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Hymexazol

CAS No.
10004-44-1
Chemical Name:
Hymexazol
Synonyms
HYMEXAZOLE;5-METHYLISOXAZOL-3-OL;5-Methylisoxazol-3(2H)-one;3-HYDROXY-5-METHYLISOXAZOLE;TACHIGALOZE;HYDROXYISOXAZOLE;5-Hydroxy-3-methylisoxazole;bucid;f-319;T 319
CBNumber:
CB1754230
Molecular Formula:
C4H5NO2
Molecular Weight:
99.09
MDL Number:
MFCD00144468
MOL File:
10004-44-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-31 15:25:14

Hymexazol 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
form Powder
pka 5.91 (weak acid)
Water Solubility 65,100 mg l-1 (20 °C)
color White to Orange
Sensitive Light Sensitive
Merck 14,4856
Henry's Law Constant 4.7×103 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
InChI 1S/C4H5NO2/c1-3-2-4(6)5-7-3/h2H,1H3,(H,5,6)
InChIKey KGVPNLBXJKTABS-UHFFFAOYSA-N
SMILES CC1=CC(=O)NO1
CAS DataBase Reference 10004-44-1(CAS DataBase Reference)
EWG's Food Scores 1-2
FDA UNII 20T2M875LO
EPA Substance Registry System Hymexazol (10004-44-1)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Exclamation Mark (GHS07)Health Hazard (GHS08)Environment (GHS09)
GHS05,GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H302-H317-H318-H361d-H411
Precautionary statements  P273-P280-P301+P312-P302+P352-P305+P351+P338-P308+P313
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xn,Xi
Risk Statements  22-41-52/53
Safety Statements  26-39-61
WGK Germany  3
RTECS  NY2932000
HS Code  29349990
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Aquatic Chronic 2
Eye Dam. 1
Repr. 2
Skin Sens. 1
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)
NFPA 704
1
2 0

Hymexazol price More Price(42)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich H3275 3-Hydroxy-5-methylisoxazole ≥90% 10004-44-1 50mg $144 2026-04-30 Buy
Sigma-Aldrich H3275 3-Hydroxy-5-methylisoxazole ≥90% 10004-44-1 250mg $494 2026-04-30 Buy
TCI Chemical H1348 3-Hydroxy-5-methylisoxazole >98.0%(GC) 10004-44-1 5g $38 2026-04-30 Buy
TCI Chemical H1348 3-Hydroxy-5-methylisoxazole >98.0%(GC) 10004-44-1 25g $123 2026-04-30 Buy
Usbiological H9110-14P 3-Hydroxy-5-methylisoxazole 250mg $403 2026-06-03 Buy
Product number Packaging Price Buy
H3275 50mg $144 Buy
H3275 250mg $494 Buy
H1348 5g $38 Buy
H1348 25g $123 Buy
H9110-14P 250mg $403 Buy

Hymexazol Chemical Properties, Uses, Production

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.

Production Methods

Hymexazol is synthesised through a water-phase process that begins with the reaction of hydroxylamine salts, typically hydroxylamine sulphate or hydrochloride, with methyl or ethyl acetoacetate to form a hydroxamic acid intermediate. This intermediate undergoes ring closure to form the oxazole ring, which is central to hymexazol’s structure. The reaction mixture is then acidified using hydrochloric acid to stabilize the product, followed by extraction with an organic solvent such as chloroform. The crude product is isolated through precipitation and centrifugation, and finally dried to yield hymexazol with an active content typically between 95% and 98%.

Synthesis Reference(s)

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

Mechanism of action

Hymexazol works by inhibiting RNA synthesis in pathogenic fungi, disrupting their growth and reproduction.

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).

Pesticide Type

Fungicide

Global Suppliers ( 395)
Supplier Tel Email Country ProdList Advantage
Jiangsu Huirun Pharmaceutical Co., Ltd 15715295967; 15715295967 3934839128@qq.com China 170 58
Hubei ZhengXingyuan Chemical Co., Ltd. 18674046631 18707110115 2905723734@qq.com China 287 58
Henan Yanyuan Biotechnology Co., Ltd 18637186683 2392060329@qq.com China 36 58
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 3bsc@sina.com China 15813 69
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
Beijing HwrkChemical Technology Co., Ltd 89508211 18501085097 sales.bj@hwrkchemical.com China 9407 55
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61

View Latest Price from Hymexazol manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Hymexazol pictures 2026-09-17 Hymexazol
10004-44-1
$10.00 1ASSAYS 99% 1 ton RongNa Biotechnology Co.,Ltd
Hymexazol pictures 2026-09-17 Hymexazol
10004-44-1
1KG ≥98% 10kg/month WUHAN FORTUNA CHEMICAL CO., LTD
 hymexazol  pictures 2026-07-14 hymexazol
10004-44-1
100KG 98 200TONS Qingdao Trust Agri Chemical Co.,Ltd
  • Hymexazol pictures
  • Hymexazol
    10004-44-1
  • $10.00
  • 99%
  • RongNa Biotechnology Co.,Ltd
  • Hymexazol pictures
  • Hymexazol
    10004-44-1
  • $0.00
  • ≥98%
  • WUHAN FORTUNA CHEMICAL CO., LTD
  •  hymexazol  pictures
  • hymexazol
    10004-44-1
  • $0.00
  • 98
  • Qingdao Trust Agri Chemical Co.,Ltd
TACHIGALOZE TACHIGAREN 5-Methyl-3(2H)-isoxazolone AGRIZOL 3-hydroxy-5-methyl-isoxazol 5-Hydroxy-3-methylisoxazole HYDROXYISOXAZOLE HYMEXATE HYMEXAZOL 3-HYDROXY-5-METHYLISOXAZOLE Itachioaren hydroxyisoxazole (jmaf) hymexazol (bsi,iso) 3-hydroxy-5-methyl-isoxazo 3(2H)-Isoxazolone, 5-methyl- 5-Methylisoxazol-3(2H) Hymexazol Solution, 1000ppm Bucid(TM) 5-methyl-3(2h)-isoxazolon 5-methyl-3-isoxazolo bucid bucide butsid f-319 itachigarden sf-6505 5-methyl-3-isoxazolol 3-hydroxy-5-methylisoxazole hymexazol 3-hydrooxyl-5-methyl-3-isoxazole SG 6505 T 319 5-Methylisoxazol-3(2H)-one 97% 5-Methyl-3-hydroxyisoxazole NSC 217971 Tachygaren 3-Hydroxy-5-methylisoxazole, 5-Methylisoxazol-3-ol, Hymexazole 2,3-Dihydro-5-methyl-3-oxoisoxazole, 5-Methyl-1,2-oxazol-3(2H)-one, 3-Hydroxy-5-methylisoxazole, 5-Methylisoxazol-3-ol, Hymexazole 3(2H)-Isoxazolone, 5-methyl- (8CI)(9CI) 3-Isoxazolol, 5-methyl- 5-methyl-1,2-oxazol-3-one 5-methyl-3-isoxazolone 5-methylisoxazol-3-one Hydroxyisoxazole (pesticide) Isoxazole, 3-hydroxy-5-methyl- WLN: T5NOJ C1 EQ 3-Hydroxy-5-Methylisoxazole >=90% Hymexazol @100 μg/mL in MeOH Hymexazol (3-Hydroxy-5-Methylisoxazole) 3-Hydroxy-5-methylisoxazole> Hydroxyisoxazole Reference Material Yellow brown liquid Hymexazol Organic Fungicide For Tomatoes CAS 10004-44-1 Hymexazol Solution in Methanol, 100μg/mL TIANFU-CHEM - Hymexazol 4-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]-82-THIOSEMICARBAZIDE Hymexazol Solution in Methanol Hymexazol in Acetone Hymexazol 100 μg/ml Acetonitrile 3-Hydroxy-5-methylisoxazole in Methanol