Heterocyclic Building Block-benzofuran

Amao, Yutaka published the artcileOptical CO₂ sensor of the combination of colorimetric change of α-naphtholphthalein in poly(isobutyl methacrylate) and fluorescent porphyrin in polystyrene, Computed Properties of 596-01-0, the publication is Talanta (2005), 66(4), 976-981, database is CAplus and MEDLINE.

An optical CO₂ sensor based on the overlay of the CO₂ induced absorbance change of pH indicator dye α-naphtholphthalein in poly(iso-Bu methacrylate) (polyIBM) layer with the fluorescence of tetraphenylporphyrin (TPP) in polystyrene layer is developed. The observed luminescence intensity from TPP at 655 nm increased with increasing the CO₂ concentration The ratio I ₁₀₀/I ₀ value of the sensing film consisting of α-naphtholphthalein in polyIBM and TPP in polystyrene layer, where I ₀ and I ₁₀₀ represent the detected luminescence intensities from a layer exposed to Ar and CO₂ saturated conditions, resp., that the sensitivity of the sensor, is 192. The response and recovery times of the sensing film are <6.0 s for switching from Ar to CO₂, and for switching from CO₂ to Ar. The signal changes are fully reversible and no hysterisis is observed during the measurements. The highly sensitive optical CO₂ sensor based on fluorescence intensity changes of TPP due to the absorption change of α-naphtholphthalein in polyIBM layer with CO₂ is achieved.

Talanta 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

Amao, Yukata published the artcileNovel optical CO₂ sensing material: pH indicator immobilized in fluorine-containing poly(aryl ether ketone) films, Recommanded Product: 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, the publication is Sensor Letters (2005), 3(2), 168-173, database is CAplus.

New F-containing poly(aryl ether ketone)s (8F-PEKEK(Ar); Ar: 2-2-bis(4-hydroxyphenyl)-1,1,1,3,3,3-hexafluoropropane (6FBA), 2,2-bis(4-hydroxyphenyl)propane (BA), 2-(4-hydroxyphenyl)-2-(3-hydroxyphenyl)propane (3,4′-BA) or 9,9′-bis(4-hydroxyphenyl)fluorine (HF)) were synthesized and applied to the matrix of optical CO₂ sensor based on the overlay of the CO₂ induced absorbance change of pH indicator dye α-naphtholphthalein with the fluorescence of tetraphenylporphyrin (TPP) was developed. The observed luminescence intensity from TPP at 655 nm increased with increasing the CO₂ concentration The ratio I₁₀₀/I₀ values of the sensing films consisting of α-naphtholphthalein in 8F-PEKEKs layer and TPP in polystyrene layer, where I₀ and I₁₀₀ represent the detected luminescence intensities from a layer exposed to 100% Ar and 100% CO₂, resp., that the sensitivity of the sensor, are >3.6. The response and recovery times of the sensing films consisting of α-naphtholphthalein in 8F-PEKEKs layer and TPP in polystyrene layer were <8.6 s for switching from Ar to CO₂, and for switching from CO₂ to Ar. The signal changes were fully reversible and no hysteresis was observed during the measurements. The highly sensitive and fast responsible optical CO₂ sensor based on fluorescence intensity changes of TPP due to the absorption change of α-naphtholphthalein in 8F-PEKEKs layer with CO₂ was achieved.

Sensor Letters 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, Recommanded Product: 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one.

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

Snegaroff, Katia published the artcileDeprotonative Metalation of Substituted Benzenes and Heteroaromatics Using Amino/Alkyl Mixed Lithium-Zinc Combinations, Formula: C8H5IO, the publication is Chemistry – A European Journal (2010), 16(27), 8191-8201, S8191/1-S8191/50, database is CAplus and MEDLINE.

Various homoleptic and heteroleptic lithium-zinc combinations were prepared, and structural elements obtained on the basis of NMR spectroscopic experiments and DFT calculations In light of their ability to metalate anisole, pathways were proposed to justify the synergy observed for some mixtures The best basic mixtures were obtained either by combining ZnCl₂·TMEDA (TMEDA = N,N,N’,N’-tetramethylethylenediamine) with [Li(tmp)] (tmp = 2,2,6,6-tetramethylpiperidine; 3 equiv) or by replacing one of the tmp in the precedent mixture with an alkyl group. The reactivity of the aromatic lithium zincates supposedly formed was next studied, and proved to be substrate-, base-, and electrophile-dependent. The aromatic lithium zincates were finally involved in palladium-catalyzed cross-coupling reactions with aromatic chlorides and bromides.

Chemistry – A European Journal 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 C7H13NO2, Formula: C8H5IO.

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

Halamek, Emil published the artcileExtraction photometric determination of yperite by phthaleins, Recommanded Product: 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, the publication is Talanta (1999), 48(1), 163-171, database is CAplus and MEDLINE.

Extraction spectrophotometric determination of sulfidic yperite, based on the reaction with 4 phthaleins, was developed. The method is tech. simpler than determining yperites with reagent T-135 (alk.-aqueous ethanolic thymol phthalein solution) because it does not require heating at 80°, cooling, and acidifying the reaction mixture Selecting the appropriate phthalein, especially optimizing the reagent composition and extracting the colored reaction product in chloroform, markedly increased the selectivity of the determination of yperites (HD, HN-3). The reaction is performed in a medium of increased polarity due to the low alc. content which enables the reaction to proceed at 5-20° without any marked loss of sensitivity. Using ¹H and ¹³C NMR spectroscopy, the reaction products of HD and o-cresol phthalein were identified and an ionic mechanism for the reaction of HD with phthaleins is suggested.

Talanta 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, Recommanded Product: 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one.

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

Lee, Ju Hee published the artcileMoracin M inhibits airway inflammation by interrupting the JNK/c-Jun and NF-κB pathways in vitro and in vivo, Safety of 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol, the publication is European Journal of Pharmacology (2016), 64-72, database is CAplus and MEDLINE.

The therapeutic effectiveness of moracins as 2-arylbenzofuran derivatives against airway inflammation was examined Moracin M, O, and R were isolated from the root barks of Morus alba, and they inhibited interleukin (IL)-6 production from IL-1β-treated lung epithelial cells (A549) at 101-00 μM. Among them, moracin M showed the strongest inhibitory effect (IC₅₀=8.1 μM). Downregulation of IL-6 expression by moracin M was mediated by interrupting the c-Jun N-terminal kinase (JNK)/c-Jun pathway. Moracin derivatives inhibited inducible nitric oxide synthase (iNOS)-catalyzed NO production from lipopolysaccharide (LPS)-treated alveolar macrophages (MH-S) at 50-100 μM. In particular, moracin M inhibited NO production by downregulating iNOS. When orally administered, moracin M (20-60 mg/kg) showed comparable inhibitory action with dexamethasone (30 mg/kg) against LPS-induced lung inflammation, acute lung injury, in mice with that of dexamethasone (30 mg/kg). The action mechanism included interfering with the activation of nuclear transcription factor-κB in inflamed lungs. Therefore, it is concluded that moracin M inhibited airway inflammation in vitro and in vivo, and it has therapeutic potential for treating lung inflammatory disorders.

European Journal of Pharmacology 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, Safety of 5-(6-Hydroxybenzofuran-2-yl)benzene-1,3-diol.

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

Koganovskii, A. M. published the artcileAdsorption equilibrium in the system aqueous solution of nonionic surfactant-solubilized α-naphtholphthalein on acetylene black, Name: 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one, the publication is Kolloidnyi Zhurnal (1974), 36(5), 861-4, database is CAplus.

The adsorption isotherms of α-naphtholphthalein (I) on acetylene black from I solutions containing surfactants (II) were obtained. The initially H2O-insoluble I was solubilized by the aqueous micellar solutions of II, the oxyethylated monoethers of decyl and dodecyl alcs. containing 17 and 23 oxyethylene groups. The I concentration in the adsorbed layer exceeded the concentration corresponding to II solubilization capacity. A mechanism for adsorption of solubilized organic dyes from micellar solutions of II is proposed.

Kolloidnyi Zhurnal 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, Name: 3,3-Bis(4-hydroxynaphthalen-1-yl)isobenzofuran-1(3H)-one.

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

Koganovskii, A. M. published the artcileAdsorption on silica gel of nonionic surfactants with solubilized substances from aqueous solutions, Category: benzofurans, the publication is Kolloidnyi Zhurnal (1975), 37(3), 560-4, database is CAplus.

At 20°, the adsorption of nonionogenic surfactants C10H21O(C2H4O)17H, C12H25O(C2H4O)17H, C12H25O(C2H4O)23H, and OP-10 from aqueous solutions containing solubilized α-naphtholphthalein (I) or naphthalene (II) on large-pore silica gel was higher than from solutions without the solubilized compounds The aqueous solutions of the surfactants were saturated with I or II by shaking at constant temperature for 15 days. The I and II did not adsorb from diethylene glycol, aqueous saturated solution of poly(ethylene glycol), or undecane solutions without surfactants. These compounds adsorb in the surface layer of the adsorbed surfactants making the outer-adsorbed layer more hydrophobic which results in an addnl. adsorption of the surfactants.

Kolloidnyi Zhurnal 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, Category: benzofurans.

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

Lee, Yu-Jin published the artcileIsolation and identification of antioxidant polyphenolic compounds in mulberry (Morus alba L.) seeds, Category: benzofurans, the publication is Han’guk Sikp’um Yongyang Kwahak Hoechi (2011), 40(4), 517-524, database is CAplus.

Eleven polyphenolic compounds, including procatechuic and chlorogenic acids, (+)-dihydroquercetin, rutin, isoquercitrin, quercitrin, (+)-dihydrokaempferol, trans-resveratrol, moracin, quercetin and 4-prenylmoracin were isolated and purified from the methanolic extract of defatted mulberry seed residue by a series of column chromatog. including silica gel, Sephadex LH-20, and ODS-A, and their chem. structures were identified by spectral anal. The antioxidant activities of the eleven isolated polyphenolic compounds were measured spectrophotometrically using DPPH radical. Among the eleven polyphenolic compounds tested, rutin (IC₅₀=20.2 μM), isoquercitrin (IC₅₀=22.5 μM), quercitrin (IC₅₀=24.6 μM), quercetin (IC₅₀=27.8 μM), (+)-dihydroquercetin (IC₅₀=28.9 μM), and chlorogenic acid (IC₅₀=30.6 μM) exhibited stronger antioxidant activity than L-ascorbic acid (IC₅₀=31.5 μM) and α-tocopherol (IC₅₀=52.3 μM), whereas procatechuic acid (IC₅₀=68.2 μM) showed lower activity. In addition, (+)-dihydrokaempferol (IC₅₀=33.8 μM), trans-resveratrol (IC₅₀=36.2 μM), moracin (IC₅₀=47.6 μM), and 4-prenylmoracin (IC₅₀=48.2 μM) exhibited moderate antioxidant activity. Furthermore, levels of the eleven polyphenolic compounds from three different types of mulberry seeds were quantified by HPLC, and their contents were as follows: rutin (31.1-60.0 mg/100 g)> quercitrin (7.2-34.2 mg/100 g)> (+)-dihydroquercetin (13.2-33.1 mg/100 g)> quercetin (15.8-19.5 mg/100 g)> 4-prenylmoracin (10.5-43.3 mg/100 g)> isoquercitrin (5.8-15.4 mg/100 g)> chlorogenic acid (0.0-15.3 mg/100 g)> moracin (4.7-7.2 mg/100 g)> procatechuic acid (0.0-11.6 mg/100 g)> (+)-dihydrokaempferol and trans-resveratrol (<0.1 mg/100 g). The ‘Daesungppong’ mulberry seeds among the three cultivars had higher flavonoid contents, such as rutin and quercetin derivatives, while the ‘Iksuppong’ seeds had the highest contents of phenolic acids and moracin derivatives ‘Cheongilppong’ had lower amounts of polyphenolic compounds than the other two mulberry seeds. These results indicate that mulberry seeds containing antioxidant polyphenolic compounds may be potentially useful sources of anti-diabetic, anti-hypertensive, and anti-aging agents for functional foods and cosmetics.

Han’guk Sikp’um Yongyang Kwahak Hoechi 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

Okura, Keisho published the artcileSingle electron transfer-induced coupling of alkynylzinc reagents with aryl and alkenyl iodides, Application of 2-Iodobenzofuran, the publication is Chemical Communications (Cambridge, United Kingdom) (2016), 52(97), 14019-14022, database is CAplus and MEDLINE.

Alkynylzinc reagents were found to undergo coupling with aryl and alkenyl iodides to give arylalkynes and alkenylalkynes without the aid of transition metals. The coupling reaction proceeded through a single electron transfer mechanism, where a substoichiometric amount of a phosphine works as an indispensable activator.

Chemical Communications (Cambridge, United Kingdom) 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, Application of 2-Iodobenzofuran.

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

Park, Ji-Hae published the artcileTwo new isoarylbenzofuran diglucosides from the root bark of Morus alba, Synthetic Route of 56317-21-6, the publication is Journal of Asian Natural Products Research (2015), 17(4), 357-363, database is CAplus and MEDLINE.

Two new arylbenzofuran diglucopyranosides, (2”R)-(-)-moracin-O-5′,3”-β-D-diglucopyranoside (1) and (2”R)-(-)-moracin-P-5′,2”-β-D-diglucopyranoside (2), along with known arylbenzofurans, moracin M 6-β-D-glucopyranoside (3), and an isomeric mixture of R-(-)-moracin O (4) and R-(-)-moracin P (5), were isolated from the root bark of Morus alba L. The structure of the compounds was elucidated based on mass spectrometry, IR, 1D and 2D NMR spectroscopic data.

Journal of Asian Natural Products Research 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