Heterocyclic Building Blocks-Benzoxazole

Burin, G. R. M.’s team published research in Journal of Supercritical Fluids in 2022-07-31 | CAS: 483-76-1

Innovative formulations of PCL: Pluronic monoliths with copaiba oleoresin using supercritical CO2 foaming/mixing to control Aedes aegypti. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

1. Trivial name: delta-Cadinene.
2. It’s mainly derived from flue-cured tobacco, burley tobacco and flavoured tobacco, it has a strong aroma and a good fixing effect, suitable for perfume, cosmetics, can also be used in wine, cigarettes, and toothpaste.
. Recommended Products is: 29350-73-0 and 51905-84-1.

Copaiba oleoresin (Co), a promising bioactive agent to control Aedes aegypti proliferation, was incorporated by supercritical carbon dioxide (scCO2) foaming/mixing method (SFM) in two types of poly(¦Å-caprolactone) (PCL), PCL45 and PCL50, using Pluronic F-68 (Plu) as a surfactant and porogenic agent. The SFM was performed at 35¡ãC, scCO2 densities of 750 and 850 kg m-3, soaking time of 2.5 h, and depressurization rate of 5 bar min-1. The physicochem. characterization of monoliths, the in vitro release, and larvicidal activity against A. aegypti larvae were evaluated. All monoliths with copaiba oleoresin presented larvicidal effects. The best results were observed for PCL45:Plu:Co (56:3:41) monoliths at 750 and 850 kg m-3. This result can be attributed to the higher hydrophobicity of PCL45 than PCL50. These findings indicate that copaiba oleoresin-loaded PCL:Plu:Co monoliths are innovative and sustainable materials capable of controlling the proliferation of A. aegypti larvae and insects to avoid mosquito-borne diseases.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Johnson, Joel B.’s team published research in Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy in 2022-12-15 | CAS: 483-76-1

Mid-infrared spectroscopy for the rapid quantification of eucalyptus oil adulteration in Australian tea tree oil (Melaleuca alternifolia). Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Essential oil distilled from Melaleuca alternifolia leaves, commonly known as tea tree oil, is well known for its biol. activity, principally its antimicrobial properties. However, many samples are adulterated with other, cheaper essential oils such as eucalyptus oil. Current methods of detecting such adulteration are costly and time-consuming, making them unsuitable for rapid authentication screening. This study investigated the use of mid-IR (MIR) spectroscopy for detecting and quantifying the level of eucalyptus oil adulteration in spiked samples of pure Australian tea tree oil. To confirm the authenticity of the tea tree oil samples, GC-MS anal. was used to profile 37 of the main volatile constituents present, demonstrating that the samples conformed to ISO specifications. Three chemometric regression techniques (PLSR, PCR and SVR) were trialled on the MIR spectra, along with a variety of pre-processing techniques. The best-performing full-wavelength PLSR model showed excellent prediction of eucalyptus oil content, with an R2CV of 0.999 and RMSECV of 1.08% volume/volume The RMSECV could be further improved to 0.82% volume/volume through a moving window wavenumber optimization process. The results suggest that MIR spectroscopy combined with PLSR can be used to predict eucalyptus oil adulteration in Australian tea tree oil samples with a high level of accuracy.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Ivic, Jelena’s team published research in Advanced Sustainable Systems in 2022-10-31 | CAS: 483-76-1

Pinaceae Fir Resins as Natural Dielectrics for Low Voltage Operating, Hysteresis-Free Organic Field Effect Transistors. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Natural dielecs. are emerging nowadays as a niche selection of materials for applications targeting biocompatibility and biodegradability for electronics and sensors within the overall effort of scientific community to achieve sustainable development and to build environmental consciousness. The two natural resins analyzed in this study, silver fir and Rocky mountain fir demonstrate robust dielec. properties and excellent film forming capabilities, while being trap free dielecs. in high-performance organic field effect transistors (OFETs) operating at voltages as low as 1 V. Immense research possibilities are demonstrated through the avenue of inorganic nanofillers insertions in the natural resins film, that opens the door for fabrication of very low voltage OFETs with high dielec. constant insulating layers.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Lin, Yan’s team published research in ACS Sustainable Chemistry & Engineering in 2018-11-05 | CAS: 50578-18-2

Green and Efficient Synthesis of N-Sulfenyl Sulfoximines in Water. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 145026-07-9

1-Iminotetrahydrothiophene 1-oxide (BD00963737) is a building block containing a sulfoximine group. Several CDK and ATR inhibitors have exemplified the utilization of the NH sulfoximine group as abioisostere for a sulfonamide group to overcome the main project hurdles of aqueous solubility, sulfonamide-mediated off-target activity and IP. Moreover, its NH group could be expediently further functionalized through Buchwald-Hartwig coupling reaction and multifarious nucleophilic reactions.. Recommended Products is: 4381-25-3 and 83730-53-4.

