70585-35-2

Basic information

• Product Name: (aR,)-rel-a-tert-Butyl-b-(4-chlorophenoxy)-1H-1,2,4-triazole-1-ethanol PESTANAL
• Synonyms: (αR,βS)-rel-α-tert-Butyl-β-(4-chlorophenoxy)-1H-1,2,4-triazole-1-ethanol;(aR,)-rel-a-tert-Butyl-b-(4-chlorophenoxy)-1H-1,2,4-triazole-1-ethanol PESTANAL
• CAS NO: 70585-35-2
• Molecular Formula: C₁₄H₁₈ClN₃O₂
• Molecular Weight: 295.76462
• Mol File: 70585-35-2.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 465.4±55.0 °C(Predicted)
• Flash Point: 100 °C
• Appearance: /
• Density: 1.24±0.1 g/cm3(Predicted)
• PKA: 13.29±0.20(Predicted)
• CAS DataBase Reference: (aR,)-rel-a-tert-Butyl-b-(4-chlorophenoxy)-1H-1,2,4-triazole-1-ethanol PESTANAL(CAS DataBase Reference)
• NIST Chemistry Reference: (aR,)-rel-a-tert-Butyl-b-(4-chlorophenoxy)-1H-1,2,4-triazole-1-ethanol PESTANAL(70585-35-2)
• EPA Substance Registry System: (aR,)-rel-a-tert-Butyl-b-(4-chlorophenoxy)-1H-1,2,4-triazole-1-ethanol PESTANAL(70585-35-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-52/53
• Safety Statements: 61
• WGK Germany: 2
• Hazardous Substances Data: 70585-35-2(Hazardous Substances Data)

Usage

Uses

Triadimenol A is a fungicide and is formed through the enantioselective degradation, abiotic racemization, and chiral transformation of triadimefon in soils.

Upstream product

• 43121-43-3 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-one 
• 1193-00-6 sodium 4-chlorophenolate 
• 7664-93-9 sulfuric acid 
• 555-31-7 aluminum isopropoxide 

Downstream Products

• 112438-90-1 Toluene-4-sulfonic acid (S)-1-[(S)-(4-chloro-phenoxy)-[1,2,4]triazol-1-yl-methyl]-2,2-dimethyl-propyl ester 
• 112439-43-7 Toluene-4-sulfonic acid (S)-1-[(R)-(4-chloro-phenoxy)-[1,2,4]triazol-1-yl-methyl]-2,2-dimethyl-propyl ester 
• 94786-44-4 1-(4-chlorophenoxy)-3,3-dimethyl-2-[N-(2,3-dihydro-2,2-dimethyl-benzofuran-7-oxy-carbonyl)methylcarbamoyloxy]-1-(1,2,4-triazol-1-yl)butane 
• 117956-16-8 copper(II) 2,4,5-trichlorophenolate (3,3-dimethyl-1-(1-H-1,2,4-triazolyl-1)-1-(4-chlorophenoxy)butan-2-ol) 
• 117956-17-9 copper(II) 2,3,4,5,6-pentachlorophenolate (3,3-dimethyl-1-(1-H-1,2,4-triazolyl-1)-1-(4-chlorophenoxy)butan-2-ol) 

Relevant articles and documents

Carbonyl reduction of triadimefon by human and rodent 11β- hydroxysteroid dehydrogenase 1

11β-Hydroxysteroid dehydrogenase 1 (11β-HSD1) catalyzes the conversion of inactive 11-oxo glucocorticoids (endogenous cortisone, 11-dehydrocorticosterone and synthetic prednisone) to their potent 11β-hydroxyl forms (cortisol, corticosterone and prednisolone). Besides, 11β-HSD1 accepts several other substrates. Using rodent liver microsomes and the unspecific inhibitor glycyrrhetinic acid, it has been proposed earlier that 11β-HSD1 catalyzes the reversible conversion of the fungicide triadimefon to triadimenol. In the present study, recombinant human, rat and mouse enzymes together with a highly selective 11β-HSD1 inhibitor were applied to assess the role of 11β-HSD1 in the reduction of triadimefon and to uncover species-specific differences. To further demonstrate the role of 11β-HSD1 in the carbonyl reduction of triadimefon, microsomes from liver-specific 11β-HSD1-deficient mice were employed. Molecular docking was applied to investigate substrate binding. The results revealed important species differences and demonstrated the irreversible 11β-HSD1-dependent reduction of triadimefon. Human liver microsomes showed 4 and 8 times higher activity than rat and mouse liver microsomes. The apparent Vmax/ Km of recombinant human 11β-HSD1 was 5 and 15 times higher than that of mouse and rat 11β-HSD1, respectively, indicating isoform-specific differences and different expression levels for the three species. Experiments using inhibitors and microsomes from 11β-HSD1-deficient mice indicated that 11β-HSD1 is the major if not only enzyme responsible for triadimenol formation. The IC50 values of triadimefon and triadimenol for cortisone reduction suggested that exposure to these xenobiotica unlikely impairs the 11β-HSD1-dependent glucocorticoid activation. However, elevated glucocorticoids during stress or upon pharmacological administration likely inhibit 11β-HSD1-dependent metabolism of triadimefon in humans.

Synergistic Active Compound Combinations Comprising Phenyltriazoles

The present invention relates to novel active compound combinations comprising, firstly, at least one known compound of the formula (I) in which R1 and R2 have the meanings given in the description. and at least one further known active compound from groups (2) to (27) listed in the description, which combinations are highly suitable for controlling animal pests such as insects and unwanted acarids and also phytopathogenic fungi.

Pyrazolyl benzyl ether derivatives containing a fluoromethoxyimino group and use thereof as pesticides

The invention relates to novel pyrazolyl benzyl ethers, to a plurality of processes for their preparation and to their use for controlling harmful organisms.