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Tebufenpyrad

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Tebufenpyrad Basic information

Product Name:
Tebufenpyrad
Synonyms:
  • TEBUFENPYRAD
  • PYRANICA
  • OSCAR
  • 1h-pyrazole-5-carboxamide,4-chloro-n-((4-(1,1-dimethylethyl)phenyl)methyl)-3-e
  • 4-chloro-n-((4-(1,1-dimethylethyl)phenyl)methyl)-3-ethyl-1-methyl-1h-pyrazol
  • 4-chloro-n-((4-(1,1-dimethylethyl)phenyl)methyl)-3-ethyl-1-methyl-1h-pyrazole-5-carboxamid
  • ac801757
  • comanché
CAS:
119168-77-3
MF:
C18H24ClN3O
MW:
333.86
EINECS:
242-070-7
Product Categories:
  • Agro-Products
  • Aromatics
  • Heterocycles
  • INSECTICIDE
  • Herbicide
Mol File:
119168-77-3.mol
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Tebufenpyrad Chemical Properties

Melting point:
61-62°
Boiling point:
468.4±45.0 °C(Predicted)
Density 
1.1639 (rough estimate)
refractive index 
1.5790 (estimate)
storage temp. 
0-6°C
solubility 
Benzene (Slightly), DMSO (Slightly), Methanol (Slightly)
pka
13.19±0.46(Predicted)
form 
solid
BRN 
8636471
InChI
InChI=1S/C18H24ClN3O/c1-6-14-15(19)16(22(5)21-14)17(23)20-11-12-7-9-13(10-8-12)18(2,3)4/h7-10H,6,11H2,1-5H3,(H,20,23)
InChIKey
ZZYSLNWGKKDOML-UHFFFAOYSA-N
SMILES
N1(C)C(C(NCC2=CC=C(C(C)(C)C)C=C2)=O)=C(Cl)C(CC)=N1
LogP
4.610
CAS DataBase Reference
119168-77-3(CAS DataBase Reference)
EPA Substance Registry System
Tebufenpyrad (119168-77-3)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36
RIDADR 
2588
WGK Germany 
3
RTECS 
UQ6276400
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29331990
Hazardous Substances Data
119168-77-3(Hazardous Substances Data)
Toxicity
LD50 in male, female rats (mg/kg): 595, 997 orally; >2000, >2000 dermally; LC50 in male rats (mg/m3): 2660 by inhalation (Inoue, Fukuchi)
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Tebufenpyrad Usage And Synthesis

Chemical Properties

Tan Solid

Uses

Tebufenpyrad is a pyrazole acaricide and insecticide commonly used in commercial greenhouses.

Uses

Acaricide.

Definition

ChEBI: Tebufenpyrad is a pyrazole acaricide and a pyrazole insecticide. It has a role as a mitochondrial NADH:ubiquinone reductase inhibitor.

Metabolic pathway

By incubation of tebufenpyrad with rat liver homogenate, tebufenpyrad undergoes biotransformation to yield the major metabolites N-(4- tert-butylbenzyl)-4-chloro-3-(1-hydroxyethyl)-1- methylpyrazole-5-carboxamide via hydroxylation of the w-1-carbon of the ethyl group and N-[4-(1-carboxy-1- methylethyl)benzyl]-4-chloro-3-ethyl-1-methylpyrazole- 5-carboxamide via oxidation of the methyl group in the tert-butyl moiety to the carboxylic acid derivatives.
When the rat is orally dosed tebufenpyrad, the major metabolism pathway is via both hydroxylation and oxidation reactions to yield N-[4-(1-carboxy-1- methylethyl)benzyl]-4-chloro-3-(1-hydroxyethyl)-1- methylpyrazole-5-carboxamide which is mainly excreted in the urine.

Tebufenpyrad Preparation Products And Raw materials

Raw materials

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