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Details

Stereochemistry ABSOLUTE
Molecular Formula C13H15N3O3
Molecular Weight 261.2765
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IMAZAPYR, (R)-

SMILES

CC(C)[C@@]1(C)NC(=NC1=O)C2=NC=CC=C2C(O)=O

InChI

InChIKey=CLQMBPJKHLGMQK-CYBMUJFWSA-N
InChI=1S/C13H15N3O3/c1-7(2)13(3)12(19)15-10(16-13)9-8(11(17)18)5-4-6-14-9/h4-7H,1-3H3,(H,17,18)(H,15,16,19)/t13-/m1/s1

HIDE SMILES / InChI

Description

R(+)-imazapyr is an enantiomer of herbicide imazapyr. It inhibits plant acetolactate synthase with greater potency than S(-) enantiomer. The R(+) enantiomer has greater herbicidal activity and degrades faster than S(-) enantiomer.

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8504
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Enantioselective effects of herbicide imazapyr on Arabidopsis thaliana.
2014
Faster degradation of herbicidally-active enantiomer of imidazolinones in soils.
2010-05

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Arabidopsis thaliana acetolactate synthase (ALS) activity was inhibited more by (+)-imazapyr than (±)-imazapyr or (-)-imazapyr. At 100 mg/L of imazapyr, ALS activity was 78%, 43%, and 19% with (-)-, (±)-, and (+)-imazapyr, respectively.
Name Type Language
(R)-IMAZAPYR
Preferred Name English
IMAZAPYR, (R)-
Common Name English
2-((4R)-4,5-DIHYDRO-4-METHYL-4-(1-METHYLETHYL)-5-OXO-1H-IMIDAZOL-2-YL)-3-PYRIDINECARBOXYLIC ACID
Systematic Name English
2-((4R)-4-ISOPROPYL-4-METHYL-5-OXO-2-IMIDAZOLIN-2-YL) NICOTINIC ACID
Systematic Name English
3-PYRIDINECARBOXYLIC ACID, 2-((4R)-4,5-DIHYDRO-4-METHYL-4-(1-METHYLETHYL)-5-OXO-1H-IMIDAZOL-2-YL)-
Systematic Name English
Code System Code Type Description
PUBCHEM
766748
Created by admin on Mon Mar 31 22:14:04 GMT 2025 , Edited by admin on Mon Mar 31 22:14:04 GMT 2025
PRIMARY
FDA UNII
03N9T53AOY
Created by admin on Mon Mar 31 22:14:04 GMT 2025 , Edited by admin on Mon Mar 31 22:14:04 GMT 2025
PRIMARY
CAS
221321-45-5
Created by admin on Mon Mar 31 22:14:04 GMT 2025 , Edited by admin on Mon Mar 31 22:14:04 GMT 2025
PRIMARY
EPA CompTox
DTXSID301116530
Created by admin on Mon Mar 31 22:14:04 GMT 2025 , Edited by admin on Mon Mar 31 22:14:04 GMT 2025
PRIMARY
SUBSTANCE RECORD
Structure of IMAZAPYR, (R)-
NIH
NCATS
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