M.W=200-250 | Page 23 of 25 | Heterocyclic Building Blocks-Benzoxazole

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

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.

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

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

Naim, Nadia’s team published research in Vibrational Spectroscopy in 2022-11-30 | CAS: 483-76-1

ATR-FTIR spectroscopy combined with DNA barcoding and GC-MS to assess the quality and purity of saffron (Crocus sativus L.). Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Fourier transform IR spectra of saffron (Crocus sativus L.) samples were acquired using attenuated total reflectance (ATR-FTIR). The main objective of the study was to determine the chem. composition of 11 samples of saffron collected from different areas in Morocco using the chemometric anal. of ATR-FTIR fingerprints and identifying the adulterated saffron among samples bought from local markets in different countries (Spain, Iran, and Morocco). The the authenticity and the purity of saffron samples was validated through a mol. anal. (DNA barcoding coupled to sequencing) and chromatog. anal. GC-MS. The results of ATR-FTIR showed vibration intensities of six distinct fingerprint regions displaying statistically significant differences. The spectrum of the sample from Timjicht (Taznakht) showed typical bands due to the vibration in 3000-2800 cm-1 (the richest in carbohydrates, lipids, and amino acids) and 1800-1725 cm-1 region (the richest in carbonyl and ester groups) and was classified a single subset in samples scatter plot. Then samples from Boulmane (S2), Ain Leuh (S3), Taliouine (S6), and Taznakht (S7-S8) were classified close to each other, which indicates the similarity in their vibration intensities mainly in the region of carbohydrates, lipids, amino acids, and esters. Similarities in terms of proteins and hydroxyl groups were revealed between the samples from El Mers (S11) and Taliouine (S1). Finally, the last sub-group contained samples from Ourika, Azilal and Ain Atia, which showed low composition in all components. Furthermore, to detect adulterated saffron from samples of unknown origin, a comparison of the ATR-FTIR spectra were carried out with spectra of pure saffron and results showed that the peaks at 1706, 1732, and 1225 cm-1 (linked to crocin which are present primarily in saffron) were absent in one sample (SI). Interestingly, the use of another plant species named Arrhenatherum elatius as materiel for saffron adulteration was confirmed by the mol. study (DNA barcoding) and chromatog. anal. GC-MS.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Costa, Wendeo Kennedy’s team published research in Chemistry & Biodiversity in 2022-09-30 | CAS: 483-76-1

Influence of Seasonal Variation on the Chemical Composition and Biological Activities of Essential Oil from Eugenia pohliana DC Leaves. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

The purpose of this study was to analyses the influence of seasonal variation on the chem. composition and antimicrobial, antioxidant and cytotoxicity activities of the essential oil (EO) extracted from the leaves of Eugenia pohliana. Chem. characterization of the samples – by gas chromatog.-mass spectrometry – found 35 and 38 components for summer and winter, resp., of the EO from E. pohliana leaves, totaling 47 different compounds Anal. of antioxidant capacity (DPPH, ABTS and TAC) revealed that the summer EO showed greater free radical scavenging capacity than the winter. Similarly, the summer EO exhibited superior antimicrobial potential (MIC=128-512 ¦Ìg/mL and MMC=128-1024 ¦Ìg/mL, compared to the winter EO (128-2048 ¦Ìg/mL and 256-2048 ¦Ìg/mL, resp.). Results showed that both oils had a low potential to cause hemolysis. This study provides new scientific evidence on the influence of seasonality on the pharmacol. properties of E. pohliana leaves and its potential for the development of herbal medicines.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Jeon, Woo Hyung’s team published research in Organic Letters in 2016-07-15 | CAS: 145026-07-9

Synthesis of 1,2-benzothiazines by a rhodium-catalyzed domino C-H activation/cyclization/elimination process from S-aryl sulfoximines and pyridotriazoles. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

