Heterocyclic Building Blocks-Benzisoxazole

Authors Mandrelli, F; Blond, A; James, T; Kim, H; List, B in WILEY-V C H VERLAG GMBH published article about PRACTICAL CHIRAL AUXILIARY; ENANTIOSELECTIVE PROTONATION; BRONSTED ACID; DISILYL ACETALS; ENOL ETHERS; ALKYLATION; PSEUDOEPHEDRINE; GENERATION; ALDEHYDES in [Mandrelli, Francesca; Blond, Aurelie; James, Thomas; Kim, Hyejin; List, Benjamin] Max Planck Inst Kohlenforsch, Kaiser Wilhelm Pl 1, D-45470 Mulheim, Germany in 2019, Cited 52. Application In Synthesis of 2-Phenylbutanoic acid. The Name is 2-Phenylbutanoic acid. Through research, I have a further understanding and discovery of 90-27-7

We report a highly enantioselective catalytic protonation of bis-silyl ketene acetals. Our method delivers alpha-branched carboxylic acids, including nonsteroidal anti-inflammatory arylpropionic acids such as Ibuprofen, in high enantiomeric purity and high yields. The process can be incorporated in an overall deracemization of alpha-branched carboxylic acids, involving a double deprotonation and silylation followed by the catalytic asymmetric protonation.

About 2-Phenylbutanoic acid, If you have any questions, you can contact Mandrelli, F; Blond, A; James, T; Kim, H; List, B or concate me.. Application In Synthesis of 2-Phenylbutanoic acid

Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics

Safety of 2-Phenylbutanoic acid. I found the field of Biotechnology & Applied Microbiology very interesting. Saw the article Synthesis and Biological Evaluation of New Benzylidenethiazolidine-2,4-dione Derivatives as 15-hydroxyprostaglandin Dehydrogenase Inhibitors to Control the Intracellular Levels of Prostaglandin E-2 for Wound Healing published in 2019, Reprint Addresses Cho, H (corresponding author), Chosun Univ, Dept Polymer Sci & Engn, Gwangju 501759, South Korea.; Choi, D (corresponding author), BK Co Ltd, Biotechnol Lab, Jeonbuk 5703, South Korea.. The CAS is 90-27-7. Through research, I have a further understanding and discovery of 2-Phenylbutanoic acid.

A novel series of benzylidenethiazolidine-2,4-dione derivatives was synthesized and investigated for 15-hydroxyprostaglandin dehydrogenase (15-PGDH)-scavenging activity, PGE(2) release, and wound-healing activity. Among the tested derivatives, seven compounds (3, 9, 11, 12, 13, 14, and 25) resulted in a 50% inhibition of 15-PGDH at concentrations between 0.07 and 0.2 mu M and increased PGE(2) levels from 300 to over 600% in A549 cells treated with 5.0 and 10.0 mu M of the compounds for 12 h. A scratch wound-healing assay using HaCaT cell line was conducted to verify the effects of 10 mu M of these compounds on cell regeneration. The closure rate of the scratch wound healing showed that all compounds (3, 9, 11, 12, 13, 14, and 25) had greater wound regeneration effects than the cell growth factor, TGF-beta 1, which was used as the positive control. In particular, (Z)-N-benzyl-4-((2,4-dioxothiazolidin-5-ylidene)methyl)benzamide (compound 14) showed that the highest wound closure rate, which was 360%; this is about 3.6-fold higher than that of TGF-beta 1. Overall, these results show that compound 14 may be considered a promising candidate for the development of novel wound-healing agents.

Safety of 2-Phenylbutanoic acid. About 2-Phenylbutanoic acid, If you have any questions, you can contact Yu, I; Choi, D; Lee, HK; Cho, H or concate me.

Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics

An article Mechanistic Studies of Fatty Acid Activation by CYP152 Peroxygenases Reveal Unexpected Desaturase Activity WOS:000455286600056 published article about C-H AMINATION; COMPOUND-I; CYTOCHROME-P450 PEROXYGENASE; SUBSTRATE HYDROXYLATION; BACILLUS-SUBTILIS; DRUG-METABOLISM; HEME; ENZYMES; DECARBOXYLATION; REACTIVITY in [Pickl, Mathias; Kurakin, Sara; Schmid, Philipp; Poecheim, Alexander; Winkler, Christoph K.; Kroutil, Wolfgang; Faber, Kurt] Graz Univ, Dept Chem Organ & Bioorgan Chem, Heinrichstr 28, A-8010 Graz, Austria; [Winkler, Christoph K.] Austrian Ctr Ind Biotechnol ACIB GmbH, Petersgasse 14, A-8010 Graz, Austria; [Reinhard, Fabian G. Cantu; de Visser, Sam P.] Univ Manchester, Manchester Inst Biotechnol, 131 Princess St, Manchester M1 7DN, Lancs, England; [Reinhard, Fabian G. Cantu; de Visser, Sam P.] Univ Manchester, Sch Chem Engn & Analyt Sci, 131 Princess St, Manchester M1 7DN, Lancs, England in 2019, Cited 98. Category: Benzisoxazole. The Name is 2-Phenylbutanoic acid. Through research, I have a further understanding and discovery of 90-27-7

The majority of cytochrome P450 enzymes (CYPs) predominantly operate as monooxygenases, but recently a class of P450 enzymes was discovered, that can act as peroxygenases (CYP152). These enzymes convert fatty acids through oxidative decarboxylation, yielding terminal alkenes, and through alpha- and beta-hydroxylation to yield hydroxy-fatty acids. Bioderived olefins may serve as biofuels, and hence understanding the mechanism and substrate scope of this class of enzymes is important. In this work, we report on the substrate scope and catalytic promiscuity of CYP OleT(JE) and two of its orthologues from the CYP152 family, utilizing alpha-monosubstituted branched carboxylic acids. We identify alpha,beta-desaturation as an unexpected dominant pathway for CYP OleT(JE) with 2-methylbutyric acid. To rationalize product distributions arising from alpha/beta-hydroxylation, oxidative decarboxylation, and desaturation depending on the substrate’s structure and binding pattern, a computational study was performed based on an active site complex of CYP OleT(JE) containing the heme cofactor in the substrate binding pocket and 2-methylbutyric acid as substrate. It is shown that substrate positioning determines the accessibility of the oxidizing species (Compound I) to the substrate and hence the regio- and chemoselectivity of the reaction. Furthermore, the results show that, for 2-methylbutyric acid, alpha,beta-desaturation is favorable because of a rate-determining alpha-hydrogen atom abstraction, which cannot proceed to decarboxylation. Moreover, substrate hydroxylation is energetically impeded due to the tight shape and size of the substrate binding pocket.

About 2-Phenylbutanoic acid, If you have any questions, you can contact Pickl, M; Kurakin, S; Reinhard, FGC; Schmid, P; Pocheim, A; Winkler, CK; Kroutil, W; de Visser, SP; Faber, K or concate me.. Category: Benzisoxazole

Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics

Bag, S; Petzold, M; Sur, A; Bhowmick, S; Werz, DB; Maiti, D in [Bag, Sukdev; Sur, Aishanee; Bhowmick, Suman; Maiti, Debabrata] Indian Inst Technol, Dept Chem, Mumbai 400076, Maharashtra, India; [Petzold, Martin; Werz, Daniel B.] Tech Univ Carolo Wilhelmina Braunschweig, Inst Organ Chem, Hagenring 30, D-38106 Braunschweig, Germany published Palladium-Catalyzed Selective meta-C-H Deuteration of Arenes: Reaction Design and Applications in 2019, Cited 53. Application In Synthesis of 2-Phenylbutanoic acid. The Name is 2-Phenylbutanoic acid. Through research, I have a further understanding and discovery of 90-27-7.

Deuterium-labeled compounds find wide applications in kinetic studies, and within the pharmaceutical industry. An easily removable pyrimidine-based auxiliary has been employed for the meta-C-H deuteration of arenes. The scope of this Pd-catalyzed deuteration using commercially available [D-1]- and [D-4]-acetic acid has been demonstrated by its application in phenylacetic acid and phenylmethanesulfonate derivatives. A detailed mechanistic study led us to explore the reversibility of the non-rate determining C-H activation step. The present study of meta-deuterium incorporation illustrates the template morphology in terms of selectivity. The applicability of this method has been demonstrated by the selective deuterium incorporation into various pharmaceuticals.

