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Imazaquin

Names

[ CAS No. ]:
81335-37-7

[ Name ]:
Imazaquin

[Synonym ]:
2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-3-quinolinecarboxylic acid
2-[(RS)-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]quinoline-3-carboxylic acid
ac252,214
Imazaquin acid
MFCD00778521
IMAZAQUIN
Image
SCEPTER
rac-2-[(4R)-4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]quinoline-3-carboxylic acid

Biological Activity

[Description]:

Imazaquin is an imidazolinone herbicide which inhibits acetohydroxy acid synthase (AHAS). Imazaquin displays high mobility in soils[1].

[Related Catalog]:

Research Areas >> Others
Signaling Pathways >> Others >> Others

[Target]

Ki: 18 μM (Acetohydroxy acid synthase; AHAS)[1]


[References]

[1]. Garcia MD, et al. Comprehensive understanding of acetohydroxyacid synthase inhibition by different herbicide families. Proc Natl Acad Sci U S A. 2017 Feb 14;114(7):E1091-E1100.

Chemical & Physical Properties

[ Density]:
1.35 g/cm3

[ Boiling Point ]:
476.8ºC at 760 mmHg

[ Melting Point ]:
219-224°C

[ Molecular Formula ]:
C17H17N3O3

[ Molecular Weight ]:
311.33500

[ Flash Point ]:
242.1ºC

[ Exact Mass ]:
311.12700

[ PSA ]:
91.65000

[ LogP ]:
1.98850

[ Index of Refraction ]:
1.662

[ Storage condition ]:
0-6°C

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VB2009800
CHEMICAL NAME :
3-Quinolinecarboxylic acid, 2-(4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-im idazol-2-yl)-
CAS REGISTRY NUMBER :
81335-37-7
LAST UPDATED :
199701
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C17-H17-N3-O3
MOLECULAR WEIGHT :
311.37

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 :
FMCHA2 Farm Chemicals Handbook. (Meister Pub., 37841 Euclid Ave., Willoughy, OH 44094) Volume(issue)/page/year: -,C270,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>2363 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: 9,488,1991
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: -,C270,1991
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: 9,488,1991
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: 9,488,1991

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H312

[ Precautionary Statements ]:
P280

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R21

[ Safety Phrases ]:
S36

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
VB2009800

Synthetic Route

Precursor & DownStream

Articles

Abiotic degradation (photodegradation and hydrolysis) of imidazolinone herbicides.

J. Environ. Sci. Health B 43(2) , 105-12, (2008)

The abiotic degradation of the imidazolinone herbicides imazapyr, imazethapyr and imazaquin was investigated under controlled conditions. Hydrolysis, where it occurred, and photodegradation both follo...

Faster degradation of herbicidally-active enantiomer of imidazolinones in soils.

Chemosphere 79(11) , 1040-5, (2010)

Imidazolinones are chiral herbicides, comprised of two enantiomers with differential herbicidal activity. In this study, the selective degradation of enantiomers of the three imidazolinone herbicides,...

Enantiomeric separation of imidazolinone herbicides using chiral high-performance liquid chromatography.

Chirality 19(3) , 171-8, (2007)

Chiral high-performance liquid chromatography (HPLC) is one of the most powerful tools to prepare enantiopure standards of chiral compounds. In this study, the enantiomeric separation of imidazolinone...


More Articles


Related Compounds

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