ChemicalBook--->CAS DataBase List--->35554-44-0

35554-44-0

35554-44-0 Structure

35554-44-0 Structure
IdentificationMore
[Name]

Imazalil
[CAS]

35554-44-0
[Synonyms]

1-[2-(2,4-dichloro-phenyl)-2-(2-propenyloxy)ethyl]-1h-imidazole
1-[2-(ALLYLOXY)-2-(2,4-DICHLOROPHENYL)ETHYL]IMIDAZOLE
(+/-)-1-(B-ALLYLOXY-2,4-DICHLOPHENYLETHYL)IMIDAZOLE
1-(BETA-ALLYLOXY-2,4-DICHLOROPHENYLETHYL) IMIDAZOLE
CHLORAMIZOL
CHLORAMIZOL(R)
DECCOZIL
DECCOZIL(R)
ENILCONAZOLE
FECUNDAL(R)
FLO-PRO
FLO-PRO(R)
FLORASAN(R)
FRESHGARD(R)
FUNGAFLOR
FUNGAFLOR(R)
FUNGAZIL
FUNGAZIL(R)
IMAZALIL
MAZAL
[EINECS(EC#)]

252-615-0
[Molecular Formula]

C14H14Cl2N2O
[MDL Number]

MFCD00055331
[Molecular Weight]

297.18
[MOL File]

35554-44-0.mol
Chemical PropertiesBack Directory
[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. ]

Sealed in dry,2-8°C
[solubility ]

Chloroform: Slightly Soluble; Methanol: Slightly Soluble
[form ]

neat
[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]

35554-44-0(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn,N
[Risk Statements ]

R20/22:Harmful by inhalation and if swallowed .
R41:Risk of serious damage to eyes.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S39:Wear eye/face protection .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[RIDADR ]

2588
[WGK Germany ]

3
[RTECS ]

NI4776000
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[HS Code ]

29332900
[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.
[Hazardous Substances Data]

35554-44-0(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Methanol-->Nitric acid-->Aluminum chloride-->Sodium borohydride-->Chloroacetyl chloride-->Imidazole-->Allyl chloride-->1,3-Dichlorobenzene-->Aluminium isopropoxide-->Imazalil nitrate-->2,4-Dichlorobenzyl alcohol-->alpha-(2,4-Dichlorophenyl)-1H-imidazole-1-ethanol
Hazard InformationBack Directory
[General Description]

Slightly yellow to brown solidified oil. Non-corrosive. Used as a fungicide.
[Reactivity Profile]

IMAZALIL(35554-44-0) is an imidazole derivative.
[Air & Water Reactions]

Water soluble.
[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.
[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.
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

1-[2-(Allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole(35554-44-0).msds
Questions And AnswerBack Directory
[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
Spectrum DetailBack Directory
[Spectrum Detail]

Imazalil(35554-44-0)MS
Imazalil(35554-44-0)1HNMR
Imazalil(35554-44-0)13CNMR
Imazalil(35554-44-0)IR1
Imazalil(35554-44-0)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

35554-44-0(sigmaaldrich)
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