BENZOFURAN

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 Search

SMILES

O1C=CC2=CC=CC=C12

InChI

InChIKey=IANQTJSKSUMEQM-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Description
Sources: https://www.atsdr.cdc.gov/toxprofiles/tp25.pdf

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

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Synthesis of mixed heterocalixarenes from benzofuranyl methanols and activated indoles.	2002 Apr 21	12122991
New furanoid diterpenes from Caesalpinia pulcherrima.	2002 Aug	12193012
Synthesis of fluoren-9-ones by the palladium-catalyzed cyclocarbonylation of o-halobiaryls.	2002 Aug 9	12153259
Mono- and dimeric ferulic acid release from brewer's spent grain by fungal feruloyl esterases.	2002 Dec	12466893
Cassette dosing approach and quantitative structure-pharmacokinetic relationship study of antifungal N-myristoyltransferase inhibitors.	2002 Jul-Aug	12132899
A new synthesis of oxadiazole, thiazolidinone, N-phthalimidoamino carbonyl and arylidene derivatives with potential antimicrobial activity.	2002 Jun	12210767
Crystal structures of Candida albicans N-myristoyltransferase with two distinct inhibitors.	2002 Oct	12401496
1-(Benzofuran-2-yl)-2-(3,3,3-trifluoropropyl)aminopentane HCl, 3-F-BPAP, antagonizes the enhancer effect of (-)-BPAP in the shuttle box and leaves the effect of (-)-deprenyl unchanged.	2002 Sep 13	12175892
[Amiodarone-induced keratopathy].	2003	12891242
Synthesis and cytotoxic activity against a non-small-cell bronchopulmonary carcinoma line (NSCLC-N6) of benzofuran enantiomeric derivatives.	2003 Apr	12943200
Synthetic approach to malibatol A.	2003 Apr 17	12688716
Dronedarone for prevention of atrial fibrillation: a dose-ranging study.	2003 Aug	12919771
Benzofurans and another constituent from seeds of Styrax officinalis.	2003 Aug	12895543
Benzofuranyl 3,5-bis-polyamine derivatives as time-dependent inhibitors of trypanothione reductase.	2003 Aug 15	12901914
3D-QSAR of N-myristoyltransferase inhibiting antifungal agents by CoMFA and CoMSIA methods.	2003 Aug 5	12878142
Synthesis of 5-chloro-3-[4-(3-diethylaminopropoxy)benzoyl]-2-(4-methoxyphenyl)benzofuran as a beta-amyloid aggregation inhibitor.	2003 Dec	14723328
Benzofuran from seeds of Styrax officinalis.	2003 Dec	14630188
Efficient [3,3]-sigmatropic rearrangement accelerated by a trifluoroacetyl group: synthesis of benzofurans under mild conditions.	2003 Jan 21	12929420
[Compositae dermatitis].	2003 Jan-Feb	12793186
Synthesis and EPR spin trapping properties of a new isoindole-based nitrone: 1,1,3-trimethylisoindole N-oxide (TMINO).	2003 Jul 21	12956080
[Tetracyclic derivatives of diltiazem from aurones and thioaurones].	2003 Mar	12688245
In silico screening with benzofurane- and benzopyrane-type MDR-modulators.	2003 Mar	12620414
[Analysis of increased hepatic density during chronic amiodarone therapy].	2003 May	12822447
Solvent influence on excited-state intramolecular proton transfer in 3-hydroxychromone derivatives studied by cryogenic high-resolution fluorescence spectroscopy.	2003 May	12714082
The effect of minor-groove hydrogen-bond acceptors and donors on the stability and replication of four unnatural base pairs.	2003 May 21	12785844
Synthesis of novel tyrosinyl FRET cassettes, terminators, and their potential use in DNA sequencing.	2003 May-Aug	14565438
Novel synthesis of isoquinolines using isobenzofuran-nitrile Diels-Alder reactions.	2003 Nov 13	14601975
Two new benzofuranes from Eupatorium aschenbornianum and their antimicrobial activity.	2003 Oct	14648407
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 Oct	14526916
Synthesis and biological activities of benzofuran antifungal agents targeting fungal N-myristoyltransferase.	2003 Oct 1	13129583
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 Oct 8	14519018
Furanonaphthoquinones, atraric acid and a benzofuran from the stem barks of Newbouldia laevis.	2003 Sep	12943779
Phenolic and heterocyclic metabolite profiles of the grapevine pathogen Eutypa lata.	2003 Sep	12943765
Differentiation-dependent levels of benzofuran-type resveratrol dimers in root cultures of Anigozanthos preissii.	2003 Sep	12943763
Nanomolar affinity small molecule correctors of defective Delta F508-CFTR chloride channel gating.	2003 Sep 12	12832418
Preparation of 3-acetoacetylaminobenzo[b]furan derivatives with cysteinyl leukotriene receptor 2 antagonistic activity.	2003 Sep 21	14527142
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 Sep 7	14518124
A facile electrochemical method for synthesis of new benzofuran derivatives.	2004 Apr 2	15049679
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 Feb	14758006
4-Hydroxy-3-methyl-6-phenylbenzofuran-2-carboxylic acid ethyl ester derivatives as potent anti-tumor agents.	2004 Jan 19	14698180
Benzofuran trimers for organic electroluminescence.	2004 Jan 23	14735520
Constituents of two Flourensia species.	2004 Jul	15279969
(Benzofuran-2-yl)(3-methyl-3-phenylcyclobutyl)methanone.	2004 Jul	15237181
(R)-4-(4-fluorophenyl)-1-[2-hydroxy-2-(3-methyl-1-benzofuran-2-yl)ethyl]piperazinium chloride propan-1-ol solvate.	2004 Jul	15237174
Thienopyridine and benzofuran derivatives as potent anti-tumor agents possessing different structure-activity relationships.	2004 Jul 5	15177443
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 Jun	14730410
Design, synthesis and structure-activity relationship of novel RXR-selective modulators.	2004 Mar 22	15006411
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 Oct 25	15378726
7-Substituted 2-phenyl-benzofurans as ER beta selective ligands.	2004 Oct 4	15341953
Synthesis of analogue structures of the p-quinone methide moiety of kendomycin.	2004 Sep 2	15330605

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Name

Type

Language

BENZOFURAN

Systematic 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

COUMARONE

Brand Name

English

BENZOFURAN [IARC]

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID6020141