Heterocyclic Building Blocks-Benzoxazole

(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 highly efficient Rh(III)-catalyzed cascade C-H activation/annulation of sulfoximines 2-R-3-R1-4-R2C6H2S(O)(=NH)R3 (R = H, Me, OMe, Cl, Br; R1 = H, Me, OMe, Br, NO2; R2 = H, F, CN, C(O)Me, etc.; R1R2 = -CH=CH-CH=CH-; R3 = Me, Et, Bn, etc.) with iodonium ylides I (n = 0, 1; R4 = H, Me, Ph; R5 = H, Me) under metal-oxidant-free conditions has been reported. The fused cyclohexanone-1,2-benzothiazine scaffolds II is readily achieved with a one-pot process in this reaction. This protocol exhibits good functional group tolerance and moderate to excellent yields. Addnl., the olefination of the target product II (n = 1; R = R1 = R2 = H; R3 = Me; R4 = R5 = H) illustrates the promising usefulness of this strategy.

Rhodium(III)-catalyzed cascade C-H functionalization/annulation of sulfoximines with iodonium ylides for the synthesis of cyclohexanone-1,2-benzothiazines. 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

(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.

PD is one of most common neurodegenerative diseases. Environmental stressors such as oxidative stress (OS), calcium ion influx, apoptosis, and inflammation mechanisms are linked to activated microglia in patients with PD. The OS-dependent activated transient receptor potential melastatin 2 (TRPM2) channel is modulated in several neurons by glutathione (GSH). However, the cellular and mol. effects of GSH alteration on TRPM2 activation, OS, apoptosis, and inflammation in the microglia remain elusive. The microglia of TRPM2 wild-type (TRPM2-WT) and knockout (TRPM2-KO) mice were divided into control, PD model (MPP), L-buthionine sulfoximine (BSO), MPP + BSO and MPP + BSO + GSH groups. MPP-induced increases in apoptosis, death, OS, lipid peroxidation, PARP1, caspase-3 and caspase-9, inflammatory cytokines (IL-1beta, TNF-a, IL-6), and intracellular free Zn2+ and Ca2+ levels in the microglia of TRPM2-WT mice were further increased by the BSO treatment, although they were diminished by the GSH treatment. Their levels were further reduced by PARP1 inhibitors (PJ34 and DPQ) and TRPM2 blockers (ACA and 2-APB). However, the effects of MPP and BSO were not observed in the microglia of TRPM2-KO mice. Taken together, our data demonstrate that maintaining GSH homeostasis is not only important for quenching OS in the microglia of patients with PD but also equally critical to modulating TRPM2, thus suppressing inflammatory responses elicited by environmental stressors.

Glutathione Depletion and Parkinsonian Neurotoxin MPP+-Induced TRPM2 Channel Activation Play Central Roles in Oxidative Cytotoxicity and Inflammation in Microglia. 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

(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.

Microorganisms with high selenite-tolerant and efficient reduction ability of selenite have seldom been reported. In this study, a highly selenite-resistant strain (up to 500 mM), isolated from lateritic red soil, was identified as Proteus penneri LAB-1. Remarkably, isolate LAB-1 reduced nearly 2 mM of selenite within 18 h with the production of selenium nanoparticles (SeNPs) at the beginning of the exponential phase. Moreover, in vitro selenite reduction activities of strain LAB-1 were detected in the membrane protein fraction with or without NADPH/NADH as electron donors. Strain LAB-1 transported selenite to the membrane via nitrate transport protein. The selenite was reduced to SeNPs through the glutathione pathway and the catalysis of nitrate reductase, and the glutathione pathway played the decisive role. P. penneri LAB-1 could be a potential candidate for the selenite bioremediation and SeNPs synthesis.

Selenium nanoparticle rapidly synthesized by a novel highly selenite-tolerant strain Proteus penneri LAB-1. 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. 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.

