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Details

Stereochemistry ACHIRAL
Molecular Formula C8H8O
Molecular Weight 120.1485
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of COUMARAN

SMILES

C1CC2=C(O1)C=CC=C2

InChI

InChIKey=HBEDSQVIWPRPAY-UHFFFAOYSA-N
InChI=1S/C8H8O/c1-2-4-8-7(3-1)5-6-9-8/h1-4H,5-6H2

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
[Chiroptical study of O-heterocyclic compounds, secondary mono-alcohols and primary monoamines].
2003
Efficient [3,3]-sigmatropic rearrangement accelerated by a trifluoroacetyl group: synthesis of benzofurans under mild conditions.
2003 Jan 21
Acylation of aromatic ethers over solid acid catalysts: scope of the reaction with more complex acylating agents.
2003 Jul 7
Stilbenoids from the lianas of Gnetum pendulum.
2003 Jun
Total syntheses of furaquinocin A, B, and E.
2003 Oct 29
An intramolecular Diels-Alder approach to the eunicelins: enantioselective total synthesis of ophirin B.
2004 Aug 25
Deuterium-labeling studies establishing stereochemistry at the oxypalladation step in Wacker-type oxidative cyclization of an o-allylphenol.
2004 Mar 17
Application of ionic liquid halide nucleophilicity for the cleavage of ethers: a green protocol for the regeneration of phenols from ethers.
2004 May 14
Characterization of carbofuran photodegradation by-products by liquid chromatography/hybrid quadrupole time-of-flight mass spectrometry.
2005
Potent and highly selective kappa opioid receptor agonists incorporating chroman- and 2,3-dihydrobenzofuran-based constraints.
2005 Dec 1
Predictive three-dimensional quantitative structure-activity relationship of cytochrome P450 1A2 inhibitors.
2005 Jun 2
Synthesis and fate of o-carboxybenzophenones in the biosynthesis of aflatoxin.
2005 Mar 16
Total synthesis of (+)-lithospermic acid by asymmetric intramolecular alkylation via catalytic C-H bond activation.
2005 Oct 5
Benzodioxole derivatives as negative effectors of plant proteases.
2005 Sep 21
S0 ring-puckering potential energy function for coumaran.
2005 Sep 22
Intramolecular carbolithiation of allyl o-lithioaryl ethers: a new enantioselective synthesis of functionalized 2,3-dihydrobenzofurans.
2005 Sep 5
Treatment of overactive bladder in the aging population: focus on darifenacin.
2006
The clinical pharmacokinetics of darifenacin.
2006
Ag(I)-catalyzed sequential C-C and C-O bond formations between phenols and dienes with atom economy.
2006 Aug 18
An intramolecular Diels-Alder approach to the eunicellins: enantioselective total syntheses of ophirin B and astrogorgin.
2006 Feb 1
New dihydrobenzofuran derivative, awajanoran, from marine-derived Acremonium sp. AWA16-1.
2006 Jul
Evaluation of volatile low molecular weight insecticides using Drosophila melanogaster as a model.
2006 Jul
Fluorescence and ultraviolet absorption spectra and structure of coumaran and its ring-puckering potential energy function in the S1(pi,pi*) excited state.
2006 Jul 21
Silver-catalyzed asymmetric synthesis of 2,3-dihydrobenzofurans: a new chiral synthesis of pterocarpans.
2006 Nov 24
Chalcone epoxide intermediates in the syntheses of lignin-related phenylcoumarans.
2006 Oct
Effect of a dihydrobenzofuran derivative on lipid hydroperoxide-induced rabbit corneal neovascularization.
2007 Feb
Reaction of benzoxasilocines with aromatic aldehydes: Synthesis of homopterocarpans.
2007 Feb 8
Total synthesis of (-)-conocarpan and assignment of the absolute configuration by chemical methods.
2007 Jun 7
Bioactive compounds from Bauhinia purpurea possessing antimalarial, antimycobacterial, antifungal, anti-inflammatory, and cytotoxic activities.
2007 May
Direct stereocontrolled synthesis of polyoxygenated hydrobenzofurans and hydrobenzopyrans from p-peroxy quinols.
2007 Nov 22
A new dihydrobenzofuran derivative from the endophytic fungus Botryosphaeria mamane PSU-M76.
