109926-35-4

Basic information

• Product Name: 2,3-DIHYDRO-BENZOFURAN-3-YLAMINE
• Synonyms: 2,3-DIHYDRO-BENZOFURAN-3-YLAMINE;3-BENZOFURANAMINE, 2,3-DIHYDRO-;3-AMINO-2,3-DIHYDROBENZOFURAN;AKOS BC-0074;2,3-Dihydrobenzofuran-3-aMine
• CAS NO: 109926-35-4
• Molecular Formula: C₈H₉NO
• Molecular Weight: 135.16
• Product Categories: pharmacetical
• Mol File: 109926-35-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 212.239 °C at 760 mmHg
• Flash Point: 88.725 °C
• Appearance: /
• Density: 1.154 g/cm³
• Vapor Pressure: 0.175mmHg at 25°C
• Refractive Index: 1.58
• PKA: 8.45±0.20(Predicted)
• CAS DataBase Reference: 2,3-DIHYDRO-BENZOFURAN-3-YLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-DIHYDRO-BENZOFURAN-3-YLAMINE(109926-35-4)
• EPA Substance Registry System: 2,3-DIHYDRO-BENZOFURAN-3-YLAMINE(109926-35-4)

Safety Data

• Hazardous Substances Data: 109926-35-4(Hazardous Substances Data)

Usage

General Description

2,3-dihydro-benzofuran-3-ylamine, also known as DHBA, is a chemical compound with the molecular formula C8H9NO. It is a substituted amine with a benzofuran ring structure and is commonly employed as a building block for the synthesis of various pharmaceuticals and biologically active compounds. DHBA has been studied for its potential therapeutic effects, including its role as a serotonin reuptake inhibitor and its potential use in the treatment of neurological disorders. It is also used as a research tool in the development of new drugs and as a starting material for the synthesis of other complex organic molecules. Despite its versatility, DHBA should be handled with caution as it may present potential health and safety hazards if not handled properly.

InChI:InChI=1/C8H9NO/c9-7-5-10-8-4-2-1-3-6(7)8/h1-4,7H,5,9H2

Upstream product

• 82415-84-7 3(2H)-benzofuranone oxime 
• 75420-78-9 3-nitrobenzofuran 
• 60-29-7 diethyl ether 
• 7169-34-8 3-oxo-2,3-dihydrobenzo[b]furan 
• 271-89-6 1-benzofurane 
• 82415-84-7 benzofuran-3(2H)-one oxime 
• 1410747-74-8 tert-butyl (2,3-dihydrobenzofuran-3-yl)carbamate 
• 6280-80-4 2-Formylphenoxyacetic acid 

Downstream Products

• 1032279-06-3 rac-N-[2-(2,3-Dihydro-benzofuran-3-ylamino)-quinolin-5-yl]-3,4,5-trifluoro-benzenesulfonamide 
• 1410747-77-1 tert-butyl benzyl(2,3-dihydrobenzofuran-3-yl)carbamate 
• 1410747-83-9 methyl benzyl(2,3-dihydrobenzofuran-3-yl)carbamate 
• 1410748-15-0 N-benzyl-2,3-dihydrobenzofuran-3-amine 

Relevant articles and documents

ISOQUINOLINE DERIVATIVES AS PROTEIN KINASE INHIBITORS

The present invention relates to a compound suitable for use as a kinase inhibitor

Titania-promoted carboxylic acid alkylations of alkenes and cascade addition-cyclizations

Photochemical reactions employing TiO2 and carboxylic acids under dry anaerobic conditions led to several types of C-C bond-forming processes with electron-deficient alkenes. The efficiency of alkylation varied appreciably with substituents in the carboxylic acids. The reactions of aryloxyacetic acids with maleimides resulted in a cascade process in which a pyrrolochromene derivative accompanied the alkylated succinimide. The selectivity for one or other of these products could be tuned to some extent by employing the photoredox catalyst under different conditions. Aryloxyacetic acids adapted for intramolecular ring closures by inclusion of 2-alkenyl, 2-aryl, or 2-oximinyl functionality reacted rather poorly. Profiles of reactant consumption and product formation for these systems were obtained by an in situ NMR monitoring technique. An array of different catalyst forms were tested for efficiency and ease of use. The proposed mechanism, involving hole capture at the TiO2 surface by the carboxylates followed by CO2 loss, was supported by EPR spectroscopic evidence of the intermediates. Deuterium labeling indicated that the titania likely donates protons from surface hydroxyl groups as well as supplying electrons and holes, thus acting as both a catalyst and a reaction partner.

Lewis-acid-mediated ring-exchange reaction of dihydrobenzofurans and its application to the formal total synthesis of (-)-quinocarcinamide

An unusual Lewis-acid-mediated ring-exchange reaction of dihydrobenzofurans is described. The fused tricyclic ring system is the key structural element for this reaction as it restricts C-N bond rotation and/or destabilizes the benzofuran ring. We achieved the formal total synthesis of (-)-quinocarcinamide using a combination of this reaction and the Au(I)-catalyzed 6-endo-dig hydroamination of an alkyne.