Category: 21725-69-9

Bertaccini, G.; Impicciatore, M.; Vitali, T. published the artcile< Pharmacological activities of benzisothiazolone and benzisoxazolone>, Safety of Benzo[d]isoxazol-3-ol, the main research area is benzisoxazolinone antiinflammatory analgesic antipyretic; benzisothiazolinone antiinflammatory analgesic antipyretic; toxicity benzisothiazolinone benzisoxazolinone.

1,2-Benzisoxazolin-3-one (I) [21725-69-9] and 1,2-benzisothiazolin-3-one (II) [2634-33-5] were more potent antiinflammatory, analgesic, and antipyretic agents than salicylamide and less potent than phenylbutazone when tested in rats, mice, and rabbits; II was generally more potent than I. The acute oral LD50 values for I and II in mice were 2,650 and 1,020 mg/kg, resp.

Pharmacological Research Communications published new progress about Analgesics. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Safety of Benzo[d]isoxazol-3-ol.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Tomita, Kazuo; Sugai, Soji; Kobayashi, Tomiko; Murakami, Tadashi published the artcile< Studies on isoxazoles. VIII. Versatile syntheses and chemical properties of 3-chloroisoxazolium chlorides>, Quality Control of 21725-69-9, the main research area is isoxazolinone chlorination; chloroisoxazolium chloride preparation pyrolysis; isoxazolinethione; acid esterification amidation isoxazolium chloride.

The reaction of 4-isoxazolin-3-ones with COCl2 or ClCO2CCl3 gave 3-chloroisoxazolium chlorides in good yields, and these were converted to 4-isoxazoline-3-thiones on treatment with NaSH. Pyrolysis of 3-chloro-2-methylisoxazolium chlorides afforded 3-chloroisoxazoles. In the presence of Bu3N, 3-chloro-2-methyl-5-phenylisoxazolium chloride condensed carboxylic acids with alcs. or amines to give the corresponding esters or amides in high yields, together with 2-methyl-5-phenyl-4-isoxazolin-3-one.

Chemical & Pharmaceutical Bulletin published new progress about Amidation. 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

Slawik, Tomasz; Paw, Beata published the artcile< Synthesis of 3-(3-oxo-1,2-benzisoxazol-2-yl)propionic acids derivatives>, Computed Properties of 21725-69-9, the main research area is oxo benzisoxazolepropanamide preparation; hydroxy benzisoxazolepropanamide preparation.

In the reaction of 3-hydroxy-1,2-benzisoxazole (1,2-benzisoxazol-3(2H)-one) and its derivatives with 3-bromopropionic acid only N-substituted products were obtained. Esters and amides of these acids and N-dibenzylaminomethyl- and N-hydroxymethylamides were also synthesized.

Acta Poloniae Pharmaceutica published new progress about 21725-69-9. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Computed Properties 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>, Synthetic Route of 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 Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Synthetic Route of 21725-69-9.

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>, Electric Literature of 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 Antibiotics published 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, Electric Literature of 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Smalley, R. K. published the artcile< Product class 10: 1,2-benzisoxazoles and related compounds>, Electric Literature of 21725-69-9, the main research area is review benzisoxazole preparation.

A review presents various methods of ring-closure reaction and substituent modification for the synthesis of 1,2-benzisoxazoles and related compounds

Science of Synthesis published new progress about Aromatization. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Electric Literature of 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Urban, Frank J.; Breitenbach, Ralph; Murtiashaw, Charles W.; Vanderplas, Brian C. published the artcile< Synthesis of an optically active octahydro-2H-pyrido[1,2-a]pyrazine based CNS agent>, Recommanded Product: Benzo[d]isoxazol-3-ol, the main research area is pyridopyrazine octahydro optically active.

A synthesis of an optically active octahydro-2H-pyrido[1,2-a]pyrazine (I) is presented. The key sequence involved the equilibration of an optically active cis-aldehyde to give the thermodn. trans-aldehyde that was trapped by nitromethane anion.

Tetrahedron: Asymmetry published new progress about 21725-69-9. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Recommanded Product: Benzo[d]isoxazol-3-ol.

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>, COA of Formula: C7H5NO2, 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 Edition published new progress about Aminolysis. 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, COA of Formula: C7H5NO2.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem

Csakai, Adam; Smith, Christina; Davis, Emily; Martinko, Alexander; Coulup, Sara; Yin, Hang published the artcile< Saccharin Derivatives as Inhibitors of Interferon-Mediated Inflammation>, Product Details of C7H5NO2, the main research area is saccharin derivative suppressant interferon mediated inflammation SAR.

A series of novel, saccharin-based antagonists have been identified for the interferon signaling pathway. Through in vitro high-throughput screening with the Colorado Center for Drug Discovery (C2D2) Pilot Library, we identified isothiazolone 1,1-dioxides as the basis for extensive structure-activity relationship studies. Our efforts produced a lead anti-inflammatory compound, tert-Bu N-(furan-2-ylmethyl)-N-{4-[(1,1,3-trioxo-2,3-dihydro-1λ6,2-benzisothiazol-2-yl)methyl]benzoyl}carbamate CU-CPD103 (I), as a potent inhibitor using an established nitric oxide (NO) signaling assay. With further studies of its inhibitory mechanisms, we demonstrated that I carries out this inhibition through the JAK/STAT1 pathway, providing a drug-like small mol. inflammation suppressant for possible therapeutic uses.

Journal of Medicinal Chemistry published new progress about Animal gene Role: BSU (Biological Study, Unclassified), BIOL (Biological Study) (Cebpb, modified gene consistent with modulation of STAT1 signaling). 21725-69-9 belongs to class isoxazole, and the molecular formula is C7H5NO2, Product Details of C7H5NO2.

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>, SDS of cas: 21725-69-9, 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 Chemistry published 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, SDS of cas: 21725-69-9.

Referemce:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem