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Hydramethylnon

Hydramethylnon Structure
CAS No.
67485-29-4
Chemical Name:
Hydramethylnon
Synonyms
Hydramethylon;AMDRO;Matox;COMBAT;Wipeout;MAXFORCE;ac217300;cl217300;AC 217300;CL 217300
CBNumber:
CB0296517
Molecular Formula:
C25H24F6N4
Molecular Weight:
494.48
MOL File:
67485-29-4.mol
Modify Date:
2024/7/7 20:48:41

Hydramethylnon Properties

Melting point 185-190°C
Boiling point 510.5±60.0 °C(Predicted)
Density 1.2816 (estimate)
vapor pressure 2.7 x l0-6 Pa (25 °C)
storage temp. 0-6°C
solubility Chloroform (Slightly), DMSO (Sparingly), Methanol (Slightly)
Water Solubility 0.005-0.007 mg l-1(25 °C)
pka 14.38±0.40(Predicted)
BRN 6015162
Stability Light Sensitive
CAS DataBase Reference 67485-29-4(CAS DataBase Reference)
NIST Chemistry Reference 2(1H)-pyrimidinone, tetrahydro-5,5-dimethyl-, (3-(4-(trifluoromethyl)phenyl)-1-(2-(4-(trifluoromethyl)phenyl)ethenyl)-2-propenylidene)hydrazone(67485-29-4)
EPA Substance Registry System Hydramethylnon (67485-29-4)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08,GHS09
Signal word  Danger
Hazard statements  H302-H319-H372-H410
Precautionary statements  P273-P301+P312+P330-P305+P351+P338-P314
Hazard Codes  T;N,N,T
Risk Statements  22-36-48/25-50/53
Safety Statements  1/2-22-26-36/37-45-60-61
RIDADR  UN3077 9/PG 3
WGK Germany  3
RTECS  UW7583000

Hydramethylnon price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 35373 Hydramethylnon PESTANAL?, analytical standard 67485-29-4 100MG ₹17103.5 2022-06-14 Buy
Product number Packaging Price Buy
35373 100MG ₹17103.5 Buy

Hydramethylnon Chemical Properties,Uses,Production

Description

Hydramethylnon is an organic pesticide active ingredient from the trifluoromethyl aminohydrazone chemical class. It is a registered chemical alternative for chlorpyrifos for use as a termiticide and against ants, crickets, and cockroaches around the home and lawn. Hydramethylnon is also used in a wide variety of professional pesticide products and in various formulations, These include foaming products, granular products, gel baits, liquid concentrates.

Chemical Properties

Yellow to orange crystal, solubility (25°C): water 0.005~0.007mg/L, (20°C) acetone 360g/L, chlorobenzene 390g/L, 1,2-dichloroethane 170g/L, ethanol 72g/L, methanol 230g/L, isopropanol 12g/L, xylene 94g/L. Stable at 25°C for 2 years, stable at 45°C for 90 days, decomposition by sunlight DT50 about 1 hour; fluorantrazone aqueous suspension is stable to hydrolysis, DT50 24-33 days (pH 4.9), 10-11 days (pH 7,03), 11-12 days (pH 8.87). Decomposition of DT50 in soil took about 6 days.

History

Hydramethylnon was developed by DuPont in 1975 and introduced to ornamentals industry in the 1990s. Acequinocyl was also discovered by DuPont in the 1970s and further developed by AgroKanesbo Co. Ltd. and Tomen Agro in Japan. Arysta LifeScience first introduced acequinocyl to the U.S. ornamentals market in 2005. Bifenazate was first developed by Uniroyal Chemical in 1990 and commercialized by Crompton Corporation in 1999. Bifenazate was introduced to the ornamental market in 2010.

Uses

Hydramethylon is an insecticide primarily used in the form of baits for cockroaches and ants.

Definition

ChEBI: Hydramethylnon is a member of the class of hydrazones that is used as an insecticide for control of ants and cockroaches. It has a role as a mitochondrial cytochrome-bc1 complex inhibitor and an insecticide. It is a hydrazone, a member of pyrimidines, a member of (trifluoromethyl)benzenes, an olefinic compound and a member of guanidines.

Application

Hydramethylnon is used in baits for selective control of agricultural and household Formicidae (especially Camponot us, Iridomyrmex, Monomorium, Solenopsis and Pogomyrmex spp. and Pheidole megacephala). It is also used to control Blattellidae (especially Blatta, Blattella, Periplaneta and Supella spp.). It can be carried into the nest by worker ants and kill the queen because it is slow acting.

Preparation

Hydramethylnon synthesis was achieved through the coupling in alcoholic media refluxing the compound 1,5-bis[p-(trifluoromethoxy)phenyl]-1,4-pentadien-3-one afforded the desired product in 50% yield.
Synthesis of hydramethylnon
Synthesis of hydramethylnon

General Description

Hydramethylnon appears as odorless yellow crystals. Insoluble in water. Used as an insecticide.

Air & Water Reactions

Insoluble in water. Hydrolysis occurs rapidly at low and high pHs.

Reactivity Profile

Hydramethylnon is a trifluoromethyl amidinohydrazone.

Safety Profile

Hydramethylnon is safe to use when applied according to label directions. It has been classified by the EPA as being a low threat when it comes to toxicity to humans, pets and birds.

