ContaminantDB: Imazapyr

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References Targets (5)XML

Record Information

Version

1.0

Creation Date

2014-08-29 06:51:44 UTC

Update Date

2016-11-09 01:09:09 UTC

Accession Number

CHEM003476

Identification

Common Name

Imazapyr

Class

Small Molecule

Description

Imazapyr is a non-selective herbicide for non-crop land applications which is particularly effective on hard-to-control perennial grasses. Its mode of action is non-selective and absorbed by foliage and rapidly translocated. Imazapyr is absorbed by the leaves and roots, and moves rapidly through the plant. It accumulates in the meristem region (active growth region) of the plant. In plants, imazapyr disrupts protein synthesis and interferes with cell growth and DNA synthesis. It controls vegetation by interfering with an enzyme pathway. It inhibits acetolactate synthase. It is used for the control of a broad range of weeds including terrestrial annual and perennial grasses and broadleaved herbs, woody species, and riparian and emergent aquatic species. It is used to eliminate Lithocarpus densiflorus (Tan Oak) and Arbutus menziesii (Pacific Madrone). Additionally, imazapyr is used to control annual and perennial grass and broadleaved weeds, brush, vines and many deciduous trees.

Contaminant Sources

STOFF IDENT Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Amide
Amine
Ester
Herbicide
Household Toxin
Organic Compound
Pesticide
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Arsenal	MeSH
Imazapyr, (-)-isomer	MeSH
Imazapyr, ammonium salt	MeSH
Imazapyr, calcium salt	MeSH
Imazapyr, potassium salt	MeSH
Imazapyr, sodium salt	MeSH
Imazapyr, (+)-isomer	MeSH
Imazapyr, (+-)-isomer	MeSH
Imazapyr, (S)-isomer	MeSH
Imazapyr, lithium salt	MeSH
2-(4-Isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)nicotinic acid	MeSH
Imazapyr, (R)-isomer	MeSH
Imazapyr, barium salt	MeSH
Imazapyr, copper (2) salt	MeSH
Imazapyr, iron (2) salt	MeSH
Imazapyr, iron (3) salt	MeSH
Imazapyr, magnesium salt	MeSH

Chemical Formula

C₁₃H₁₅N₃O₃

Average Molecular Mass

261.277 g/mol

Monoisotopic Mass

261.111 g/mol

CAS Registry Number

81334-34-1

IUPAC Name

2-[5-methyl-4-oxo-5-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid

Traditional Name

2-(4-isopropyl-4-methyl-5-oxo-3H-imidazol-2-yl)pyridine-3-carboxylic acid

SMILES

CC(C)C1(C)NC(=NC1=O)C1=C(C=CC=N1)C(O)=O

InChI Identifier

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)

InChI Key

CLQMBPJKHLGMQK-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Imidazolyl carboxylic acid derivative
Imidazolinone
Pyridine
2-imidazoline
Heteroaromatic compound
Azacycle
Organoheterocyclic compound
Carboxylic acid amidine
Carboxylic acid
Monocarboxylic acid or derivatives
Amidine
Carboximidamide
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

pyridines (CHEBI:82021 )
aromatic carboxylic acid (CHEBI:82021 )
Imidazolinone herbicides (C18864 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cytoplasm
Extracellular

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB Link	KEGG Link
Biosynthesis Of Amino Acids	Not Available	Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.53 g/L	ALOGPS
logP	1.1	ALOGPS
logP	1.12	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.65	ChemAxon
pKa (Strongest Basic)	1.36	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.65 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	67.83 m³·mol⁻¹	ChemAxon
Polarizability	26.46 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-5290000000-009fb59af30104749882	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-03di-0090000000-c384ad9ab4e6730091ee	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0090000000-a7c5bd513454ae7f0469	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0fr2-0890000000-11f8428e1bd5bfbca550	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-001j-0900000000-d12b68ab2423d570f1da	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0fr2-0890000000-d8f1e08d9ac3aab507bd	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-02t9-0090000000-4d0d33e51d3f18d1a799	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0390000000-6e11820b37998d215427	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00gj-7900000000-3104747debcbadb86894	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-02t9-0090000000-44cad758d29bd273711b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-114i-1590000000-193556092eedfde47a29	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004j-7910000000-d17d3d1b021c1f5409f0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0090000000-0518d226091f2b17f49c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0gi0-0190000000-b6a067182981ed45a8fb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00yr-9200000000-e8c75a45604eef0b85c8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0090000000-9530cf6a708448382f1d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dl-2490000000-33e1652bddeca192c25f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0ab9-2910000000-28b55a5ad1c3c171997b	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

No indication of carcinogenicity to humans (not listed by IARC).

Uses/Sources

This is a man-made compound that is used as a pesticide.

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

Not Available

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Imazapyr

Chemspider ID

Not Available

ChEBI ID

133187

PubChem Compound ID

54738

Kegg Compound ID

C18864

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

Not Available

Imazapyr (CHEM003476)

Structure for CHEM003476: Imazapyr