159013-94-2

Basic information

• Product Name: 1,2,5-Oxadiazole-3-carboxylicacid,4-amino-,methylester(9CI)
• Synonyms: 1,2,5-Oxadiazole-3-carboxylicacid,4-amino-,methylester(9CI);Albb-006586;methyl 4-amino-1,2,5-oxadiazole-3-carboxylate(SALTDATA: FREE);4-AMino-1,2,5-oxadiazole-3-carboxylicacid Methylester;Methyl 4-aminofurazan-3-carboxylate, 4-Amino-3-(methoxycarbonyl)-1,2,5-oxadiazole;1,2,5-Oxadiazole-3-carboxylic acid, 4-aMino-, Methyl ester;Furazan-3-carboxylic acid, 4-amino-, methyl ester
• CAS NO: 159013-94-2
• Molecular Formula: C4H5N3O3
• Molecular Weight: 143.1
• Product Categories: AMINOACID;CARBOXYLICESTER
• Mol File: 159013-94-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 154-155 °C(Solv: chloroform (67-66-3))
• Boiling Point: 257.6oC at 760 mmHg
• Flash Point: 109.6oC
• Appearance: /
• Density: 1.447g/cm3
• Vapor Pressure: 0.0144mmHg at 25°C
• Refractive Index: 1.534
• PKA: -1.07±0.47(Predicted)
• CAS DataBase Reference: 1,2,5-Oxadiazole-3-carboxylicacid,4-amino-,methylester(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,5-Oxadiazole-3-carboxylicacid,4-amino-,methylester(9CI)(159013-94-2)
• EPA Substance Registry System: 1,2,5-Oxadiazole-3-carboxylicacid,4-amino-,methylester(9CI)(159013-94-2)

Safety Data

• Hazardous Substances Data: 159013-94-2(Hazardous Substances Data)

Usage

General Description

1,2,5-Oxadiazole-3-carboxylic acid, 4-amino-, methyl ester (9CI) is a chemical compound with the molecular formula C5H6N4O3. It is an organic compound that contains an oxadiazole ring and a carboxylic acid group. The compound is also a methyl ester, meaning that it is derived from methanol. 1,2,5-Oxadiazole-3-carboxylic acid, 4-amino-, methyl ester (9CI) has potential pharmaceutical applications and may be used as a building block for the synthesis of various biologically active compounds. Its properties and potential uses make it a subject of interest for researchers in the fields of medicinal chemistry and drug development.

InChI:InChI=1/C4H5N3O3/c1-9-4(8)2-3(5)7-10-6-2/h1H3,(H2,5,7)

Upstream product

• 78350-50-2 4-amino-1,2,5-oxadiazole-3-carboxylic acid 
• 67-56-1 methanol 

Downstream Products

• 246048-72-6 3-Aminofurazan-4-carboxylic acid hydrazide 
• 1527497-73-9 methyl 4-([1,2,4]triazolo[4,3-b][1,2,4,5]tetrazin-6-ylamino)-furazan-3-carboxylate 

Relevant articles and documents

Discovery of Selective Small-Molecule Inhibitors for the β-Catenin/T-Cell Factor Protein-Protein Interaction through the Optimization of the Acyl Hydrazone Moiety

Acyl hydrazone is an important functional group for the discovery of bioactive small molecules. This functional group is also recognized as a pan assay interference structure. In this study, a new small-molecule inhibitor for the β-catenin/Tcf protein-protein interaction (PPI), ZINC02092166, was identified through AlphaScreen and FP assays. This compound contains an acyl hydrazone group and exhibits higher inhibitory activities in cell-based assays than biochemical assays. Inhibitor optimization resulted in chemically stable derivatives that disrupt the β-catenin/Tcf PPI. The binding mode of new inhibitors was characterized by site-directed mutagenesis and structure-activity relationship studies. This series of inhibitors with a new scaffold exhibits dual selectivity for β-catenin/Tcf over β-catenin/cadherin and β-catenin/APC PPIs. One derivative of this series suppresses canonical Wnt signaling, downregulates the expression of Wnt target genes, and inhibits the growth of cancer cells. This compound represents a solid starting point for the development of potent and selective β-catenin/Tcf inhibitors (Chemical Equation).

1,3,4-Oxadiazole Bridges: A Strategy to Improve Energetics at the Molecular Level

Many energetic materials synthesized to date have limited applications because of low thermal and/or mechanical stability. This limitation can be overcome by introducing structural modifications such as a bridging group. In this study, a series of 1,3,4-oxadiazole-bridged furazans was prepared. Their structures were confirmed by 1H and 13C NMR, infrared, elemental, and X-ray crystallographic analyses. The thermal stability, friction sensitivity, impact sensitivity, detonation velocity, and detonation pressure were evaluated. The hydroxylammonium salt 8 has an excellent detonation performance (D=9101 m s?1, P=37.9 GPa) and insensitive properties (IS=17.4 J, FS=330 N), which show its great potential as a high-performance insensitive explosive. Using quantum computation and crystal structure analysis, the effect of the introduction of the 1,3,4-oxadiazole moiety on molecular reactivity and the difference between the sensitivities and thermal stabilities of mono- and bis-1,3,4-oxadiazole bridges are considered. The synthetic method for introducing 1,3,4-oxadiazole and the systematic study of 1,3,4-oxadiazole-bridged compounds provide a theoretical basis for future energetics design.

METHODS AND COMPOSITIONS OF SUBSTITUTED 5H-[1,2,5]OXADIAZOLO[3',4':5,6] PYRAZIONO[2,3-B]INDOLE ANALOGS AS INHIBITORS OF BETA-CATENIN/T-CELL FACTOR PROTEIN-PROTEIN INTERACTIONS

In one aspect, the invention relates to substituted 5H-[1,2,5]oxadiazolo [3',4':5,6]pyrazino[2,3-b]indole analogues, derivatives thereof, and related compound; synthetic methods for making the compounds; pharmaceutical compositions comprising the compounds; and methods of treating disorders, e.g., various tumors and cancers, associated with a β-catenin/T-cell factor interaction dysfunction using the compounds and compositions. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.