Metabolic pathway

Amdro (AC 217,300) is rapidly photodegraded under borosilicate-filtered xenon arc lamps at 27 C as a suspension in distilled water. The half-life of amdro is calculated as 42 min and four degradation products are identified as 1,5-bis(a,a,a-trifluoro-p-tolyl)-1,4- pentadien-3-one, a,a,a-trifluoro-p-toluic acid, p- (trifluoromethyl)cinnamic acid, 6,7,8,9-tetrahydro-7,7- dimethyl-3-[p-(trifluoromethyl)styryl]-4H-pyrimido[2,1-c]- as-triazin-4-one. These degradation products are identical to those of the metabolites by insect.

Mode of action

Hydramethylnon is a metabolic inhibitor. It works by inhibiting complex III in the mitochondrial inner membrane and leads to a halting of oxidative phosphorylation.

Hydramethylnon Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 175)Suppliers
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Hydramethylnon Spectrum

TETRAHYDRO-5,5-DIMETHYL-2(1H)-PYRIMIDINONE [3-[4-(TRIFLUOROMETHYL)-PHENYL]-1-[2-[4-(TRIFLUOROMETHYL)-PHENYL]ETHENYL]-2-PROPENYLIDENE]-HYDRAZONE Tetrahydro-5,5-dimethyl-2(1H)-pyrimidinone[3-[4-(trifluoromethyl)phenyl]-1-[2-[4-(trifluoromethyl)phenyl]ethenyl]-2-propenylidene]hydrazone AC 217300(R) AMDRO Wipeout hydramrthynon AMDRO, 100MG, NEAT 2(1H)-Pyrimidinone, tetrahydro-5,5-dimethyl-, 3-4-(trifluoromethyl)phenyl-1-2-4-(trifluoromethyl)phenylethenyl-2-propenylidenehydrazone (TETRAHYDRO-5,5-DIMETHYL-2(1H)-PYRIMIDINONE)(1,5-BIS(A,A,. 5-dimethyl-tetrahydro-(3-(4-(trifluoromethyl)phenyl)-1-2(1h)-pyrimidinon(2-(4- (trifluoromethyl)phenyl)ethenyl)-2-propenylidene)hydrazone 5,5-dimethyl-perhydro-pyrimidin-2-one α-(4-trifluoromethylstyryl)-α-(4-trifluoromethyl)cinnamylidenehydrazone TETRAHYDRO-5,5-DIMETHYL-2(1H)-PYRIMIDINONE[p-(TRIFLUOROMETHYL)-ALPHA-[p-(TRIFLUOROMETHYL)STYRYL]CINNAMYLIDENE]HYDRAZONE TETRAHYDRO-5,5-DIMETHYL-2(1H)-PYRIMIDINONE(3-(4-TRIFLUOROMETHYL)PHENYL)-1-(2-(4-TRIFLUOROMETHYL)PHEN 2-{2-[(1E,4E)-1,5-bis[4-(trifluoroMethyl)phenyl]penta-1,4-dien-3-ylidene]hydrazin-1-ylidene}-5,5-diMethyl-1,3-diazinane 1,5-Bis[4-(trifluoromethyl)phenyl]-1,4-pentadien-3-one 2-(1,4,5,6-tetrahydro-5,5-dimethyl-2-pyrimidinyl)hydrazone NSC 379665 Tetrahydro-5,5-dimethyl-2(1H)-pyrimidinone[3-[4-(trifluoromethyl)phenyl]-1-[2-[4-(trifluoromethyl)phenyl]ethenyl]-2-propylidene]hydrazone (E,E)-hydramethylnon MAXFORCE HYDRAMETHYLNON HYDRAMETHYLNONE COMBAT (1E,4E)-1,5-Bis[4-(trifluoromethyl)phenyl]-1,4-pentadien-3-one (5,5-dimethyltetrahydro-2(1H)-pyrimidinylidene)hydrazone (2-(4-(trifluoromethyl)phenyl)ethenyl)-2-propenylidene)hydrazone 2(1H)-Pyrimidinone,tetrahydro-5,5-dimethyl-,[3-[4-(trifluoromethyl)phenyl]-1-[2-[4-(trifluoromethyl)phenyl]ethenyl]-2-propenylidene]hydrazone 5-dimethyl-tetrahydro-(3-(4-(trifluoromethyl)phenyl)-1-2(1h)-pyrimidinon AC 217300 ac217300 CL 217300 cl217300 Matox tetrahydro-5,5-dimethyl-2(1h)-pyrimidinon(3-(4-(trifluoromethyl)phenyl)-1-(2-(4-(trifluoromethyl)phenyl)ethenyl)-2-propenylidene)hydrazone Hydramethylnon Standard Hydramethylnon @100 μg/mL in MeOH 1,4-Pentadien-3-one, 1,5-bis[4-(trifluoromethyl)phenyl]-, 2-(1,4,5,6-tetrahydro-5,5-dimethyl-2-pyrimidinyl)hydrazone Hydramethylnon Solution in Methanol, 1000μg/mL Hydramethylnon 67485-29-4 Hydramethylon Sofosbuvir Impurity 144 Hydromethylnon 67485-29-4 C25H24F6N4 A Alphabetic AM to AQ 67485-29-4