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58594-72-2

58594-72-2 Structure

58594-72-2 Structure
IdentificationBack Directory
[Name]

Imazalil sulfate
[CAS]

58594-72-2
[Synonyms]

R 27180
1-(2-(Allyloxy)
Imazalil sulfat
Imazalil sulfate
ChloraMizol Sulfate
Microban Additive IF 4
IMAZALIL SULFATE PESTANAL
imidazolium hydrogen sulphate
1-[2-(allyloxy)ethyl-2-(2,4-dichlorophenyl)-1H-imidazolium h...
1-(2-(Allyloxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole sulfate
1-[2-(2,4-Dichlorophenyl)-2-(2-propen-1-yloxy)ethyl]-1H-iMidazole Sulfate
1H-Imidazole, 1-2-(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl-, sulfate (1:1)
1-[2-(2,4-Dichlorophenyl)-2-(2-propenyloxy)ethyl]-1H-imidazole/sulfuric acid,(1:x)
1-[2-(allyloxy)ethyl-2-(2,4-dichlorophenyl)]-1H-imidazolium hydrogen sulphate (1:1)
Enilconazole sulfate, 1-[2-(2,4-Dichlorophenyl)-2-(2-propenyloxy)ethyl]-1H-imidazole sulfate
[EINECS(EC#)]

261-351-5
[Molecular Formula]

C14H16Cl2N2O5S
[MDL Number]

MFCD00186378
[MOL File]

58594-72-2.mol
[Molecular Weight]

395.25
Chemical PropertiesBack Directory
[density ]

1.473[at 20℃]
[solubility ]

Chloroform (Slightly, Heated), Methanol (Slightly), Water (Slightly)
[form ]

neat
[color ]

White to off-white
[Water Solubility ]

5656g/L at 20℃
[Stability:]

Hygroscopic
[LogP]

3.31 at 20℃
[EPA Substance Registry System]

Imazalil sulfate (58594-72-2)
Safety DataBack Directory
[Hazard Codes ]

Xn,N
[Risk Statements ]

22-43-50/53
[Safety Statements ]

24/25-37-46-60-61
[RIDADR ]

UN3077 9/PG 3
[WGK Germany ]

3
[REACH Registrations]

Active
Hazard InformationBack Directory
[Uses]

Imazalil Sulfate is an imidazole derivative used as a fungicide. Imazalil Sulfate controlled epidermis anthracnosis caused by Colletotrichum musae and crown rot in harvested bananas. Imazalil Sulfate is used for fungal protection of citrus fruits such as oranges and lemons as well as other fruits. Imazalil Sulfate is an effective fungicide allowing induction of barley callusin culture media.
[Production Methods]

Imazalil is synthesised through a multi-step process that begins with the preparation of a 2,4-dichlorophenyl ethanol intermediate. This compound is then reacted with allyl bromide in the presence of a base to form an allyloxyethyl derivative, which undergoes nucleophilic substitution with imidazole to yield the core imazalil structure. For ester derivatives like imazalil sulphate the free hydroxyl group on the ethanol moiety is further reacted with sulphuric acid.
[Flammability and Explosibility]

Notclassified
[Mechanism of action]

Systemic with curative and protective properties. Disrupts membrane function.
[in vivo]

Imazalil (Enilconazole; 25-100 mg/kg; IP) sulfate significantly increases hepatic Cyp3a11 mRNA levels in a dose-dependent manner[2].
Imazalil (75 mg/kg; ip; twice; once a day) sulfate combined with TCPOBOP (3 mg/kg) much greatly increased the number of Ki-67-positive nuclei and Mcm2 mRNA levels compared to its single treatment. Imazalil sulfate accelerates hepatocyte proliferation mediated by TCPOBOP treatment in mice[2].
Imazalil (0.1, 0.5, or 2.5 mg/kg in drinking water for 15 weeks) sulfate induces oxidative stress and caused the disorders of bile acid metabolism in male adult C57BL/6 mice [3].

Animal Model:IMZ Male C57BL/6N mice[2]
Dosage:25, 50, 75, 100 mg/kg
Administration:Intraperitoneally; single dose
Result:Significantly increased hepatic Cyp3a11 mRNA levels in a dose-dependent manner.
[Pesticide Type]

Fungicide; Veterinary substance
Spectrum DetailBack Directory
[Spectrum Detail]

Imazalil sulfate(58594-72-2)1HNMR
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