benzoxazole | Page 31 of 670 | Heterocyclic Building Blocks-Benzoxazole

Miao, Jinmin’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2014 | CAS: 145026-07-9

Rhodium-catalyzed direct synthesis of unprotected NH-sulfoximines from sulfoxides. 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.

A novel rhodium-catalyzed imination of sulfoxides using O-(2,4-dinitrophenyl)hydroxylamine is developed under mild conditions with good functional group tolerance. This method provides an efficient access to free NH-sulfoximines, an important structural unit in a variety of biol. active compounds E.g., in presence of Rh2(esp)2 and O-(2,4-dinitrophenyl)hydroxylamine in trifluoroethanol, imination of sulfoxide derivative (I) gave 84% sulfoximine derivative (II).

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Mahanta, Bhaskar Protim’s team published research in Industrial Crops and Products in 2022-06-30 | CAS: 483-76-1

Phytotoxic essential oil from black turmeric (Curcuma caesia Roxb.) rhizome: Screening, efficacy, chemical basis, uptake and mode of transport. 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.

Plant-based phytotoxins play an important role in plant-plant interaction and are of great promise for the development of bioherbicide. In this study, screening of essential oils from six different Curcuma rhizomes identified black turmeric (Curcuma caesia Roxb.) oil as an efficient growth inhibitor in wheatgrass coleoptile bioassay (IC50 57.1¦Ìg/mL). The phytotoxic efficacy of this oil was further confirmed through the dose dependent (10.0-300.0¦Ìg/mL) inhibition of germination, coleoptile and radicle growth of wheatgrass seeds in water medium (IC50 176.7, 90.6 and 93.0¦Ìg/mL resp.) and the pre-germinated seeds in agar medium. Activity-guided fractionation and purification of the crude oil identified curzerenone, a major furanosesquiterpene in this oil as the most active phytotoxin (IC50 13.0¦Ìg/mL in coleoptile bioassay; 188.3, 34.7 and 36.7¦Ìg/mL resp. in water medium). Structure-activity relationship study indicated the importance of all the functional groups for its phytotoxicity. A significant contribution by the oxygenated monoterpenes towards oil phytotoxicity was also evidenced. Though inhibitory efficacy of the oil was comparatively weak in soil, a profound activity through aerial diffusion was observed against germination and/or growth of fresh and pre-germinated wheatgrass seeds (IC50 1.4-6.2 mg/L air). The study also confirmed the uptake of active phytotoxins with no detectable transformation by the seeds in water and their persistence in the soil for at least one and half months. Further, its applicability was demonstrated through an efficient post-emergence growth inhibition (IC50 37.0-81.4¦Ìg/mL) of bermudagrass weed in water and agar medium.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Pintatum, Aknarin’s team published research in Arabian Journal of Chemistry in 2022-10-31 | CAS: 483-76-1

Volatile constituents of Amomum argyrophyllum Ridl. and Amomum dealbatum Roxb. and their antioxidant, tyrosinase inhibitory and cytotoxic activities. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

The volatile components from fresh rhizomes and leaves of Amomum argyrophyllum Ridl. and Amomum dealbatum Roxb. were performed using HS-SPME and charac-terized by GC-MS. A total of 49, 47, 49, and 34 compounds were identified from the rhizomes and leaves of A. argyrophyllum and A. dealbatum, resp. The major components were ¦Â-pinene, ¦Á-pinene, and o-cymene. The rhizome extracts exhibited total phenolic content of 2.9 ¡À 0.5 and 2.1 ¡À 0.6 mg gallic acid equivalent The IC50 values of DPPH and ABTS were 179.8 ¡À 3.9 ¦Ìg/mL, 392.9 ¡À 2.6 ¦Ìg/mL, 120.3 ¡À 2.5 ¦Ìg/mL, and 328.6 ¡À 3.3 ¦Ìg/mL, resp. The FRAP values were 76.5 ¡À 7.8 and 84.9 ¡À 4.4 ¦ÌM ascorbic acid equivalent The extracts showed weak antibacterial activity and tyrosinase inhibitory activity of 69.0 ¡À 3.6 and 53.7 ¡À 7.4 mg kojic acid equivalent The cytotoxicity effect was assessed with the MTT assay at 200 ¦Ìg/mL. The extracts showed no toxicity. In addition, the anti-inflammatory properties of extracts were evaluated, and showed potential to inhibit nuclear factor-¦ÊB (NF-¦ÊB) activity.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Aher, Yogesh N.’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2018 | CAS: 145026-07-9

Cp*Ir(III)-catalyzed C-H/N-H functionalization of sulfoximines for the synthesis of 1,2-benzothiazines at room temperature. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

The first Cp*Ir(III)-catalyzed C-H/N-H bond functionalization of sulfoximines with ¦Á-diazocarbonyl compounds has been developed for the synthesis of 1,2-benzothiazines under redox-neutral conditions. The reactions proceed at room temperature with excellent functional group tolerance and high yields without the requirement of any silver additive.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Zheng, Guangfan’s team published research in Organic Chemistry Frontiers in 2018 | CAS: 1621962-30-8

Rhodium(III)-catalyzed annulative coupling between arenes and sulfoxonium ylides via C-H activation. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

4-(S-Methylsulfonimidoyl)benzonitrile (BD00975057) 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.

An efficient strategy was developed for the synthesis of 1,2-benzothiazines and isoquinolines I [R = H, 6-Me, 8-F, etc.; R1 = Me, Ph, NHPh, etc.; R2 = Me, t-Bu, 2-FC6H4, etc.; X = C, S(O)] via Rh-catalyzed annulative coupling of aryl-imines/sulfoximines with sulfoxonium ylides. This protocol was also extended for the synthesis of isoquinoline-N-oxides such as II [R3 = Me, Et; R4 = H, 6-t-Bu, 7-Cl, etc.; Ar = Ph, 2-MeC6H4, 4-FC6H4, etc.] and naphthoimidazo[1,2-a]pyridines III [R5 = H, 2-Me, 3-Cl, etc.] from ketoximes and 2-arylimidazo[1,2-a]pyridines resp.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

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

Chemical composition, antifungal and antioxidant activities of wild and cultivated Origanum compactum essential oils from the municipality of Chaoun, Morocco. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Origanum compactum is a medicinal species endemic to Morocco and highly exploited for its therapeutic properties. In the present study, we examined the chem. composition and biol. activities of the essential oils from wild and cultivated O. compactum. The chem. composition was analyzed by gas chromatog. coupled with mass spectrometry (GC/MS). The yield of essential oils was 3.5% for the wild plants and 3.4% for the cultivated plants. Twelve compounds have been identified in the essential oils of wild plants. Carvacrol was the predominant compound (59.0%), followed by p-cymene (18.4%) and then by ¦Ã-terpinene (8.4%). For the cultivated plants, 27 compounds were identified. Here again, carvacrol was the predominant compound (45.3%), followed by p-cymene (22.2%) and by ¦Ã-terpinene (10.1%). The antifungal activity of essential oils was evaluated against four Candida strains using the aromatogram method, the min. inhibitory concentration (MIC) and the min. fungicidal concentration (MFC). In semi-solid medium, essential oils were active against all the strains tested. In liquid medium, MIC values ranged from 216 to 234¦Ìg/mL, while the MFC was 288¦Ìg/mL. Antioxidant activity was investigated by 2,2-diphenyl-1,1,picrylhydrazil radical (DPPH) and the findings showed that the essential oils of both plants have a good antioxidant effect. In conclusion, domestication is a practical approach to preserve O. compactum from extinction without compromising its biol. activities. Besides, the essential oils of O. compactum could be a promising and sustainable alternative to replace the synthetic compounds used currently in pharmaceutical and food industries.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Dong, Ziliang’s team published research in Chem in 2020-06-11 | CAS: 83730-53-4

Corrigendum: Synthesis of CaCO3-Based Nanomedicine for Enhanced Sonodynamic Therapy via Amplification of Tumor Oxidative Stress [Erratum to document cited in CA173:313754]. 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.

In the originally published version of this article, the confocal images of 4T1 cells from the PBS group in Figure 3C were unfortunately identical to those in the BSO group as a result of a copy-and-paste error during figure compilation. The corrections are provided.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Guan, Xin’s team published research in Advanced Functional Materials in 2020-07-06 | CAS: 83730-53-4

Tumor Metabolism-Engineered Composite Nanoplatforms Potentiate Sonodynamic Therapy via Reshaping Tumor Microenvironment and Facilitating Electron-Hole Pairs’ Separation. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

Reactive oxygen species (ROS) depletion and low ROS production that result from the intratumoral redox metabolism equilibrium and low energy conversion efficiency from ultrasound mech. energy to ROS-represented chem. energy, resp., are two vital inhibitory factors of sonodynamic therapy (SDT). To address the two concerns, a tumor metabolism-engineered composite nanoplatform capable of intervening intratumoral ROS metabolism, breaking the redox equilibrium, and reshaping the tumor microenvironment is constructed to reinforce SDT against tumors. In this metabolism-engineered nanoplatform, Nb2C nanosheets serve as the scaffold to accommodate TiO2 sonosensitizers and L-buthionine-sulfoximine. Systematic experiments show that such nanoplatforms can reduce ROS depletion via suppressing glutathione synthesis and simultaneously improving ROS production via the Nb2C-enhanced production and separation of electron-hole pairs. Contributed by the combined effect, net ROS content can be significantly elevated, which results in the highly efficient anti-tumor outcomes in vivo and in vitro. Moreover, the combined design principles, i.e., tumor metabolism modulation for reducing ROS depletion and electron-hole pair separation for facilitating ROS production, can be extended to other ROS-dependent therapeutic systems.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Altenburg, Bianca’s team published research in ACS Medicinal Chemistry Letters in 2020-10-08 | CAS: 4381-25-3

Chiral Analogues of PFI-1 as BET Inhibitors and Their Functional Role in Myeloid Malignancies. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

(S-Methylsulfonimidoyl)benzene (BD302898) 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: 83730-53-4 and 1621962-30-8.

Structural analogs of PFI-1 varying at the sulfur core were prepared, and their activities as BET inhibitors in myeloid cell lines and primary cells from patients with acute myeloid leukemia were studied. Docking calculations followed by mol. dynamics simulations revealed the binding mode of the newly prepared inhibitors, suggesting explanations for the observed high enantiospecificity of the inhibitory activity.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

Sharma, Nidhi’s team published research in RSC Advances in 2016 | CAS: 50578-18-2

Palladium nanoparticles catalyzed aroylation of NH-sulfoximines with aryl iodides. 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 novel approach towards aroylation of NH-sulfoximines using Pd nanoparticles stabilized by a binaphthyl backbone (Pd-BNP) was developed. This synthetic protocol involved the Pd-BNP promoted carbon monoxide insertion of aryl iodides to form an aroyl intermediate which further reacted with NH-sulfoximines to form N-aroyl sulfoximine derivatives in good to excellent yields. The Pd-BNP catalyst was recovered and reused up to six times.

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem