10004-44-1 Usage
Description
Hymexazol, a member of the isoxazoles class, is a chemical compound characterized by hydroxy and methyl substituents at positions 3 and 5, respectively. It is a white solid that is widely used as a systemic soil and seed fungicide. Hymexazol is known for its effectiveness in controlling soil-borne diseases and promoting plant growth.
Uses
Used in Pesticide Industry:
Hymexazol is used as a pesticide for controlling soil-borne diseases caused by various pathogens such as Fusarium, Aphanomyces, Pythium, Corficium, and Typhula spp. It is effective in a range of crops, including rice, sugar beet, fodder beet, vegetables, cucurbits, ornamentals, carnations, and forest tree seedlings.
Used in Agricultural Fungicide Industry:
As an agricultural fungicide, Hymexazol plays a crucial role in protecting crops from soil-borne diseases, ensuring a healthy growth environment and increased yield.
Used in Plant Growth Regulation:
Hymexazol also serves as a plant growth regulator, stimulating some aspects of plant growth and contributing to overall crop health and productivity.
Used in Seed Dressing:
In addition to its fungicidal properties, Hymexazol is utilized as a seed dressing, providing protection for seeds against soil-borne diseases and promoting a strong start for the growing plants.
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).
Check Digit Verification of cas no
The CAS Registry Mumber 10004-44-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,0,0 and 4 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 10004-44:
(7*1)+(6*0)+(5*0)+(4*0)+(3*4)+(2*4)+(1*4)=31
31 % 10 = 1
So 10004-44-1 is a valid CAS Registry Number.
InChI:InChI=1/C4H5NO2/c1-3-2-4(6)5-7-3/h2H,1H3,(H,5,6)
10004-44-1Relevant articles and documents
A Continuous Flow Process for the Synthesis of Hymexazol
Ma, Xin-Peng,Chen, Jin-Sha,Du, Xiao-Hua
, p. 1152 - 1158 (2019)
Hymexazol is an efficient and low-toxicity soil fungicide. In this work, a fully continuous flow process for the synthesis of hymexazol has been developed. This process begins with combining ethyl acetoacetate and hydroxylamine hydrochloride to form a hydroxamic acid intermediate. The reaction solution is then quenched with concentrated hydrochloric acid to obtain the final product, hymexazol. Under the optimized process conditions, the total yield of the target product reached 86%. In addition, production was successfully scaled-up to a kilogram scale. The continuous flow method not only greatly decreases the reaction time but also significantly inhibits the side reactions.
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Goeth,H. et al.
, p. 137 - 142 (1967)
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Method for synthesizing 3,5-disubstituted isoxazole compound based on three-component reaction
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Paragraph 0033, (2021/11/27)
The invention provides a method for synthesizing a 3,5-disubstituted isoxazole compound based on three-component reaction, which comprises the following steps: mixing aldehyde, olefin and nitrite, and heating to react to generate the 3,5-disubstituted isoxazole compound. According to the scheme, the safety is greatly improved; the adopted raw materials can be commercially purchased and do not need to be prepared in advance, the reaction implementation is easier, and the reaction operation is simpler and more convenient; the application range of substrates is wider, and aliphatic hydrocarbon, aromatic hydrocarbon, condensed ring and other substrates can be suitable for the reaction system; the reaction can be carried out in both an acidic environment and an alkaline environment; the reaction can be carried out under an air condition without inert gas protection.
Production process of hymexazol technical material
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Paragraph 0017-0024, (2017/04/28)
The invention provides a production process of hymexazol technical material. The production process comprises the following steps: hydroxylamine hydrochloride addition, catalyst addition, ethyl acetoacetate dropwise addition, reaction and acidification. The production process of hymexazol technical has the beneficial effects that the selectivity of the catalyst is 99.7-99.9%; the purity of the prepared crude product hymexazol is 91-92%; the yield of the hymexazol technical is 94-95%; the purity of the hymexazol technical material through liquid chromatography detection is 99.98-99.99%. According to the production process of the hymexazol technical material, disclosed by the invention, the catalyst is durable to recycle, and when the catalyst is recycled for 30 times, the purity of the prepared crude product hymexazol is 89.7-90%; the selectivity of the catalyst is 98.5%; the yield of the hymexazol technical is 92-92.4%; the purity of the hymexazol technical material through liquid chromatography detection is more than 99.90%.