TEBUFENPYRAD

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H24ClN3O
Molecular Weight	333.856
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCC1=NN(C)C(C(=O)NCC2=CC=C(C=C2)C(C)(C)C)=C1Cl

InChI

InChIKey=ZZYSLNWGKKDOML-UHFFFAOYSA-N

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)

HIDE SMILES / InChI

Molecular Formula	C18H24ClN3O
Molecular Weight	333.856
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
[Acute tebufenpyrad and tolfenpyrad poisoning in humans].	2010-12	21268826
Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program.	2010-03-15	20143881
Multi-residue analysis of 30 currently used pesticides in fine airborne particulate matter (PM 2.5) by microwave-assisted extraction and liquid chromatography-tandem mass spectrometry.	2009-12-18	19913234
Synthesis of fully substituted pyrazoles via regio- and chemoselective metalations.	2009-08-06	19580307
The discovery of HNPC-A3066: a novel strobilurin acaricide.	2009-03	19115224
Resistance mechanisms to mitochondrial electron transport inhibitors in a field-collected strain of Tetranychus urticae Koch (Acari: Tetranychidae).	2009-02	18590597
Synthesis of new fluorinated Tebufenpyrad analogs with acaricidal activity through regioselective pyrazole formation.	2008-11-07	18855479
Efficacy of five selected acaricides against Tetranychus urticae (Acari: Tetranychidae) and their side effects on relevant natural enemies occurring in citrus orchards.	2008-08	18383196
Potential of 11 pesticides to initiate downstream drift of stream macroinvertebrates.	2008-08	18180861
Improved regioselectivity in pyrazole formation through the use of fluorinated alcohols as solvents: synthesis and biological activity of fluorinated tebufenpyrad analogs.	2008-05-02	18399658
Capabilities of different liquid chromatography tandem mass spectrometry systems in determining pesticide residues in food. Application to estimate their daily intake.	2007-07-20	17466998
Toxicity of bifenazate and its principal active metabolite, diazene, to Tetranychus urticae and Panonychus citri and their relative toxicity to the predaceous mites, Phytoseiulus persimilis and Neoseiulus californicus.	2007	17972019
Multiple resistance and biochemical mechanisms of pyridaben resistance in Tetranychus urticae (Acari: Tetranychidae).	2006-06	16813336
Routine application using single quadrupole liquid chromatography-mass spectrometry to pesticides analysis in citrus fruits.	2005-09-23	16130755
Comparative acaricide susceptibility and detoxifying enzyme activities in field-collected resistant and susceptible strains of Tetranychus urticae.	2005-05	15657956
Comparison of liquid chromatography using triple quadrupole and quadrupole ion trap mass analyzers to determine pesticide residues in oranges.	2005-03-04	15844516
Sublethal effects of tebufenpyrad on the eggs and immatures of two-spotted spider mite, Tetranychus urticae.	2005	16132732
Fenpyroximate resistance in Tetranychus urticae (Acari: Tetranychidae): cross-resistance and biochemical resistance mechanisms.	2004-10	15481826
Liquid chromatography-electrospray quadrupole ion-trap mass spectrometry of nine pesticides in fruits.	2004-09-03	15453417
Application of liquid chromatography with electrospray tandem mass spectrometry to the determination of a new generation of pesticides in processed fruits and vegetables.	2004-05-21	15146917
Evaluation of three concentrations of tebufenpyrad for the control of Varroa destructor (Acari: Varroidae).	2003-04	14994788
First detection of chlorfenapyr (Secure) resistance in two-spotted spider mite (Acari: Tetranychidae) from nectarines in an Australian orchard.	2003	14756407
New developments in insecticide resistance in the glasshouse whitefly (Trialeurodes vaporariorum) and the two-spotted spider mite (Tetranychus urticae) in the UK.	2002-02	11852636
The stability of tebufenpyrad resistance in two-spotted spider mite (Acari: Tetranychidae) under laboratory conditions.	2002	12537297
Cross-resistance, inheritance, and biochemistry of mitochondrial electron transport inhibitor-acaricide resistance in Tetranychus urticae (Acari: Tetranychidae).	2001-12	11777067
METI-acaricide resistance in Tetranychus urticae does not confer resistance to the naphthoquinones.	2001-08	11517730
Incidence and inheritance of resistance to METI-acaricides in European strains of the two-spotted spider mite (Tetranychus urticae) (Acari: Tetranychidae).	2001-05	11374162

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:06:15 GMT 2025` Edited by `admin` on `Mon Mar 31 19:06:15 GMT 2025`
Record UNII	IRU3P7ZB3F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PYRANICA

Preferred Name

English

TEBUFENPYRAD

Common Name

English

MK-239

Code

English

TEBUFENPYRAD [MI]

Common Name

English

4-CHLORO-N-((4-(1,1-DIMETHYLETHYL)PHENYL)METHYL)-3-ETHYL-1-METHYL-1H-PYRAZOLE-5-CARBOXAMIDE

Systematic Name

English

N-(4-TERT-BUTYLBENZYL)-4-CHLORO-3-ETHYL-1-METHYLPYRAZOLE-5-CARBOXAMIDE

Systematic Name

English

TEBUFENPYRAD [ISO]

Common Name

English

TEBUFENPYRAD [HSDB]

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

90102