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219991

Sigma-Aldrich

4-Imidazoleacetic acid hydrochloride

98%

Synonym(s):

(4-Imidazolyl)acetic acid hydrochloride, I4AA

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About This Item

Empirical Formula (Hill Notation):
C5H6N2O2 · HCl
CAS Number:
Molecular Weight:
162.57
Beilstein:
3701591
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

mp

218-222 °C (lit.)

solubility

water: soluble 100 mg/mL, clear, faintly yellow

functional group

carboxylic acid

SMILES string

Cl.OC(=O)Cc1c[nH]cn1

InChI

1S/C5H6N2O2.ClH/c8-5(9)1-4-2-6-3-7-4;/h2-3H,1H2,(H,6,7)(H,8,9);1H

InChI key

MWHLCFYPFGFBQO-UHFFFAOYSA-N

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Application

4-Imidazoleacetic acid hydrochloride was used in the synthesis of:
  • imidazolyl-polyethylenimine modified nanoparticles
  • pyridyl and imidazoyl functionalized carboproteins, potential metal ion chelators

Biochem/physiol Actions

Competitive antagonist at GABAC receptors.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A Pernille Tofteng et al.
Organic & biomolecular chemistry, 5(14), 2225-2233 (2007-07-05)
De novo design and total chemical synthesis of proteins provides a powerful approach for biological and biophysical studies with the ability to prepare artificial proteins with tailored properties, potentially of importance for biophysical studies, material science, nanobioscience, and as molecular
Nan Yan et al.
Small (Weinheim an der Bergstrasse, Germany), 15(41), e1903016-e1903016 (2019-08-20)
Developing tumor-responsive diagnosis and therapy strategies for tumor theranostics is still a challenge owing to their high accuracy and specificity. Herein, an AND logic gated-DNA nanodevice, based on the fluorescence nucleic acid probe and polymer-modified MnO2 nanosheets, for glutathione (GSH)-gated
Archana Swami et al.
International journal of pharmaceutics, 335(1-2), 180-192 (2006-12-16)
The derivatives of polyethylenimine (PEI 25 and 750kDa) were synthesized by partially substituting their amino groups with imidazolyl moieties. The series of imidazolyl-PEIs thus obtained were cross-linked with polyethylene glycol (PEG) to get imidazolyl-PEI-PEG nanoparticles (IPP). The component of hydrophobicity
Jane E Carland et al.
The Journal of biological chemistry, 279(52), 54153-54160 (2004-10-16)
The ability of members of the nicotinicoid superfamily of ligand-gated ion channels to selectively conduct anions or cations is critical to their function within the central nervous system. Recent work has demonstrated that residues at the intracellular end of the
Zihao Wang et al.
Proceedings of the National Academy of Sciences of the United States of America, 105(37), 13793-13798 (2008-09-10)
Protein GlcNAcylation serves as a nutrient/stress sensor to modulate the functions of many nuclear and cytoplasmic proteins. O-GlcNAc cycles on serine or threonine residues like phosphorylation, is nearly as abundant, and functions, at least partially, via its interplay with phosphorylation.

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