A method for the synthesis of a large number of 1,2-benzothiazines I (3a-u; R1 = H, Me, Me2, Cl, Br, OMe; R2 = Me, Et, iPr, cyclopropyl, C6H13, Ph; R3 = H, Me, X = Cl, Br) bearing pyridyl as well as carbonyl groups is developed from rhodium-catalyzed carbene insertions into aromatic C-H bonds of S-aryl sulfoximines R1C6H4SO(R2)NH using [1,2,3]triazolo[1,5-a]pyridines (H3tzp) 3-(EtO2C)-7-X-R1tzp by denitrogenative cyclization followed by the elimination of alcs. and dinitrogen. The present method involves the N-H/C-H activation of simple alkyl aryl sulfoximines and has the advantages of a broad substrate scope, high functional group tolerance, and good regioselectivity.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Wen, Jian’s team published research in Organic Letters in 2017-04-07 | CAS: 145026-07-9

1,2-Benzothiazines from Sulfoximines and Allyl Methyl Carbonate by Rhodium-Catalyzed Cross-Coupling and Oxidative Cyclization. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

4-Unsubstituted 1,2-benzothiazines are prepared from sulfoximines and allyl Me carbonate by Rh(III)-catalyzed domino allylation/oxidative cyclization. A wide range of functional groups on the sulfoximine are tolerated. A plausible mechanism is proposed, and chem. modifications of the products have been explored.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Priebbenow, Daniel L.’s team published research in Organic Letters in 2014-03-21 | CAS: 145026-07-9

C-H Activation of Methyl Arenes in the MnO2-Mediated Aroylation of N-Chlorosulfoximines. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

An investigation into the reactivity profile of N-halogenated sulfoximines has led to the development of a new method for the synthesis of N-aroylated sulfoximines, e.g., I. This protocol involves the manganese oxide promoted C-H activation of Me arenes to form an aroyl intermediate which then reacts readily with N-chlorosulfoximines to form a series of valuable aroyl sulfoximine derivatives in high yields.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Pirwerdjan, Ramona’s team published research in Organic Letters in 2013-11-01 | CAS: 145026-07-9

Exploring the Reactivity of N Alkynylated Sulfoximines: [2 + 2|-Cycloadditions. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

To assess the potential of N-alkynylated sulfoximines as new (chiral) reagents for organic synthesis, their reactivity profile in numerous synthetic processes is under investigation. When reacted with ketenes, the alkynylated-sulfoximines undergo a 2 + 2|-cycloaddition process to afford sulfoximine-functionalized cyclobutenones in excellent yields.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Askarova, O. K.’s team published research in Chemistry of Natural Compounds in 2022-09-30 | CAS: 483-76-1

Chemical Composition and Antimicrobial Activity of Essential Oil from the Aerial Part of Haplophyllum latifolium. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

A total of 26 constituents were identified in essential oil from the aerial part. It was found that Haplophyllum latifolium essential oil was a rich source of terpenes. Its composition was dominated by monoterpene (46.1%) and sesquiterpene hydrocarbons (35.5%). The content of oxidized monoterpenes and sesquiterpenes in the essential oil made up on 8.2 and 1.3%, resp. The major constituents of the essential oil were germacrene B (24.7%), limonene (18.2%), ¦Á-phellandrene (14.7%), 3-methyl-2-butenal (6.2%), ¦Â-phellandrene (5.0%), ¦Â-caryophyllene (4.3%), terpinolene (3.9%), ¦Ã-elemene (3.2%), and linalyl acetate (2.6%). The essential oil could be of interest to the perfume and cosmetic industries because of the high content of volatile terpenes and pleasant aroma. Results of the antimicrobial tests showed that S. aureus, B. subtilis, E. coli, and C. albicans were sensitive to the effects of H. latifolium essential oil. The greatest antibacterial effect was found against S. aureus with an inhibition zone diameter of 12.08 ¡À 0.12 mm.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Gupta, Surabhi’s team published research in Organic Chemistry Frontiers in 2019 | CAS: 145026-07-9

Copper-promoted dehydrogenative cross-coupling reaction of dialkyl phosphites with sulfoximines. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

An efficient method for the dehydrogenative cross-coupling of dialkyl phosphites with sulfoximines is demonstrated in the presence of copper(II) acetate and triethylamine. A library of sulfoximines including aryl, heteroaryl and alkyl sulfoximines underwent coupling reaction smoothly and gave the desired sulfoximine derived phosphoramidates in good to excellent yields.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem