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Hexaconazole

Basic information Description References Safety Supplier Related

Hexaconazole Basic information

Product Name:
Hexaconazole
Synonyms:
  • (rs)-2-(2,4-dichlorophenyl)-1-(1h-1,2,4-triazol-1-yl)hexan-2-ol
  • (rs)-2-(2,4-dichlorophenyl)-1-(4h-1,2,4-triazol-4-yl)hexan-2-ol
  • 4-dichlorophenyl)-1h-1,2,4-triazole-1-ethanol(+-)-alpha-butyl-alpha-(
  • alpha-butyl-alpha-(2,4-dichlorophenyl)-(+-)-1h-4-triazole-1-ethanol
  • ANVIL
  • HEXACONAZOL
  • HEXACONAZOLE
  • CONTAF
CAS:
79983-71-4
MF:
C14H17Cl2N3O
MW:
314.21
EINECS:
413-050-7
Product Categories:
  • Pesticide
  • FUNGICIDE
Mol File:
79983-71-4.mol
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Hexaconazole Chemical Properties

Melting point:
111°C
Boiling point:
490.3±55.0 °C(Predicted)
Density 
d25 1.29
vapor pressure 
1.8 x l0-6 Pa (20 °C)
refractive index 
1.5490 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO: Soluble; Methanol: Soluble
pka
12.26±0.29(Predicted)
Water Solubility 
17 mg l-1(20 °C)
Merck 
13,4700
BRN 
8328399
InChIKey
STMIIPIFODONDC-UHFFFAOYSA-N
NIST Chemistry Reference
1H-1,2,4-triazole-1-ethanol, «alpha»-butyl-«alpha»-(2,4-dichlorophenyl)-, (.+/-.)-(79983-71-4)
EPA Substance Registry System
Hexaconazole (79983-71-4)
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Safety Information

Hazard Codes 
Xn;N,N,Xn
Risk Statements 
22-43-51/53
Safety Statements 
2-24-37-61
RIDADR 
UN3077 9/PG 3
WGK Germany 
2
RTECS 
XZ4803200
Toxicity
LD50 orally in mallard ducks, male rats, female rats: >4000, 2189, 6071 mg/kg; dermally in rats: >2000 mg/kg; LC50 (96 hour) in rainbow trout: >6.7 mg/l (Shephard)
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Hexaconazole Usage And Synthesis

Description

Hexaconazole is a kind of broad-spectrum systemic trazole fungicide. It can be used for the treatment of many kind of fungi diseases caused by ascomycetes, basidiomycetes, and imperfect fungi. It is especially suitable for the treatment of fungi diseases such as powdery mildew, rust, scab, brown blotch and anthracnose caused by ascomycetes and basidiomycetes. In China, India and some other Asian countries, it is mainly used for the control of rice sheath blight. It is applicable to apples, grapes, bananas, vegetables, peanuts, and cereal crops as well as ornament plants. Its mechanism of action is through inhibiting the biosynthesis of ergosterol (a key component of the fungi membrane) of fungi. 

References

https://en.wikipedia.org/wiki/Hexaconazole
http://xb-agrochemical.com/3-5-hexaconazole.html/130471
http://krepl.in/wp-content/uploads/2014/10/KRIZOLE-5.pdf

Description

Hexaconazole is a broad-spectrum triazole fungicide that inhibits ergosterol biosynthesis via inhibition of the cytochrome P450-dependent 14α-demethylation of lanosterol, which results in disruption of the fungal cell membrane and cell death. It is fungicidal against the powdery mildews B. graminis and S. cucurbitae on cucumber plants in a concentration-dependent manner and is curative against powdery mildew on barley plants when used at a concentration of 6.7 mg/L. It also inhibits growth of R. bataticola and S. rolfsii (ED50s = 6.35 and 1.27 mg/L, respectively). Exogenous application of hexaconazole (15 mg/L) to M. chamomilla plants improves water, proline, and protein contents as well as increases non-enzymatic and enzymatic antioxidant and apigenin-7-glucoside content during a water deficit stress tolerance test. Hexaconazole inhibits the differentiation of mouse embryonic stem cells into cardiomyocytes (EC50 = 16.6 μM). It also induces bone morphological defects in mouse fetuses when administered to pregnant adult females during gestation.

Chemical Properties

Off-White to Pale Yellow Solid

Uses

Hexaconazole is a systematic fungicide of the triazole class. Hexaconazole has a broad spectrum antifungal activity and is commonly used in the control of apple, coffee and peanut diseases.

Uses

Hexaconazole is a systemic fungicide used for the control of many fungi, particularly Ascomycetes and Basidiomycetes on a variety of crops. It controls powdery mildews, scabs and rusts of vines, pome fruits, vegetables and major diseases of small grain cereals.

Uses

Agricultural fungicide.

Definition

ChEBI: 2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol is a member of the class of triazoles that is 1-hexyl-1H-1,2,4-triazole in which the hydrogens at position 2 of the hexyl chain are replaced by hydroxy and 2,4-dichlorophenyl groups. It has a role as a chelator. It is a tertiary alcohol, a member of triazoles and a dichlorobenzene.

Metabolic pathway

Metabolism of hexaconazole in plants involves primarily oxidation of the alkyl side chain.

Degradation

Hexaconazole is stable for at least 6 years at ambient temperature. It is stable to hydrolysis and photolysis in water.

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