Heterocyclic Building Blocks-Benzoxazole

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.

The aroma quality of jasmine tea refers to the strength and freshness of jasmine fragrance and its coordination with tea aroma, which is regulated by various volatile compounds In this study, seventy volatile compounds of jasmine tea scented by different scenting technol. were analyzed qual. and quant. by gas chromatog.-mass spectrometry (GC-MS). And seven compounds were identified as the key volatile compounds by weighted gene co-expression network anal. (WGCNA), orthogonal partial least squares discriminant anal. (OPLS-DA) and odor activity value (OAV). According to the equation describing seven key volatile compounds and quality of jasmine tea, the optimal scenting technol. was obtained, i.e., the amount of flowers (AF) was 65-78%, scenting time (ST) was 15-17 h, and scenting temperature (SW) was 35-40¡ãC. This study lays a foundation for the study of aroma characteristics of jasmine tea, and guides enterprises to improve jasmine tea processing technol.

Study on the key volatile compounds and aroma quality of jasmine tea with different scenting technology. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

(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.

Ovarian cancer is a highly lethal disease, mainly due to chemoresistance. Our previous studies on metabolic remodeling in ovarian cancer have supported that the reliance on glutathione (GSH) bioavailability is a main adaptive metabolic mechanism, also accounting for chemoresistance to conventional therapy based on platinum salts. In this study, we tested the effects of the in vitro inhibition of GSH synthesis on the restoration of ovarian cancer cells sensitivity to carboplatin. GSH synthesis was inhibited by exposing cells to L-buthionine sulfoximine (L-BSO), an inhibitor of ¦Ã-glutamylcysteine ligase (GCL). Given the systemic toxicity of L-BSO, we developed a new formulation using polyurea (PURE) dendrimers nanoparticles (L-BSO@PUREG4-FA2), targeting LBSO delivery in a folate functionalized nanoparticle.

Polyurea dendrimer folate-targeted nanodelivery of L-buthionine sulfoximine as a tool to tackle ovarian cancer chemoresistance. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

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.

Essential oils obtained from different parts of Achillea coarctata species (inflorescences, stem and leaves and the whole aerial part) collected on four different locations in Serbia have been investigated to evaluate the chem. composition and antibacterial activity of isolated oils. The aim of this study was to determine differences in the chem. composition of essential oils obtained from different plant parts and how different type of substrate as well as different climate conditions affect the chem. composition of essential oils. Oxigenated terpenes were reported to be the major constituents in almost all examinated samples with 1,8-cineole, caryophyllene oxide and cis-cadin-4-en-7-ol identified as dominant compounds Disk diffusion assay was used to determine antibacterial activity against two Gram-pos. (Bacillus subtilis subsp. spizizenii ATCC 6633 and Staphylococcus aureus ATCC 6538) and three Gram-neg. bacteria (Escherichia coli ATCC 8739, Pseudomonas aeruginosa ATCC 9027 and Salmonella abony ATCC 6017). The obtained results showed that essential oils obtained from A. coarctata exhibit significant antibacterial activity against tested bacteria strains. The best inhibitory effect was observed against S. aureus, while on the other hand P. aeruginosa showed high level of resistance to almost all examined essential oils.

Phytochemical Analysis and Antibacterial Activity of Achillea coarctata Poir. Essential Oils. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

1. The impurity of diuretic hydrochlorothiazide 04, also be a medical intermediate.
2. It’s mainly used for the detection of drug impurities, the synthesis of hydrochlorothiazide and the screening of medical structural fragments.
3. Presents a weak alkaline,refrigeration.

. Recommended Products is: 5250-72-6 and 22503-72-6.

The mechanism of chlorination and bromination of dihydrochlorothiazides (I) and related compounds in a mixture of H2O and CCl4, as well as bromination in dry HCONMe2, was discussed. Dropwise addition of equimolar Br in CCl4 to 3-chloro-4,6-disulfamoylaniline (II) suspended in H2O gave 97% the 2-bromo derivative (III), m. 284-9¡ã (decomposition). Recrystallization from 1:1 aqueous ethanol gave a product, m. 304¡ã (decomposition). Addition of II to a Br solution in aqueous KBr gave, after 4 hrs., quant. III, m. 287¡ã. III was also prepared in 72% yield with 100% excess Br. Treating I in a similar manner with 1 or 2 moles Br gave 94% the 5-bromo derivative (IV), m. 300¡ã. Neither 6-chloro-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide, nor 3-oxo-6-chloro-7-sulfamoyl-1,2,4-dihydrobenzothiadiazine 1,1-dioxide could be brominated by this method. Chlorination of II under similar conditions resulted in a pink powder, m. 226¡ã (black foaming melt). This was extracted with Na2SO3 solutions in 1:1 aqueous MeOH to remove 15-20% N-chloro compounds and to give 33% V, m. 285-7¡ã. Similar chlorination of I with 1 mole Cl gave a 1:1 mixture of the 5-Cl derivative (VI) and the 2,5-Cl2 derivative (VII) of I, sintered at 155¡ã and became a red foam at 210-13¡ã, while chlorination with 2 moles Cl gave 98% VII. 154-6¡ã. With equimolar Br and H2O-CCl4 mixtures I (R = Me) gave 87% the 5-bromo derivative, m. 250¡ã. In a similar manner was prepared the 5-bromo deriv, of I (R = Et), m. 255¡ã (decomposition). Bromination under similar conditions of I (R = MeCH:CH), obtained by the action of crotonaldehyde on II, gave a 2: 1 mixture of the mono-brominated product and the starting product. The 3,3-dimethyl-derivative of I gave 80% the 5-bromo derivative, 216-20¡ã (decomposition), but neither the 3,3-pentamethylene derivative (VIIa) nor its p-methyl derivative could be brominated. Since 4-methyldihydrochlorothiazide readily gave 87% the 5-bromo derivative, m. 200¡ã (decomposition), the supposition that the presence of H on N-4 was necessary for the bromination of the benzene ring was ruled out. VIII (R = H) was brominated to a 1:1 mixture of VIII (R = H and R = Br), m. 259-60¡ã (decomposition), whereas IX was easily brominated to 96% 5-bromo-6-amino-7-sulfamoyl-3,3-pentamethylene1,2,4-dihydrobenzothiadiazine 1,1-dioxide, m. 198-200¡ã. Brominations in homogeneous media was effected in dry HCONMe2, with N, N’-dibromo-4,4-dimethylhydantoine (X) as the brominating agent, in order to avoid HBr formation. VIIa was successfully brominated by 0.5 mole at 5¡ã to give 98% the 5-bromo derivative (XI), m. 250-1¡ã (decomposition). The position of the Br atom was established by cleaving XI with boiling N HCl to III in 94% yield and to cyclohexanone, identified as its 2,4-dinitrophenylhydrazone. When VIIa was brominated with equimol. amounts of X, 95% 5,7-dibromo-6-chloro-3,3-pentamethylene-1,2,4-dihydrobenzothiadiazine 1,1-dioxide (XII), m. 173-7¡ã, was isolated. Cleavage of XII with boiling N HCl gave 2,4-dibromo-3-chloro-6-sulfamoylaniline (XIII) in theoretical yield and cyclohexanone. XII was also obtained by similar bromination of VIIa with 1.5 moles X in 10% yield and of XI with 0.5 mole X in 95% yield. Formation of XII was consistently accompanied by formation of strongly acidic compounds III with X gave a mixture of compounds from which XIII and 2,4,6-tribromo-3-chloroaniline were isolated. IV gave excellent yields of 5,7-dibromo-6-chloro-1,2,4- dihydrobenzothiadiazine 1,1-dioxide, m. 242-4¡ã.

Halogenation of dihydrochlorothiazides and related compounds. Recommended basis is hydrochlorothiazide 20. Products is: https://www.ambeed.com/products/742-20-1.html, 432499-63-3

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

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.

Me jasmonate (MeJA) is an airborne hormonal elicitor that induces a fast rise of emissions of characteristic stress marker compounds methanol and green leaf volatiles (GLV), and a longer-term release of volatile terpenoids, but there is limited information of how terpene emissions respond to MeJA in terpene-storing species. East-Indian lemongrass (Cymbopogon flexuosus), an aromatic herb with a large terpenoid storage pool in idioblasts, was used to investigate the short- (0-1 h) and long-term (1-16 h) responses of leaf net assimilation rate (A), stomatal conductance (Gs) and volatile emissions to MeJA concentrations ranging from moderate to lethal. Both A and Gs were increasingly inhibited with increasing MeJA concentration in both short and long term. MeJA exposure resulted in a rapid elicitation, within 1 h after exposure, of methanol and GLV emissions. Subsequently, a secondary rise of GLV emissions was observed, peaking at 2 h after MeJA exposure for the highest and at 8 h for the lowest application concentration The total amount and maximum emission rate of methanol and the first and second GLV emission bursts were pos. correlated with MeJA concentration Unexpectedly, no de novo elicitation of terpene emissions was observed through the experiment Although high MeJA application concentrations led to visible lesions and desiccation in extensive leaf regions, this did not result in breakage of terpene-storing idioblasts. The study highlights an overall insensitivity of lemongrass to MeJA and indicates that differently from mech. wounding, MeJA-driven cellular death does not break terpene-storing cells. Further studies are needed to characterize the sensitivity of induced defense responses in species with strongly developed constitutive defenses.

Acute methyl jasmonate exposure results in major bursts of stress volatiles, but in surprisingly low impact on specialized volatile emissions in the fragrant grass Cymbopogon flexuosus. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

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.

Frankincense is a fragrant resin produced by Boswellia species, and has been used for centuries as a perfume, medicine, and incense, and is an important cosmetic and therapeutic product today. A number of studies have been conducted on the resin essential oils, but many have used com. sources outside of the country of origin, leading to potential taxonomic confusion or misidentification. Individual Boswellia papyrifera resin samples were each obtained directly from 11 individual trees in Sudan, hydrodistd., the volatile phytochems. determined by gas chromatog. methods, and the chem. compositions subjected to cluster anal. All samples were very similar, with high levels of octyl acetate (49.5%-81.0%) and octanol (6.5%-13.7%), and varying levels of diterpenoids (6.6%-32.7%). The cluster anal. indicated 3 highly similar groups, defined by (1) relatively higher levels of octyl acetate (58.9%-81.0%), but with low levels of diterpenoids (6.6%-18.6%); (2) relatively lower levels of octyl acetate (49.5%-61.3%), but with a higher proportion of diterpenoids (19.0%-22.8%); and (3) with octyl acetate (51.6%) and diterpenoids (32.7%).

Inter-Tree Variation in the Chemical Composition of Boswellia papyrifera Oleo-Gum-Resin. Recommended basis is Cadinene. Products is: https://www.ambeed.com/products/189165-77-3.html, 51905-84-1

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

(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.

A Pd(II)-catalyzed direct arylation of NH-sulfoximines and sulfonamides with arylhydrazine hydrochlorides was herein demonstrated without participation of any organic ligands under mild conditions. The oxidative methodol. afforded a smooth routine toward N-aryl sulfoximines and sulfonamides with high efficiency (up to 93% yields) and broad functional groups tolerance (up to 40 examples) through a denitrogenative pathway. The protocol was proposed to take place through the free radical pathway based on the results of control reactions and literature explorations.

Palladium-catalyzed denitrogenative arylation of sulfoximines and sulfonamides with arylhydrazines under mild conditions. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

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 Ru(II)-catalyzed enantioselective C-H activation/annulation of sulfoximines with ¦Á-carbonyl sulfoxonium ylides using a novel class of chiral binaphthyl monocarboxylic acids as chiral ligands, which can be easily and modularly prepared from 1,1′-binaphthyl-2,2′-dicarboxylic acid to give benzo[e][1,2]thiazine 1-oxide derivatives I [R = i-Pr, 2-furyl, Ph, etc.; Ar = Ph, 3-ClC6H4, 4-F3CC6H4, 2-FC6H4, etc.] was described. A broad range of sulfur-stereogenic sulfoximines were prepared in high yields with excellent enantioselectivities (up to 99% yield and 99% ee) via desymmetrization, kinetic resolution, and parallel kinetic resolution Furthermore, the resolution products can be easily transformed to chiral sulfoxides and key intermediates for kinase inhibitors.

Efficient Synthesis of Sulfur-Stereogenic Sulfoximines via Ru(II)-Catalyzed Enantioselective C-H Functionalization Enabled by Chiral Carboxylic Acid. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/1621962-30-8.html, 50578-18-2

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

(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.

Cervical cancer is the fourth most common cancer in women worldwide, and arsenic has a certain effect in solid tumor chemotherapy. As the rate-limiting enzyme subunit of GSH synthesis, GCLC may be an important target for arsenic to induce apoptosis through mitochondrial apoptosis pathway to exert anti-tumor effect. NF-¦ÊB plays an important role in the occurrence and development of cervical cancer and can regulate the expression of GCLC. miR-21 is a potential biomarker of cervical cancer, which can induce apoptosis through ROS regulated the mitochondrial pathway of cells. However, the role of miR-21 in the mitochondrial pathway of cervical cancer cells induced by NaAsO2 through NF-¦ÊB/GCLC and GSH synthesis regulated oxidative stress is rarely reported. Therefore, the purpose of this study was to investigate whether NaAsO2 might induce mitochondrial damage and apoptosis of cervical cancer cells through NF-¦ÊB/ miR-21 /GCLC induced oxidative stress, and play the anti-tumor role of arsenic as a potential drug for the treatment of cervical cancer. Hela cells were treated with different concentrations of NaAsO2, D, -Buthionine-(SR)-sulfoximine (BSO), I¦ÊB¦Á inhibitor (BAY 11-7082) and miR-21 Inhibitor. CCK-8 assay, Western Blot, qRT PCR, immunofluorescence, transmission electron microscopy, mitochondrial Membrane Potential Assay Kit with JC-1,2¡ä,7¡ä-Dichlorofluorescin diacetate fluorescent probe and Annexin V-FITC were used to measure cell activity, GSH and ROS, mitochondrial morphol. and membrane potential (¦¤¦·m), protein and mRNA expression of GCLC, GCLM, p65, I¦ÊB¦Á, p-P65, p-I ¦ÊB¦Á, Bcl-2, BAX, Caspase3, cleaved-caspase3 and miR-21. Compared with the control group, with the gradual increasing dose of NaAsO2, cell viability was considerable reduced, and increased rate of apoptosis, intracellular GSH level was decreased significantly, ROS was increased, mitochondrial structure was damaged, mitochondrial membrane potential ¦¤¦·m and Bcl2/BAX lowered, the expression of Caspase3 and cleaved-caspase3 were significantly increased, resulting in mitochondrial apoptosis. When Hela cells were treated with 15, 20, and 25 ¦Ìmol/L NaAsO2, the mRNA and protein levels of GCLC and GCLM were reduced, the expression of p65 in the nucleus was increased, the expression of p-p65/p65, p-I¦ÊB¦Á/I¦ÊB¦Á and miR-21 were significantly increased. When BSO increased the inhibitory effect of NaAsO2 on GCLC, Compared with NaAsO2 group, the ¦¤¦·m and protein of Bcl-2/BAX, caspase3 and cleaved-capsase3 were increased. When BAY 11-7082 combined with NaAsO2 co-treated, compared with the NaAsO2 group, the protein and mRNA expression of GCLC was increased, NaAsO2-increased expression level of miR-21 was suppressed, and the ¦¤¦·m and cell viability were higher. In addition, compared with the combination of NaAsO2 and miR-21NC, the protein expression of GCLC was increased, the ¦¤¦·m and cell viability reduction were alleviated by miR-21 Inhibitor combined with NaAsO2. NaAsO2 may lead to ROS accumulation in Hela cells and trigger mitochondrial apoptosis. The mechanism may be related to the activation of NF-¦ÊB signaling pathway and the promotion of miR-21 expression which leads to the inhibition of GCLC expression and the significant decrease of intracellular reductive GSH synthesis.

NaAsO2 decreases GSH synthesis by inhibiting GCLC and induces apoptosis through Hela cell mitochondrial damage, mediating the activation of the NF-¦ÊB/miR-21 signaling pathway. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem

(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.

A practical method for the synthesis of ¦Á-ketoamides of sulfoximines I [R1 = Ph, 4-MeC6H4, Bn, etc.; R2 = Me, Et, Ph, etc.; R3 = H, 4-F, 2-Cl, etc.] was developed from NH-sulfoximines and acetophenones using selenium dioxide as an oxidant. The reactions proceeded under mild conditions in the absence of any additives and provided good to excellent yields of ¦Á-keto-N-acylsulfoximines. Moreover, the optimized condition was well-suited to the task of ¦Á-ketoacylation of sulfoximines with phenylacetaldehyde and arylacetylenes. ¦Á-Hydroxy N-acylsulfoximines were obtained in good yields from ¦Á-keto N-acylsulfoximines via reduction or Grignard reactions.

Selenium Dioxide Promoted ¦Á-Keto N-Acylation of Sulfoximines Under Mild Reaction Conditions. Recommended basis is Sulfoximine, Bioisosteric. Products is: https://www.ambeed.com/products/50578-18-2.html, 145026-07-9

Referemce:
Benzoxazole – Wikipedia,
Benzoxazole | C7H5NO – PubChem