LKT Labs

Biochemicals for Life Science Research

Imazalil

Imazalil

Product ID I5072
Cas No. 35554-44-0
Purity ≥95%, titration; ≥70%, HPLC
Product Unit SizeCostQuantityStock
5 g $98.60 In stock
10 g $126.50 In stock
100 g $746.80 In stock
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Description

Imazalil is a triazole fungicide used in veterinary medicine. Imazalil exhibits antifungal activity through inhibition of sterol 14-α demethylase, preventing ergosterol biosynthesis and cell wall formation. Imazalil also inhibits androgen receptors and aromatase through a mixed competitive/noncompetitive mode in vitro. This compound exhibits teratogenic effects on vertebrate development, affecting genes involved in retinoic acid signaling and altering neural differentiation in the nervous system.

Product Info

Cas No.

35554-44-0
Purity

≥95%, titration; ≥70%, HPLC
Formula

C14H14Cl2N2O
Formula Wt.

297.18
Chemical Name

(+/-)-allyl 1-(2,4-dichlorophenyl)-2-imidazol-1-ylether ester
IUPAC Name

1-[2-(2,4-dichlorophenyl)-2-prop-2-enoxyethyl]imidazole
Synonym

Enilconazole
Melting Point

50°C
Solubility

1400 mg/L H2O
Appearance

Yellowish oil or crystals

Shipping and Storage

Store Temp

Ambient
Ship Temp

Ambient

Downloads

MSDS

I5072 MSDS PDF
Info Sheet

I5072 Info Sheet PDF

References

Orton F, Rosivatz E, Scholze M, et al. Competitive androgen receptor antagonism as a factor determining the predictability of cumulative antiandrogenic effects of widely used pesticides. Environ Health Perspect. 2012 Nov;120(11):1578-84. PMID: 23008280.

Sun X, Wang J, Feng D, et al. PdCYP51B, a new putative sterol 14α-demethylase gene of Penicillium digitatum involved in resistance to imazalil and other fungicides inhibiting ergosterol synthesis. Appl Microbiol Biotechnol. 2011 Aug;91(4):1107-19. PMID: 21637936.

Zega G, De Bernardi F, Groppelli S, et al. Effects of the azole fungicide Imazalil on the development of the ascidian Ciona intestinalis (Chordata, Tunicata): morphological and molecular characterization of the induced phenotype. Aquat Toxicol. 2009 Feb 19;91(3):255-61. PMID: 19124165.

Sanderson JT, Boerma J, Lansbergen GW, et al. Induction and inhibition of aromatase (CYP19) activity by various classes of pesticides in H295R human adrenocortical carcinoma cells. Toxicol Appl Pharmacol. 2002 Jul 1;182(1):44-54. PMID: 12127262.

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