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Merck

219991

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
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
EC Number:
221-840-6
Beilstein/REAXYS Number:
3701591
MDL number:
Assay:
98%
Form:
solid
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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

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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
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 Kammeyer et al.
Biochimica et biophysica acta, 1526(3), 277-285 (2001-06-19)
cis-Urocanic acid (cis-UCA), formed from trans-urocanic acid (trans-UCA) by photoisomerization, has been shown to mimic suppressive effects of UV on the immune system. It is our hypothesis that UCA oxidation products in the skin play a role in the process
Yuya Oaki et al.
Nanoscale, 2(11), 2362-2365 (2010-09-14)
The organization of an imidazolium salt in the interlayer space of a layered inorganic compound leads to the formation of nanosegregated composites.
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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