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Sigma-Aldrich

4-Imidazolecarboxaldehyde

98%

Synonym(s):

5-Imidazolecarboxaldehyde

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About This Item

Empirical Formula (Hill Notation):
C4H4N2O
CAS Number:
3034-50-2
Molecular Weight:
96.09
EC Number:
221-227-3
MDL number:
MFCD00173726
UNSPSC Code:
12352005
PubChem Substance ID:
24869112
NACRES:
NA.22

assay

98%

form

solid

mp

174-177 °C (lit.)

SMILES string

O=Cc1c[nH]cn1

InChI

1S/C4H4N2O/c7-2-4-1-5-3-6-4/h1-3H,(H,5,6)

InChI key

ZQEXIXXJFSQPNA-UHFFFAOYSA-N

General description

4-Imidazolecarboxaldehyde undergoes reductive amination with the amine in the presence of sodium borohydride to form secondary amines.

Application

4-Imidazolecarboxaldehyde may be used in the following studies:
  • Synthesis of new donor-Π-acceptor (D-Π-A) type dye.
  • Preparation of ethyl, n-dodecyl and n-hexadecyl esters of urocanic acid (4-imidazoleacrylic acid).
  • Fabrication of colorimetric chemosensor.
  • Synthesis of chiral nickel(II) complex, [Ni(II)H3L](ClO4)2, having an achiral ligand H3L (tris{2-(4-imidazolyl)methyliminoethyl}amine).

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Spontaneous Resolution Induced by a Chiral Ni (II) Complex with an Achiral Tripodal Ligand#.
Sarkar S, et al.
Bull. Korean Chem. Soc., 36(3), 838-842 (2015)
Organic Process Research & Development, 11, 206-206 (2007)
Chromene and Imidazole Based D-p-A Chemosensor Preparation and Its Anion Responsive Effects.
Son YA, et al.
Mol. Cryst. Liq. Cryst., 599(1), 16-22 (2014)
Peter B Madrid et al.
Journal of combinatorial chemistry, 6(3), 437-442 (2004-05-11)
Due to growing problems with drug resistance, there is an outstanding need for new, cost-effective drugs for the treatment of malaria. The 4-aminoquinolines have provided a number of useful antimalarials, and Plasmodium falciparum, the causative organism for the most deadly
Zhengxiong Li et al.
Pharmaceutical research, 34(12), 2829-2841 (2017-09-28)
The present study is aimed at designing an appropriate co-delivery system for chemotherapeutic drugs and gene drugs with high loading capacity, on-demand release behaviors, efficient endosomal escape, and enhanced nucleic localization, thereby providing efficacious antitumor activity. Schiff-base linked imidazole dendritic
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