2434-03-9

Basic information

• Product Name: 2,3-Dibromofuran-5-carboxylic acid
• Synonyms: 4,5-DIBROMO-2-FUROIC ACID;2,3-DIBROMOFURAN-5-CARBOXYLIC ACID;4,5-Dibromo-2-furoicacid,97%;4,5-dibromofuran-2-carboxylic acid;4,5-Dibromo-2-furancarboxylic acid;4,5-DibroMo-2-furoic acid 97%
• CAS NO: 2434-03-9
• Molecular Formula: C₅H₂Br₂O₃
• Molecular Weight: 269.88
• Product Categories: Heterocycles;Building Blocks;C4 to C7;C4 to C8;Chemical Synthesis;Furans;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 2434-03-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 169-173 °C
• Boiling Point: 328.7°Cat760mmHg
• Flash Point: 152.6°C
• Appearance: /
• Density: 2.304g/cm³
• Vapor Pressure: 7.53E-05mmHg at 25°C
• Refractive Index: 1.614
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 2.58±0.16(Predicted)
• BRN: 129312
• CAS DataBase Reference: 2,3-Dibromofuran-5-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dibromofuran-5-carboxylic acid(2434-03-9)
• EPA Substance Registry System: 2,3-Dibromofuran-5-carboxylic acid(2434-03-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 2434-03-9(Hazardous Substances Data)

Usage

Description

2,3-Dibromofuran-5-carboxylic acid is an organic compound characterized by the presence of two bromine atoms at the 2nd and 3rd positions of the furan ring, along with a carboxylic acid group at the 5th position. This molecule is of interest in chemical synthesis and has been studied for its potential applications in various fields.

Uses

Used in Chemical Synthesis:
2,3-Dibromofuran-5-carboxylic acid is used as a key intermediate in the synthesis of complex organic molecules, particularly for those involving the intramolecular Diels-Alder reaction. Its unique structural features, including the bromine substituents, play a crucial role in enhancing the yield of the cycloaddition reactions.
Used in Pharmaceutical Research:
In the field of pharmaceutical research, 2,3-Dibromofuran-5-carboxylic acid is utilized as a building block for the development of novel drug candidates. The compound's reactivity and structural properties make it a valuable component in the design and synthesis of potential therapeutic agents.
Used in Material Science:
2,3-Dibromofuran-5-carboxylic acid is also employed in material science for the development of new polymers and other advanced materials. Its ability to participate in various chemical reactions allows for the creation of materials with unique properties and potential applications in various industries.

InChI:InChI=1/C5H2Br2O3/c6-2-1-3(5(8)9)10-4(2)7/h1H,(H,8,9)

Upstream product

• 2433-85-4 4,5-dibromo-2-furancarboxaldehyde 
• 98-01-1 furfural 
• 54113-41-6 methyl 4,5-dibromofuran-2-carboxylate 
• 611-13-2 2-furoic acid methyl ester 
• 88-14-2 2-furanoic acid 

Downstream Products

• 1310848-83-9 (4,5-dibromofuran-2-yl)(3,4-dihydroxyphenyl)methanone 
• 1310848-81-7 (4,5-dibromofuran-2-yl)(3-hydroxy-4-methoxyphenyl)methanone 
• 1047628-48-7 N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-4-(1-methyl-1H-pyrazol-5-yl)-2-furancarboxamide 
• 1047627-32-6 N-((1S)-2-amino-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-4-(1-methyl-1H-pyrazol-5-yl)-2-furancarboxamide 
• 1443758-31-3 (S)-[4-(4,5-dibromo-furan-2-carbonyl)-3-methyl-piperazin-1-yl]-[1-(3-fluoro-phenyl)-1H-[1,2,4]triazol-3-yl]-methanone 
• 1443758-30-2 (S)-[4-(4,5-dibromo-furan-2-carbonyl)-3-methyl-piperazin-1-yl]-(1-m-tolyl-1H-[1,2,4]triazol-3-yl)-methanone 
• 1257792-60-1 (Z)-4-(2-hydroxy-3-{N'-[3-methyl-5-oxo-1-(5,6,7,8-tetrahydronaphthalen-2-yl)-1,5-dihydropyrazol-4-ylidene]hydrazino}phenyl)furan-2-carboxylic acid 
• 1257792-76-9 4-(3-amino-2-hydroxyphenyl)furan-2-carboxylic acid hydrobromide 
• 1257792-75-8 4-(3-amino-2-methoxyphenyl)furan-2-carboxylic acid 
• 1257792-74-7 4-(3-nitro-2-methoxyphenyl)furan-2-carboxylic acid 
• 1231208-60-8 3-{3-(3-Chloro-5-fluorophenyl)-5-[(1-oxido-1,3-thiazolidin-3-yl)carbonyl]furan-2-yl}benzenecarbonitrile 
• 1231208-58-4 3-[3-(3-Chloro-5-fluorophenyl)-5-(1,3-thiazolidin-3-ylcarbonyl)furan-2-yl]benzenecarbonitrile 
• 1231209-07-6 4-(3-Chloro-5-fluorophenyl)-5-(3-cyanophenyl)furan-2-carboxylic acid 
• 1231208-98-2 Ethyl 4-(3-chloro-5-fluorophenyl)-5-(3-cyanophenyl)furan-2-carboxylate 

Relevant articles and documents

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Synthesis and in vitro protein tyrosine kinase inhibitory activity of furan-2-yl(phenyl)methanone derivatives

A series of novel furan-2-yl(phenyl)methanone derivatives were synthesized, and their structures were established on the basis of 1H-NMR, 13C-NMR and mass spectral data. All the prepared compounds were screened for their in vitro protein tyrosine kinase inhibitory activity and several new derivatives exhibited promising activity, which, in some cases, was identical to, or even better than that of genistein, a positive reference compound. The preliminary structure-activity relationships of these compounds were investigated and are discussed.

SULFONAMIDE COMPOUNDS

Certain sulfonamide compounds are dual CCK1/CCK2 inhibitors useful in the treatment of CCK1/CCK2 mediated diseases.

Synthesis of furan and thiophene analogs of duocarmycin SA

Total synthesis of furan and thiophene analogs 6 and 7 of duocarmycin SA was achieved in racemic forms, starting from methyl 4,5-dibromo-2-furan- and thiophenecarboxylates (15a and 15b). Lithio derivatives 12a (a series: X = O) and 12b (b series: X = S) were reacted with the aldehyde 22 for preparation of 25a and 25b, and successive synthetic operations, including Heck reaction of 25a and 25b to obtain 26a+27a and 26b+27b, and B ring aromatization, 28a and 28b→31a and 31b, based on our previous total synthesis of duocarmycin SA, afforded 36a and 36b. Treatment of 36a and 36b with potassium carbonate in methanol directly afforded cyclopropapyrroloindole derivatives 38a and 38b, whose condensation with the 5,6,7-trimethoxy-2-indolecarbonyl unit completed the synthesis of (±)-6 and (±)-7.