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Details

Stereochemistry ACHIRAL
Molecular Formula C8H6O
Molecular Weight 118.1326
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENZOFURAN

SMILES

O1C=CC2=C1C=CC=C2

InChI

InChIKey=IANQTJSKSUMEQM-UHFFFAOYSA-N
InChI=1S/C8H6O/c1-2-4-8-7(3-1)5-6-9-8/h1-6H

HIDE SMILES / InChI
Molecular Formula C8H6O
Molecular Weight 118.1326
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

2,3-Benzofuran is a colorless, sweet-smelling, oily liquid, made by processing coal into coal oil. 2,3-Benzofuran is produced as a component of the crude heavy solvent fraction of the coal-tar light oil formed by the coking of bituminous coal. 2,3-Benzofuran is not isolated for commercial purposes. However, the coumarone-indene resin may be used as a coating on grapefruit, lemons, limes, oranges, tangelos, and tangerines. Coumarone-indene resin is also used in the production of paints and varnishes for corrosion-resistant coatings and water-resistant coatings on paper products and fabrics and as adhesives in food containers. Coumarone-indene resin has been used in asphalt floor tiles.

Originator

Approval Year

Unknown
149124
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Palladium-catalyzed tandem reaction of yne-propargylic carbonates with boronic acids: a simple method for the synthesis of fused aromatic rings through allene-mediated electrocyclization.
2004-10-25
7-Substituted 2-phenyl-benzofurans as ER beta selective ligands.
2004-10-04
Synthesis of analogue structures of the p-quinone methide moiety of kendomycin.
2004-09-02
Effects of metabolites and analogs of amiodarone on alveolar macrophages: structure-activity relationship.
2004-08
Theoretical and experimental study on the in-plane S(N)2-type substitution reaction of haloalkenes with inversion of configuration at the sp(2) carbon.
2004-07-08
Exploring QSAR of melatonin receptor ligand benzofuran derivatives using E-state index.
2004-07-05
Thienopyridine and benzofuran derivatives as potent anti-tumor agents possessing different structure-activity relationships.
2004-07-05
Antimicrobial activities of hydrophobic 2-arylbenzofurans and an isoflavone against vancomycin-resistant enterococci and methicillin-resistant Staphylococcus aureus.
2004-07
Constituents of two Flourensia species.
2004-07
Phenylpiperazinylmethylheterocycle derivatives: synthesis and dopamine receptor binding profiles.
2004-07
(Benzofuran-2-yl)(3-methyl-3-phenylcyclobutyl)methanone.
2004-07
(R)-4-(4-fluorophenyl)-1-[2-hydroxy-2-(3-methyl-1-benzofuran-2-yl)ethyl]piperazinium chloride propan-1-ol solvate.
2004-07
Arabinoxylan and mono- and dimeric ferulic acid release from brewer's grain and wheat bran by feruloyl esterases and glycosyl hydrolases from Humicola insolens.
2004-06
Biaryl amide glucagon receptor antagonists.
2004-05-03
A facile electrochemical method for synthesis of new benzofuran derivatives.
2004-04-02
Design, synthesis and structure-activity relationship of novel RXR-selective modulators.
2004-03-22
A synthesis of heteroaromatic analogues of 1-methyl-1,2,3,4-tetrahydroisoquinoline using the Pummerer-type cyclization reaction: observation of tandem cyclization reaction.
2004-02
Benzofuran trimers for organic electroluminescence.
2004-01-23
4-Hydroxy-3-methyl-6-phenylbenzofuran-2-carboxylic acid ethyl ester derivatives as potent anti-tumor agents.
2004-01-19
Synthesis of 5-chloro-3-[4-(3-diethylaminopropoxy)benzoyl]-2-(4-methoxyphenyl)benzofuran as a beta-amyloid aggregation inhibitor.
2003-12
Benzofuran from seeds of Styrax officinalis.
2003-12
Novel synthesis of isoquinolines using isobenzofuran-nitrile Diels-Alder reactions.
2003-11-13
Synthesis of novel tyrosinyl FRET cassettes, terminators, and their potential use in DNA sequencing.
2003-10-21
Reactions that generate aromatic molecules: is aromatic stabilization less or more advanced than bond changes at the transition state? Kinetic and thermodynamic acidities of rhenium carbene complexes.
2003-10-08
Synthesis and biological activities of benzofuran antifungal agents targeting fungal N-myristoyltransferase.
2003-10-01
Two new benzofuranes from Eupatorium aschenbornianum and their antimicrobial activity.
2003-10
Isolation and structure determination of a benzofuran and a bis-nor-isoprenoid from Aspergillus niger grown on the water soluble fraction of Morinda citrifolia Linn. leaves.
2003-10
Preparation of 3-acetoacetylaminobenzo[b]furan derivatives with cysteinyl leukotriene receptor 2 antagonistic activity.
2003-09-21
Nanomolar affinity small molecule correctors of defective Delta F508-CFTR chloride channel gating.
2003-09-12
Total synthesis of 12-methoxydihydrochelerythrine and anti-tumour activity of its quaternary base: toward an efficient synthetic route for 12-alkoxybenzo[c]phenanthridine bases via naphthoquinone monooxime from 2-benzofuranyl-1-tetralone derivative.
2003-09-07
Furanonaphthoquinones, atraric acid and a benzofuran from the stem barks of Newbouldia laevis.
2003-09
Phenolic and heterocyclic metabolite profiles of the grapevine pathogen Eutypa lata.
2003-09
Differentiation-dependent levels of benzofuran-type resveratrol dimers in root cultures of Anigozanthos preissii.
2003-09
Benzofuranyl 3,5-bis-polyamine derivatives as time-dependent inhibitors of trypanothione reductase.
2003-08-15
3D-QSAR of N-myristoyltransferase inhibiting antifungal agents by CoMFA and CoMSIA methods.
2003-08-05
Dronedarone for prevention of atrial fibrillation: a dose-ranging study.
2003-08
Benzofurans and another constituent from seeds of Styrax officinalis.
2003-08
Synthesis and EPR spin trapping properties of a new isoindole-based nitrone: 1,1,3-trimethylisoindole N-oxide (TMINO).
2003-07-21
[Compositae dermatitis].
2003-06-10
The effect of minor-groove hydrogen-bond acceptors and donors on the stability and replication of four unnatural base pairs.
2003-05-21
[Analysis of increased hepatic density during chronic amiodarone therapy].
2003-05
Solvent influence on excited-state intramolecular proton transfer in 3-hydroxychromone derivatives studied by cryogenic high-resolution fluorescence spectroscopy.
2003-05
Synthetic approach to malibatol A.
2003-04-17
Synthesis and cytotoxic activity against a non-small-cell bronchopulmonary carcinoma line (NSCLC-N6) of benzofuran enantiomeric derivatives.
2003-04
Anastatins A and B, new skeletal flavonoids with hepatoprotective activities from the desert plant Anastatica hierochuntica.
2003-03-24
Benzene emitted from glowing charcoal.
2003-03-01
[Tetracyclic derivatives of diltiazem from aurones and thioaurones].
2003-03
In silico screening with benzofurane- and benzopyrane-type MDR-modulators.
2003-03
Efficient [3,3]-sigmatropic rearrangement accelerated by a trifluoroacetyl group: synthesis of benzofurans under mild conditions.
2003-01-21
[Amiodarone-induced keratopathy].
2003
Patents

