Description References
ChemicalBook > CAS DataBase List > Imazalil

Imazalil

Description References
Product Name
Imazalil
CAS No.
35554-44-0
Chemical Name
Imazalil
Synonyms
ENILCONAZOLE;Eniloconazol;ENICONAZOLE;chloramizole;1-[2-(2,4-dichlorophenyl)-2-prop-2-enoxyethyl]imidazole;MAZAL;r23979;Magnate;R 23979;FLO-PRO
CBNumber
CB4251497
Molecular Formula
C14H14Cl2N2O
Formula Weight
297.18
MOL File
35554-44-0.mol
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Imazalil Property

Melting point:
52.7°C
Boiling point:
>340°C
Density 
1.348
vapor pressure 
1.58 x l0-4 Pa (20 °C)
refractive index 
1.5680 (estimate)
storage temp. 
2-8°C
solubility 
Chloroform: Slightly Soluble; Methanol: Slightly Soluble
pka
6.53 (weak base)
Water Solubility 
0.018 g/100 mL
Merck 
13,3616
BRN 
545683
InChIKey
PZBPKYOVPCNPJY-UHFFFAOYSA-N
LogP
3.820
CAS DataBase Reference
35554-44-0(CAS DataBase Reference)
NIST Chemistry Reference
Imazalil(35554-44-0)
EPA Substance Registry System
Imazalil (35554-44-0)
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Safety

Hazard Codes 
Xn,N
Risk Statements 
20/22-41-50/53
Safety Statements 
26-39-60-61
RIDADR 
2588
WGK Germany 
3
RTECS 
NI4776000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29332900
Hazardous Substances Data
35554-44-0(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H318Causes serious eye damage

H332Harmful if inhaled

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Y0000136
Product name
Enilconazole
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
y0000136
Price
$220
Updated
2024/03/01
Sigma-Aldrich
Product number
32007
Product name
Imazalil
Purity
PESTANAL
Packaging
100mg
Price
$83.9
Updated
2024/03/01
Cayman Chemical
Product number
25815
Product name
Imazalil
Packaging
50mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
25815
Product name
Imazalil
Packaging
100mg
Price
$74
Updated
2024/03/01
TRC
Product number
I268503
Product name
Imazalil
Packaging
10g
Price
$110
Updated
2021/12/16
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Imazalil Chemical Properties,Usage,Production

Description

Imazalil (also known as Enilconazole) is a kind of topical mycotic agent that used for the treatment of fungi infections. It is primarily used for the treatment of fungi attracted to tubers of the crops, including Fusarium spp, Phoma spp, and Helminthosporum solani which reduces the crop quality. It can also be applied to citrus fruits. In addition, it can also be used for the treatment of Microsporum spp and Aspergillus spp infections occurring in the dogs, either as a single topic agent or being combined with oral administrated itraconazole or griseofulvin. The mechanism of action of Imazalil is through suppressing the biosynthesis pathway of ergosterol through blocking the demethylation process. 

References

http://www.vetbook.org/wiki/dog/index.php?title=Enilconazole
https://en.wikipedia.org/wiki/Enilconazole
https://www.mysciencework.com/publication/show/f0382c741754e9200388abe8cf2f0133

Description


Description

Imazalil is an imidazole fungicide that inhibits ergosterol biosynthesis. Imazalil inhibits the growth of various fungi in vitro including P. italicum, A. niger, U. maydis, B. alii, and C. cucumerinum in a pH-dependent manner (MICs = 0.005-2 μg/ml at pH 7). It inhibits S. cerevisiae, but not rat liver microsomal, cytochrome P450 enzymes (CYPs; IC50s = 0.088 and 80 μM, respectively), as well as aromatase CYP19 from human placental microsomes (IC50 = 0.34 μM). Imazalil activates the murine pregnane X receptor (PXR) in a concentration-dependent manner in a cell-based reporter assay. It increases hepatic CYP3A11 and CYP2B10 mRNA levels in mice when administered at a dose of 100 mg/kg. Imazalil also increases Ki-67-positive nuclei in liver sections and hepatic MCM2 mRNA levels, markers of cell proliferation, in mice when co-administered with the murine constitutive androstane receptor (mCAR) agonist TCPOBOP . Formulations containing imazalil have been used to control fungal infection in agriculture.

Uses

antifungal

Uses

As a disinfectant for stable and kennel equipment; experimentaly as an agricultural fungicide.