As compared with chlorothiazide, the effect of hydrochlorothiazide (I) was 10-fold stronger. Its effect could be increased further by introducing a dichloromethyl group at C-3, or by building a 3rd ring into the compound at this point. The resulting 3,3-pentamethylene-I and 3,3-(3-thiapenta-methylene)-I were 2-4-fold more effective than I. The I derivatives increased Na excretion. As long as a Na excess was present in the organism, the K excretion was not affected. Extirpation of the adrenals did not alter the effect of I if the rats were kept on a physiol. sufficient cortexone and hydrocortisone regimen. Excess cortexone doses >1.5 mg./kg. or >0.1 mg. aldosterone/kg. inhibited the I effect.

Diuretic effect of hydrochlorothiazide derivatives. 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.

Plant oils are sources of metabolites that have enormous potential for industrial applications. Herein, the chem. profile and in vitro antimicrobial activity of the essential oil (EO) from the leaves of Guatteria citriodora Ducke (Annonaceae) have been investigated for the first time. The composition of the hydrodistd. EO was analyzed using gas chromatog.-mass spectrometry (GC-MS), which permitted the identification of oxygenated monoterpenes as the most highly representative class, and included citronellal (40.99%) and citronellol (14.6%) as the main compounds The antimicrobial activity of G. citriodora EO (GcEO) was evaluated against pathogenic bacteria and phytopathogenic fungi. The exptl. design was completely randomized (CRD), and used doses for each microorganism. Gram-pos. strains were the most sensitive with a min. inhibitory concentration (MIC) of 5.0¦ÌL mL-1, while Gram-neg. strains were 10.0¦ÌL mL-1. The most potent antifungal activity was against Alternaria alternata (MIC of 1.25¦ÌL mL-1). In addition, it fully inhibited A. alternata conidia germination at the min. inhibitory concentration The nucleic acid and soluble protein contents were significantly released from the conidia of A. alternata after treatment with GcEO. Using SEM (SEM), morphol. alterations were observed in the conidia, which indicates that a lesion in the cytoplasmic membrane is one of its mechanisms of action. Overall, these results indicate that GcEO is an antimicrobial agent with potential applications in the agriculture, food, and pharmaceutical industries.

Untargeted metabolomics used to describe the chemical composition and antimicrobial effects of the essential oil from the leaves of Guatteria citriodora Ducke. 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.

Volatile oil from traditional Chinese medicine has various biol. activities and has pharmacol. activities in the central nervous system, digestive system, cardiovascular system, respiratory system, etc. These oils are widely used in clin. practice. However, the development of their clin. applications is restricted due to the disadvantages of volatile oils, such as high stimulation, high volatility and poor stability. To improve the stability of a volatile oil in the preparation process, its volatilization and stable release must be controlled. In this paper, porous starch was used as a solid carrier material, and liquid volatile oil was solidified by phys. adsorption. GC-MS was used to determine the chem. constituents of the volatile oil, solidified powder and tablets, and the volatilization rules of 34 chem. constituents were analyzed statistically. The solidified volatile oil/porous starch powder was characterized by XRD, TGA and DSC, and the VOCs of the volatile oil before and after solidification were analyzed by portable GC-MS. Finally, the stable release of the volatile oil could be optimized by changing the porous starch ratio in the formulation. Volatilization was shown to be closely related to the peak retention time and chem. composition, which was consistent with the theory of flavor. The phys. properties and chem. composition of the volatile oil did not change after curing, indicating that the adsorption of the volatile oil by porous starch was phys. adsorption. In this paper, the porous starch-solidified volatile oil had a slow-release effect, and the production process is simple, easy to operate, and has high application value.

Study of the volatilization rules of volatile oil and the sustained-release effect of volatile oil solidified by porous starch. 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.