Patents

JP2003300981A
1
JP2003510304A
1
JP2003524620A
19
JP2004313831A
1
JP2004315496A
25
JP2007045977A
1
JP2008502692A
5
JP2009505995A
2
JP2011032267A
1
JP4657605B2
2
JP4717811B2
2
JP4787150B2
2
JPH01263147A
1
JPH01319470A
1
JPH02221142A
1
JPH0248524A
1
JPH0286645A
1
JPH03197520A
1
JPH0320382A
2
JPH032402A
1
JPH0347815A
1
JPH037747A
2
JPH04108876A
1
JPH04270769A
1
JPH04342507A
1
JPH051232A
1
JPH05125226A
1
JPH05221847A
1
JPH06206842A
1
JPH06306077A
1
JPH07126881A
1
JPH07292309A
1
JPH0967536A
1
JPH107659A
1
JPS55164280A
1
JPS5523122A
1
JPS5621128A
1
JPS5670052A
1
JPS5745550A
1
JPS5768841A
1
JPS58204063A
1
JPS5852374A
1
JPS592890A
1
JPS60110771A
1
JPS6036476A
1
JPS6072880A
1
JPS6079081A
1
JPS6114255A
1
JPS6152956A
1
JPS62201962A
1
JPS6386781A
1

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:45:43 GMT 2025
Edited
by admin
on Mon Mar 31 18:45:43 GMT 2025
Record UNII
LK6946W774
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BENZOFURAN
HSDB   MI  
Systematic Name English
COUMARONE
Preferred Name English
BENZO(B)FURAN
Systematic Name English
BENZOFURAN [MI]
Common Name English
2,3-BENZOFURAN
Common Name English
AT 33852
Code English
NSC-1255
Code English
BENZOFURAN [HSDB]
Common Name English
BENZOFURAN [IARC]
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID6020141
Created by admin on Mon Mar 31 18:45:43 GMT 2025 , Edited by admin on Mon Mar 31 18:45:43 GMT 2025
PRIMARY
CAS
271-89-6
Created by admin on Mon Mar 31 18:45:43 GMT 2025 , Edited by admin on Mon Mar 31 18:45:43 GMT 2025
PRIMARY
MESH
C105430
Created by admin on Mon Mar 31 18:45:43 GMT 2025 , Edited by admin on Mon Mar 31 18:45:43 GMT 2025
PRIMARY
PUBCHEM
9223
Created by admin on Mon Mar 31 18:45:43 GMT 2025 , Edited by admin on Mon Mar 31 18:45:43 GMT 2025
PRIMARY
SMS_ID
300000050774
Created by admin on Mon Mar 31 18:45:43 GMT 2025 , Edited by admin on Mon Mar 31 18:45:43 GMT 2025
PRIMARY
FDA UNII
LK6946W774
Created by admin on Mon Mar 31 18:45:43 GMT 2025 , Edited by admin on Mon Mar 31 18:45:43 GMT 2025
PRIMARY
CHEBI
36790
Created by admin on Mon Mar 31 18:45:43 GMT 2025 , Edited by admin on Mon Mar 31 18:45:43 GMT 2025
PRIMARY
WIKIPEDIA
BENZOFURAN
Created by admin on Mon Mar 31 18:45:43 GMT 2025 , Edited by admin on Mon Mar 31 18:45:43 GMT 2025
PRIMARY
ECHA (EC/EINECS)
205-982-6
Created by admin on Mon Mar 31 18:45:43 GMT 2025 , Edited by admin on Mon Mar 31 18:45:43 GMT 2025
PRIMARY
DRUG BANK
DB04179
Created by admin on Mon Mar 31 18:45:43 GMT 2025 , Edited by admin on Mon Mar 31 18:45:43 GMT 2025
PRIMARY
NSC
1255
Created by admin on Mon Mar 31 18:45:43 GMT 2025 , Edited by admin on Mon Mar 31 18:45:43 GMT 2025
PRIMARY
HSDB
4173
Created by admin on Mon Mar 31 18:45:43 GMT 2025 , Edited by admin on Mon Mar 31 18:45:43 GMT 2025
PRIMARY
MERCK INDEX
m2360
Created by admin on Mon Mar 31 18:45:43 GMT 2025 , Edited by admin on Mon Mar 31 18:45:43 GMT 2025
PRIMARY Merck Index
CHEBI
35260
Created by admin on Mon Mar 31 18:45:43 GMT 2025 , Edited by admin on Mon Mar 31 18:45:43 GMT 2025
PRIMARY
NIH
NCATS
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