Imazethapyr

Modify Date: 2024-01-02 13:14:19

Imazethapyr Structure
Imazethapyr structure
Common Name Imazethapyr
CAS Number 81335-77-5 Molecular Weight 289.33000
Density 1.28 g/cm3 Boiling Point 446.8ºC at 760 mmHg
Molecular Formula C15H19N3O3 Melting Point 169-173ºC
MSDS Chinese USA Flash Point 224ºC

 Use of Imazethapyr


Imazethapyr is an imidazolinone herbicide used in crops. Imazethapyr can protect crops from damage by weeds and annual grasses[1][2].

 Names

Name imazethapyr
Synonym More Synonyms

 Imazethapyr Biological Activity

Description Imazethapyr is an imidazolinone herbicide used in crops. Imazethapyr can protect crops from damage by weeds and annual grasses[1][2].
Related Catalog
In Vitro Imazethapyr belongs to the imidazolinones family of herbicides that are being extensively used in a wide range of cropping systems to enhance crop yields and protect crops from damage by weeds and annual grasses in soybean and peanut. Imazethapyr would affect the transcription of photosynthesis-related genes and inhibit the antioxidant system of the plants and affect the chlorophyll synthesis[2].
References

[1]. Luca Carena, et al. Modelling the photochemistry of imazethapyr in rice paddy water. Sci Total Environ. 2018 Dec 10;644:1391-1398.

[2]. Yanqiang Zhou, et al. Preparation of Imazethapyr Surface Molecularly Imprinted Polymers for Its Selective Recognition of Imazethapyr in Soil Samples. J Anal Methods Chem. 2018 Sep 30;2018:7535417.

 Chemical & Physical Properties

Density 1.28 g/cm3
Boiling Point 446.8ºC at 760 mmHg
Melting Point 169-173ºC
Molecular Formula C15H19N3O3
Molecular Weight 289.33000
Flash Point 224ºC
Exact Mass 289.14300
PSA 91.65000
LogP 1.39770

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
US5682900
CHEMICAL NAME :
3-Pyridinecarboxylic acid, 2-(4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-im idazol-2- yl)-5-ethyl-, (+-)-
CAS REGISTRY NUMBER :
81335-77-5
LAST UPDATED :
199701
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C15-H19-N3-O3
MOLECULAR WEIGHT :
289.37

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,489,1991
TYPE OF TEST :
LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
3270 mg/m3
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,489,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,489,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
>2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FMCHA2 Farm Chemicals Handbook. (Meister Pub., 37841 Euclid Ave., Willoughy, OH 44094) Volume(issue)/page/year: -,C255,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - quail
DOSE/DURATION :
>2150 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,489,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - duck
DOSE/DURATION :
>2150 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,489,1991

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport
RTECS US5682900

 Synthetic Route

~86%

Imazethapyr Structure

Imazethapyr

CAS#:81335-77-5

Literature: Vasiliev, Aleksey N.; Lopez, Antonio F.; Fernandez, Julio D.; Mocchi, Anibal J. Molecules, 2004 , vol. 9, # 7 p. 535 - 540

 Precursor & DownStream

Precursor  2

DownStream  0

 Articles27

More Articles
Enantioselective phytotoxicity of the herbicide imazethapyr and its effect on rice physiology and gene transcription.

Environ. Sci. Technol. 45(16) , 7036-43, (2011)

Imazethapyr (IM) is a chiral herbicide and a widely used racemic mixture. This report investigated the enantioselectivity between R- and S-IM in rice and explored its causative mechanism at the physio...

Molecular mechanism of enantioselective inhibition of acetolactate synthase by imazethapyr enantiomers.

J. Agric. Food Chem. 58(7) , 4202-6, (2010)

Chiral compounds usually behave enantioselectively in phyto-biochemical processes. Imidazolinones are a class of chiral herbicides that are widely used. They inhibit branched-chain amino acid biosynth...

Enantioselective phytotoxicity of the herbicide imazethapyr on the response of the antioxidant system and starch metabolism in Arabidopsis thaliana.

PLoS ONE 6(5) , e19451, (2011)

The enantiomers of a chiral compound possess different biological activities, and one of the enantiomers usually shows a higher level of toxicity. Therefore, the exploration of the causative mechanism...

 Synonyms

rac-5-ethyl-2-[(4R)-4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid
MFCD00274561
2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-ethyl-3-pyridinecarboxylic acid
5-ethyl-2-[(RS)-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]nicotinic acid
5-ethyl-2-(4-methyl-5-oxo-4-propan-2-yl-1H-imidazol-2-yl)pyridine-3-carboxylic acid
5-Ethyl-2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinic acid
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