prothioconazole
3H-1,2,4-triazole-3-thione, 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-2,4-dihydro-
Identification
| Name | prothioconazole |
| IUPAC | 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1H-1,2,4-triazole-3-thione |
| CAS Number | 178928-70-6 |
| FDA UNII | 27B9FV58IY |
| Molecular Formula | C14 H15 Cl2 N3 O S |
| Molecular Weight | 344.26275000 |
| Nikkaji Number | J2.102.540B |
Regulatory
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) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| 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. |
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Potential Uses
Natural Occurrence
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-
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.