Category: isoxazole

Kalkote, Uttam R.; Goswami, Das D. published the artcile< New synthesis of 1,2-benzisoxazole derivatives>, Related Products of 21725-69-9, the main research area is benzisoxazole; salicylohydroxamic acid thionyl chloride cyclization; acetophenone oxime hydroxy cyclization; salicylaldoxime cyclization thionyl chloride.

N-Phenylsalicylohydroxamic acids (I, R = H, Cl, Br, I) were treated with SOCl2 in the presence of pyridine in anhydrous ether at 0° to give II (via III). IV (R3 = H, OH, Me; R2 = H, Me, Cl, Br, etc.) were similarly treated to give V.

Australian Journal of Chemistry published new progress about 21725-69-9. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Related Products of 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Jin, Wen Bin; Xu, Chen; Cheung, Qipeng; Gao, Wei; Zeng, Ping; Liu, Jun; Chan, Edward W. C.; Leung, Yun-Chung; Chan, Tak Hang; Wong, Kwok-Yin; Chen, Sheng; Chan, Kin-Fai published the artcile< Bioisosteric investigation of ebselen: Synthesis and in vitro characterization of 1,2-benzisothiazol-3(2H)-one derivatives as potent New Delhi metallo-β-lactamase inhibitors>, HPLC of Formula: 21725-69-9, the main research area is benzoisothiazolone preparation metallo beta lactamase inhibitor SAR; 1,2-benzisothiazol-3(2H)-one; Bioisosteric replacement; Carbapenem-resistant Enterobacteriaceae; Ebselen; New Delhi metallo-β-lactamase inhibitors.

In the present study, by employing the concept of bioisosteric replacement of the selenium moiety of ebselen, a small compound library of 2-substituted 1,2-benzisothiazol-3(2H)-ones, compounds I [R = 4-lCC6H4, 4-HOCH2C6H4, cyclohexyl, etc.] were designed, synthesized and evaluated their cytotoxicity and synergistic activity in combination with meropenem against the E. coli Tg1 (NDM-1) strain. The most promising compound I [R = 4-lCC6H4] demonstrated potent synergistic activity against a panel of clin. isolated NDM-1 pos. CRE strains with FICI as low as 0.09. Moreover, its IC50 value and inhibition mechanism were also confirmed by using the enzyme inhibition assay and the ESI-MS anal. resp. Importantly, compound I [R = 4-lCC6H4] has acceptable toxicity and is not a PAINS. Because of its structural simplicity and potent synergistic activity in combination with meropenem, we propose that compound 3a may be a promising meropenem adjuvant and a new series of such compounds may worth further investigations.

Bioorganic Chemistrypublished new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, HPLC of Formula: 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Sieser, Janice E.; Singer, Robert A.; McKinley, Jason D.; Bourassa, Dennis E.; Teixeira, John J.; Long, James published the artcile< Synthesis of a bicyclic piperazine from l-aspartic acid and application of a fluoride-promoted SNAr coupling>, Application In Synthesis of 21725-69-9, the main research area is benzoisoxazolyloctahydropyridopyrazinylmethanol preparation chem resolution nucleophilic aromatic substitution.

The process development is reported of a pivotal C-N bond formation involving ((7R,9aS)-octahydro-1H-pyrido[1,2-a]pyrazin-7-yl)methanol I undergoing nucleophilic aromatic substitution with 3-chlorobenzo[d]isoxazole to furnish ((7R,9aS)-2-(benzo[d]isoxazol-3-yl)octahydro-1H-pyrido[1,2-a]pyrazin-7-yl)methanol II(R = H) as a key intermediate for a family of compounds II(R =aryl). Essential to the success of the coupling is the use of fluoride in combination with a phase transfer catalyst. The development of an alternative route to bicyclic piperazine II (R = H) that uses L-aspartic acid as a starting material to avoid the need for a classical salt resolution is described.

Organic Process Research & Developmentpublished new progress about Cyclization. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Application In Synthesis of 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Xu, Wei; Zhao, Jidong; Li, Xiangdong; Liu, Yuanhong published the artcile< Selective [5 + 1] and [5 + 2] Cycloaddition of Ynamides or Propargyl Esters with Benzo[d]isoxazoles via Gold Catalysis>, Name: Benzo[d]isoxazol-3-ol, the main research area is cycloaddition ynamide propargyl ester benzisoxazole gold catalysis; chemoselective synthesis polysubstituted benzoxazine benzoxazepine gold carbene intermediate.

Benzo[d]isoxazoles are found to act as novel nucleophiles to undergo gold-catalyzed [5 + 1] or [5 + 2] cycloaddition reactions with ynamides. The reaction provides a concise and chemoselective access to polysubstituted 2H-benzo[e][1,3]oxazines or benzo[f][1,4]oxazepines. In addition, benzo[d]isoxazoles can also react with gold-carbene intermediates derived from propargyl esters to afford [5 + 1] annulation products.

Journal of Organic Chemistrypublished new progress about Alkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Name: Benzo[d]isoxazol-3-ol.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Zhang, Xuqing; Qiu, Yuhong; Li, Xiaojie; Bhattacharjee, Sheela; Woods, Morgan; Kraft, Patricia; Lundeen, Scott G.; Sui, Zhihua published the artcile< Discovery and structure-activity relationships of a novel series of benzopyran-based KATP openers for urge urinary incontinence>, Category: isoxazole, the main research area is hydroxybenzopyran stereoselective preparation sulfonylurea receptor modulator potassium channel opener; structure hydroxybenzopyran potassium channel opening activity selectivity sulfonylurea receptor.

Substituted hydroxybenzopyrans such as hydroxybenzopyranyl benzoisoxazolone I are prepared as selective modulators of sulfonylurea receptors (SUR) in ATP-sensitive potassium channels for use as potassium channel openers for treatment of urinary incontinence. The structure-activity relationships of 4-substituted benzopyranols are evaluated. I shows EC50 values of 0.67 μM in SUR2B-containing cells, 99.8 μM in SUR1-containing cells, and 1.67 μM in SUR2A-containing cells; in two rat models of myogenic bladder overactivity, I inhibits spontaneous bladder contractions.

Bioorganic & Medicinal Chemistrypublished new progress about ATP-sensitive potassium channels Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Category: isoxazole.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Deering, Robert W.; Whalen, Kristen E.; Alvarez, Ivan; Daffinee, Kathryn; Beganovic, Maya; LaPlante, Kerry L.; Kishore, Shreya; Zhao, Sijing; Cezairliyan, Brent; Yu, Shen; Rosario, Margaret; Mincer, Tracy J.; Rowley, David C. published the artcile< Identification of a bacteria-produced benzisoxazole with antibiotic activity against multi-drug resistant Acinetobacter baumannii>, HPLC of Formula: 21725-69-9, the main research area is Acinetobacter benzisoxazole antibiotic activity.

Abstract: The emergence of multi-drug resistant pathogenic bacteria represents a serious and growing threat to national healthcare systems. Most pressing is an immediate need for the development of novel antibacterial agents to treat Gram-neg. multi-drug resistant infections, including the opportunistic, hospital-derived pathogen, Acinetobacter baumannii. Herein we report a naturally occurring 1,2-benzisoxazole with min. inhibitory concentrations as low as 6.25μg ml-1 against clin. strains of multi-drug resistant A. baumannii and investigate its possible mechanisms of action. This mol. represents a new chemotype for antibacterial agents against A. baumannii and is easily accessed in two steps via de novo synthesis. In vitro testing of structural analogs suggest that the natural compound may already be optimized for activity against this pathogen. Our results demonstrate that supplementation of 4-hydroxybenzoate in minimal media was able to reverse 1,2-benzisoxazoles antibacterial effects in A. baumannii. A search of metabolic pathways involving 4-hydroxybenzoate coupled with mol. modeling studies implicates two enzymes, chorismate pyruvate-lyase and 4-hydroxybenzoate octaprenyltransferase, as promising leads for the target of 3,6-dihydroxy-1,2-benzisoxazole.

Journal of Antibioticspublished new progress about 16S rRNA Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, HPLC of Formula: 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Raw, Steven A.; O’Kearney-McMullan, Anne M.; Graham, Mark A. published the artcile< Unexpected ring-expansion of 1,2-benzisoxazol-3-ones>, Related Products of 21725-69-9, the main research area is benzisoxazolone ring expansion reaction mechanism; benzoxazinone preparation.

A novel and unexpected ring-expansion reaction of 1,2-benzisoxazol-3-ones is identified. The scope of this reaction is exemplified and the proposed mechanism is also implicated in another degradation process. This reaction also represents a new method for accessing the 4H-1,3-benzoxazin-4-one, e.g., I, skeleton.

Tetrahedron Letterspublished new progress about Azoles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Related Products of 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Van Eker, Daniel; Chauhan, Jay; Murphy, William A.; Conlon, Ivie L.; Fletcher, Steven published the artcile< Chromatography-free, Mitsunobu-triggered heterocyclizations of salicylhydroxamic acids to 3-hydroxybenzisoxazoles>, Quality Control of 21725-69-9, the main research area is hydroxybenzisoxazole preparation; salicylhydroxamic acid heterocyclization Mitsunobu.

A swift and efficient preparation of 3-hydroxybenzisoxazoles I (R = H, 6-F, 6-Cl, 7-OCH3, 5-NO2, etc.) by the Mitsunobu-triggered heterocyclizations of salicylhydroxamic acids, which can be isolated by an acid-base work-up was reported. As expected, a range of functional groups was compatible with the chem.

Tetrahedron Letterspublished new progress about Heterocyclization. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Quality Control of 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Ueda, Mitsuru; Harada, Toshiaki; Aoyama, Shigeto; Imai, Yoshio published the artcile< Synthesis of polyamides from active diacyl derivatives of 3-hydroxy-1,2-benzisoxazole and diamines under mild conditions>, Application In Synthesis of 21725-69-9, the main research area is benzisoxazole ester amide polymer; polyamide benzisoxazole; aminolysis benzoisoxazole ester amide.

New active diesters and diamides derived by O- or N-acylation of 3-hydroxy-1,2-benzisoxazole [21725-69-9] were prepared for use in polyamide synthesis. The active esters and amides reacted readily with amines to give quant. yields of amides. The high reactivity of these active esters and amides was discussed in relation to the electron-withdrawing effect of the leaving group and intramol. general-base catalysis. Solution polycondensation of the new diesters and diamides with aliphatic and aromatic diamines proceeded slowly under mild conditions to produce polyamides with inherent viscosities up to 1.5.

Journal of Polymer Science, Polymer Chemistry Editionpublished new progress about Aminolysis. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Application In Synthesis of 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Electrostatic potentials mapped on Hirshfeld surfaces provide direct insight into intermolecular interactions in crystals, published in 2008-04-30, which mentions a compound: 14248-66-9, mainly applied to electrostatic potential mapped Hirshfeld surface intermol crystal, Application In Synthesis of 3,5-Dimethyl-4-nitropyridine 1-oxide.

Ab initio electrostatic potentials for mols. can readily be mapped onto their Hirshfeld surfaces and displayed within a crystal packing diagram. In this manner the close mol. contacts in the crystal can be rationalized and discussed in terms of the electrostatic complementarity of touching surface patches in adjacent mols. By way of example a detailed discussion is given of mol. electrostatic potentials for a large number of small, sym., cyclic mols. that crystallize in space groups P41212 or P43212, with a focus on the qual. insight that can be obtained and the ways in which this complements the intermol. electrostatic energies recently reported for some of these materials.

The article 《Electrostatic potentials mapped on Hirshfeld surfaces provide direct insight into intermolecular interactions in crystals》 also mentions many details about this compound(14248-66-9)Application In Synthesis of 3,5-Dimethyl-4-nitropyridine 1-oxide, you can pay attention to it, because details determine success or failure

Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem