Hexaconazole

Synonym(s):(±)-2-(2,4-Dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-hexanol

CAS NO.：79983-71-4
Empirical Formula: C14H17Cl2N3O
Molecular Weight: 314.21
MDL number: MFCD00144441
EINECS: 413-050-7
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-04 20:04:50

What is Hexaconazole?

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

The Uses of Hexaconazole

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.

The Uses of Hexaconazole

Agricultural fungicide.

The Uses of Hexaconazole

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.

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.

Properties of Hexaconazole

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
form	Solid
pka	12.26±0.29(Predicted)
form	neat
Water Solubility	17 mg l^-1(20 °C)
color	White to off-white
Merck	13,4700
BRN	8328399
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)

Safety information for Hexaconazole

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07 Environment GHS09
GHS Hazard Statements	H302:Acute toxicity,oral H317:Sensitisation, Skin H411:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P273:Avoid release to the environment. 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. P302+P352:IF ON SKIN: wash with plenty of soap and water.