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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

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
Metabolites from fungi 15. New isocoumarins from an endophytic fungus isolated from the Canadian thistle Cirsium arvense.
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
Novel transformations of gamma-silyl nitro compounds.
2001 Dec 27
A biomimetic approach to dihydrobenzofuran synthesis.
2001 Jul 27
Pyrrolidine-3-carboxylic acids as endothelin antagonists. 5. Highly selective, potent, and orally active ET(A) antagonists.
2001 Nov 8
An experimental and computational evaluation of the energetics of the isomeric methoxyphenylcarbenes generated in carbon atom reactions.
2002 Jan 16
Acylation of aromatic ethers over solid acid catalysts: scope of the reaction with more complex acylating agents.
2003 Jul 7
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
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
S0 ring-puckering potential energy function for coumaran.
2005 Sep 22
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
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:49:56 GMT 2023
Edited
by admin
on Fri Dec 15 19:49:56 GMT 2023
Record UNII
99E861415L
Record Status Validated (UNII)
Record Version
  • Download
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