Uniconazole

Uniconazole Basic information
Product Name:Uniconazole
Synonyms:SUMAGIC;SUMISEVEN;UNICONAZOLE;UNICONAZOLE-P;(e)-(+-)-ylethyl);(e)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazol-1-yl)-1-penten-3-ol;beta-((4-chlorophenyl)methylene)-alpha-(1,1-dimethylethyl)-(e)-(+-)-1h-4-triazole-1-ethanol;m13144
CAS:83657-22-1
MF:C15H18ClN3O
MW:291.78
EINECS:
Product Categories:PLANT GROWTH REGULATOR;Pesticide intermediates;83657-22-1
Mol File:83657-22-1.mol
Uniconazole Structure
Uniconazole Chemical Properties
Melting point 150-160°C
Boiling point 474.6±55.0 °C(Predicted)
density 1.18±0.1 g/cm3(Predicted)
storage temp. 0-6°C
solubility Chloroform (Slightly), Methanol (Slightly)
pka13.07±0.20(Predicted)
form neat
color White to Off-White
InChIKeyYNWVFADWVLCOPU-JYRVWZFOSA-N
CAS DataBase Reference83657-22-1(CAS DataBase Reference)
NIST Chemistry Reference1H-1,2,4-triazole-1-ethanol, «beta»-((4-chlorophenyl)methylene)-«alpha»-(1,1-dimethylethyl)-,(e)-(.+/-.)-(83657-22-1)
EPA Substance Registry SystemUniconazole (83657-22-1)
Safety Information
Hazard Codes Xn
Risk Statements 22
WGK Germany 3
HS Code 29339900
MSDS Information
Uniconazole Usage And Synthesis
Chemical PropertiesOff-White to Light Tan Solid
UsesUniconazole is a plant growth regulator, absorbed by the stems and roots. Uniconazole is used to reduce lodging in rice; to reduce vegetative growth and increase flowering of ornamentals; and to reduce vegetative growth and the need for pruning in trees. Uniconazole is an insecticide.
DefinitionChEBI: (1E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol is a member of the class of triazoles that is 1,2,4-triazole which is substituted at position 1 by a 1-(p-chlorophenyl)-3-hydroxy-4,4-dimethylpent-1-en-2-yl group. It is a member of monochlorobenzenes, a secondary alcohol and a member of triazoles.
HazardModerately toxic by ingestion and skin contact.
Biological Activityki = 68 nmuniconazole is a cytochrome p450 707as inhibitor.plant growth retardants (pgrs) can reduce the shoot growth of plants via inhibiting gibberellin biosynthesis. the inhibitory effects of pgrs on arabidopsis abscisic acid (aba) 8'-hydroxylase, a major aba catabolic enzyme, recently identified as cyp707as, have been reported.
in vitroin an in-vitro assay with cyp707a3 microsomes expressed in insect cells, uniconazole could inhibit cyp707a3 activity more effectively than paclobutrazol or tetcyclacis, while the other tested pgrs could not significantly inhibit it. in addition, uniconazole was also found to be a strong competitive inhibitor of aba 8'-hydroxylase [1].
in vivouniconazole-treated arabidopsis plants displayed enhanced drought tolerance. in uniconazole-treated plants, endogenous aba levels increased 2-fold as compared with the control, and co-application of ga(4) could not suppress such effects, suggesting that these effects were not because of gibberellin deficiency. therefore uniconazole could effectively inhibit aba catabolism in arabidopsis plants [1].
References[1] saito, s. ,okamoto, m.,shinoda, s., et al. a plant growth retardant, uniconazole, is a potent inhibitor of aba catabolism in arabidopsis. bioscience, biotechnology, and biochemistry 70(7), 1731-1739 (2006). DOI:10.1271/bbb.60077
[2] Enantioselective acute toxicity, oxidative stress effects, neurotoxicity, and thyroid disruption of uniconazole in zebrafish (Danio rerio) DOI:10.1007/s11356-022-18997-3
[3] USE OF UNICONAZOLE IN GROWTH REGULATION AND BIOCHEMICAL CHANGES IN MAIZE DOI:10.18512/rbms2022v21e1246
Uniconazole Preparation Products And Raw materials
Raw materialsHydrazinium hydroxide solution-->4-Chlorobenzaldehyde
Preparation ProductsUNICONAZOLE
Methylene Chloride Chlorodimethylphenylsilane Diniconazole (R)-UNICONAZOLE Methylene Blue N,N-Dimethylformamide ETHANE Uniconazole CI NO 50205 Dimethyl fumarate Dimethyl sebacate Dimethyl sulfoxide 4,4'-Diphenylmethane diisocyanate Tetraphenylcyclopentadienone Dimethyl ether Dimethyl carbonate Dimethyl phthalate Diethylstilbestrol

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