Heterocyclic Building Blocks-Benzisoxazole

Ring opening [3+2] cyclization of azaoxyallyl cations with benzo[d]isoxazoles: Efficient access to 2-hydroxyaryl-oxazolines was written by He, Yicheng;Pi, Chao;Wu, Yangjie;Cui, Xiuling. And the article was included in Chinese Chemical Letters in 2020.Recommanded Product: 4-Bromobenzo[d]isoxazole This article mentions the following:

A selective ring-opening [3+2]cyclization reaction of benzo[d]isoxazoles with 2-bromo-propanamides was developed. The azaoxyallyl cation intermediates were employed as C∼O 3-atom synthon to build oxa-heterocycles via the selectivity of suitable cyclization partners. This transformation provided rapid access to highly functionalized 2-hydroxyaryl-oxazolines under mild conditions and excellent regioselectivity. In the experiment, the researchers used many compounds, for example, 4-Bromobenzo[d]isoxazole (cas: 1126848-34-7Recommanded Product: 4-Bromobenzo[d]isoxazole).

4-Bromobenzo[d]isoxazole (cas: 1126848-34-7) belongs to benzisoxazole derivatives. Benzisoxazole is an aromatic organic compound containing a benzene-fused isoxazole ring structure. Its aromaticity makes it relatively stable. These include antidepressants, anti-inflammatory agents, antimalarial drugs, antipsychotics, antiviral agents, steroids, and anesthetics.Recommanded Product: 4-Bromobenzo[d]isoxazole

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

Novel N-benzylpiperidine derivatives of 5-arylisoxazole-3-carboxamides as anti-Alzheimer’s agents was written by Saeedi, Mina;Felegari, Peyman;Iraji, Aida;Hariri, Roshanak;Rastegari, Arezoo;Mirfazli, S. Sara;Edraki, Najmeh;Firuzi, Omidreza;Mahdavi, Mohammad;Akbarzadeh, Tahmineh. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2021.Name: 5-(2-Chlorophenyl)-3-isoxazolecarboxylic Acid This article mentions the following:

The complex pathophysiol. of Alzheimer’s disease (AD) has prompted researchers to develop multitarget-directed mols. to find an effective therapy against the disease. In this context, a novel series of N-(1-benzylpiperidin-4-yl)-5-arylisoxazole-3-carboxamide derivatives were designed, synthesized, and evaluated against acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). In vitro biol. evaluation demonstrated that compound I was the best AChE (IC₅₀ = 16.07μM) and BuChE inhibitor (IC₅₀ = 15.16μM). A kinetic study of I was also conducted, which presented a mixed-type inhibition for both enzymes. Mol. docking studies revealed that compound I fitted well into the active sites of AChE and BuChE, forming stable and strong interactions with key residues Glu199, Trp84, Asp72, Tyr121, and Phe288 in AChE and His438, Trp82, Ala328, Tyr332, Phe329, Thr120, and Pro285 in BuChE. Besides, the inhibition of BACE1 by I and the biometal chelation activity of I were measured. The neuroprotective assessment revealed that I exhibited 23.2% protection at 50μM toward amyloid-beta-induced PC12 neuronal cells. Overall, this study exhibited that compound I was a promising compound targeting multiple factors associated with AD. In the experiment, the researchers used many compounds, for example, 5-(2-Chlorophenyl)-3-isoxazolecarboxylic Acid (cas: 334017-34-4Name: 5-(2-Chlorophenyl)-3-isoxazolecarboxylic Acid).

5-(2-Chlorophenyl)-3-isoxazolecarboxylic Acid (cas: 334017-34-4) belongs to benzisoxazole derivatives. The benzisoxazole analogs represent one of the privileged structures in medicinal chemistry and there has been an increasing number of studies on benzisoxazole-containing compounds. Functionalized benzisoxazoles and benzisoxazoyls have a variety of uses, including pharmaceutical drugs such as some antipsychotics and the anticonvulsant zonisamide.Name: 5-(2-Chlorophenyl)-3-isoxazolecarboxylic Acid

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

Design and Synthesis of Novel 5-Arylisoxazole-1,3,4-thiadiazole Hybrids as α-Glucosidase Inhibitors was written by Saeedi, Mina;Eslami, Azadeh;Mirfazli, Seyedeh Sara;Zardkanlou, Mahsa;Faramarzi, Mohammad Ali;Mahdavi, Mohammad;Akbarzadeh, Tahmineh. And the article was included in Letters in Drug Design & Discovery in 2021.Recommanded Product: 334017-34-4 This article mentions the following:

Design and synthesis of new 5-arylisoxazole-1,3,4-thiadiazole hybrids I (R = 2-Cl, 4-Me, 3,4-(OMe)₂, etc.) possessing α- glucosidase inhibitory activity were developed. Different derivatives were synthesized by the reaction of various 5-arylisoxazole-3- carboxylic acids II and Et 2-((5-amino-1,3,4-thiadiazol-2-yl)thio)acetate. Finally, they were evaluated for their α-glucosidase inhibitory activity. It was found that Et 2-((5-(5-(2-chlorophenyl)isoxazole-3-carboxamido)-1,3,4-thiadiazol- 2-yl)thio)acetate I (R = 2-Cl) was the most potent compound (IC₅₀ = 180.1μM) compared with acarbose as the reference drug (IC₅₀ = 750.0μM). Also, the kinetic study of I (R = 2-Cl) revealed a competitive inhibition and docking study results indicated desired interactions of that compound with amino acid residues located close to the active site of α-glucosidase. Good α-glucosidase inhibitory activity obtained by the title compounds I introduced them as an efficient scaffold, which has merits to be considered in anti-diabetic drug discovery developments. In the experiment, the researchers used many compounds, for example, 5-(2-Chlorophenyl)-3-isoxazolecarboxylic Acid (cas: 334017-34-4Recommanded Product: 334017-34-4).

5-(2-Chlorophenyl)-3-isoxazolecarboxylic Acid (cas: 334017-34-4) belongs to benzisoxazole derivatives. Benzisoxazoles are currently the most important building blocks in drug discovery, with a high number of positive hits encountered in biological screens of this heterocycle and its derivatives. The unique benzisoxazole scaffold also exhibits an impressive potential as antimicrobial, anticancer, anti-inflammatory, anti-glycation agents and so on. Recommanded Product: 334017-34-4

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

Synthesis and Anticancer Activity of N-(di/trimethoxyaryl)-5-arylisoxazole-3-carboxamide was written by Saeedi, Mina;Hashemi, Mehdi;Mahdavi, Mohammad;Rafinejad, Ali;Najafi, Zahra;Mirfazli, Seyedeh Sara;Mohammadian, Razieh;Karimpour-Razkenari, Elahe;Kabudanian Ardestani, Sussan;Safavi, Maliheh;Akbarzadeh, Tahmineh. And the article was included in Polycyclic Aromatic Compounds in 2020.Recommanded Product: 334017-34-4 This article mentions the following:

In this study, a new series of N-(di or trimethoxyaryl)-5-arylisoxazole-3-carboxamide derivatives were synthesized and evaluated against human breast cancer cell lines including MCF-7, MDA-MB-231, and T-47D. Among the synthesized compounds, 5-(m-tolyl)-N-(3,4,5-trimethoxyphenyl)isoxazole-3-carboxamide (8f) showed significant cytotoxicity against all three cell lines comparing with etoposide as the reference drug. Also, Annexin V-FITC/propidium iodide and acridine orange/ethidium bromide staining assay were performed to validate apoptotic activity of compound 8f. The results confirmed induction of apoptosis at early stage. In the experiment, the researchers used many compounds, for example, 5-(2-Chlorophenyl)-3-isoxazolecarboxylic Acid (cas: 334017-34-4Recommanded Product: 334017-34-4).

