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Phthalaldehyde undergoes an intramolesular Cannizzaro reaction in aqueous base to produce the o-hydroxymethylbenzoate ion.The kinetics of the reaction have been measured over a range of sodium hydroxide concentration at 40 degC.The reaction is considerably slower than of the analogous reaction of phenylglyoxal since it proceeds exclusively via the cyclic hydrate dianion which must undergo a very unfavorable ring opening before internal hydride transfer can occur.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1481O – PubChem

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The rate coefficients for the base-catalysed ring fission of a series of substituted benzocyclobutenediones to give the corresponding 2-formylbenzoic acids have been determined in water at 25.0 and 60.0C. The effects of 4-substituents and 4,5-di-substituents on the rates have been correlated using a modified Hammett equation to give a reaction constant, rho, equal to ca. 3.6 at 25.0C. The activation parameters have been calculated. The effect of solvent composition on the rates has been studied. The kinetic solvent isotope effect, product composition and enrichment in 18O-enriched water have also been studied. All the evidence indicates a mechanistic pathway which proceeds by rapid reversible addition of hydroxide anion to the dione, followed by intramolecular nucleophilic attack on the second carbonyl group and formation of a carbanionic intermediate.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1443O – PubChem

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Enediyne compounds having a structure according to formula (I), where R0, R2, R3, R4, R5, R6, and R7 are defined herein, can be used in chemotherapeutic drugs, especially in conjugates, for the treatment of diseases such as cancer.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1425O – PubChem

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There are many pairs of possible Drug-Proteins Interactions that may take place or not (DPIs/nDPIs) between drugs with high affinity/non-affinity for different proteins. This fact makes expensive in terms of time and resources, for instance, the determination of all possible ligands-protein interactions for a single drug. In this sense, we can use Quantitative Structure-Activity Relationships (QSAR) models to carry out rational DPIs prediction. Unfortunately, almost all QSAR models predict activity against only one target. To solve this problem we can develop multi-target QSAR (mt-QSAR) models. In this work, we introduce the technique 2D MI-DRAGON a new predictor for DPIs based on two different well-known software. We use the software MARCH-INSIDE (MI) to calculate 3D structural parameters for targets and the software DRAGON was used to calculated 2D molecular descriptors all drugs showing known DPIs present in the Drug Bank (US FDA benchmark dataset). Both classes of parameters were used as input of different Artificial Neural Network (ANN) algorithms to seek an accurate non-linear mt-QSAR predictor. The best ANN model found is a Multi-Layer Perceptron (MLP) with profile MLP 21:21-31-1:1. This MLP classifies correctly 303 out of 339 DPIs (Sensitivity = 89.38%) and 480 out of 510 nDPIs (Specificity = 94.12%), corresponding to training Accuracy = 92.23%. The validation of the model was carried out by means of external predicting series with Sensitivity = 92.18% (625/678 DPIs; Specificity = 90.12% (730/780 nDPIs) and Accuracy = 91.06%. 2D MI-DRAGON offers a good opportunity for fast-track calculation of all possible DPIs of one drug enabling us to re-construct large drug-target or DPIs Complex Networks (CNs). For instance, we reconstructed the CN of the US FDA benchmark dataset with 855 nodes 519 drugs + 336 targets). We predicted CN with similar topology (observed and predicted values of average distance are equal to 6.7 vs. 6.6). These CNs can be used to explore large DPIs databases in order to discover both new drugs and/or targets. Finally, we illustrated in one theoretic-experimental study the practical use of 2D MI-DRAGON. We reported the prediction, synthesis, and pharmacological assay of 10 different oxoisoaporphines with MAO-A inhibitory activity. The more active compound OXO5 presented IC50 = 0.00083 muM, notably better than the control drug Clorgyline.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1495O – PubChem

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In the presence of sulfuric acid, 3-hydroxyphtalides a, b, and c react with anisol or m-dimethoxybenzene.Aromatic electrophilic substitution takes place and the corresponding 3-arylphtalides 1-5 are obtained.When the other substituant in position 3 is H, the reaction can continue with phtalide ring opening, in the presence of either sulfuric acid or aluminium chloride, and a second intermolecular alkylation gives the triarylmethanes 6-9. 3,4,5,6-Tetrahydrophtalic anhydride reacts with benzene to give lactol 10 which, with anisol, leads to lactone 11.This lactone isomerizes with intramolecular alkylation to the tetrahydro-1H-fluorenecarboxylic acid 12.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1445O – PubChem

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Since the usual 13C shift increments are not applicable for very highly substituted benzenes, the 13C NMR spectra of 3-O-ethyl-cyclopolic acid (1) and 2 were studied and fully analyzed.These results were essential for the structure elucidation of a number of new highly substituted phthalides recently isolated from cultures of Aspergillus duricaulis. – Key words: 13C NMR Spectra, Polysubstituted Naturally Occurring Phthalides

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Benzofuran – Wikipedia,
Benzofuran | C8H1435O – PubChem

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A convenient method for the preparation of functionalized derivatives of isobenzofuran-1(3H)-ones and isoindol-1(3H)-ones by reactions of their carbocations with Bunte salts is described. The reactions proceed by means of electrophilic attack on the S(II)-atom of the Bunte salts.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1506O – PubChem

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A method of exchanging a halogen atom of a halide, which has a group containing an acidic proton and in which one or more halogen atom(s) is/are substituted on a carbon atom of the carbon-carbon double bond, with a metal atom by halogen-metal-exchange reaction and introducing an electrophilic reagent into the carbon atom to which the metal atom is attached. The above method is an industrially excellent method of introducing a substituent by halogen-metal exchange reaction.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1429O – PubChem

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A new protecting group has been developed for the exocyclic amino groups of nucleosides that occur in DNA. 3-Phenyl-[{N-(2-trimethylsilyl-ethoxycarbonyl)- 2-amino}]-propanoic acid used as the protective agent.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1509O – PubChem

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1,3-Bis-trimethylsilyloxy substituted isobenzofurane (isolated as dimer 3) and isoindoles (isolated as addition products with maleic imide and dibenzoyl ethene) could be prepared by the electrochemical reduction of substituted phthalic anhydrides and phthalic imides in the presence of chlorotrimethylsilane.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H1504O – PubChem