A new and metal-free cross-coupling reaction between sulfoximines and N-(phenylthio)succinimides was developed in water, affording an efficient route for the synthesis of N-sulfenyl sulfoximines. This transformation provides N-sulfenyl sulfoximines with good functional group tolerance and moderate to excellent yields. Moreover, this protocol can be easily scaled up to the gram level with excellent yield.

Green and Efficient Synthesis of N-Sulfenyl Sulfoximines in Water. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 145026-07-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Siu, Tung’s team published research in Organic Letters in 2002-05-30 | CAS: 50578-18-2

Electrochemical Imination of Sulfoxides Using N-Aminophthalimide. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 145026-07-9

A novel electrochem. sulfoxide imination process is described. Our approach starts with a highly selective nitrene transfer from N-aminophthalimide to a variety of sulfoxides. This oxidative treatment is followed by reductive N-N bond cleavage under the controlled current conditions, which leads to a range of parent NH sulfoximines. In addition to solving the challenging problem of removing the N-phthalimido group, the overall process avoids the use of toxic oxidants and metal additives.

Electrochemical Imination of Sulfoxides Using N-Aminophthalimide. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 145026-07-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Kong, Deshen’s team published research in ACS Sustainable Chemistry & Engineering in 2022-03-07 | CAS: 145026-07-9

Mechanochemical Solvent-Free N-Sulfenylations of Sulfoximines and Sulfonimidamides. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

1-Bromo-4-(S-methylsulfonimidoyl)benzene (BD336512) is a building block containing a sulfoximine group. Several CDK and ATR inhibitors have exemplified the utilization of the NH sulfoximine group as abioisostere for a sulfonamide group to overcome the main project hurdles of aqueous solubility, sulfonamide-mediated off-target activity and IP. Moreover, its NH group could be expediently further functionalized through Buchwald-Hartwig coupling reaction and multifarious nucleophilic reactions.. Recommended Products is: 4381-25-3 and 83730-53-4.

Mechanochem. N-sulfenylations of sulfoximines and sulfonimidamides mediated by silver oxide under solvent-free conditions has been developed. The reactions are easy to perform and proceed well on a gram scale. A wide range of functional groups in the substrates were tolerated. Compared to its solvent-based counterpart, the mechanochem. approach showed significant ecol. advantages.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Toplan, Gizem Gulsoy’s team published research in South African Journal of Botany in 2022-07-31 | CAS: 483-76-1

Phytochemical screening and biological evaluation of Salvia hydrangea Dc. ex Benth. growing in eastern Anatolia. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Salvia species have lately gained significant interest as a result of their suitable utilization in various industries. In the current study, S. hydrangea, one of the most consumed sages in the eastern region of Turkey, has been evaluated for phytochem. composition as well as in vitro pharmacol. potential comparatively for the first time. The phytochem. composition of S.hydrangea was investigated by LC-MS/MS, GC-FID, and GC/MS. To reveal its biol. activities, antioxidant, antimicrobial, and also acetylcholinesterase activities of different solvent extracts such as water, n-hexane, chloroform, and methanol were determined According to GC/MS anal., the primary components of the oil were identified as camphor (46.0%), 1,8-cineole (7.5%), camphene (6.8%), limonene (6.5%), a-pinene (5.6%) and b-pinene (6.1%). Addnl., in the infusion and methanol extract, rosmarinic acid and luteolin glycoside were detected as predominant phenolics by LC-MS/MS. In DPPH¡¤, CUPRAC, and FRAP test results of the samples indicated strong to moderate antioxidant ability in all samples studied, addnl., among them, the infusion exhibited significant acetylcholine inhibition properties comparable with galanthamine. With regard to antimicrobial activity, all of the tested microorganisms had MIC values ranging from 15 to 2000¦Ìg/mL. Based on these findings, S. hydrangea may have promising properties for a variety of industrial applications in the pharmaceutical, food, and cosmetic industries.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Soares, Krissie D.’s team published research in Journal of Ethnopharmacology in 2022-10-28 | CAS: 483-76-1

