22813-31-6

Basic information

• Product Name: METHYL 2-NITRO-1-IMIDAZOLEACETATE
• Synonyms: 2-Nitro-1H-imidazole-1-acetic acid methyl ester;METHYL 2-NITRO-1-IMIDAZOLEACETATE;methyl 2-nitroimidazole-1-acetate;1-(Ethoxymethyl)-1H-imidazole;1-Ethoxymethyl-1H-imidazole;4-Chloro-2-methyl-1H-benzo[d]imidazole;Ethyl 1-(N,N-dimethylsulfamoyl)-1H-imidazole-4-carboxylate;1-(cyclohexyloxycarbonyloxy)ethyl-2-ethoxy-1-[[(2(1-triphenylmethyl-1H-tetrazol-5-yl) biphenyl-4-yl)methyl]benzimidazole-7-carboxylate cas:170791-09-0 (intermediate of candesartan cilexetil)
• CAS NO: 22813-31-6
• Molecular Formula: C₆H₇N₃O₄
• Molecular Weight: 126.16
• EINECS: 245-243-5
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;blocks;Imidazoles;Carboxes
• Mol File: 22813-31-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 95-97 °C(lit.)
• Boiling Point: 372.4°Cat760mmHg
• Flash Point: 179.1°C
• Appearance: /
• Density: 1.48g/cm³
• Vapor Pressure: 9.61E-06mmHg at 25°C
• Refractive Index: 1.596
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• PKA: 0.30±0.31(Predicted)
• CAS DataBase Reference: METHYL 2-NITRO-1-IMIDAZOLEACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-NITRO-1-IMIDAZOLEACETATE(22813-31-6)
• EPA Substance Registry System: METHYL 2-NITRO-1-IMIDAZOLEACETATE(22813-31-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 22813-31-6(Hazardous Substances Data)

Usage

Uses

2-Nitro-1H-imidazole-1-acetic Acid Methyl Ester is an intermediate in the synthesis Benznidazole (B197927), is a labelled analogue of Benznidazole (B197925).

General Description

Methyl 2-nitro-1-imidazoleacetate is an imidazole derivative.

InChI:InChI=1/C6H7N3O4/c1-13-5(10)4-8-3-2-7-6(8)9(11)12/h2-3H,4H2,1H3

Upstream product

• 527-73-1 2-nitro-1H-imidazole 
• 96-34-4 methyl chloroacetate 
• 67-56-1 methanol 
• 22668-01-5 etanidazole 
• 105-36-2 ethyl bromoacetate 
• 96-32-2 bromoacetic acid methyl ester 
• 126401-91-0 2-nitro-1-imidazolide tetrabutylammonium salt 

Downstream Products

• 22668-01-5 etanidazole 
• 197004-63-0 TX-1877 
• 74141-74-5 NSC 310455 
• 22668-03-7 KIN-806 
• 22813-32-7 2-(2-nitro-1H-imidazol-1-yl)acetic acid 
• 5006-67-7 2-(2-nitro-1H-imidazol-1-yl)-ethanol 

Relevant articles and documents

Identification of Hypoxic Cells Using an Organotellurium Tag Compatible with Mass Cytometry

Mass cytometry (MC) offers unparalleled potential for the development of highly parameterized assays for characterization of single cells within heterogeneous populations. Current reagents compatible with MC analysis employ antibody-metal-chelating polymer conjugates to report on the presence of biomarkers. Here, we expand the utility of MC by developing the first activity-based probe designed specifically for use with the technology. A compact MC-detectable telluroether is linked to a bioreductively sensitive 2-nitroimidazole scaffold, thereby generating a probe sensitive to cellular hypoxia. The probe exhibits low toxicity and is able to selectively label O2-deprived cells. A proof-of-concept experiment employing metal-bound DNA intercalators demonstrates that a heterogeneous mixture of cells with differential exposure to O2 can be effectively discriminated by the quantity of tellurium-labeling. The organotellurium reagents described herein provide a general approach to the development of a large toolkit of MC-compatible probes for activity-based profiling of single cells.

KRAS G12D INHIBITORS

The present invention relates to compounds that inhibit KRas G12D. In particular, the present invention relates to compounds that inhibit the activity of KRas G12D, pharmaceutical compositions comprising the compounds and methods of use therefor.

Synthesis and fluorescent characteristics of imidazole-indocyanine green conjugates

We have successfully synthesized imidazole-dye conjugates by linking imidazole and nitroimidazoleacetic acids to an indocyanine green (ICG) carboxylic acid derivative, using an ethanolamine linker. These dye-conjugates show absorbance peaks at 754-756 nm and fluorescence peaks at 780 nm. The dye-conjugates show a blue shift of 25 nm and 30 nm in the absorption and fluorescence spectra respectively when compared to that of standard cardiogreen. There is no change in absorption and fluorescence spectral profiles between the ICG derivative and imidazole conjugates. The extinction coefficients of new ICG derivative and imidazole conjugates are 1.8 times higher than that of standard ICG. The relative quantum yields of the new compounds are 4.5-5.5 times higher than that of the Sigma-Aldrich's ICG. The dyes are tested for hypoxia in-vitro with 4T1 luc cell lines and it is found that the cells treated with 2-nitroimidazole ICG show a contrast of fluorescence signal of 2.5-3.0 for the cells under hypoxic to that of cells under normoxic. However pure ICG shows no significant difference between hypoxic and normoxic cells.