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Hymexazol

Basic information Safety Supplier Related

Hymexazol Basic information

Product Name:
Hymexazol
Synonyms:
  • TACHIGALOZE
  • TACHIGAREN
  • 5-METHYLISOXAZOL-3-OL
  • 5-Methyl-3(2H)-isoxazolone
  • AGRIZOL
  • 3-hydroxy-5-methyl-isoxazol
  • 5-Hydroxy-3-methylisoxazole
  • HYDROXYISOXAZOLE
CAS:
10004-44-1
MF:
C4H5NO2
MW:
99.09
EINECS:
233-000-6
Product Categories:
  • Agro-Products
  • FUNGICIDE
  • Oxazoles, Isoxazoles & Benzoxazoles
  • Heterocyclic Compounds
  • Heterocycles
  • Oxazoles, Isoxazoles & Benzoxazoles
  • Oxazole&Isoxazole
Mol File:
10004-44-1.mol
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Hymexazol Chemical Properties

Melting point:
80°C
Boiling point:
185.54°C (rough estimate)
Density 
1.2992 (rough estimate)
vapor pressure 
0.182 Pa (25 °C)
refractive index 
1.4170 (estimate)
storage temp. 
2-8°C
solubility 
Soluble in alcohol, acetone, THF, chloroform
Water Solubility 
65,100 mg l-1 (20 °C)
pka
5.91 (weak acid)
form 
Powder
color 
White to Orange
Sensitive 
Light Sensitive
Merck 
14,4856
InChIKey
KGVPNLBXJKTABS-UHFFFAOYSA-N
CAS DataBase Reference
10004-44-1(CAS DataBase Reference)
EPA Substance Registry System
Hymexazol (10004-44-1)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
22-41-52/53
Safety Statements 
26-39-61
WGK Germany 
3
RTECS 
NY2932000
HS Code 
29349990
Toxicity
LD50 in male, female mice, rats (mg/kg): 2148, 1968, 4678, 3909 orally; 1297, 1167, 1924, 1884 s.c.; 445, 514, >1000, >1000 i.v.; in rats, rabbits (mg/kg): >10000, >2000 dermally (Nakamura, 1978)

MSDS

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Hymexazol Usage And Synthesis

Chemical Properties

White Solid

Uses

Pesticide.

Uses

Agricultural fungicide and plant growth regulator.

Uses

Hymexazol is used to control soil-borne diseases caused by Fusarium, Aphanomyces, Pythium, Corficium and Typhula spp. in rice, sugar beet, fodder beet, vegetables, cucurbits, ornamentals, carnations and forest tree seedlings. It is also used as a seed dressing and stimulates some plant growth.

Definition

ChEBI: A member of the class of isoxazoles carrying hydroxy and methyl substituents at positions 3 and 5 respectively. It is used worldwide as a systemic soil and seed fungicide for the control of diseases caused by Fusarium, Aphanomyces Pythium, and Corticium spp. in rice, sugarbeet, fodderbeet, vegetables, cucurbits, and ornamentals.

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 4307, 1983 DOI: 10.1021/jo00171a030

Metabolic pathway

Degradation of hymexazol in soil gave acetoacetamide and the product of rearrangement, 5-methyl-2(3H)-oxazolone.H owever, in plants the fungicide was principally converted into its O- and N-glucoside conjugates in the roots and shoots. The two main metabolites of hymexazol found in the urine of rats were the O-glucuronide and sulfate conjugates.

Degradation

Hymexazol is stable under alkaline conditions and relatively stable in acidic conditions. It is stable to sunlight and heat (PM). It should be noted that the parent molecule is tautomeric. Hymexazol is highly volatile and will be lost by volatilisation unless it is covered or incorporated into soil. The fungicide was completely biodegraded in natural water at 30 °C in 2 weeks and at 10-13 °C in 2 months (Rebenok and Kolesnikova, 1983). Hymexazol is stable in sunlight but it is readily degraded by ultraviolet light. Photolysis of an aqueous solution of the fungicide at 253.7 nm, using a low pressure Hg lamp, afforded the oxazolinone (2) as the major product and at least two unidentified minor components. The oxazolinone (2) has been found in soil studies as described below and is a product of rearrangement formed via an aziridinone intermediate as shown in Scheme 1 (Nakagawa et al., 1974).

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010-82848833 400-666-7788
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