1467-70-5

Basic information

• Product Name: (2-FURYL)GLYOXYLIC ACID
• Synonyms: α-Oxo-2-furanacetic acid;alpha-oxofuran-2-acetic acid;(2-Furanyl)oxoacetic acid;2-(2-Furanyl)-2-oxoacetic acid;2-(Furan-2-yl)glyoxylic acid;2-Furanylglyoxylic aid;2-Furanyloxoacetic aid;a-Oxo-2-furanacetic acid
• CAS NO: 1467-70-5
• Molecular Formula: C₆H₄O₄
• Molecular Weight: 140.09
• EINECS: 215-990-1
• Product Categories: Aromatics;Heterocycles;Inhibitors
• Mol File: 1467-70-5.mol
• Article Data: 35

Chemical Properties

• Melting Point: 92-97 ºC
• Boiling Point: 235°C at 760 mmHg
• Flash Point: 95.9°C
• Appearance: /
• Density: 1.423g/cm³
• Vapor Pressure: 0.0283mmHg at 25°C
• Refractive Index: 1.524
• Storage Temp.: 2-8°C(protect from light)
• PKA: 2.02±0.54(Predicted)
• CAS DataBase Reference: (2-FURYL)GLYOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (2-FURYL)GLYOXYLIC ACID(1467-70-5)
• EPA Substance Registry System: (2-FURYL)GLYOXYLIC ACID(1467-70-5)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: 3261
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 1467-70-5(Hazardous Substances Data)

Usage

Description

(2-FURYL)GLYOXYLIC ACID, also known as α-Oxo-2-furanacetic Acid, is an α-ketocarboxylic acid derived from the furan family of organic compounds. It possesses unique chemical properties that enable it to interact with various biological targets, making it a promising candidate for pharmaceutical and industrial applications.

Uses

Used in Pharmaceutical Applications:
(2-FURYL)GLYOXYLIC ACID is used as an inhibitor for protein tyrosine phosphatases, which play a crucial role in regulating cellular signaling pathways. By inhibiting these enzymes, (2-FURYL)GLYOXYLIC ACID can potentially modulate various cellular processes and be employed in the development of therapeutic agents for treating diseases associated with dysregulated tyrosine phosphatase activity.
Used in Chemical Synthesis:
(2-FURYL)GLYOXYLIC ACID can be utilized as a building block or intermediate in the synthesis of various organic compounds, particularly those containing the furan ring structure. Its unique reactivity and functional groups make it a valuable component in the development of novel molecules with potential applications in various industries, such as pharmaceuticals, agrochemicals, and materials science.
Used in Research and Development:
As a versatile compound with inhibitory activity against protein tyrosine phosphatases, (2-FURYL)GLYOXYLIC ACID can be employed in research and development efforts to better understand the role of these enzymes in cellular signaling and disease processes. This knowledge can then be applied to the design and development of more effective therapeutic strategies targeting tyrosine phosphatase-mediated pathways.

Synthesis Reference(s)

Synthesis, p. 755, 1990 DOI: 10.1055/s-1990-27005

InChI:InChI=1/C6H4O4/c7-5(6(8)9)4-2-1-3-10-4/h1-3H,(H,8,9)

Upstream product

• 858247-70-8 2-(4-dimethylamino-phenylimino)-3-furan-2-yl-3-oxo-propionitrile 
• 131470-72-9 (5,6-Dihydro-[1,4]dioxin-2-yl)-furan-2-yl-methanone 
• 3187-94-8 2-chlorofuran 
• 201230-82-2 carbon monoxide 
• 52239-33-5 1-(furan-2-yl)-2-nitroethanol 
• 527-69-5 2-furancarbonyl chloride 
• 1192-62-7 1-(2-furyl)-1-ethanone 
• 19377-73-2 (rac)-2-(furan-2-yl)-2-hydroxyacetic acid 
• 98-01-1 furfural 
• 67-66-3 chloroform 
• 110-00-9 furan 
• 76-02-8 trifluoroacetyl chloride 
• 17640-15-2 methyl cyanoformate 
• 2745-26-8 furan-2-yl-acetic acid 

Downstream Products

• 2745-26-8 furan-2-yl-acetic acid 
• 13938-68-6 2-chloro-1-(2-furyl)-2-oxo-1-ethanone 
• 1639-37-8 ethyl α-keto-(2-furyl)acetate 
• 19377-73-2 (rac)-2-(furan-2-yl)-2-hydroxyacetic acid 
• 33245-13-5 furan-2-yl-oxo-acetic acid methyl ester 
• 350578-65-3 3-(Furan-2-yl)-8-phenyl-1H-pyrazino[2.3-d]pyridazin-2-one 
• 588683-07-2 (S)-2-amino-2-(furan-2'yl)-ethanol 
• 588683-08-3 (E)-ethyl 2-[(benzyloxy)imino]-2-(2-furyl)acetate 
• 588683-04-9 (Z)-ethyl 2-[(benzyloxy)imino]-2-(2-furyl)acetate 
• 4915-22-4 methyl furan-2-ylacetate 
• 4915-21-3 ethyl 2-furanacetate 
• 2745-27-9 2-(furan-2-yl)acetic acid chloride 
• 113986-24-6 2-(furan-2-yl)-N-phenylacetamide 
• 130708-93-9 (2-furyl)glyoxylic acid diphenylmethyl ester 

Relevant articles and documents

Synthesis of aryl α-keto-acids via the Cu-catalyzed conversion of aryl nitroaldol products

Cu(II) salts efficiently catalyze the conversion of a variety of aryl nitroaldol products to afford the corresponding aryl α-keto-acids in high yields using 30% aq. AcOH:MeOH (1:1) as the solvent. (C) 2000 Elsevier Science Ltd.

Alpha-oxo-2-furyl acetic acid and preparation method of ester of alpha-oxo-2-furyl acetic acid

The invention belongs to the field of preparation of medical intermediates, and particularly relates to a preparation method of alpha-oxo-2-furyl acetic acid (furanone acid) and ester thereof. 2-ketosaccharic acid is used as a raw material, and in water, an organic solvent or an ionic liquid, alpha-oxo-2-furyl acetic acid and ester thereof are formed through acid catalytic dehydration. The preparation steps of the alpha-oxo-2-furyl acetic acid and the ester thereof are simple, the raw materials are cheap, and the operation is convenient. The serious problems of serious three-waste pollution such as more side reactions, NOx generation, high salt content of reaction wastewater and serious standard exceeding of COD in the traditional process of preparing alpha-oxo-2-furyl acetic acid and ester thereof by oxidizing acetylfuran are avoided.

Novel peptidomimetic peptide deformylase (PDF) inhibitors of Mycobacterium tuberculosis

Emergence of MDR-TB and XDR-TB led to the failure of available anti-tubercular drugs. In order to explore, identify and develop new anti-tubercular drugs, novel peptidomimetic series of Mtb–peptide deformylase (PDF) inhibitors was designed and synthesized. In vitro antimycobacterial potential of compounds was established by screening of compounds against Mycobacterium tuberculosis H37Rv strain using MABA. Among them, ester series of compounds 4a, 4b, 4c, 4d, and 4e were found most active, with compound 4c being highly active and exhibiting minimum inhibitory concentration of 6.25?μg/ml against M.?tb H37Rv strain. Additionally, the compounds were docked to determine the probable binding interactions and understand the mechanism of action of most active molecules on Mtb-peptide deformylase (PDF), which is involved in the mycobacterium protein synthesis.