ChemicalBook--->CAS DataBase List--->119168-77-3

119168-77-3

119168-77-3 Structure

119168-77-3 Structure
IdentificationMore
[Name]

4-Chloro-N-(4-tert-butylbenzyl)-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide
[CAS]

119168-77-3
[Synonyms]

4-CHLORO-5-ETHYL-2-METHYL-N-[(4-TERT-BUTYLPHENYL)METHYL]PYRAZOLE-3-CARBOXAMIDE
4-CHLORO-N-(4-TERT-BUTYLBENZYL)-3-ETHYL-1-METHYL-1H-PYRAZOLE-5-CARBOXAMIDE
COMANCHE
MASAI
OSCAR
PYRANICA
TEBUFENPYRAD
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
e-5-carboxamide
mk239
n-(4-t-butylbenzyl)-4-chloro-3-ethyl-1-methylpyrazole-5-carboxamide
thyl-1-methyl-
4-chloro-N-(4-(1,1-dimethylethyl)phenyl)methyl-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide
N-(4-tert-butylbenzyl)-4-chloro-3-ethyl-1-methyl-5-pyrazolemethylamide
comanché
tebufenpyrad (bsi,draft-iso)
Sandoz Pyranica Selective Miticide******OBSOLETE**********
[EINECS(EC#)]

242-070-7
[Molecular Formula]

C18H24ClN3O
[MDL Number]

MFCD01632408
[Molecular Weight]

333.86
[MOL File]

119168-77-3.mol
Chemical PropertiesBack Directory
[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)
[form ]

neat
[pka]

13.19±0.46(Predicted)
[BRN ]

8636471
[Henry's Law Constant]

8.2×102 mol/(m3Pa) at 25℃, HSDB (2015)
[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]

119168-77-3(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)Health Hazard (GHS08)Environment (GHS09)
GHS06,GHS08,GHS09
[Signal word ]

Danger
[Hazard statements ]

H301-H317-H332-H373-H410
[Precautionary statements ]

P273-P280-P301+P310-P302+P352-P304+P340+P312-P314
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
[Safety Statements ]

S36:Wear suitable protective clothing .
[RIDADR ]

2588
[WGK Germany ]

3
[RTECS ]

UQ6276400
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[HS Code ]

29331990
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Acute Tox. 3 Oral
Acute Tox. 4 Inhalation
Aquatic Acute 1
Aquatic Chronic 1
Skin Sens. 1B
STOT RE 2
[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)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Diethyl oxalate-->Sulfuryl chloride-->ethyl 3-ethylpyrazolyl-5-carboxylate-->N-(tert-Butyl)benzylamine
Hazard InformationBack Directory
[Chemical Properties]

Tan Solid
[Uses]

Acaricide.
[Uses]

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

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

Tebufenpyrad is produced commercially through a multi-step organic synthesis that constructs its pyrazole-based structure. The process begins with the preparation of key intermediates such as substituted benzyl halides and pyrazole derivatives. These are reacted under controlled conditions to form the core tebufenpyrad molecule, which includes a tert-butyl group and a phenyl ring that enhance its lipophilicity and biological activity.
[Mechanism of action]

Mitochondrial complex I electron transport inhibitor, non-systemic with contact and stomach action
[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.
[Pesticide Type]

Acaricide; Insecticide
Spectrum DetailBack Directory
[Spectrum Detail]

Tebufenpyrad(119168-77-3)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

119168-77-3(sigmaaldrich)
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