimol was extensively photodegraded on solid surfaces. More than 80 photodegradation products were observed when nuarimol was exposed to sunlight on a stainless steel surface for up to 150 hours (Althaus, 1980a). All photoproducts were formed at very low levels (less than 3% each). The structures of 23 photoproducts were identified. An abbreviated photodegradation pathway of nuarimol (based on products accounting for 1% or greater) is presented in Scheme 1. These products were generated from the following reactions: aryl hydroxylation of the chlorophenyl and fluorophenyl moieties (to yield 2, 3), cleavage of the pyrimidine ring and the oxidation of the carbinol carbon atom (4,5) and dehydroxylation of the carbinol moiety (6). Carboxylic acid fragments from the phenyl(7,8,9) and pyrimidine moieties (10), resulting from the cleavage of the parent phenyl and pyrimidine linkages, were also observed.

Properties of NUARIMOL

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)
form  neat
Water Solubility  26 mg l-1 (pH 7) at 25 °C
pka 11.37±0.29(Predicted)
color  White to Pale Yellow
BRN  6223667
EPA Substance Registry System Nuarimol (63284-71-9)

Safety information for NUARIMOL

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P337+P313:IF eye irritation persists: Get medical advice/attention.

Computed Descriptors for NUARIMOL

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