In this study, we have explored the possible role of ascorbic acid (ASC) and glutathione (GSH) in alleviating arsenate (AsV) toxicity in brinjal roots. Moreover, we have also focused our attention on the possible involvement of endogenous nitric oxide (NO) in accomplishing this task. AsV treatment neg. impacts the length and fresh weight of roots and shoots as well as the dry weight and fitness of roots, and this was accompanied by greater As accumulation in roots and shoots of brinjal. AsV treatment also declined the endogenous NO level by inhibiting Nitric Oxide Synthase-like (NOS-like) activity. Furthermore, AsV stimulated oxidative stress markers, caused protein damage by their carbonylation due to downregulation in antioxidants [particularly ascorbate (AsA)-GSH cycle], leading to disturbed cellular redox status. This, collectively, led to root cell death in brinjal. However, the addition of either ASC or GSH rescued brinjal roots from the toxic effects of AsV in. Interestingly, lycorine (an inhibitor of ASC biosynthesis) further increased AsV toxicity, while ASC rescued its effects. Moreover, buthionine sulfoximine (BSO, an inhibitor of GSH biosynthesis) interestingly increased further AsV toxicity, while GSH rescued the plant from the As toxic effects. An interesting notion of this study was that GSH rescued the toxic effect of lycorine, while ASC rescued the toxic effect of BSO, though the AsV toxicity mediated by either ASC or GSH was always accompanied by high endogenous NO level and NOS-like activity. All together, these results suggest that ASC and GSH independently mitigate AsV toxicity in brinjal roots, but both might be dependent on endogenous NO for accomplishing the AsV toxicity alleviatory tasks.

Ascorbate and glutathione independently alleviate arsenate toxicity in brinjal but both require endogenous nitric oxide. 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.

The one-pot synthesis of well-defined 5-(diarylimino) and 5-(sulfoximido)dibenzothiophenium triflates, resp. from diarylimines or sulfoximines, was reported and the structures of a series of these compounds were elucidated by X-ray crystallog. In analogy to their hypervalent I(III) analogs, the iminoyl and sulfoximidoyl groups of these compounds can be selectively transferred to organic substrates. Specifically, the uncatalyzed imination of thiols or sulfinates proceeds with good yields, while under the mild reaction conditions offered by visible light photoredox catalysis, the radical amination of hydrazones or the sulfoximidation of benzylic, allylic and propargylic C-H bonds takes place satisfactorily.

5-(Diarylimino)- and 5-(sulfoximido)dibenzothiophenium triflates: syntheses and applications as electrophilic aminating reagents. 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. 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.

A series of 3-substituted 3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxides was synthesized by condensation of substituted orthanilamides with aldehydes and the compounds tested for their efficacy as diuretic agents. Some side products and unusual reactions which occurred in the application of the general synthetic method were examined The following acetals were prepared by known methods: the diethyl acetals of bromochloroacetaldehyde, iodoacetaldehyde, dibromoacetaldehyde, ¦Á-bromoisovaleraldehyde, ¦Á-bromopropionaldehyde, ¦Á-bromomethylbutyraldehyde, phenylglyoxal, methylthioacetaldehyde, benzylthioacetaldehyde, phenylthioacetaldehyde, phenoxyacetaldehyde, p – chloro-, p-methyl-, and p-methoxyphenylacetaldehydes, and carbethoxyacetaldehyde; the dimethylacetals of ¦Á-bromophenylacetaldehyde and ¦Á-chlorophenylacetaldehyde; and the dipropyl acetal of ¦Á,¦Á-dichloropropionaldehyde. With the exception of p-isopropylphenyl- and 2,4,6-trimethylphenylacetaldehydes, the requisite aldehydes were com. available. The following general methods were used in the condensation of the substituted orthanilamide with various aldehydes. The yields varied from 30 to 90% and optimum conditions were not determined Method A. The substituted orthanilamide (0.01 mole) and 0.2 mole aldehyde component was refluxed 12 hrs. in 25-50 ml. MeCN, the solvent and excess aldehyde evaporated, and the residue crystallized Method B. The orthanilamide and 2 molar equivalents aldehyde (or its acetal) in alc.-HCl were refluxed 1-2 hrs., concentrated, diluted with CHCl3, concentrated, the mixture cooled, the product collected, washed, and recrystallized Method C. The orthanilamide (5 g.), 15-30 ml. acetal, and enough 18% alc.-HCl was heated 30-60 min. at 110-150¡ã, the alc. distilled, the mixture cooled, the solid filtered off, and washed with Et2O. In cases where the product did not crystallize, the excess solvent was removed and the residue triturated with Et2O. Method D. A mixture of the substituted orthanilamide and 1.1 equivalents aldehyde was heated 1 hr. at 200¡ã, cooled, and the crude product recrystallized The following 7-sulfamoyl-dihydrobenzothiadiazine 1,1-dioxides were thus obtained (6-, 5-, 3-substituents, method of preparation, m.p., and recrystallization solvent given): Cl, H, Me, A, 256¡ã, EtOAc-hexane; Cl, Cl, Me, A, 268-9¡ã, EtOAc-hexane; Cl, H, Et, A, 269-70¡ã, tetrahydrofuran-CHCl3; Cl, H, Pr, B, 247¡ã, MeOH-CHCl3; Cl, H, iso-Pr, A, 308-9¡ã, MeCN; Cl, H, Bu, B, 213¡ã, MeOH-CHCl3; CF3, H, Bu, B, 174-5¡ã, EtOAc-CHCl3; Cl, H, iso-Bu, B, 228¡ã, MeOH-CHCl3; Cl, H, tert-Bu, B, 326-7¡ã MeOH; Cl, H, C5H11, B, 207-8¡ã, MeOH-CHCl3; Cl, H, CH2Cl, C, 239-40¡ã, EtOAc-hexane; Cl, H, CH2Br, C, 216-17¡ã EtOAc-hexane; Cl, H, CH2I, C, 214¡ã, EtOAc-hexane; Cl, H, CHBrMe, C, 252-3¡ã, EtOAc-hexane; Cl, H, CHBrPr-iso, C, 180¡ã, EtOAc-hexane; Cl, H, CBrMeEt, C, 188-9¡ã, EtOAc-hexane; Cl, H, CHCl2, B, 280-1¡ã, MeOH-CHCl3; Br, H, CHCl2, B, 264-6¡ã, MeOH-CHCl3; F, H, CHCl2, B, 266¡ã, MeOH-CHCl3; CF3, H, CHCl2, B, 259-60¡ã, MeOH-CHCl3; Cl, H, CHClBr, C, 256¡ã, EtOAc-hexane; Cl, H, CHBr2, C, 247¡ã, EtOAc; Cl, H, CHF2, B, 296-7¡ã, MeOH-CHCl3; Cl, H, CCl2Me, B, 285¡ã, Me2COCHCl3; Cl, H, CMe2CH2OH, B, 250-1¡ã, MeOH; Cl, H, CH2OEt, B, 223¡ã, alc.-CHCl3; Cl, H, CH2COMe, C, 210¡ã, alc.-hexane; Cl, H, glycidyl, A, 246¡ã, MeCN; Cl, H, CH2SMe, B, 216-17¡ã, EtOAc-CHCl3; Cl, H, CH2CO2Et, B, 216-17¡ã, MeOH-CHCl3; Cl, H, CH2NH2, B, 178-80¡ã, Me2CO-pentane; Cl, H, piperidinomethyl, B, 173-5¡ã, EtOAc-hexane; Cl, H, Ph, B, 241-2¡ã, Me2CO-pentane; Cl, H, p-ClC6H4, D, 258-9¡ã, MeOH-CHCl3; Cl, H, o-ClC6H4, D, 272-4¡ã, MeOH-CHCl3; Cl, H, 2,4-(MeO)2C6H3, D, 211-12¡ã, MeOH; Cl, H, 3,4,5-(MeO)3C6H2, B, 244-6¡ã, Me2CO-CHCl3; Cl, H, p-EtO2CC6H4, B, 255-6¡ã, MeOH; Cl, H, p-HO2CC6H4, D, 289-90¡ã, tetrahydrofuran-CHCl3; Cl, H, 2-furyl, B, 190-5¡ã, MeOH-CHCl3; Cl, H, 2-thienyl, D, 211-13¡ã, MeOH-CHCl3; Cl, H, 2-(5-nitrofuryl), B, 239¡ã, MeOH-CHCl3; Cl, H, CH2Ph, C, 267-8¡ã, MeOH; Br, H, CH2Ph, B, 266¡ã, Me2CO-CHCl3; CF3, H, CH2Ph, B, 228¡ã, MeOH-CHCl3; Cl, H, p-MeC6H4CH2, B, 242-4¡ã, MeOH; Cl, H, p-iso-PrC6H4CH2, B, 232-3¡ã, EtOAc-hexane; Cl, H, 2,4,6-Me3C6H2CH2, B, 276-8¡ã, tetrahydrofuran-CHCl3; Cl, H, p-ClC6H4CH2, B, 245-6¡ã, MeOH-Et2O; Cl, H, p-MeOC6H4CH2, B, 239-41¡ã, MeOH; Cl, H, 3,4-(MeO)2C6H3CH2, B, 250-1¡ã, alc.; Cl, H, CHMePh, B, 231-2¡ã, EtOAc-hexane; Cl, H, CH2CH2Ph, B, 230¡ã, MeOH-CHCl3; CF3, H, CH2CH2Ph, B, 234-6¡ã, EtOAc-hexane; Cl, H, (CH2)3Ph, B, 214-15¡ã, MeOH-CHCl3; Cl, H, CH2OPh, B, 257¡ã, Me2CO-CHCl3; Cl, H, CH2SPh, B, 211-13¡ã, MeOH-CHCl3; Cl, H, CH2SCH2Ph, B, 218-19¡ã, MeOH-CHCl3; Cl, H, 3-cyclohexenyl, A, 248-9¡ã, MeOH-CHCl3; Cl, H, Cú·CPh, C, 238-9¡ã, alc.-hexane; Cl, H, 1-(2,5-endo-methylene-3-ethoxycarbonylcyclohexyl), B, 245-7¡ã, MeOH-hexane. HCHO (1.2 g., 36-8%) added to 2.94 g. 5-chloro-2,4-disulfamoylaniline in 5 ml. MeOH, the mixture refluxed 1 hr., evaporated, the residue dissolved in H2O, and cooled gave 2.05 g. 6-chloro-3,4-dihydro-7-sulfamoyl-1,2,4-benzothiadiazine, 1,1-dioxide, m. 266.5-7.5¡ã. Essentially the same procedure was used in the preparation of 5,6-dichloro-3,4-dihydro-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide, m. 307-9¡ã (H2O), and the 5-methyl-6-chloro analog, m. 302-3¡ã (alc.-H2O). 5-Chloro-2,4-disulfamoylaniline (2.5 g.), 3 g. dichloroacetal, 25 ml. 18% alc.-HCl, and 0.25 ml. H2O refluxed 5 hrs., evaporated, cooled, treated with CHCl3, and refrigerated overnight gave 2 g. 6-chloro-3-dichloromethyl-3,4-dihydro-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide. Difluoroacetic acid (17.9 g.) and 31 g. benzotrichloride containing a little ZnCl2 heated to reflux until HCl evolution ceased and distilled gave 15.6 g. difluoro-N,N-dimethylacetamide (I), b12 101-2¡ã. I (3.1 g.) in 150 ml. Et2O treated in 15 min. with Li diethoxyaluminum hydride in 30 ml. Et2O, the mixture stirred overnight at room temperature, a saturated aqueous solution of 5 ml. Na2SO4 then 70 g. anhydrous Na2SO4 added, the mixture filtered, the ether filtrate added to 25 ml. 4% HCl-alc., and treated with 1 g. 5-chloro-2,4-disulfamoylaniline gave 0.83 g. 6-chloro-3-difluoromethyl-3,4-dihydro-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide. The crude HCl salt (prepared by method C) in 100 ml. hot dilute AcOH filtered, brought to pH 8, and cooled gave 1.1 g. 6-chloro-3,4-dihydro-3-piperidinomethyl-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide, m. 173-5¡ã (decomposition). When recrystallized from Me2CO-pentane, a solvate was obtained containing one mole Me2CO. The crude HCl salt of 3-amino-methyl-3,4-dihydro-6-chloro-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide in hot H2O cooled, treated with one equivalent aqueous KOH, and cooled gave the free base. 5-Chloro-2,4-disulfamoylaniline (5 g.), 25 ml. chloral, and 5 drops concentrated H2SO4 refluxed 2 hrs., the mixture diluted with CHCl3, and the crude product crystallized gave 2.8 g. 6-chloro-3,4-dihydro-7-sulfamoyl-3-trichloromethyl-1,2,4-benzothiadiazine 1,1-dioxide, m. 301-2¡ã (decomposition) (MeOH-CHCl3). 5-Chloro-2,4-disulfamoylaniline (5 g.), 25 ml. ethoxyacetal, 100 ml. tetrahydrofuran, and 1 ml. 18% alc.-HCl kept 12 hrs. at room temperature gave 0.77 g. 5-chloro-3,4-disulfamoyl-1-(2-ethoxyethylideneamino)benzene, m. 350¡ã (tetrahydrofuran). 5-Chloro-2,4-disulfamoylaniline (2 g.) and 1.98 g. p-CIC6H4CHO heated 0.5 hr. at 230-40¡ã gave 2 products, m. 257-8¡ã and m. 360¡ã, the 1st assigned the structure 6-chloro-3-(p-chlorophenyl)-3,4-dihydro-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide and the 2nd the structure 5-chloro-1-(p-chlorobenzylideneamino)-2,4 -disulfamoylbenzene. 5-Chloro-2,4-disulfamoylaniline (5 g.) and 5.15 g. 3,4,5-trimethoxybenzaldehyde heated 0.5 hr. at 220-5¡ã gave 1.75 g. 5-chloro-2,4-disulfamoyl-1-(3,4,5-trimethoxybenzylideneamino)benzene, m. 300¡ã (MeOH). The same starting material heated 1 hr. with 40 ml. 2% alc.-HCl gave 4.8 g. 6-chloro-3,4-dihydro-7-sulfamoyl-3-(3,4,5-trimethoxyphenyl)-1,2,4-benzothiadiazine 1,1-dioxide, m. 244-6¡ã. Attempted crystallization from MeOH-CHCl3 gave a high yield of starting material. 5-Chloro-2,4-disulfamoylaniline (1 g.) and 0.68 g. o-carboxybenzaldehyde fused 1 hr. at 200-5¡ã gave 0.6 g 5-chloro-1-(2-carboxybenzylideneamino)-2,4-disulfamoylbenzene (II), m. 354¡ã (tetrahydrofuran-CHCl3). The same starting material warmed 1 hr. with 10 ml. 2% alc.-HCl gave 1.35 g. II. 5-Chloro-2,4-disulfamoylaniline (5 g.) heated with 15 ml. BzH gave 7.6 g. crude 7-benzylidenesulfamoyl-6-chloro-3,4-dihydro-3-phenyl-1,2,4-benzothiadiazine 1,1-dioxide, m. 241-2¡ã (Me2CO-pentane). 5-Chloro-2,4-disulfamoylaniline (5 g.), 3.78 g. glycidaldehyde, and 50 ml. 20% alc.-HCl heated 5-10 min., then refluxed 20 min. gave 3.17 g. 6-chloro-3-¦Â-hydroxyethyl-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide (III), m. 320-1¡ã (decomposition) (alc.). 6-Chloro-3-epoxyethyl-3,4-dihydro-7-sulfamoyl-1,2,4-benzothiadiazine 1,1 – dioxide (0.5 g.) heated 15 min. with 20% alc.-HCl gave 0.42 g. III. 5-Chloro-2,4-disulfamoylaniline (10 g.) and 15 g. dihydroxyacetone in 50 ml. 18% alc.-HCl refluxed 6 hrs., cooled, triturated with Et2O, filtered, and recrystallized gave 12 g. III. 5-Chloro-2,4-disulfamoylaniline (2.8 g.), 1 g. glyceraldehyde, 18 ml. alc., and 12 ml. 30% alc.-HCl refluxed 15 min. gave 1.6 g. III. 5-Chloro-2,4-disulfamoylaniline (4.5 g.), 9 g. phenylglyoxal diethyl acetal, and 70 ml. 8% alc.-HCl heated 2 hrs. gave 2.42 g. 6-chloro-3-(¦Á-hydroxybenzyl) – 7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide, m. 282-3¡ã (decomposition). 2,3-Dichloro-4,6-disulfamoylaniline (10 g.) in 800 ml. 95% alc. refluxed overnight with 23 g. 30% aqueous glyoxal gave 2.95 g. 5,6-dichloro-3-hydroxymethyl-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide, m. 278-80¡ã (decomposition) (Me2CO). III (5.9 g.) in 250 ml. tetrahydrofuran refluxed 21 hrs. with 5.9 g. NaBH4 gave 1.72 g. 6-chloro-3,4-dihydro-3-¦Â-hydroxyethyl-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide, m. 234¡ã (decomposition). An analogous procedure was used for the preparation of 5,6-dichloro-3,4-dihydro-3-hydroxymethyl-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide. 5-Chloro-2,4-disulfamoylaniline (2 g.), 2.8 g. ¦Á-chlorophenylacetaldehyde dimethyl acetal, 100 ml. alc., 40 ml. 23% alc.-HCl, and 3 drops H2O refluxed 1 hr. gave 6-chloro-3-¦Á-chlorobenzyl-3,4-dihydro-7-sulfamoyl-1,2,4-benzothiadiazine 1,1-dioxide (IV), m. 182-4¡ã (decomposition), after drying in vacuo m. 198-205¡ã (decomposition). 5-Chloro-2,4-disulfamoylaniline (2 g.), 3.4 g. ¦Á-bromophenylacetaldehyde dimethyl acetal, 100 ml. alc., 40 ml. 23% alc.-HCl, and 3 drops H2O treated as above gave 1.4 g. IV. The ultraviolet absorption spectra were given for a number of the above compounds

3-Substituted dihydrobenzothiadiazine 1,1-dioxides as diuretic agents. 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

(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.

Typical glucose oxidase (GOx)-based starvation therapy is a promising strategy for tumor treatment; however, it is still difficult to achieve an effective therapeutic effect via a single starvation therapy. Herein, we designed a pH-sensitive polymeric vesicle (PV) self-assembled by histamine-modified chondroitin sulfate (CS-his) for codelivery of GOx and L-buthionine sulfoximine (BSO). GOx can consume glucose to induce the starvation therapy after the PVs reach cancer cell. Moreover, the product H2O2 will be reduced by a high concentration of glutathione (GSH) in the tumor cell, resulting in a reduction of the GSH content. The released BSO finally further reduced the GSH level. As a result, the signaling pathway of the ferroptosis will be activated. The in vivo results demonstrated that GOx/BSO@CS PVs exhibit a good inhibitory effect on the growth of 4T1 tumors in mice. Thus, this work provides a facile strategy to prepare pH-sensitive nanomedicine for synergistic starvation-ferroptosis therapy of tumor.

pH-Sensitive Polymeric Vesicles for GOx/BSO Delivery and Synergetic Starvation-Ferroptosis Therapy of Tumor. 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