Application In Synthesis of 2-Phenylbutanoic acid. About 2-Phenylbutanoic acid, If you have any questions, you can contact Bag, S; Petzold, M; Sur, A; Bhowmick, S; Werz, DB; Maiti, D or concate me.

Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics

SDS of cas: 90-27-7. Atmaca, U in [Atmaca, Ufuk] Ataturk Univ, Fac Sci, Dept Chem, TR-25240 Erzurum, Turkey; [Atmaca, Ufuk] Ataturk Univ, Oltu Vocat Sch, TR-25400 Oltu Erzurum, Turkey published Efficient and one-pot synthesis of novel sulfamates from carboxylic acids in 2019, Cited 14. The Name is 2-Phenylbutanoic acid. Through research, I have a further understanding and discovery of 90-27-7.

Effective synthesis of novel sulfamates from various carboxylic acids has been developed in the presence of chlorosulfonyl isocyanate (CSI) in mild conditions. Several acids, bases and solvents effects were investigated for one-pot synthesis sulfamates as a catalyst. Finally, triflic acid was found to possess efficiently under optimized conditions in acetonitrile. This method is easy, fair price and practical. It can be synthesized on grams and milligrams scale. (C) 2019 Elsevier Ltd. All rights reserved.

SDS of cas: 90-27-7. About 2-Phenylbutanoic acid, If you have any questions, you can contact Atmaca, U or concate me.

Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics

SDS of cas: 90-27-7. In 2020 RSC ADV published article about BOND-CLEAVAGE; DIAMINATION; AMINOOXYGENATION; CARBONYLATION; OXIDATION; AMINES; HYDROGENATION; METHYLATION; OXYGENATION; CYCLIZATION in [Liu, Zhenghui; Yan, Zhenzhong; Chen, Suqing] Taizhou Univ, Sch Pharmaceut & Mat Engn, Taizhou 318000, Zhejiang, Peoples R China; [Wang, Peng; Ou, Hualin; Tan, Xingxing] Chinese Acad Sci, Beijig Natl Lab Mol Sci, CAS Res Educ Ctr Excellence Mol Sci, Inst Chem, Beijing 100190, Peoples R China; [Wang, Peng] Henan Normal Univ, Key Lab Green Chem Media & React, Minist Educ, Sch Chem & Chem Engn, Xinxiang, Henan, Peoples R China; [Tan, Xingxing; Yu, Dongkun; Zhao, Xinhui; Mu, Tiancheng] Renmin Univ China, Dept Chem, Beijing 100872, Peoples R China in 2020, Cited 46. The Name is 2-Phenylbutanoic acid. Through research, I have a further understanding and discovery of 90-27-7.

A Cu-based homogeneous catalytic system was proposed for the preparation of imides from alkene-tethered amides. Here, O-2 acted as a terminal oxidant and a cheap and easily available oxygen source. The cleavage of C=C bonds and the formation of C-N bonds were catalyzed by Cu(ii) salts with proper nitrogen-containing ligands under 100 degrees C. The synthesis approach has potential applications in pharmaceutical syntheses. Moreover, scaled-up experiments confirmed the practical applicability.

About 2-Phenylbutanoic acid, If you have any questions, you can contact Liu, ZH; Wang, P; Ou, HL; Yan, ZZ; Chen, SQ; Tan, XX; Yu, DK; Zhao, XH; Mu, TC or concate me.. SDS of cas: 90-27-7

Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics

An article Novel compounds that reverse the disease phenotype in Type 2 Gaucher disease patient-derived cells WOS:000504873300031 published article about GLUCOSYLCERAMIDE SYNTHASE; TAMOXIFEN; SUBSTRATE in [Childers, Wayne; Fan, Rong; Martinez, Rogelio; Colussi, Dennis J.; Melenski, Edward; Liu, Yuxiao; Gordon, John; Abou-Gharbia, Magid; Jacobson, Marlene A.] Temple Univ, Moulder Ctr Drug Discovery Res, Dept Pharmaceut Sci, Sch Pharm, 3307 N Broad St, Philadelphia, PA 19140 USA in 2020, Cited 23. Quality Control of 2-Phenylbutanoic acid. The Name is 2-Phenylbutanoic acid. Through research, I have a further understanding and discovery of 90-27-7