Chemical composition and anti-inflammatory activity of the essential oils of Piper gaudichaudianum and Piper mikanianum. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Inflammation is the bodys normal protective response to injury and is stimulated by pathogens, toxic compounds, damaged cells or radiation, promoting healing and restoring homeostasis to the injured tissue. Leaves of Piper gaudichaudianum Kunth, known as “”pariparoba”” are widely used in folk medicine for the relief of toothache, while the fresh roots are used as anti-inflammatory and to treat liver disorders. For P. mikanianum (Kunth) Steud is known as “”aguaxima””, is widely used in the treatment of inflammation, rheumatism and ulcer, with its roots being used for stomach disorders and as a diaphoretic in intermittent fevers. Therefore, this work aims to chem. characterize the essential oil of Piper gaudichaudianum and Piper mikanianum, as well as the evaluation of neutrophil antichemotactic activity of both essential oils in order to complement the information of its traditional use, taking the leaves as plant material and, with that, corroborating its use in folk medicine for the treatment of inflammatory diseases. The essential oil from leaves of both Piper species were obtained from crushed fresh samples, by hydrodistillation using a Clevenger type-apparatus for 4 h. The yield determination was performed as vol/wt (v/w) and in triplicate. The amount of essential oil obtained was quantified in mL. The identification and quantification of the compounds was performed using gas chromatog.-mass spectrometry (GC-MS) and gas chromatog.-flame ionization detection (GC-FID). The in vitro anti-inflammatory activity was evaluated using the model of modified Boyden chamber. In this test the essential oils were tested for their ability to inhibit leukocyte chemotaxis stimulated by Escherichia coli lipopolysaccharide. The chem. composition of the essential oils revealed the identification of 26 constituents for P. gaudichaudianum being the sesquiterpenes ¦Â-selinene (14.0%) and viridiflorene (10.5%) the main compounds, followed by caryophyllene oxide (9.3%) and (E)-nerolidol (9.0%). For P. mikanianum essential oil, ¦Â-myrcene (17.2%) and bicyclogermacrene (26.3%) were the major components in the monoterpenes and sesquiterpene fractions, resp. The essential oils were also tested for their ability to inhibit neutrophil chemotaxis in vitro when stimulated by Escherichia coli lipopolysaccharide. Both essential oils showed antichemotactic effect with reduction in migration of 0-72.2% for P. gaudichaudianum and 8.6-100% for P. mikanianum to same concentrations, suggesting a response to acute inflammatory processes. Since up to date there is no report of this biol. activities by this mechanism (antichemotactic assay) for essential oils this species. These results showed that the essential oils of P. gaudichaudianum and P. mikanianum have a great capacity to inhibit neutrophil chemotaxis in an inflammatory process, in a dose-dependent way, suggesting anti-inflammatory potential, by preventing its accumulation at the injury site with the possibility of tissue damage. Findings of these studies support the traditional use of these species in the treatment of inflammatory processes.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Hsu, Kuang-Ping’s team published research in Natural Product Communications in 2022-07-31 | CAS: 483-76-1

Chemical Compositions and Anti-Mildew Effects of Cinnamomum micranthum Leaf and Twig Essential Oils on Paper. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

In this study, we evaluated the anti-mildew effects of paper treated with essential oils of leaves, twigs, and their main constituents from Cinnamomum micranthum. The main ingredients with the greater anti-mildew effects on paper capability were also purified and identified. Fresh leaves and twigs of C. micranthum were hydrodistillated in a Clevenger-type apparatus, and the resulting oil characterized using GC-FID and GC-MS instruments. The leaf essential oil consisted principally of n-decanal (50.1%), (E)-beta-ocimene (7.9%), (E)-nerolidol (6.5%), and (E)-beta-caryophyllene (3.8%), and the twig oil¡äs main components were tau-cadinol (18.3%), (E)-beta-ocimene (16.4%), alpha-cadinol (13.6%), n-decanal (10.6%), and beta-selinene (5.8%). Comparing the mildew resistance of the oils on paper exhibited that twig oil was the best anti-mildew activity; at 200 ¦Ìg/cm2, the twig oil completely inhibited the growth of Aspergillus clavatus, Cladosporium cladosporioides, Chaetonium globosum, Myrothecium verrucaria, and Penicillium citrinum. The twig oil was further divided into 8 fractions (TO1-TO8). TO4 fraction had moderate anti-mildew effects; at the concentration of 200 ¦Ìg/cm2, all fungi strains were totally inhibited, except A niger, and Trichoderma viride, which were 83.5%, and 93.2% inhibited, resp. The main ingredients of TO4 fraction were tau-cadinol, and alpha-cadinol, so we isolated and used the for anti-mildew effect tests; tau-cadinol, and alpha-cadinol showed moderate anti-mildew activities. Since C. micranthum twig essential oil, tau-cadinol, and alpha-cadinol were exhibited a great anti-mildew effects on paper, they are worth further investigations and utilization.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Kong, Xianqiang’s team published research in Journal of Organic Chemistry in 2021-10-01 | CAS: 145026-07-9

Electrochemical Oxidative C(sp3)-H/N-H Coupling of Diarylmethanes with Sulfoximines or Benzophenone Imine. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

An efficient electrochem. method for the synthesis of N-alkylated sulfoximines I [R = Ph, 2-BrC6H4, 4-MeOC6H4, etc.; R1 = Me, Et, n-Bu, Ph, 4-MeC6H4; Ar1 = Ph, 4-FC6H4, 4-ClC6H4; Ar2 = Ph, 4-FC6H4] by electrochem. oxidative C(sp3)-H/N-H coupling of sulfoximines and diarylmethanes was developed. In addition, used the same conditions for electrochem. dehydrogenative amination of diarylmethanes with benzophenone imine as an aminating agent to obtain II [Ar3 = Ph, 4-MeC6H4, 4-FC6H4; Ar4 = Ph, 4-MeC6H4, 4-FC6H4, 4-ClC6H4]. The reactions showed good functional group tolerance and afforded the corresponding products in moderate to good yields without the use of a stoichiometric oxidant, a metal catalyst, or an activating agent.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem