Details
| Stereochemistry | MIXED |
| Molecular Formula | C15H18ClN3O |
| Molecular Weight | 291.776 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 0 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(C1CC1)C(O)(CN2C=NC=N2)C3=CC=C(Cl)C=C3
InChI
InChIKey=UFNOUKDBUJZYDE-UHFFFAOYSA-N
InChI=1S/C15H18ClN3O/c1-11(12-2-3-12)15(20,8-19-10-17-9-18-19)13-4-6-14(16)7-5-13/h4-7,9-12,20H,2-3,8H2,1H3
| Molecular Formula | C15H18ClN3O |
| Molecular Weight | 291.776 |
| Charge | 0 |
| Count |
|
| Stereochemistry | MIXED |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 2 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Cyproconazole is an azole fungicide, introduced to the market by Sandoz (now Syngenta). It is used to control a wide range of fungi on cereal crops, coffee, sugar beet, fruit trees, grapes, including rust on cereal crops, powdery mildew on cereal crops, fruit tree and grapes, and scab on apple. The cyproconazole structure exists in four stereoisomeric forms as two diastereoisomeric pairs of enantiomers. Cyproconazole is a 1:1 mixture of the two diastereomeric pairs, each of which is a 1:1 mixture of the enantiomers (i.e., all four stereoisomers are present in similar amounts). Cyproconazole inhibits the fungal enzyme eburicol 14-alpha-demethylase, which is involved in the biosynthesis of sterol, a component of a fungal cell wall.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Molecular cloning and characterisation of three new ATP-binding cassette transporter genes from the wheat pathogen Mycosphaerella graminicola. | 2002 May 1 |
|
| Application of solid-phase extraction to quantitatively determine cyproconazole and tebuconazole in treated wood using liquid chromatography with UV detection. | 2005 Jan 21 |
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| Capillary electrophoresis for analyzing pesticides in fruits and vegetables using solid-phase extraction and stir-bar sorptive extraction. | 2005 May 6 |
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| Selection for increased cyproconazole tolerance in Mycosphaerella graminicola through local adaptation and in response to host resistance. | 2006 Jul |
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| In vitro selection of an effective fungicide against Armillaria mellea and control of white root rot of grapevine in the field. | 2006 Mar |
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| Comparison of lanosterol-14 alpha-demethylase (CYP51) of human and Candida albicans for inhibition by different antifungal azoles. | 2006 Nov 10 |
|
| Fungicides affect the production of extracellular mucilaginous material (ECMM) and the peripheral growth unit (PGU) in two wood-rotting basidiomycetes. | 2006 Oct |
|
| Sexual reproduction facilitates the adaptation of parasites to antagonistic host environments: Evidence from empirical study in the wheat-Mycosphaerella graminicola system. | 2007 Jul |
|
| Capabilities of different liquid chromatography tandem mass spectrometry systems in determining pesticide residues in food. Application to estimate their daily intake. | 2007 Jul 20 |
|
| Use of SPE-GC/EIMS for residue analysis in wine elaborated from musts spiked with formulations of chlorpyriphos-methyl, methiocarb, dicofol, and cyproconazol. | 2007 Mar |
|
| Development of monoclonal immunoassays for the determination of triazole fungicides in fruit juices. | 2008 Oct 8 |
|
| The effect of fungicides on seed yield and disease control in Italian ryegrass. | 2009 |
|
| Fungicide dissipation and impact on metolachlor aerobic soil degradation and soil microbial dynamics. | 2010 Feb 15 |
|
| Occurrence and removal of fungicides in municipal sewage treatment plant. | 2010 Mar 15 |
|
| Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets. | 2011 Mar 28 |
|
| Chemical class-specific gene expression changes in the zebrafish embryo after exposure to glycol ether alkoxy acids and 1,2,4-triazole antifungals. | 2011 Sep |
|
| Transcriptomic concentration-response evaluation of valproic acid, cyproconazole, and hexaconazole in the neural embryonic stem cell test (ESTn). | 2012 Feb |
|
| The hepatocarcinogenic conazoles: cyproconazole, epoxiconazole, and propiconazole induce a common set of toxicological and transcriptional responses. | 2012 May |
|
| Triazole induced concentration-related gene signatures in rat whole embryo culture. | 2012 Sep |
|
| Dose-response involvement of constitutive androstane receptor in mouse liver hypertrophy induced by triazole fungicides. | 2013 Jul 31 |
|
| Concordance of transcriptional and apical benchmark dose levels for conazole-induced liver effects in mice. | 2013 Nov |
|
| Combination effects of (tri)azole fungicides on hormone production and xenobiotic metabolism in a human placental cell line. | 2014 Sep 17 |
|
| Involvement of constitutive androstane receptor in liver hypertrophy and liver tumor development induced by triazole fungicides. | 2015 Apr |
|
| Hepatotoxic effects of (tri)azole fungicides in a broad dose range. | 2015 Nov |
|
| Grouping of histone deacetylase inhibitors and other toxicants disturbing neural crest migration by transcriptional profiling. | 2015 Sep |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:37:24 GMT 2023
by
admin
on
Sat Dec 16 08:37:24 GMT 2023
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| Record UNII |
622B9C3E6T
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| Record Status |
Validated (UNII)
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| Record Version |
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EPA PESTICIDE CODE |
128993
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DTXSID0032601
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m4038
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622B9C3E6T
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cyproconazole
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35456
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7706
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94361-06-5
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86132
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Cyproconazole
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