M.W=200-250 | Page 15 of 25 | Heterocyclic Building Blocks-Benzoxazole

Marangoni, Janaine Alberto’s team published research in Journal of Ethnopharmacology in 2023-01-30 | CAS: 483-76-1

Geographical variation in the chemical composition, anti-inflammatory activity of the essential oil, micromorphology and histochemistry of Schinus terebinthifolia Raddi. 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.

Schinus terebinthifolia Raddi (Anacardiaceae) is rich in essential oil, distinguished by a predominance of monoterpenes and sesquiterpenes, it being widely used in traditional medicine for the treatment of inflammations. This study¡äs objective was to investigate the chem. composition of the essential oil of S. terebinthifolia (EOST) collected in six states of Brazil, evaluate its anti-inflammatory effects in mice, and analyze the histochem. and micromorphol. of leaves and stems.Aerial parts of S. terebinthifolia were collected in six states of Brazil, and the essential oil was extracted by hydrodistillation and analyzed by gas chromatog.-mass spectrometry (GC-MS). The histochem. and micromorphol. of leaves and stems were performed using standard reagents, light and field emission SEM, beyond energy-dispersive X-ray spectroscopy. The EOST were evaluated for anti-inflammatory activity and hyperalgesia using the carrageenan-induced paw edema methodol. The EOST showed variation across the six states in its yield (0.40%-0.86%) and chem. composition: hydrocarbon monoterpenes (28.76%-47.73%), sesquiterpenes, (31.43%-41.76%), oxygenated monoterpenes (14.31%-19.57%), and oxygenated sesquiterpenes (4.87%-14.38%). Both ¦Á-pinene and limonene were predominant constituents of essential in five regions, except for one state where ¦Á-phellandrene and limonene were the dominant components. A comprehensive description of the leaf and stem micromorphol. and histochem. was performed. In the in vivo testing, all EOST samples exerted antiedematogenic and anti-hyperalgesic effects, when tested in a carrageenan-induced paw inflammation (mech. and thermal hyperalgesia) model with oral doses of 30 mg/kg. Our results indicate that the EOST samples collected in six Brazilian states differed in their chem. composition but not their anti-inflammatory and antihyperalgesic effects, which was correlated with the synergistic effect of its components, collaborating the etnhopharmacologycal use of this plant due to its an anti-inflammatory effect. Also, micromorphol. and histochem. of leaves and stems presented in this study provide anatomical and microchem. information, which aids species identification.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Dong, Wanrong’s team published research in Chemistry – A European Journal in 2014 | CAS: 145026-07-9

Hydroarylations of Heterobicyclic Alkenes through Rhodium-Catalyzed Directed C-H Functionalizations of S-Aryl Sulfoximines. 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.

Rhodium-catalyzed directed CH-functionalizations have been used in hydroarylations of heterobicyclic alkenes with NH-sulfoximines. Unexpectedly, the bicyclic framework is retained, resulting in the formation of addition products being attractive intermediates for functionalized mols. that are difficult to prepare by other means.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Cho, Gae Young’s team published research in Organic Letters in 2004-09-16 | CAS: 145026-07-9

Copper-Mediated Cross-Coupling Reactions of N-Unsubstituted Sulfoximines and Aryl Halides. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

Copper-mediated cross-coupling reactions of sulfoximines with aryl iodides and aryl bromides provide N-arylated sulfoximines in high yields. The method is complementary to the known palladium-catalyzed N-arylation and allows the preparation of N-arylated sulfoximines, which have previously been inaccessible.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Delcarlo, Sofia Belen’s team published research in Food Control in 2022-08-31 | CAS: 483-76-1

Essential oil in vapor phase in combination with Enterococcus mundtii STw38 to improve refrigerated hake fillets shelf-life. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Essential oils (EOs) in vapor phase were applied together with the bacteriocinogenic strain Enterococcus mundtii STw38 to improve the shelf life of Argentinean hake -Merluccius hubbsi-. Evaluated EOs were oregano, thyme, rosemary, and lemongrass. In vitro results demonstrated their effectiveness against foodborne pathogen surrogate Listeria innocua, as well as against Lactobacillus plantarum, Shewanella putrefaciens, and fish indigenous biota. The most effective were oregano and lemongrass, showing the lowest minimal inhibitory concentration, and synergic activity when combined against L. innocua and S. putrefaciens. Furthermore, synergic mixtures promoted changes in target microorganisms cell wall. The composition of the volatile phase of a synergic EOs mixture showed a higher presence of oregano components. When applying the EOs alone in hake fillets, total bacteria count increased 3.3 log cycles whereas in the control system the increase was higher than 5 log cycles, and consumers evaluated similarly in taste and smell both the control and the EOs synergic mixtures When adding the most concentrated synergic mixture (0.147¦ÌL lemongrass/mL headspace and 0.195¦ÌL oregano/mL headspace) together with the bioprotective culture, in 7 days total bacteria count only increased 3 log cycles, showing the effectiveness of the use of EOs together with E. mundtii STw38.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Chinnagolla, Ravi Kiran’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2015 | CAS: 145026-07-9

Ruthenium- and palladium-catalyzed consecutive coupling and cyclization of aromatic sulfoximines with phenylboronic acids: an efficient route to dibenzothiazines. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

The synthesis of tricyclic dibenzothiazines I (R = 4-FC6H4, 4-H3COC6H4, biphenyl-4-yl, etc.; R1 = H, Me, Br, NO2; R2 = Me, Et) by a ruthenium-catalyzed ortho arylation of Ph sulfoximines with aromatic boronic acids followed by intramol. cyclization in the presence of a palladium catalyst in two consecutive steps were described. Chiral dibenzothiazines II and III were prepared efficiently by using chiral Ph sulfoximine in a similar protocol.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Hadian, Zahra’s team published research in Food Chemistry in 2023-03-01 | CAS: 483-76-1

Preparation, characterization, and antioxidant activity of ¦Â-cyclodextrin nanoparticles loaded Rosa damascena essential oil for application in beverage. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Rosa damascena essential oil (REO) is volatile and unstable. The host-guest complex of beta-cyclodextrin nanoparticles (¦Â-CD) with REO was produced to improve REO characteristics. The REO/¦Â-CD complex was characterized by entrapment efficiency, morphol., crystallinity, particle size, thermal stability, and antioxidant activity. Addnl., the structure of REO/¦Â-CD was evaluated using Fourier transform IR spectroscopy (FT-IR) and NMR (NMR). Results confirmed the formation of REO/¦Â-CD in which the REO, as a guest mol., was entrapped within the ¦Â-CD as a host mol. The encapsulated particles showed a spherical shape with an average diameter of 110 nm and no strong agglomerate. The entrapment of REO within ¦Â-CD led to changes in some physicochem. characteristics and enhancement of the antioxidant activity of REO. Furthermore, beverages with the addition of ¦Â-CD nanoparticle-loaded REO were produced. The beverage containing ¦Â-CD nanoparticle-loaded REO form showed significantly higher overall acceptability than samples containing free REO.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Yang, Chengyong’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2022 | CAS: 145026-07-9

Rh(III)-catalysed C-H/C-H cross-coupling of S-aryl sulfoximines with thiophenes: facile access to [1]benzothieno[3,2-b][1]benzothiophene (BTBT) and benzothiazines. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

Herein, rhodium-catalyzed oxidative C-H/C-H cross-coupling of S-aryl sulfoximines with thiophenes/benzothiophenes via a chelation-assisted strategy provided an efficient approach for the construction of (S-methylsulfonimidoyl)phenyl-substituted thiophenes and benzothiophenes, e.g., I. Selected products were further converted to [1]benzothieno[3,2-b][1]benzothiophenes II [R1 = F, Cl, Br, Ph]. The protocol also exhibited a good compatibility with halogen substituents, and thus paved the way for further transformation to benzothiazines III [R2 = H, t-Bu]. Compounds III showed a deep blue emission with Commission Internationale de ‘Eclairage (CIE) coordinates of (0.15, 0.04), a high quantum yield and a delayed fluorescence lifetime.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Gimenez-Martinez, Pablo’s team published research in Experimental Parasitology in 2022-07-31 | CAS: 483-76-1

Lethal concentrations of Cymbopogon nardus essential oils and their main component citronellal on Varroa destructor and Apis mellifera. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Varroosis is a disease caused by the mite Varroa destructor, and it is considered one of the biggest threats to honey bee populations globally. Mite control is centered on the use of synthetic acaricides, such as amitraz and flumethrine. However, high usage of these chems. is associated with a wide variety of undesirable effects on bee colonies, including the development of resistance and persistence of harmful residues of acaricides in hive products used by humans. Botanical extracts have been identified as a potentially suitable organic alternative to synthetic acaricides. Essential oils, such as clove, eucalyptus, lemongrass, and oregano, have been found to exhibit acaricidal activity against V. destructor. The main goal of this work was to assess the bioactivity of the Cymbopogon nardus essential oil from two different locations (Argentina and India), and the activity of its major component the monoterpene citronellal. According to our results, complete essential oil from India is more effective in controlling parasitosis than the isolated citronellal component. The essential oil of C. nardus from Argentina demonstrated promise for the control of varroosis, as well as exhibiting low toxicity against bees (LC50 = 11.84 ¦ÌL/mL). In addition, this essential oil may avoid the problems caused by synthetic acaricides, such as the emergence of resistance foci in Varroa and residues in hive products. Future research needs to investigate the delivery of volatile essentials oils to target mite populations.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Piechowiak, Tomasz’s team published research in Food Control in 2022-08-31 | CAS: 483-76-1

Quality and antioxidant activity of highbush blueberry fruit coated with starch-based and gelatine-based film enriched with cinnamon oil. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

In this study, the effect of starch-based and gelatine-based edible coating containing cinnamon oil on selected quality parameters and the metabolism of antioxidants in highbush blueberry fruit, in terms of extending their shelf life were investigated. Research showed that the application of cinnamon oil to edible coating pos. influenced the quality of the fruit during storage. Coating with essential oil effectively inhibited the growth of yeast and mold in the fruit during storage. On the last day, the growth of yeast and mold in the fruit coated with cinnamon oil (10% COE) was 1.29 log cycles lower than in the control. Moreover, the essential oil reduced the loss of soluble solids but it did not significantly affect the acidity and weight loss of the fruit. Equally interesting was the effect of the coating with cinnamon oil on the antioxidant activity of the fruit. Blueberries coated with cinnamon oil were characterised by a lower ability to produce ROS, as well as a lower activity of antioxidant enzymes. On the final day, the level of ROS and the activity of SOD and CAT were lower than the control by 82%, 56% and 63% resp. The level of polyphenols in the fruit coated with cinnamon oil was higher than in the control up to the 5th day of storage. However, the level of anthocyanins in this sample gradually decreased as the storage period extended. After 10 days, the loss of anthocyanins in the fruit with essential oil was around 37%.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Xu, Jiaxi’s team published research in Journal of Colloid and Interface Science in 2022-12-15 | CAS: 83730-53-4

Construction of multifunctional mesoporous silicon nano-drug delivery system and study of dual sensitization of chemo-photodynamic therapy in vitro and in vivo. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

(2S)-2-Amino-4-(butylsulfonimidoyl)butanoic acid (BD136012) 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 1621962-30-8.

This study was conducted to construct a multifunctional nanodrug delivery system (NDDS) to deplete glutathione (GSH) in tumor cells and amplify oxidative stress, enhancing the synergistic effect of chemotherapy and photodynamic therapy (PDT). L-Buthionine-sulfoximine (BSO) and chlorin e6 (Ce6) were loaded into mesoporous silicon nanoparticles (MSN), and then MSN were modified with oxidized hyaluronic acid (OHA) as a pore-blocking agent. Cisplatin (Pt(II)) was further loaded by a coordination reaction with carboxyl groups in OHA to yield a multifunctional NDDS (denoted as MSN@OHA-Ce6/BSO/Pt). The physicochem. properties and antitumor activity of the prepared nanoparticles were characterized in detail. In vitro and in vivo experiments demonstrated that OHA was shed from MSN@OHA-Ce6/BSO/Pt under acidic conditions in tumors, resulting in the release of free BSO, Ce6, and Pt(II). The released BSO could reduce intracellular GSH expression by 48.8%, effectively enhancing the PDT effect of Ce6 and the chemotherapy effect of Pt(II). Finally, the tumor inhibitory rate (vs saline) reached 73.8% ¡À 2.5% for MSN@OHA-Ce6/BSO/Pt in A549/DDP tumor-bearing nude mice. Therefore, the multifunctional NDDS significantly enhanced the synergistic effect of PDT and chemotherapy.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem