ChemicalBook--->CAS DataBase List--->83657-22-1

83657-22-1

83657-22-1 Structure

83657-22-1 Structure
IdentificationMore
[Name]

Uniconazole
[CAS]

83657-22-1
[Synonyms]

LOMICA
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
majics3307d
pentefenzol
prunit
[Molecular Formula]

C15H18ClN3O
[MDL Number]

MFCD01678674
[Molecular Weight]

291.78
[MOL File]

83657-22-1.mol
Chemical PropertiesBack Directory
[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)
[form ]

neat
[pka]

13.07±0.20(Predicted)
[color ]

White to Off-White
[InChIKey]

YNWVFADWVLCOPU-JYRVWZFOSA-N
[CAS DataBase Reference]

83657-22-1(CAS DataBase Reference)
[NIST Chemistry Reference]

1H-1,2,4-triazole-1-ethanol, «beta»-((4-chlorophenyl)methylene)-«alpha»-(1,1-dimethylethyl)-,(e)-(.+/-.)-(83657-22-1)
[EPA Substance Registry System]

83657-22-1(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
[HS Code ]

29339900
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hydrazinium hydroxide solution-->4-Chlorobenzaldehyde
[Preparation Products]

UNICONAZOLE
Hazard InformationBack Directory
[Chemical Properties]

The substance appears as an off-white to light tan Solid. It can dissolve in water with a solubility of 14.3mg/L at 24°C. It is also soluble in acetone, methanol, ethyl acetate, and other organic solvents. It has low toxicity to humans and animals, but medium toxicity to fish.
[Uses]

Uniconazole 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 reduc e vegetative growth and the need for pruning in trees. Uniconazole is an insecticide.
[Definition]

ChEBI: Uniconazole[83657-22-1] 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.
[Hazard]

Moderately toxic by ingestion and skin contact.
[Biological Activity]

ki = 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 vitro]

in 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 vivo]

uniconazole-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
Spectrum DetailBack Directory
[Spectrum Detail]

Uniconazole(83657-22-1)1HNMR
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