2007 Sep
Synthesis of ferulic ester dimers, functionalisation and biological evaluation as potential antiatherogenic and antiplasmodial agents.
2007 Sep 15
Gold-catalyzed synthesis of chroman, dihydrobenzofuran, dihydroindole, and tetrahydroquinoline derivatives.
2008
A case of anti carbolithiation of alkynes resulting from intramolecular lithium coordination.
2008
A new cytotoxic prenylated dihydrobenzofuran derivative and other chemical constituents from the rhizomes of Atractylodes lancea DC.
2008 Aug
Microbial hydroxylation of o-bromophenylacetic acid: synthesis of 4-substituted-2,3-dihydrobenzofurans.
2008 Aug
Total synthesis of (-)-serotobenine.
2008 Dec 17
Photochemistry of allyloxybenzophenones: a pseudo-Paternò-Büchi rearrangement accompanied by hydrogen transfer induced 1,5-cyclization.
2008 Jul
Benzofuran derivatives from the mangrove endophytic Fungus Xylaria sp. (#2508).
2008 Jul
Attenuation of cataract progression by A-3922, a dihydrobenzofuran derivative, in streptozotocin-induced diabetic rats.
2008 Oct
Lignans and other constituents of the fruits of Euterpe oleracea (Acai) with antioxidant and cytoprotective activities.
2008 Sep 10
Hydrogen transfer from supercritical methanol over a solid base catalyst: a model for lignin depolymerization.
2009
Bifunctional phosphine-catalyzed domino reaction: highly stereoselective synthesis of cis-2,3-dihydrobenzofurans from salicyl N-thiophosphinyl imines and allenes.
2009 Jan 1
Toxicities of 31 volatile low molecular weight compounds against Aedes aegypti and Culex quinquefasciatus.
2009 Mar
2,3-Dihydro-1-benzofuran derivatives as a series of potent selective cannabinoid receptor 2 agonists: design, synthesis, and binding mode prediction through ligand-steered modeling.
2009 Oct
Nonlinear optical switching properties in the furylfulgide aberchrome 540-dihydrobenzofuran derivative pair of photochromic materials.
2010 Jan 14
Quaternary ammonium (hypo)iodite catalysis for enantioselective oxidative cycloetherification.
2010 Jun 11
2-(2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl-oxy)acetic acid monohydrate.
2010 May 22
The first diastereoselective synthesis of cinerins A-C, PAF-antagonistic macrophyllin-type bicyclo[3.2.1]octane neolignans, using a novel Pd-catalysed oxyarylation.
2010 May 7
Phosphine-catalyzed domino reaction: highly stereoselective synthesis of trans-2,3-dihydrobenzofurans from salicyl N-thiophosphinyl imines and allylic carbonates.
2010 Sep 3
Patents
Name Type Language
COUMARAN
MI  
Common Name English
COUMARAN [MI]
Common Name English
BENZOFURAN, 2,3-DIHYDRO-
Systematic Name English
DIHYDROCOUMARONE
Common Name English
2,3-DIHYDROBENZOFURAN
Systematic Name English
Code System Code Type Description
PUBCHEM
10329
Created by admin on Fri Dec 15 19:49:56 GMT 2023 , Edited by admin on Fri Dec 15 19:49:56 GMT 2023
PRIMARY
EPA CompTox
DTXSID2022040
Created by admin on Fri Dec 15 19:49:56 GMT 2023 , Edited by admin on Fri Dec 15 19:49:56 GMT 2023
PRIMARY
FDA UNII
99E861415L
Created by admin on Fri Dec 15 19:49:56 GMT 2023 , Edited by admin on Fri Dec 15 19:49:56 GMT 2023
PRIMARY
MERCK INDEX
m3817
Created by admin on Fri Dec 15 19:49:56 GMT 2023 , Edited by admin on Fri Dec 15 19:49:56 GMT 2023
PRIMARY Merck Index
CHEBI
87607
Created by admin on Fri Dec 15 19:49:56 GMT 2023 , Edited by admin on Fri Dec 15 19:49:56 GMT 2023
PRIMARY
RXCUI
1855075
Created by admin on Fri Dec 15 19:49:56 GMT 2023 , Edited by admin on Fri Dec 15 19:49:56 GMT 2023
PRIMARY
ECHA (EC/EINECS)
207-817-3
Created by admin on Fri Dec 15 19:49:56 GMT 2023 , Edited by admin on Fri Dec 15 19:49:56 GMT 2023
PRIMARY
CAS
496-16-2
Created by admin on Fri Dec 15 19:49:56 GMT 2023 , Edited by admin on Fri Dec 15 19:49:56 GMT 2023
PRIMARY
MESH
C043168
Created by admin on Fri Dec 15 19:49:56 GMT 2023 , Edited by admin on Fri Dec 15 19:49:56 GMT 2023
PRIMARY