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)

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

Uniconazole (83657-22-1)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

HS Code 

29339900

Uniconazole Usage And Synthesis

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 reduce vegetative growth and the need for pruning in trees. Uniconazole is an insecticide.

Definition

ChEBI: (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.

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

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