Uses

Imazalil is a systemic fungicide with protective and curative action. It is used for the control of a wide range of fungal diseases on fruit, vegetables and ornamentals, powdery mildew on roses and storage diseases of citrus fruit, pome fruit, bananas and seed potatoes. It is also used as a seed dressing, for control of diseases of cereals (particularly Fusarium and Helminthosporium spp.), and it is particularly active against benzimidazole-resistant strains of plant-pathogenic fungi.

Definition

ChEBI: 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole is a member of the class of imidazoles in which the hydrogen at position 1 is replaced by a 2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl group. It is a member of imidazoles, an ether and a dichlorobenzene.

General Description

Slightly yellow to brown solidified oil. Non-corrosive. Used as a fungicide.

Air & Water Reactions

Water soluble.

Reactivity Profile

Imazalil is an imidazole derivative.

Safety Profile

Poison by ingestion and intraperitoneal routes. Experimental reproductive effects. A skin and eye irritant. When heated to decomposition it emits toxic fumes of Cland NOx.

Veterinary Drugs and Treatments

Although no dosage forms are currently commercially available for topical use in the USA, Enilconazole is used topically for treating dermatophytosis in small animals and horses using compounded products. A commercially available topical rinse Imaverol? (Janssen) 10% is available with canine, bovine and equine use labeling in many countries. Intranasal instillation of enilconazole after plaque debridement has also been shown useful in treating nasal aspergillosis in small animals.
Use of topical enilconazole on cats with dermatophytosis is somewhat controversial as there are apparently no products with feline labeling available in Europe or Canada. There are preliminary reports of safely and successfully using enilconazole on dermatophytic cats in combination with oral itraconazole.
A topical product and a poultry environmental disinfectant product (Clinafarm EC?) is available in the USA. It is technically illegal to use this product other than it is labeled; it is an EPA licensed product in the USA.

Metabolic pathway

Published information is available on the metabolism of imazalil in plants and soils. The principal metabolite in plants and soils is 1-[2-(2,4- dichlorophenyl)-2-hydroxyethyl]-1H-imidazole.

Degradation

Imazalil is very stable to hydrolysis in dilute acids and alkalis at room temperature, in the absence of light. It is also stable to light under normal storage conditions.

Imazalil Preparation Products And Raw materials

Raw materials

Aluminium isopropoxide alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol 2,4-Dichlorobenzyl alcohol Sodium borohydride Chloroacetyl chloride Aluminum chloride Imidazole Nitric acid Methanol Dilute hydrochloric acid 1,3-Dichlorobenzene Imazalil nitrate Allyl chloride

Preparation Products

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View Lastest Price from Imazalil manufacturers

airuikechemical co., ltd.
Product
imazalil 35554-44-0
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
99.9%
Supply Ability
200tons
Release date
2024-04-09
Shaanxi Dideu Medichem Co. Ltd
Product
Imazalil 35554-44-0
Price
US $0.00-0.00/KG
Min. Order
1g
Purity
99%
Supply Ability
20tons
Release date
2020-04-21
Hebei Yanxi Chemical Co., Ltd.
Product
Imazalil 35554-44-0
Price
US $40.00-40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-09-08

35554-44-0, ImazalilRelated Search:

1-Vinylimidazole Dichloromethylphenylsilane Ethyl acrylate Ethanol Ethyl acetate Ethyl maltol Ethylparaben Ethylbenzene Levamisole Dichloroethane Chlorphenamine maleate Phenylhydrazine PHENYL VALERATE Hydroxyethyl starch Hydroxyethyl Cellulose Ethyl cellulose Imidazole Methoxydiethylborane

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  • MAZAL
  • 1-[2-(2,4-dichlorophenyl)-2-prop-2-enoxyethyl]imidazole
  • (+-)-1-(beta-(allyloxy)-2,4-dichlorophenethyl)imidazole
  • (+or-)-1-(beta-allyloxy-2,4-dichlorophenylethyl)imidazole
  • (+or-)-1-[2-(2,4-dichlorophenylethyl)-2-(2-propenyloxy)ethyl]-1h-imidazole
  • 1-(2-(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl)-1h-imidazol
  • 1-(2-(2,4-Dichlorphenyl)-2-(2-propenyloxy)aethyl)-1H-imidazol
  • 1H-Imidazole, 1-[2-(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl]-
  • 1H-Imidazole, 1-[2-(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl]-, (.+/-.)-
  • Bromazil
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  • FUNGAFLOR(R)
  • (+/-)-1-(B-ALLYLOXY-2,4-DICHLOPHENYLETHYL)IMIDAZOLE
  • 1-(BETA-ALLYLOXY-2,4-DICHLOROPHENYLETHYL) IMIDAZOLE
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  • (±)allyl 1-(2,4-dichlorophenyl)-2-imidazol-1-ylethyl ether
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