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2-((4R)-4,5-Dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl)-3-pyridinecarboxylic acid

HCID 766748
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Basic information

CAS
221321-45-5
Standard SMILES
CC(C)[C@@]1(C)N=C(c2ncccc2C(=O)O)NC1=O
InChIKey
CLQMBPJKHLGMQK-CYBMUJFWSA-N
Molecular formula
C13H15N3O3
Average molar mass
261.28 g/mol
Monoisotopic mass
261.11134135

Overview

(R)-imazapyr is a 2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinic acid that has R configuration. It is a conjugate acid of a (R)-imazapyr(1-). It is an enantiomer of a (S)-imazapyr.

Names & identifiers

Preferred name
2-((4R)-4,5-Dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl)-3-pyridinecarboxylic acid
IUPAC
2-[(4R)-4-methyl-5-oxo-4-propan-2-yl-1H-imidazol-2-yl]pyridine-3-carboxylic acid

Names & synonyms

Imazapyr, (R)-221321-45-503N9T53AOY2-((4R)-4-Isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl) nicotinic acid2-((4R)-4,5-Dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl)-3-pyridinecarboxylic acid3-Pyridinecarboxylic acid, 2-((4R)-4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl)-DTXSID3011165302-[(4R)-4,5-Dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-3-pyridinecarboxylic acidRefChem:909005DTXCID901548107(R)-ImazapyrUNII-03N9T53AOY
Show more names
(R)-2-(4-Isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)nicotinic acidSCHEMBL7547766SCHEMBL29820289CHEBI:1331882-[(4R)-4-methyl-5-oxo-4-propan-2-yl-1H-imidazol-2-yl]pyridine-3-carboxylic acid2-[(4R)-4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acidQ272475762-[(R)-4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl]nicotinic acid

Database identifiers

CAS
221321-45-5
PubChem CID
766748

Properties

Computed structural properties

XLogP
1.2
Topological polar surface area
91.7 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
5
Rotatable bonds
3
Heavy atoms
19
Formal charge
0
Complexity
433

Chemistry & industry

Pharmacology

MeSH Pharmacological ClassificationPesticides used to destroy unwanted vegetation, especially various types of weeds, grasses (POACEAE), and woody plants. Some plants develop HERBICIDE RESISTANCE.

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Compound notes

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DTXSID
DTXSID301116530
ChEBI
CHEBI:133188
UNII
03N9T53AOY
Nikkaji
J825.278E