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prothioconazole
3H-1,2,4-triazole-3-thione, 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-2,4-dihydro-

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Name:2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1H-1,2,4-triazole-3-thione
CAS Number: 178928-70-6Picture of molecule3D/inchi
FDA UNII: 27B9FV58IY
Nikkaji Web:J2.102.540B
XlogP3-AA:2.70 (est)
Molecular Weight:344.26275000
Formula:C14 H15 Cl2 N3 O S
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:white to light beige crystalline powder (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 139.10 °C. @ 760.00 mm Hg (est)
Boiling Point: 486.70 °C. @ 760.00 mm Hg (est)
Flash Point: 479.00 °F. TCC ( 248.20 °C. ) (est)
logP (o/w): 1.770 (est)
Soluble in:
 water, 5.531 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Prothioconazole >95%
Odor: characteristic
Use: Prothioconazole is an antifungal agent that can be used as agricultural fungicide and herbicide.
Santa Cruz Biotechnology
For experimental / research use only.
Prothioconazole
Sigma-Aldrich
For experimental / research use only.
Prothioconazole PESTANAL®, analytical standard
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
herbicides / pesticides
Recommendation for prothioconazole usage levels up to:
 not for fragrance use.
 
Recommendation for prothioconazole flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Reasoned opinion on the review of the existing maximum residue levels (MRLs) for prothioconazole according to Article 12 of Regulation (EC) No 396/2005
View page or View pdf

Retrospective analysis of the immunotoxic effects of plant protection products as reported in the Draft Assessment Reports for their peer review at EU level
View page or View pdf

Modification of the existing maximum residue level (MRL) for prothioconazole in shallots
View page or View pdf

Modification of the existing maximum residue levels for prothioconazole in sunflower seeds
View page or View pdf

Evaluation of confirmatory data following the Article 12 MRL review and modification of the existing maximum residue levels for prothioconazole in celeriacs and rapeseeds
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6451142
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1H-1,2,4-triazole-3-thione
Chemidplus:0178928706
 
References:
 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1H-1,2,4-triazole-3-thione
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):6451142
Pubchem (sid):135246317
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C18888
HMDB (The Human Metabolome Database):Search
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
•emulsifiable concentrate; flowable concentrate for seed treatment; suspension concentrate (= flowable concentrate) •premix partners: fluoxastrobin; spiroxamine; tebuconazole; trifloxystrobin •prothioconazole technical fungicide (bayer cropscience lp.) 97.7% prothioconazole •proline 480 sc fungicide (bayer cropscience lp.) 41% prothioconazole •provost 433 sc fungicide (bayer cropscience lp.) 12.9% prothioconazole, 25.8% 1h-1,2,4-triazole-1-ethanol, .alpha.-(2-(4-chlorophenyl)ethyl)-.alpha.-(1,1-dimethylethyl)-, (+-) •prosaro 421 sc fungicide (bayer cropscience lp.) 19% prothioconazole, 19% 1h-1,2,4-triazole-1-ethanol, .alpha.-(2-(4-chlorophenyl)ethyl)-.alpha.-(1,1-dimethylethyl)-, (+-) •usf 0728 325 sc fungicide (bayer cropscience lp.) 16% prothioconazole, 13.7% trifloxystrobin •proceed md fungicide (bayer cropscience lp.) 0.59% metalaxyl, 1.47% prothioconazole, 0.29% 1h-1,2,4-triazole-1-ethanol, .alpha.-(2-(4-chlorophenyl)ethyl)-.alpha.-(1,1-dimethylethyl)-, (+-) •stratego 731 fungicide (bayer cropscience lp.) 10.8% prothioconazole, 32.3% trifloxystrobin •proceed plus (bayer cropscience lp.) 1.48% clothianidin, 0.59% metalaxyl, 1.48% prothioconazole, 0.29% 1h-1,2,4-triazole-1-ethanol, .alpha.-(2-(4-chlorophenyl)ethyl)-.alpha.-(1,1-dimethylethyl)-, (+-) •stratego yld fungicide (bayer cropscience lp.) 10.8% prothioconazole, 32.3% trifloxystrobin •proceed concentrate fungicide (bayer cropscience lp.) 2.75% metalaxyl, 6.88% prothioconazole, 1.38% 1h-1,2,4-triazole-1-ethanol, .alpha.-(2-(4-chlorophenyl)ethyl)-.alpha.-(1,1-dimethylethyl)-, (+-)
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-3H-1,2,4-triazole-3-thione
2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1H-1,2,4-triazole-3-thione
2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-2,4-dihydro-3H-1,2,4-triazole-3-thione
 prothioconazole [ISO] [BSI]
3H-1,2,4-triazole-3-thione, 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-2,4-dihydro-
 

Articles:

PubMed:Distribution of prothioconazole and tebuconazole between wheat ears and flag leaves following fungicide spraying with different nozzle types at flowering.
PubMed:Post-infection activities of fungicides against Cercospora arachidicola of peanut (Arachis hypogaea).
PubMed:Effect of triazole pesticide formulation on bovine culture cells.
PubMed:Currently used pesticides and their mixtures affect the function of sex hormone receptors and aromatase enzyme activity.
PubMed:Translocation and degradation of tebuconazole and prothioconazole in wheat following fungicide treatment at flowering.
PubMed:Real-time PCR to study the effect of timing and persistence of fungicide application and wheat varietal resistance on Mycosphaerella graminicola and its sterol 14α-demethylation-inhibitor-resistant genotypes.
PubMed:Prothioconazole and prothioconazole-desthio activities against Candida albicans sterol 14-α-demethylase.
PubMed:Azole affinity of sterol 14α-demethylase (CYP51) enzymes from Candida albicans and Homo sapiens.
PubMed:Determination of azole fungicides in atmospheric samples collected in the Canadian prairies by LC/MS/MS.
PubMed:Fungicide resistance status in French populations of the wheat eyespot fungi Oculimacula acuformis and Oculimacula yallundae.
PubMed:Effect of preharvest anti-fungal compounds on Aspergillus steynii and A. carbonarius under fluctuating and extreme environmental conditions.
PubMed:Role of fungicides, application of nozzle types, and the resistance level of wheat varieties in the control of Fusarium head blight and deoxynivalenol.
PubMed:Protective and curative efficacy of prothioconazole against isolates of Mycosphaerella graminicola differing in their in vitro sensitivity to DMI fungicides.
PubMed:Impact of recently emerged sterol 14{alpha}-demethylase (CYP51) variants of Mycosphaerella graminicola on azole fungicide sensitivity.
PubMed:Mechanism of binding of prothioconazole to Mycosphaerella graminicola CYP51 differs from that of other azole antifungals.
PubMed:Exposure reduction of seed treatments through dehusking behaviour of the wood mouse (Apodemus sylvaticus).
PubMed:Temperature, moisture, and fungicide effects in managing Rhizoctonia root and crown rot of sugar beet.
PubMed:Hydrogen peroxide induced by the fungicide prothioconazole triggers deoxynivalenol (DON) production by Fusarium graminearum.
PubMed:Reduction of Fusarium head blight and deoxynivalenol in wheat with early fungicide applications of prothioconazole.
PubMed:Meta-analysis of the effects of triazole-based fungicides on wheat yield and test weight as influenced by Fusarium head blight intensity.
PubMed:Efficacy of triazole-based fungicides for fusarium head blight and deoxynivalenol control in wheat: a multivariate meta-analysis.
 
Notes:
a fungicide.
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