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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:
3251-69-2
Molecular Weight:
162.57
Beilstein:
3701591
EC Number:
221-840-6
MDL number:
MFCD00012698
UNSPSC Code:
12352005
PubChem Substance ID:
24853158
NACRES:
NA.22

Assay

98%

form

solid

mp

218-222 °C (lit.)

solubility

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

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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Related Categories

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Karin N Barnouin et al.
Proteomics, 5(17), 4376-4388 (2005-11-19)
IMAC can be used to selectively enrich phosphopeptides from complex peptide mixtures, but co-retention of acidic peptides together with the failure to retain some phosphopeptides restricts the general utility of the method. In this study Fe(III)-IMAC was qualitatively and quantitatively
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
David I Pattison et al.
Biochemistry, 44(19), 7378-7387 (2005-05-11)
Hypochlorous acid (HOCl) is a powerful oxidant generated from H(2)O(2) and chloride ions by the heme enzyme myeloperoxidase (MPO) released from activated leukocytes. In addition to its potent antibacterial effects, excessive HOCl production can lead to host tissue damage, with
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