Hexaconazole

Names

[ Name ]:
Hexaconazole

[Synonym ]:
2-(2,4-Dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-hexanol
2-(2,4-Dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol
Contaf 5EC
Anvil L
α-butyl-α-(2,4-dichlorophenyl)-1H-1,2,4-triazole-1-ethanol
Chlortriafol
MFCD00144441
Hexaconazole
(RS)-2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol
Anvil
Anvil Liquid
2-(2,4-Dichlorphenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol
rac-(2R)-2-(2,4-dichlorophenyl)-1-(1H-1,2,4-triazol-1-yl)hexan-2-ol
2-(2,4-dichlorophenyl)-1-(1,2,4-triazol-1-yl)hexan-2-ol
Sitara
Hexaconazol
Contaf
EINECS 413-050-7
(±)-a-Butyl-a-(2,4-dichlorophenyl)-1H-1,2,4-triazole-1-ethanol
1H-1,2,4-Triazole-1-ethanol, α-butyl-α-(2,4-dichlorophenyl)-

Biological Activity

[Description]:

Hexaconazole is a systemic fungicide used for the control of many fungi particularly Ascomycetes and Basidiomycetes. In vitro: Among the enzymatic antioxidants, superoxide dismutase and peroxidase are significantly up-regulated by hexaconazole. [1] Hexaconazole and its enantiomers cause the down-regulation of tryptophan levels and the up-regulation of kynurenine (KYN) levels, suggesting a role for hexaconazole in the activation of the KYN pathway and providing information for the mechanism of its toxicity.[2]

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Fungal

Research Areas >> Others

[References]

[1]. Dubey P et al. Comparative analyses of genotoxicity, oxidative stress and antioxidative defence system under exposure of methyl parathion and hexaconazole in barley (Hordeum vulgare L.) Environ Sci Pollut Res Int. 2015 Dec;22(24):19848-59.

[2]. Wang Y et al. Monitoring tryptophan metabolism after exposure to hexaconazole and the enantioselective metabolism ofhexaconazole in rat hepatocytes in vitro. J Hazard Mater. 2015 Sep 15;295:9-16.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
490.3±55.0 °C at 760 mmHg

[ Melting Point ]:
111ºC

[ Molecular Formula ]:
C₁₄H₁₇Cl₂N₃O

[ Molecular Weight ]:
314.210

[ Flash Point ]:
250.3±31.5 °C

[ Exact Mass ]:
313.074860

[ PSA ]:
50.94000

[ LogP ]:
3.66

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.598

[ Storage condition ]:
0-6°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XZ4803200

CHEMICAL NAME :: 1H-1,2,4-Triazole-1-ethanol, alpha-butyl-alpha-(2,4-dichlorophenyl)-, (+-)-

CAS REGISTRY NUMBER :: 79983-71-4

LAST UPDATED :: 199710

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C14-H17-Cl2-N3-O

MOLECULAR WEIGHT :: 314.24

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2189 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,470,1991

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >2 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,470,1991

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - duck

DOSE/DURATION :: >4 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,470,1991

Safety Information

[ Symbol ]:

GHS07, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H317-H411

[ Precautionary Statements ]:
P280-P301 + P312 + P330

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xn:Harmful

[ Risk Phrases ]:
R22;R43;R51/53

[ Safety Phrases ]:
S2-S24-S37-S61

[ RIDADR ]:
UN3077 9/PG 3

[ RTECS ]:
XZ4803200

[ HS Code ]:
2933990014

Customs

[ HS Code ]: 2933990014

[ Summary ]:
2933990014 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1h-1,2,4-triazol-1-yl)butan-2-one。supervision conditions:s(import or export registration certificate for pesticides)。VAT:17.0%。tax rebate rate:9.0%。MFN tarrif:6.5%。general tariff:20.0%

Articles

Solarization and biosolarization enhance fungicide dissipation in the soil.

Chemosphere 79(2) , 216-20, (2010)

Although there is some evidence regarding the effect of solarization and biosolarization on pesticide degradation, information is still scarce. The aim of this study was to determine the effect of the...

Enantiomeric separation of triazole fungicides with 3-μm and 5-μml particle chiral columns by reverse-phase high-performance liquid chromatography.

Chirality 23(6) , 479-86, (2011)

This study used chiral columns packed with 3-μm and 5-μm particles to comparatively separate enantiomers of 9 triazole fungicides, and Lux Cellulose-1 columns with chiral stationary phase of cellulose...

Enantiomer separation of triazole fungicides by high-performance liquid chromatography.

Chirality 21(4) , 421-7, (2009)

Enantiomer separation is one of the most important prerequisites for the investigation of environmental enantioselective behaviors for chiral pesticides. In the present study, the enantiomer separatio...

Related Compounds

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