CAS 81335-77-5|Imazethapyr
| 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 | ChineseUSA | Flash Point | 224ºC |
Names
| Name | imazethapyr |
|---|---|
| Synonym | More Synonyms |
Imazethapyr BiologicalActivity
| Description | Imazethapyr is an imidazolinone herbicide used in crops. Imazethapyr can protect crops from damage by weeds and annual grasses[1][2]. |
|---|---|
| Related Catalog | Research Areas >>OthersSignaling Pathways >>Others >>Others |
| 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 |
| InChIKey | XVOKUMIPKHGGTN-UHFFFAOYSA-N |
| SMILES | CCc1cnc(C2=NC(C)(C(C)C)C(=O)N2)c(C(=O)O)c1 |
Toxicological Information
CHEMICAL IDENTIFICATION |
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 |
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 |
