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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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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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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
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Proceedings of the National Academy of Sciences of the United States of America, 105(37), 13793-13798 (2008-09-10)
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