5-(2-Chlorophenyl)-3-isoxazolecarboxylic Acid (cas: 334017-34-4) belongs to benzisoxazole derivatives. Benzisoxazoles are currently the most important building blocks in drug discovery, with a high number of positive hits encountered in biological screens of this heterocycle and its derivatives. The benzisoxazole template forms the molecular backbone, possesses versatile binding properties with a frequently occurring binding motif, and provides potent and selective ligands for a range of different biological targets in medicinal chemistry.Recommanded Product: 334017-34-4

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

o-Iodoxy benzoic acid-mediated synthesis of 3,5-diarylisoxazoles and isoxazole-3-carboxylic acids was written by Desai, Vidya G.;Naik, Sneha R.;Dhumaskar, Kashinath L.. And the article was included in Synthetic Communications in 2014.Category: benzisoxazole This article mentions the following:

A new, convenient, eco-friendly synthesis of 3,5-diarylisoxazoles is reported from α,β-unsaturated ketoximes. Similarly, a novel synthesis of isoxazolecarboxylic acids is also reported. Both the methods use efficient, environmentally friendly, and nontoxic 2-iodoxybenzoic acid (IBX) as an oxidative cyclization reagent. Easy procedure, environmentally benign reaction conditions, and nontoxicity are advantages to the methodol. In the experiment, the researchers used many compounds, for example, 5-(2-Chlorophenyl)-3-isoxazolecarboxylic Acid (cas: 334017-34-4Category: benzisoxazole).

5-(2-Chlorophenyl)-3-isoxazolecarboxylic Acid (cas: 334017-34-4) belongs to benzisoxazole derivatives. Benzisoxazole is an aromatic organic compound containing a benzene-fused isoxazole ring structure. It has reactive sites which allow for functionalization. The benzisoxazole scaffold and its analogues can be found in biologically active compounds across a number of different therapeutic areas as anti-HIV,antimicrobial, antipsychotic, anti-inflammatory, analgesic, and so on.Category: benzisoxazole

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

A modified method for the synthesis of 1,2-benzisoxazoles was written by Thakar, K. A.;Goswami, D. D.;Bhawal, B. M.. And the article was included in Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry in 1977.Recommanded Product: 7-Bromo-3-methylbenzo[d]isoxazole This article mentions the following:

Thirty-five substituted 1,2-benzisoxazoles (e.g. 3-methyl-, 3,5,7-trimethyl-6-chloro-3-ethyl-, etc.) were prepared in 85-100% yields by cyclizing o-hydroxyaryl ketoxime acetates in refluxing pyridine. Some of the benzisoxazoles exhibit antifungal activity (no data). In the experiment, the researchers used many compounds, for example, 7-Bromo-3-methylbenzo[d]isoxazole (cas: 66033-75-8Recommanded Product: 7-Bromo-3-methylbenzo[d]isoxazole).

7-Bromo-3-methylbenzo[d]isoxazole (cas: 66033-75-8) belongs to benzisoxazole derivatives. Many fluorinated compounds, 1,2-benzisoxazole derivatives and various amides are currently used in the treatment of diseases. The benzisoxazole template forms the molecular backbone, possesses versatile binding properties with a frequently occurring binding motif, and provides potent and selective ligands for a range of different biological targets in medicinal chemistry.Recommanded Product: 7-Bromo-3-methylbenzo[d]isoxazole

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

Design and synthesis of selective acetylcholinesterase inhibitors: Arylisoxazole-phenylpiperazine derivatives was written by Saeedi, Mina;Mohtadi-Haghighi, Dorrin;Mirfazli, Seyedeh Sara;Mahdavi, Mohammad;Hariri, Roshanak;Lotfian, Hania;Edraki, Najmeh;Iraji, Aida;Firuzi, Omidreza;Akbarzadeh, Tahmineh. And the article was included in Chemistry & Biodiversity in 2019.Product Details of 334017-34-4 This article mentions the following:

