7007-35-4

Upstream product

• 133362-02-4 Nitro-(3-nitro-phenyl)-methanone oxime 
• 33512-94-6 m-nitrobenzhydroxamoyl chloride 
• 3431-62-7 3-nitrobenzaldoxime 
• 33512-94-6 (Z)-N-hydroxy-3-nitro-benzimidoyl chloride 
• 99-61-6 3-nitro-benzaldehyde 

Downstream Products

• 10285-01-5 4-[3-(3-nitro-phenyl)-isoxazol-5-yl]-morpholine 
• 10221-33-7 2-methyl-5-[3-(3-nitro-phenyl)-[1,2,4]oxadiazol-5-yl]-2H-tetrazole 
• 5301-03-1 5-bromomethyl-3-(3-nitrophenyl)isoxazole 
• 10221-26-8 1-methyl-5-[3-(3-nitro-phenyl)-4,5-dihydro-isoxazol-5-yl]-1H-tetrazole 
• 93045-61-5 3-(3-nitro-phenyl)-1-oxa-2-aza-spiro[4.5]dec-2-ene 
• 63008-30-0 3-(m-nitrophenyl)-5-nitro-4,5-dihydro-1,2-oxazole 
• 63275-30-9 5-Nitromethyl-3-(3-nitro-phenyl)-4,5-dihydro-isoxazole 
• 74575-12-5 5-(1,1-Dinitro-ethyl)-3-(3-nitro-phenyl)-4,5-dihydro-isoxazole 
• 110621-90-4 3-(3-nitrophenyl)-5-trinitromethyl-1,2,4-oxadiazole 
• 144835-87-0 (3aR,6aS)-5-(3,5-Dichloro-phenyl)-3-(3-nitro-phenyl)-3a,6a-dihydro-pyrrolo[3,4-d]isoxazole-4,6-dione 
• 144835-52-9 (3aR,6aS)-5-(3,5-Dichloro-phenyl)-6a-methyl-3-(3-nitro-phenyl)-3a,6a-dihydro-pyrrolo[3,4-d]isoxazole-4,6-dione 
• 74575-11-4 5-Methyl-5-nitromethyl-3-(3-nitro-phenyl)-4,5-dihydro-isoxazole 
• 135338-96-4 ethyl 2-<3-(3-nitrophenyl)-1,2,4-oxadiazol-5-yl>-2-cyanoacetate 
• 51003-63-5 3,4-bis(3-nitrophenyl)furoxan 

Relevant academic research and scientific papers

Dibenzazepine-linked isoxazoles: New and potent class of α-glucosidase inhibitors

α-Glucosidase inhibition is a valid approach for controlling hyperglycemia in diabetes. In the current study, new molecules as a hybrid of isoxazole and dibenzazepine scaffolds were designed, based on their literature as antidiabetic agents. For this, a series of dibenzazepine-linked isoxazoles (33–54) was prepared using Nitrile oxide-Alkyne cycloaddition (NOAC) reaction, and evaluated for their α-glucosidase inhibitory activities to explore new hits for treatment of diabetes. Most of the compounds showed potent inhibitory potency against α-glucosidase (EC 3.2.1.20) enzyme (IC50 = 35.62 ± 1.48 to 333.30 ± 1.67 μM) using acarbose as a reference drug (IC50 = 875.75 ± 2.08 μM). Structure-activity relationship, kinetics and molecular docking studies of active isoxazoles were also determined to study enzyme-inhibitor interactions. Compounds 33, 40, 41, 46, 48–50, and 54 showed binding interactions with critical amino acid residues of α-glucosidase enzyme, such as Lys156, Ser157, Asp242, and Gln353.

One-Pot Regioselective Synthesis of 7-Bromo-2H-Benzo[b][1,4]Oxazin-3(4H)-One Linked Isoxazole Hybrids as Anti-Cancer Agents and Their Molecular Docking Studies

Abstract: Regioselective synthesis of some novel 7-bromo-2H-benzo[b][1,4]oxazin-3(4H)-one linked isoxazole hybrids via copper(I) catalyzed one-pot reaction of various aromatic aldehydes with 7-bromo-4-(prop-2-yn-1-yl)-2H-benzo[b][1,4]oxazin-3(4H)-one was developed. The structures of the compounds that are synthesized are confirmed by 1H NMR, 13C NMR, and mass spectra. All the hybrids have been tested for their in vitro anticancer activity against four human cancer cell lines, including HeLa, MCF-7, A549, and PC3. Three of the compounds exhibited remarkable anticancer activity compared to standard drug etoposide. Molecular docking studies with EGFR also strengthened the in vitro anticancer activity.

One-pot Synthesis of Some Novel Xanthine Derived Isoxazoles as Potent Antibacterial Agents

In search of better antibacterial agents, a series of novel xanthine derived 3,5-disubstituted isoxazole derivatives were synthesized (3a-3j) in one-pot using 8-chloro-1,3-dimethyl-7-(prop-2-yn-1-yl)-1H-purine-2,6(3H,7H)-dione and aromatic aldehydes and f

A facile one-pot synthesis of 3,5-disubstituted isoxazole derivatives using hydroxy (tosyloxy) iodobenzene

Hydroxy (tosyloxy) iodobenzene (HTIB), a hypervalent iodine reagent, has been extensively used for oxidative transformations. We have developed a one-pot synthesis wherein aldoximes when reacted with alkynes in the presence of HTIB result in the direct formation of isoxazoles. This simple and straightforward reaction allows for ease of purification while leading to the formation of high purity 3,5-disubstituted isoxazoles in moderate yields.

Reaction of polyfluorinated cyclohexa-2,4-dienones with aryl nitrile oxides

Reaction of 1,3-dipolar cycloaddition of 6-chloropentafluorocyclohexa-2,4- dienone, 6-chloro-3-(pentafluorophenoxy)tetrafluorocyclohexa-2,4-dienone, and perfluoro-6-phenoxycyclohexa-2,4-dienone with aryl nitrile oxides proceeds highly stereoselectively at

Discovery, synthesis, and biological evaluation of a novel group of selective inhibitors of filoviral entry

Herein, we report the development of an antifiloviral screening system, based on a pseudotyping strategy, and its application in the discovery of a novel group of small molecules that selectively inhibit the Ebola and Marburg glycoprotein (GP)-mediated infection of human cells. Using Ebola Zaire GP-pseudotyped HIV particles bearing a luciferase reporter gene and 293T cells, a library of 237 small molecules was screened for inhibition of GP-mediated viral entry. From this assay, lead compound 8a was identified as a selective inhibitor of filoviral entry with an IC50 of 30 μM. To analyze functional group requirements for efficacy, a structure-activity relationship analysis of this 3,5-disubstituted isoxazole was then conducted with 56 isoxazole and triazole derivatives prepared using "click" chemistry. This study revealed that while the isoxazole ring can be replaced by a triazole system, the 5-(diethylamino)acetamido substituent found in 8a is required for inhibition of viral-cell entry. Variation of the 3-aryl substituent provided a number of more potent antiviral agents with IC50 values ranging to 2.5 μM. Lead compound 8a and three of its derivatives were also found to block the Marburg glycoprotein (GP)-mediated infection of human cells.

Design and synthesis of spiro derivatives of parthenin as novel anti-cancer agents

Several novel spiro derivatives of parthenin (1) have been synthesized by the dipolar cycloaddition using various dipoles viz; benzonitrile oxides, nitrones and azides with exocyclic double bond of C ring (α-methylene- γ-butyrolactone). Majority of the compounds exhibited improved anti-cancer activity compared to the parthenin, when screened for their in vitro cytotoxicity against three human cancer cell lines viz., SW-620, DU-145 and PC-3. In vivo screening of select analog revealed improved anti-cancer activity with low mammalian toxicity as compared to parthenin. The results of the cytotoxicity pattern of these derivatives reveals the SAR of these sesquiterpinoid lactones and possible role of α,β-unsaturated ketone of parthenin in inhibiting NF-kB. A mechanistic correlation of anti-cancer activity along with in vivo and western blotting experiments has been described.

Synthesis and pharmacological evaluation of 1,3,4-oxadiazole bearing bis(heterocycle) derivatives as anti-inflammatory and analgesic agents

A series of novel ether-linked bis(heterocycle)s have been synthesized via [3 + 2]-cycloaddition reaction of nitrile oxide with allyl alcohol followed by intramolecular 1,3-diploar cycloaddition reaction of nitrile imine with carbonyl group. All the newly

Anionic domino C-O-heterocyclization approach for the synthesis of 5-vinyl isoxazolines

5-Vinyl isoxazolines were isolated in high yields through domino nucleophilic addition-anionic C-O-heterocyclization, when allyl organometallics derived from trans-1,4-dihalobutene were reacted with nitrile oxides. Georg Thieme Verlag Stuttgart.

Reaction of allenylmagnesium and allenylindium bromides with nitrile oxides: synthesis of novel 5-butynyl- and 5-methylisoxazoles

5-Butynylisoxazoles were obtained in high yields through a domino addition, C-O heterocyclization involving allenylmagnesium bromide and benzonitrile oxide in dry THF, in which the corresponding 5-methylisoxazoles were isolated in trace amounts. However, when the reactions were attempted in aqueous media using allenylindium bromide, 5-methylisoxazoles were formed as the sole products in high yields.