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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=CC=CC=C2O1

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

Molecular Formula C8H8O
Molecular Weight 120.1485
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Phosphine-catalyzed domino reaction: highly stereoselective synthesis of trans-2,3-dihydrobenzofurans from salicyl N-thiophosphinyl imines and allylic carbonates.
2010-09-03
Quaternary ammonium (hypo)iodite catalysis for enantioselective oxidative cycloetherification.
2010-06-11
2-(2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl-oxy)acetic acid monohydrate.
2010-05-22
The first diastereoselective synthesis of cinerins A-C, PAF-antagonistic macrophyllin-type bicyclo[3.2.1]octane neolignans, using a novel Pd-catalysed oxyarylation.
2010-05-07
Nonlinear optical switching properties in the furylfulgide aberchrome 540-dihydrobenzofuran derivative pair of photochromic materials.
2010-01-14
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.
2009-10
Toxicities of 31 volatile low molecular weight compounds against Aedes aegypti and Culex quinquefasciatus.
2009-03
Bifunctional phosphine-catalyzed domino reaction: highly stereoselective synthesis of cis-2,3-dihydrobenzofurans from salicyl N-thiophosphinyl imines and allenes.
2009-01-01
Hydrogen transfer from supercritical methanol over a solid base catalyst: a model for lignin depolymerization.
2009
Total synthesis of (-)-serotobenine.
2008-12-17
Attenuation of cataract progression by A-3922, a dihydrobenzofuran derivative, in streptozotocin-induced diabetic rats.
2008-10
Lignans and other constituents of the fruits of Euterpe oleracea (Acai) with antioxidant and cytoprotective activities.
2008-09-10
A new cytotoxic prenylated dihydrobenzofuran derivative and other chemical constituents from the rhizomes of Atractylodes lancea DC.
2008-08
Microbial hydroxylation of o-bromophenylacetic acid: synthesis of 4-substituted-2,3-dihydrobenzofurans.
2008-08
Photochemistry of allyloxybenzophenones: a pseudo-Paternò-Büchi rearrangement accompanied by hydrogen transfer induced 1,5-cyclization.
2008-07
Benzofuran derivatives from the mangrove endophytic Fungus Xylaria sp. (#2508).
2008-07
Gold-catalyzed synthesis of chroman, dihydrobenzofuran, dihydroindole, and tetrahydroquinoline derivatives.
2008
A case of anti carbolithiation of alkynes resulting from intramolecular lithium coordination.
2008
Direct stereocontrolled synthesis of polyoxygenated hydrobenzofurans and hydrobenzopyrans from p-peroxy quinols.
2007-11-22
Synthesis of ferulic ester dimers, functionalisation and biological evaluation as potential antiatherogenic and antiplasmodial agents.
2007-09-15
A new dihydrobenzofuran derivative from the endophytic fungus Botryosphaeria mamane PSU-M76.
2007-09
Total synthesis of (-)-conocarpan and assignment of the absolute configuration by chemical methods.
2007-06-07
Bioactive compounds from Bauhinia purpurea possessing antimalarial, antimycobacterial, antifungal, anti-inflammatory, and cytotoxic activities.
2007-05
Reaction of benzoxasilocines with aromatic aldehydes: Synthesis of homopterocarpans.
2007-02-08
Effect of a dihydrobenzofuran derivative on lipid hydroperoxide-induced rabbit corneal neovascularization.
2007-02
Silver-catalyzed asymmetric synthesis of 2,3-dihydrobenzofurans: a new chiral synthesis of pterocarpans.
2006-11-24
Chalcone epoxide intermediates in the syntheses of lignin-related phenylcoumarans.
2006-10
Ag(I)-catalyzed sequential C-C and C-O bond formations between phenols and dienes with atom economy.
2006-08-18
Fluorescence and ultraviolet absorption spectra and structure of coumaran and its ring-puckering potential energy function in the S1(pi,pi*) excited state.
2006-07-21
New dihydrobenzofuran derivative, awajanoran, from marine-derived Acremonium sp. AWA16-1.
2006-07
Evaluation of volatile low molecular weight insecticides using Drosophila melanogaster as a model.
2006-07
An intramolecular Diels-Alder approach to the eunicellins: enantioselective total syntheses of ophirin B and astrogorgin.
2006-02-01
Treatment of overactive bladder in the aging population: focus on darifenacin.
2006
The clinical pharmacokinetics of darifenacin.
2006
Potent and highly selective kappa opioid receptor agonists incorporating chroman- and 2,3-dihydrobenzofuran-based constraints.
2005-12-01
Total synthesis of (+)-lithospermic acid by asymmetric intramolecular alkylation via catalytic C-H bond activation.
2005-10-05
S0 ring-puckering potential energy function for coumaran.
2005-09-22
Benzodioxole derivatives as negative effectors of plant proteases.
2005-09-21
Intramolecular carbolithiation of allyl o-lithioaryl ethers: a new enantioselective synthesis of functionalized 2,3-dihydrobenzofurans.
2005-09-05
Predictive three-dimensional quantitative structure-activity relationship of cytochrome P450 1A2 inhibitors.
2005-06-02
Synthesis and fate of o-carboxybenzophenones in the biosynthesis of aflatoxin.
2005-03-16
Characterization of carbofuran photodegradation by-products by liquid chromatography/hybrid quadrupole time-of-flight mass spectrometry.
2005
An intramolecular Diels-Alder approach to the eunicelins: enantioselective total synthesis of ophirin B.
2004-08-25
Application of ionic liquid halide nucleophilicity for the cleavage of ethers: a green protocol for the regeneration of phenols from ethers.
2004-05-14
Deuterium-labeling studies establishing stereochemistry at the oxypalladation step in Wacker-type oxidative cyclization of an o-allylphenol.
2004-03-17
Total syntheses of furaquinocin A, B, and E.
2003-10-29
Acylation of aromatic ethers over solid acid catalysts: scope of the reaction with more complex acylating agents.
2003-07-07
Stilbenoids from the lianas of Gnetum pendulum.
2003-06
Efficient [3,3]-sigmatropic rearrangement accelerated by a trifluoroacetyl group: synthesis of benzofurans under mild conditions.
2003-01-21
[Chiroptical study of O-heterocyclic compounds, secondary mono-alcohols and primary monoamines].
2003
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:58:07 GMT 2025
Edited
by admin
on Mon Mar 31 19:58:07 GMT 2025
Record UNII
99E861415L
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
COUMARAN [MI]
Preferred 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 Mon Mar 31 19:58:07 GMT 2025 , Edited by admin on Mon Mar 31 19:58:07 GMT 2025
PRIMARY
EPA CompTox
DTXSID2022040
Created by admin on Mon Mar 31 19:58:07 GMT 2025 , Edited by admin on Mon Mar 31 19:58:07 GMT 2025
PRIMARY
FDA UNII
99E861415L
Created by admin on Mon Mar 31 19:58:07 GMT 2025 , Edited by admin on Mon Mar 31 19:58:07 GMT 2025
PRIMARY
MERCK INDEX
m3817
Created by admin on Mon Mar 31 19:58:07 GMT 2025 , Edited by admin on Mon Mar 31 19:58:07 GMT 2025
PRIMARY Merck Index
CHEBI
87607
Created by admin on Mon Mar 31 19:58:07 GMT 2025 , Edited by admin on Mon Mar 31 19:58:07 GMT 2025
PRIMARY
RXCUI
1855075
Created by admin on Mon Mar 31 19:58:07 GMT 2025 , Edited by admin on Mon Mar 31 19:58:07 GMT 2025
PRIMARY
ECHA (EC/EINECS)
207-817-3
Created by admin on Mon Mar 31 19:58:07 GMT 2025 , Edited by admin on Mon Mar 31 19:58:07 GMT 2025
PRIMARY
CAS
496-16-2
Created by admin on Mon Mar 31 19:58:07 GMT 2025 , Edited by admin on Mon Mar 31 19:58:07 GMT 2025
PRIMARY
MESH
C043168
Created by admin on Mon Mar 31 19:58:07 GMT 2025 , Edited by admin on Mon Mar 31 19:58:07 GMT 2025
PRIMARY