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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
Bowdenol, a new 2,3-dihydrobenzofuran constituent from Bowdichia virgilioides.
2001
The antioxidant profile of 2,3-dihydrobenzo[b]furan-5-ol and its 1-thio, 1-seleno, and 1-telluro analogues.
2001 Apr 18
Chiroptical properties of 2,3-dihydrobenzo[b]furan and chromane chromophores in naturally occurring O-heterocycles.
2001 Aug
[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
Synthesis and activities of oxidative metabolites of the anti-arthritic drug candidate S-2474.
2003 May 29
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
Synthesis and fate of o-carboxybenzophenones in the biosynthesis of aflatoxin.
2005 Mar 16
S0 ring-puckering potential energy function for coumaran.
2005 Sep 22
Treatment of overactive bladder in the aging population: focus on darifenacin.
2006
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
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
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
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
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
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
Toxicities of 31 volatile low molecular weight compounds against Aedes aegypti and Culex quinquefasciatus.
2009 Mar
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