Category: benzofurans

Zheng, Zong-Ping published the artcileTyrosinase Inhibitory Constituents from the Roots of Morus nigra: A Structure-Activity Relationship Study, Formula: C14H10O4, the publication is Journal of Agricultural and Food Chemistry (2010), 58(9), 5368-5373, database is CAplus and MEDLINE.

The phytochem. profiles of Morus nigra roots and twigs were compared by HPLC with those of the old and young twigs of Morus alba which are known to contain oxyresveratrol and mulberroside A as major components. It was found that M. nigra root extract contains some unknown natural products with potential tyrosinase inhibitory activity. The extract (95% ethanol) of the roots of M. nigra was further investigated in this study. One new compound, 5′-geranyl-5,7,2′,4′-tetrahydroxyflavone, and twenty-eight known phenolic compounds were isolated. Their structures were identified by mass spectrometry and NMR spectroscopy. Nine compounds, 5′-geranyl-5,7,2′,4′-tetrahydroxyflavone, steppogenin-7-O-β-D-glucoside, 2,4,2′,4′-tetrahydroxychalcone, moracin N, kuwanon H, mulberrofuran G, morachalcone A, oxyresveratrol-3′-O-β-D-glucopyranoside and oxyresveratrol-2-O-β-D-glucopyranoside, showed better tyrosinase inhibitory activities than kojic acid. It was noteworthy that the IC₅₀ values of 2,4,2′,4′-tetrahydroxychalcone and morachalcone A were 757-fold and 328-fold lower than that of kojic acid, resp., suggesting a great potential for their development as effective natural tyrosinase inhibitors.

Journal of Agricultural and Food Chemistry published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C6H5BF2O3, Formula: C14H10O4.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Huang, Chunhui published the artcileThe Pyridyldiisopropylsilyl Group: A Masked Functionality and Directing Group for Monoselective ortho-Acyloxylation and ortho-Halogenation Reactions of Arenes, Formula: C8H5IO, the publication is Advanced Synthesis & Catalysis (2011), 353(8), 1285-1305, database is CAplus and MEDLINE.

A novel, easily removable and modifiable silicon-tethered pyridyldiisopropylsilyl directing group for C-H functionalizations of arenes has been developed. The installation of the pyridyldiisopropylsilyl group can efficiently be achieved via two complementary routes using easily available 2-(diisopropylsilyl)pyridine (I). The first strategy features a nucleophilic hydride substitution at the silicon atom in I with aryllithium reagents generated in situ from the corresponding aryl bromides or iodides. The second milder route exploits a highly efficient room-temperature rhodium(I)-catalyzed cross-coupling reaction between I and aryl iodides. The latter approach can be applied to the preparation of a wide range of pyridyldiisopropylsilyl-substituted arenes possessing a variety of functional groups, including those incompatible with organometallic reagents. The pyridyldiisopropylsilyl directing group allows for a highly efficient, regioselective palladium(II)-catalyzed mono-ortho-acyloxylation and ortho-halogenation of various aromatic compounds Most importantly, the silicon-tethered directing group in both acyloxylated and halogenated products can easily be removed or efficiently converted into an array of other valuable functionalities. These transformations include protio-, deuterio-, halo-, boro-, and alkynyldesilylations, as well as a conversion of the directing group into the hydroxy functionality. In addition, the construction of aryl-aryl bonds via the Hiyama-Denmark cross-coupling reaction is feasible for the acetoxylated products. Moreover, the ortho-halogenated pyridyldiisopropylsilylarenes, bearing both nucleophilic pyridyldiisopropylsilyl and electrophilic aryl halide moieties, represent synthetically attractive 1,2-ambiphiles. A unique reactivity of these ambiphiles has been demonstrated in efficient syntheses of arylenediyne and benzosilole derivatives, as well as in a facile generation of benzyne. In addition, preliminary mechanistic studies of the acyloxylation and halogenation reactions have been performed. A trinuclear palladacycle intermediate has been isolated from a stoichiometric reaction between diisopropyl(phenyl)pyrid-2-ylsilane and palladium acetate. Furthermore, both C-H functionalization reactions exhibited equally high values of the intramol. primary kinetic isotope effect (k_H/k_D = 6.7). Based on these observations, a general mechanism involving the formation of a palladacycle via a C-H activation process as the rate-determining step has been proposed.

Advanced Synthesis & Catalysis published new progress about 69626-75-1. 69626-75-1 belongs to benzofurans, auxiliary class Iodide,Benzofuran, name is 2-Iodobenzofuran, and the molecular formula is C8H5IO, Formula: C8H5IO.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Appler, B. published the artcileDetection of β,β’-dichloroethyl sulfide on thin-layer chromatograms, Safety of 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, the publication is Journal of Chromatography (1983), 264(3), 445-52, database is CAplus.

TLC was employed to detect and quantify very low concentrations of β,β’-dichloroethyl sulfide (sulfur mustard, HD) [505-60-2], on the basis of visualization of spots and R_f values. Various reagents and reactions were examined with respect to their sensitivity and selectivity. In particular, chem. similar compounds like thiodiglycol or β,β’-dichloroethyl oxide as well as a variety of organophosphorus esters (pesticides) and halogen-containing organic compounds were subjected to the same anal. procedures so as to check the selectivity of the TLC methods developed for HD. The best separations were obtained by developing silica chromatophores in CH₂Cl₂–n-hexane (1:1) solvent. The most satisfactory evidence for the presence of HD is based on a reaction with iodoplatinate [PtI₆]^2- and the subsequent application of starch solution (ultimate sensitivity 0.1 μg/μL). Somewhat less sensitive (0.5 and 1 μg, resp.), but quite selective, is a reaction utilizing Michler’s ketone in the presence of HgBr₂, which gives intense purple spots on a yellow background, and a photochem. reaction using AgNO₃. Other sensitive and selective reactions are those with triphenylmethane dyes in conjunction with AgNO₃ and with SeO₂.

Journal of Chromatography published new progress about 596-01-0. 596-01-0 belongs to benzofurans, auxiliary class Benzofuran,Naphthalene,Alcohol,Ester, name is 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, and the molecular formula is C28H18O4, Safety of 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Nika, Maria-Christina published the artcileNon-target trend analysis for the identification of transformation products during ozonation experiments of citalopram and four of its biodegradation products, Quality Control of 372941-54-3, the publication is Journal of Hazardous Materials (2021), 126401, database is CAplus and MEDLINE.

During ozonation in wastewater treatment plants, ozone reacts with emerging pollutants, which are partially removed through the secondary treatment, as long as, with their biotransformation products, triggering the formation of ozonation transformation products (TPs). Although the transformation of parent compounds (PCs) and their metabolites has been reported in the literature, the probable transformation of biotransformation products has not been investigated so far. This study evaluates the fate of citalopram (CTR) and four of its biotransformation products (DESCTR, CTRAM, CTRAC and CTROXO) during ozonation experiments A Gaussian curve-based trend anal. was performed for the first time for the automated detection of TPs in ozone concentrations ranging from 0.06 to 12 mg/L. In total 46 ozonation TPs were detected; 7 TPs of CTR, 10 of DESCTR, 9 of CTRAM, 12 of CTRAC and 8 of CTROXO and were structurally elucidated based on their high resolution tandem mass spectra interpretation and tandem mass spectra similarity with the resp. PC. Results have demonstrated that the examined compounds follow common transformation pathways in reaction with ozone and that common TPs were formed through the ozonation of different structurally-alike compounds Moreover, the toxicity of the identified TPs was predicted with an inhouse risk assessment program.

Journal of Hazardous Materials published new progress about 372941-54-3. 372941-54-3 belongs to benzofurans, auxiliary class Other Aliphatic Heterocyclic,Fluoride,Nitrile,Amine,Benzene,Ester, name is 1-(3-(Dimethylamino)propyl)-1-(4-fluorophenyl)-3-oxo-1,3-dihydroisobenzofuran-5-carbonitrile, and the molecular formula is C20H19FN2O2, Quality Control of 372941-54-3.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Meier, Michael A. R. published the artcileStatistical Approach To Understand MALDI-TOFMS Matrices: Discovery and Evaluation of New MALDI Matrices, Related Products of benzofurans, the publication is Analytical Chemistry (2007), 79(3), 863-869, database is CAplus and MEDLINE.

