CAS 81335-77-5|Imazethapyr

Introduction:Basic information about CAS 81335-77-5|Imazethapyr, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameImazethapyr
CAS Number81335-77-5Molecular Weight289.33000
Density1.28 g/cm3Boiling Point446.8ºC at 760 mmHg
Molecular FormulaC15H19N3O3Melting Point169-173ºC
MSDSChineseUSAFlash Point224ºC

Names

Nameimazethapyr
SynonymMore Synonyms

Imazethapyr BiologicalActivity

DescriptionImazethapyr is an imidazolinone herbicide used in crops. Imazethapyr can protect crops from damage by weeds and annual grasses[1][2].
Related CatalogResearch Areas >>OthersSignaling Pathways >>Others >>Others
In VitroImazethapyr 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

Density1.28 g/cm3
Boiling Point446.8ºC at 760 mmHg
Melting Point169-173ºC
Molecular FormulaC15H19N3O3
Molecular Weight289.33000
Flash Point224ºC
Exact Mass289.14300
PSA91.65000
LogP1.39770
InChIKeyXVOKUMIPKHGGTN-UHFFFAOYSA-N
SMILESCCc1cnc(C2=NC(C)(C(C)C)C(=O)N2)c(C(=O)O)c1

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 EquipmentEyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADRNONH for all modes of transport
RTECSUS5682900

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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