Gaucher disease (GD) results from inherited mutations in the lysosomal enzyme beta-glucocerobrosidase (GCase). Currently available treatment options for Type 1 GD are not efficacious for treating neuronopathic Type 2 and 3 GD due to their inability to cross the blood-brain barrier. In an effort to identify small molecules which could be optimized for CNS penetration we identified tamoxifen from a high throughput phenotypic screen on Type 2 GD patient-derived fibroblasts which reversed the disease phenotype. Structure activity studies around this scaffold led to novel molecules that displayed improved potency, efficacy and reduced estrogenic/antiestrogenic activity compared to the original hits. Here we present the design, synthesis and structure activity relationships that led to the lead molecule Compound 31.

Quality Control of 2-Phenylbutanoic acid. About 2-Phenylbutanoic acid, If you have any questions, you can contact Childers, W; Fan, R; Martinez, R; Colussi, DJ; Melenski, E; Liu, YX; Gordon, J; Abou-Gharbia, M; Jacobson, MA or concate me.

Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics

Recently I am researching about CHIRAL RECOGNITION MECHANISM; BETA-AMINO ACIDS; LIQUID-CHROMATOGRAPHY; CAPILLARY ELECTROCHROMATOGRAPHY; PERFORMANCE; SEPARATIONS; INSIGHTS; POLYSACCHARIDE; ENANTIOMER; QUININE, Saw an article supported by the Ministry of Higher Education and ResearchMinistry of Higher Education & Scientific Research (MHESR). Published in ELSEVIER in AMSTERDAM ,Authors: Raimbault, A; Ma, CMA; Ferri, M; Baurer, S; Bonnet, P; Bourg, S; Lammerhofer, M; West, C. The CAS is 90-27-7. Through research, I have a further understanding and discovery of 2-Phenylbutanoic acid. Name: 2-Phenylbutanoic acid

Chiralpak ZWIX(+) and ZWIX(-), are brush-type bonded-silica chiral stationary phases (CSPs), based on complex diastereomeric Cinchona alkaloids derivatives bearing both a positive and a negative charge. In the present study, we aimed to improve the understanding of retention and enantioseparation mechanisms of these CSPs employed in supercritical fluid chromatography (SFC). For this purpose, 9 other stationary phases were used as comparison systems: two of them are commercially available and bear only a positive charge (Chiralpak QN-AX and QD-AX) and the 7 others were designed purposely to be structurally similar to the parent ZWIX phases, but miss some portion of the complex ligand. First, cluster analysis was employed to identify similar and dissimilar behavior among the 11 stationary phases, where ionic interactions appeared to dominate the observed differences. Secondly, the stationary phases were characterized with linear solvation energy relationships (LSER) based on the SFC analysis of 161 achiral analytes and a modified version of the solvation parameter model to include ionic interactions. This served to compare the interaction capabilities for the 11 stationary phases and showed in particular the contribution of attractive and repulsive ionic interactions. Then the ZWIX phases were characterized for their enantioseparation capabilities with a set of 58 racemic probes. Discriminant analysis was applied to explore the molecular structural features that are useful to successful enantioseparation on the ZWIX phases. In particular, it appeared that the presence of positive charges in the analyte is causing increased retention but is not necessarily a favorable feature to enantiorecognition. On the opposite, the presence of negative charges in the analyte favors early elution and enantiorecognition. Finally, a smaller set of 30 pairs of enantiomers, selected by their structural diversity and different enantioseparation values on the ZWIX phases, were analyzed on all chiral phases to observe the contribution of each structural fragment of the chiral ligand on enantioselectivity. Molecular modelling of the ligands also helped in understanding the three-dimensional arrangement of each ligand, notably the intra-molecular hydrogen bonding or the possible contribution of ionic interactions. In the end, each structural element in the ZWIX phases appeared to be a significant contributor to successful enantioresolution, whether they contribute as direct interaction groups (ion-exchange functions) or as steric constraints to orientate the interacting groups towards the analytes. (C) 2019 Elsevier B.V. All rights reserved.

Name: 2-Phenylbutanoic acid. About 2-Phenylbutanoic acid, If you have any questions, you can contact Raimbault, A; Ma, CMA; Ferri, M; Baurer, S; Bonnet, P; Bourg, S; Lammerhofer, M; West, C or concate me.

Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics

In 2020 NAT COMMUN published article about REDOX-ACTIVE ESTERS; DESIGN; STRATEGY; ACIDS in [Ye, Zenghui; Chen, Na; Zhang, Hong; Zhu, Kai; Ding, Mingruo; Liu, Min; Li, Yong; Zhang, Fengzhi] Zhejiang Univ Technol, Coll Pharmaceut Sci, Hangzhou 310014, Peoples R China; [Ye, Zenghui; Zhu, Kai; Zhang, Fengzhi] Zhejiang Univ Technol, Collaborat Innovat Ctr Yangtze River Delta Reg Gr, Hangzhou 310014, Peoples R China in 2020, Cited 48. The Name is 2-Phenylbutanoic acid. Through research, I have a further understanding and discovery of 90-27-7. SDS of cas: 90-27-7

Triazolopyridinone derivatives are of high value in both medicinal and material chemistry. However, the chiral or hindered triazolopyridinone derivatives remain an underexplored area of chemical space because they are difficult to prepare via conventional methods. Here we report an electrochemical rearrangement for the efficient synthesis of otherwise inaccessible triazolopyridinones with diverse alkyl carboxylic acids as starting materials. This enables the efficient preparation of more than 60 functionalized triazolopyridinones under mild conditions in a sustainable manner. This method is evaluated for the late stage modification of bioactive natural products, amino acids and pharmaceuticals, and it is further applied to the decagram scale preparation of enantiopure triazolopyridinones. The control experiments support a mechanism involving an oxidative cyclization and 1,2-carbon migration. This facile and scalable rearrangement demonstrates the power of electrochemical synthesis to access otherwise-inaccessible triazolopyridinones and may find wide application in organic, material and medicinal chemistry. Chiral and hindered triazolopyridinone derivatives are an underexplored area of chemical space mainly due to their challenging synthesis via classical methods. Here, the authors report an electrochemical rearrangement for the synthesis of triazolopyridinones using diverse, available alkyl carboxylic acids as starting materials.

SDS of cas: 90-27-7. About 2-Phenylbutanoic acid, If you have any questions, you can contact Ye, ZH; Wu, YQ; Chen, N; Zhang, H; Zhu, K; Ding, MR; Liu, M; Li, Y; Zhang, FZ or concate me.

Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics

SDS of cas: 90-27-7. I found the field of Chemistry very interesting. Saw the article Palladium-Catalyzed 2-(Neopentylsulfinyl)aniline Directed C-H Acetoxylation and Alkenylation of Arylacetamides published in 2020, Reprint Addresses Hurski, AL (corresponding author), Natl Acad Sci Belarus, Inst Bioorgan Chem, Kuprevich Str 5-2, Minsk 220141, BELARUS.. The CAS is 90-27-7. Through research, I have a further understanding and discovery of 2-Phenylbutanoic acid.

The 2-(neopentylsulfinyl)aniline directing group that promotes rapid palladium-catalyzed C-H acetoxylation and alkenylation of arylacetamides has been developed. The acetoxylation reaches completion within only 40 min at 100 degrees C and leads to the bis-functionalized products. Alternatively, the reaction can be carried out at room temperature, which is beneficial for sensitive substrates. For the alkenylation, we have developed a protocol in which easily available 1-substituted cyclopropanols were employed as equivalents of vinyl ketones.

SDS of cas: 90-27-7. About 2-Phenylbutanoic acid, If you have any questions, you can contact Barysevich, MV; Laktsevich-Iskryk, MV; Krech, AV; Zhabinskii, VN; Khripach, VA; Hurski, AL or concate me.

Reference:
Benzisoxazole – Wikipedia,
,Benzisoxazole – an overview | ScienceDirect Topics