In this work, a novel series of arylisoxazole-phenylpiperazines were designed, synthesized, and evaluated toward acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). Our results revealed that [5-(2-chlorophenyl)-1,2-oxazol-3-yl](4-phenylpiperazin-1-yl)methanone (5c) was the most potent AChE inhibitor with IC₅₀ of 21.85 μM. It should be noted that most of synthesized compounds showed no BChE inhibitory activity and [5-(2-fluorophenyl)-1,2-oxazol-3-yl](4-phenylpiperazin-1-yl)methanone (5a) was the most active anti-BChE derivative (IC₅₀=51.66 μM). Also, kinetic studies for the AChE and BChE inhibitory activity of compounds 5c and 5a confirmed that they have simultaneously bound to the catalytic site (CS) and peripheral anionic site (PAS) of both AChE and BChE. Furthermore, docking study of compound 5c showed desired interactions of that compound with amino acid residues located in the active and peripheral anionic sites. Compound 5c was also evaluated for its BACE1 inhibitory activity and demonstrated IC₅₀=76.78 μM. Finally, neuroprotectivity of compound 5c on Aβ-treated neurotoxicity in PC12 cells depicted low activity. In the experiment, the researchers used many compounds, for example, 5-(2-Chlorophenyl)-3-isoxazolecarboxylic Acid (cas: 334017-34-4Product Details of 334017-34-4).

5-(2-Chlorophenyl)-3-isoxazolecarboxylic Acid (cas: 334017-34-4) belongs to benzisoxazole derivatives. Benzisoxazole is an aromatic organic compound containing a benzene-fused isoxazole ring structure. Its aromaticity makes it relatively stable. Benzisoxazoles are found to display a variety of biological activities such as antiinflammatory, antioxidant, antidepressant, hypertensive, anticonvulsant, and anticoagulant properties.Product Details of 334017-34-4

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

Discovery of novel 3-{[(5,5-dimethyl-4,5-dihydroisoxazol-3-yl)sulfonyl]methyl}benzo[d]isoxazole analogs as promising very long chain fatty acids inhibitors was written by Lin, Jian;Li, Yitao;Hu, Xiaoyun;Chi, Weilin;Zeng, Shuiming;Xu, Junxing. And the article was included in Journal of Heterocyclic Chemistry in 2021.Category: benzisoxazole This article mentions the following:

In order to explore and find novel VLCFAs inhibitors with higher herbicidal activity and improved crop safety, a variety of new I [R¹ = H, F; R² = H, F Cl, Br; R³ = H, F, Br] were reasonably designed and synthesized. The results of greenhouse experiments indicated that several compounds exhibited good herbicidal activity against Digitaria sanguinalis, Echinochloa crus-galli, and Setaria faberii at rates of 150 g ai/ha. Compounds I [R¹ = F, R² = R³ = H] and II [R¹ = R³ = H, R² = F] displayed promising herbicidal activity against D sanguinalis and E crus-galli at rates of 75 g ai/ha, which is better than com. pyroxasulfone and S-metolachlor. Moreover, compound II [R¹ = R³ = H, R² = F] displayed higher activity against E crus-galli, D sanguinalis, and S faberii than pyroxasulfone and S-metolachlor even at a rate of 37.5 and 18.75 g ai/ha. Furthermore, both of the compounds I [R¹ = F, R² = R³ = H] and II [R¹ = R³ = H, R² = F] were much safer to these tested crops, especially to rice, wheat and rape, at the rate of 150 g ai/ha than pyroxasulfone. Therefore, II [R¹ = R³ = H, R² = F] may act as a new lead structure for novel herbicides discovery. In the experiment, the researchers used many compounds, for example, 7-Bromo-3-methylbenzo[d]isoxazole (cas: 66033-75-8Category: benzisoxazole).

7-Bromo-3-methylbenzo[d]isoxazole (cas: 66033-75-8) belongs to benzisoxazole derivatives. Benzisoxazole is an aromatic organic compound containing a benzene-fused isoxazole ring structure. It has reactive sites which allow for functionalization. Functionalized benzisoxazoles and benzisoxazoyls have a variety of uses, including pharmaceutical drugs such as some antipsychotics and the anticonvulsant zonisamide.Category: benzisoxazole

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

Novel Indole-Isoxazole Hybrids: Synthesis and In Vitro Anti-Cholinesterase Activity was written by Vafadarnejad, Fahimeh;Saeedi, Mina;Mahdavi, Mohammad;Rafinejad, Ali;Karimpour-Razkenari, Elahe;Sameem, Bilqees;Khanavi, Mahnaz;Akbarzadeh, Tahmineh. And the article was included in Letters in Drug Design & Discovery in 2017.HPLC of Formula: 334017-34-4 This article mentions the following:

Background: This work reports synthesis and in vitro cholinesterase inhibitory activity of novel indole-isoxazole hybrids. Method: The synthetic procedure was started from different Et 5-arylisoxazole-3-carboxylate derivatives Hydrolysis and reaction of the later compound with tryptamine afforded the desired products in good yields. Conclusion: Among the synthesized compounds, N-(2-(1H-indol-3-yl)ethyl)-5-(2-chlorophenyl) isoxazole-3-carboxamide (4b) showed the best anti-cholinesterase activity. In the experiment, the researchers used many compounds, for example, 5-(2-Chlorophenyl)-3-isoxazolecarboxylic Acid (cas: 334017-34-4HPLC of Formula: 334017-34-4).

5-(2-Chlorophenyl)-3-isoxazolecarboxylic Acid (cas: 334017-34-4) belongs to benzisoxazole derivatives. The presence of an amide bond, benzisoxazoles, chromans and fluorine atom substituents can alter the chemical properties, disposition, and biological activities of drugs. The benzisoxazole template forms the molecular backbone, possesses versatile binding properties with a frequently occurring binding motif, and provides potent and selective ligands for a range of different biological targets in medicinal chemistry.HPLC of Formula: 334017-34-4

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

Identification and Optimization of Pyrrolidine Derivatives as Highly Potent Ghrelin Receptor Full Agonists was written by Cooper, Martin;Llinas, Antonio;Hansen, Peter;Caffrey, Moya;Ray, Asim;Sjoedin, Stina;Shamovsky, Igor;Wada, Hiroki;Jellesmark Jensen, Tina;Sivars, Ulf;Hultin, Leif;Andersson, Ulf;Lundqvist, Sara;Gedda, Karin;Jinton, Lisa;Krutroek, Nina;Lewis, Richard;Jansson, Paul;Gardelli, Cristina. And the article was included in Journal of Medicinal Chemistry in 2020.Formula: C10H6ClNO3 This article mentions the following:

Muscle atrophy and cachexia are common comorbidities among patients suffering from cancer, chronic obstructive pulmonary disease, and several other chronic diseases. The peptide hormone ghrelin exerts pleiotropic effects including the stimulation of growth hormone secretion and subsequent increase of insulin-like growth factor-1 levels, an important mediator of muscle growth and repair. Ghrelin also acts on inflammation, appetite, and adipogenesis and therefore has been considered a promising therapeutic target for catabolic conditions. We previously reported on the synthesis and properties of an indane based series of ghrelin receptor full agonists which led to a sustained increase of insulin-like growth factor-1 in a dog pharmacodynamic study. Herein we report on the identification of a series of pyrrolidine or piperidine based full agonists and attempted optimization to give compounds with profiles suitable for progression as clin. candidates. In the experiment, the researchers used many compounds, for example, 5-(2-Chlorophenyl)-3-isoxazolecarboxylic Acid (cas: 334017-34-4Formula: C10H6ClNO3).

5-(2-Chlorophenyl)-3-isoxazolecarboxylic Acid (cas: 334017-34-4) belongs to benzisoxazole derivatives. Many fluorinated compounds, 1,2-benzisoxazole derivatives and various amides are currently used in the treatment of diseases. The benzisoxazole template forms the molecular backbone, possesses versatile binding properties with a frequently occurring binding motif, and provides potent and selective ligands for a range of different biological targets in medicinal chemistry.Formula: C10H6ClNO3

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