A statistical approach is described to better understand the role of the matrix during a MALDI-TOFMS experiment Potential matrix mols. were selected based on a rational exptl. design and subsequently screened in order to investigate whether a certain compound can act as a matrix for synthetic polymers. The tested compounds were selected from a pool of 11 000 mols. based on descriptor calculations and a subsequent D-optimal design selection procedure. This approach selected 59 organic compounds that were then investigated for their ability to act a matrix for synthetic polymers in MALDI-TOFMS experiments Within this contribution, we focus on the discussion of new MALDI-TOFMS matrixes that were discovered in the course of the screening. At least 10 new matrixes were identified, and 5 of these were subsequently tested more closely with a variety of different synthetic polymers of different mol. weights revealing good to excellent performance of these new matrixes.

Analytical Chemistry published new progress about 596-01-0. 596-01-0 belongs to benzofurans, auxiliary class Benzofuran,Naphthalene,Alcohol,Ester, name is 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, and the molecular formula is C28H18O4, Related Products of benzofurans.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Fernandez-Ramos, M. D. published the artcileIonic liquids on optical sensors for gaseous carbon dioxide, Application In Synthesis of 596-01-0, the publication is Analytical and Bioanalytical Chemistry (2018), 410(23), 5931-5939, database is CAplus and MEDLINE.

This work presents a study on the influence of eight different ionic liquids (ILs) in the composition of dry membranes used for gaseous CO₂ optical sensing. The presence of CO₂ causes a displacement of a colorimetric pH indicator toward its acid form that increases the emission intensity of the luminophore by an inner filter process. The influence of ILs in the membrane on the stability and dynamic behavior-usually the main drawbacks of these sensors-of the membranes was studied. The characterization of the different membranes prepared was carried out and the discussion of the results is presented. In all cases, the response and recovery times improved considerably, with the best case being response times of only 10 s and recovery times of 48 s, compared to response and recovery times of 41 and 100 s, resp., for membranes without IL. The useful life of the detection membranes is also considerably longer than that of membranes that do not include IL, at least 292 days in the best case. The sensing membrane without luminophore and only containing the pH indicator is proposed for the color-based measurement of CO₂ using a digital camera for possible use in food-packaging technol. [Figure not available: see fulltext.].

Analytical and Bioanalytical Chemistry published new progress about 596-01-0. 596-01-0 belongs to benzofurans, auxiliary class Benzofuran,Naphthalene,Alcohol,Ester, name is 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, and the molecular formula is C28H18O4, Application In Synthesis of 596-01-0.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Fozing, Christian D. A. published the artcilePhosphodiesterase I-inhibiting Diels-Alder adducts from the leaves of Morus mesozygia, Synthetic Route of 56317-21-6, the publication is Planta Medica (2012), 78(2), 154-159, database is CAplus and MEDLINE.

A new 2-arylbenzofuran derivative, (+)-dimethylsmoracin O (1), and three new Diels-Alder type adducts, mesozygins A-C (2-4), in addition to eight known compounds, artonin I (5), chalcomaracin (6), norartocarpetin (7), moracin L (8), mulberrofuran F (9), moracin M (10), moracin C (11), and morachalcone A (12), were isolated from the leaves of Morus mesozygia Stapf. Structures were elucidated by spectroscopic data analyses. Compounds 2-7 displayed a potent phosphodiesterase I inhibitory activity.

Planta Medica published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C14H10O4, Synthetic Route of 56317-21-6.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Kapche, Gilbert D. W. F. published the artcileHepatoprotective and antioxidant arylbenzofurans and flavonoids from the twigs of Morus mesozygia, Category: benzofurans, the publication is Planta Medica (2011), 77(10), 1044-1047, database is CAplus and MEDLINE.

The chem. investigation of the twigs of Morus mesozygia resulted in the isolation of three new prenylated 2-arylbenzofurans, named moracin KM, LM, and SC (1-3), nine known 2-arylbenzofurans (4-12), and two known flavonoids (13-14). The structures of the new compounds were established as [2”’,3”’:6,7]-(6-(S)-hydroxymethyl-6-methylpyrano)-2-(3,5-dihydroxyphenyl)benzofuran-5-ol (1), [2”,3”:6,7]-(4,7-dihydro-6-methyloxepine)-2-(3-hydroxy-5-methoxyphenyl)benzofuran-5-ol (2), and [2”’,3”:6,7]-(6,6-dimethylpyrano)-2-(3,5-dihydroxyphenyl)benzofuran (3). One of the new compounds, moracin LM (2), displayed modest antioxidant activity, whereas known compounds 4, 13, and 14 showed significant hepatoprotective and antioxidant activities.

Planta Medica published new progress about 56317-21-6. 56317-21-6 belongs to benzofurans, auxiliary class Metabolic Enzyme,PDE,Natural product, name is 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, and the molecular formula is C14H10O4, Category: benzofurans.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Ramart, Pauline published the artcileMolecular transpositions in the α,α,α-alkyldiarylethanol series, Synthetic Route of 596-01-0, the publication is Compt. rend. (1926), 1342-4, database is CAplus.

It has already been shown (cf. C. A. 19, 645) that by dehydration of primary alkyldiaryl alcs., transposition of the aryl radical occurs when the hydrocarbon is formed. In a further study of this dehydration and transposition the following alcs. were prepared, the 1st being unknown heretofore. 2,2,3-Triphenylpropanol, Ph₂(PhCH₂)CCH₂OH, from benzyl diphenylbenzylacetate and Na in absolute EtOH, m. 80°, b₁₆ 240°; phenylurethan, m. 169°; Bz derivative, m. 95°. (PhCH₂)₂PhCOH, by condensation of BzMgCl with desoxybenzoin. Ph₂(PhCH₂CH₂)COH, from PhMgBr and PhCH₂CH₂CO₂Et. Dehydration of Ph₂(PhCH₂)CCH₂OH with P₂O₂ gave a mixture of Ph₂C:CHCH₂Ph and Ph(PhCH₂)C:CHPh, the latter predominating.

Compt. rend. published new progress about 596-01-0. 596-01-0 belongs to benzofurans, auxiliary class Benzofuran,Naphthalene,Alcohol,Ester, name is 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, and the molecular formula is C28H18O4, Synthetic Route of 596-01-0.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem

Nakamura, Naoki published the artcileThe response characteristic of optical carbon dioxide sensor using pH indicator immobilized in ethyl cellulose film, Computed Properties of 596-01-0, the publication is Transactions of the Materials Research Society of Japan (2004), 29(3), 923-926, database is CAplus.

A new optical CO₂ sensor based on the overlay of the CO₂ induced absorbance change of pH indicator α-naphtholphthalein with fluorescence of tetraphenylporphine (TPP) was developed and its CO₂ sensing characteristics were studied. The observed fluorescence intensity from TPP at 655 nm increased with increasing CO₂ concentration The I₁₀₀/I₀ value that shows the sensitivity of sensor containing 13.4 mmol dm^-3 α-naphtholphthalein concentration is estimated to be 168, where I₀ and I₁₀₀ represent observed fluorescence intensities from a film exposed to argon and CO₂ saturated condition, resp. The response time of the sensing film containing 13.4 mmol dm^-3 α-naphtholphthalein concentration was 3.8 s for switching from argon to CO₂ and the recovery time of the sensing film also was 6.8 s for switching from CO₂ to argon.

Transactions of the Materials Research Society of Japan published new progress about 596-01-0. 596-01-0 belongs to benzofurans, auxiliary class Benzofuran,Naphthalene,Alcohol,Ester, name is 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, and the molecular formula is C28H18O4, Computed Properties of 596-01-0.

Referemce:
https://en.wikipedia.org/wiki/Benzofuran,
Benzofuran | C8H6O – PubChem