67184-41-2Relevant academic research and scientific papers
A catalytic regioselective procedure for the synthesis of aryl oximes in the presence of palladium nanoparticles
Demir, Emine,Goksu, Haydar,Orhan, Ersin
, (2022/01/20)
The synthesis of aryl oximes from aryl aldehyde derivatives was carried out using hydroxylamine hydrochloride and aluminum oxy hydroxide-supported palladium (Pd/AlO(OH) nanoparticles. The procedure is revealed via the regioselective synthesis of oxime der
The local and natural sources in synthetic methods: the practical synthesis of aryl oximes from aryl aldehydes under catalyst-free conditions in mineral water
Goksu, H.,Orhan, E.
, (2021/07/27)
The synthesis of oximes from aryl aldehydes was prepared using hydroxylamine hydrochloride. The obtained oxime compounds were synthesized at maximum efficiency in mineral water at room temperature. The developed method is economical, practical and environmentally friendly. All of the aldehydes were converted the oxime a method using local sources and useful for industrial applications is introduced in the literature. Graphic abstract: In this study, addition elimination reaction, one of the important reactions of organic chemistry, was carried out using local sources. With this reaction, aryl oximes were obtained from aryl aldehydes in mineral water under catalyst-free conditions.[Figure not available: see fulltext.]
Synthesis and SAR study of simple aryl oximes and nitrofuranyl derivatives with potent activity against Mycobacterium tuberculosis
Calixto, Stephane Lima,Carvalho, Guilherme da Silva Louren?o,Coimbra, Elaine Soares,Granato, Juliana da Trindade,Louren?o, Maria Cristina da Silva,Wardell, James,da Costa, Cristiane Fran?a,de Souza, Marcus Vinicius Nora
, p. 12 - 20 (2020/02/06)
Background: Oximes and nitrofuranyl derivatives are particularly important compounds in medicinal chemistry. Thus, many researchers have been reported to possess antibacterial, antiparasitic, insecticidal and fungicidal activities. Methods: In this work, we report the synthesis and the biological activity against Mycobacterium tuberculosis H37RV of a series of fifty aryl oximes, ArCH=N-OH, I, and eight nitrofuranyl compounds, 2-nitrofuranyl-X, II. Results: Among the oximes, I: Ar = 2-OH-4-OH, 42, and I: Ar = 5-nitrofuranyl, 46, possessed the best activity at 3.74 and 32.0 μM, respectively. Also, 46, the nitrofuran compounds, II; X = MeO, 55, and II: X = NHCH2Ph, 58, (14.6 and 12.6 μM, respectively), exhibited excellent biological activities and were non-cytotoxic. Conclusion: The compound 55 showed a selectivity index of 9.85. Further antibacterial tests were performed with compound 55 which was inactive against Enterococcus faecalis, Klebisiella pneumonae, Pseudomonas aeruginosa, Staphylococcus aureus, Salmonella typhymurium and Shigel-la flexneri. This study adds important information to the rational design of new lead anti-TB drugs. Structure-activity Relationship (SAR) is reported.
Synthesis of Novel Diaziridinyl Quinone Isoxazole Hybrids and Evaluation of Their Anti-Cancer Activity as Potential Tubulin-Targeting Agents
Kumar, P. Ravi,Yennam, Satyanarayana,Raghavulu,Velatooru, Loka Reddy,Kotla, Siva Reddy,Penugurti, Vasudevarao,Hota, Prasanta K.,Behera, Manoranjan,Jaya Shree
, p. 406 - 414 (2019/07/10)
Two series of diaziridinyl quinone isoxazole derivatives were prepared and evaluated for their cytotoxic activity against MCF7, HeLa, BT549, A549 and HEK293 cell lines and interaction with tubulin. Compounds (6a-m) showed promising activity against all the 5 human cancer cell lines. Compounds 6a, 6e and 6 m were potent [IC 50 ranging between 2.21 μg to 2.87 μg] on ER-positive MCF7 cell line similar to the commercially available drug molecule Doxorubicin. The results from docking models are in consistent with the experimental values which demonstrated the favourable binding modes of compounds 6a-m to the interface of α- and β-tubulin dimer.
Design and synthesis of spirobiisoxazoline dibenzoquinone derivatives via [3?+?2] double 1,3-dipolar cycloaddition reaction
Swapnaja, K. Jones M.,Yennam, Satyanarayana,Chavali, Murthy
supporting information, p. 461 - 464 (2019/01/14)
“A series of novel spirobiisoxazoline dibenzoquinone derivatives were synthesized starting from 2,5-dimethoxybenzaldehyde in a six-step synthetic sequence”. The key step [3 + 2] double 1,3-dipolar cycloaddition of oxime chloride with allenoate was perform
Exploring isoxazoles and pyrrolidinones decorated with the 4,6-dimethoxy-1,3,5-triazine unit as human farnesyltransferase inhibitors
Lucescu, Liliana,Ghinet, Alina,Shova, Sergiu,Magnez, Romain,Thuru, Xavier,Farce, Amaury,Rigo, Beno?t,Belei, Dalila,Dubois, Jo?lle,B?cu, Elena
, (2019/04/13)
Unprecedented triazinyl-isoxazoles were afforded via an effective cycloaddition reaction between nitrile oxides and the scarcely described 2-ethynyl-4,6-dimethoxy-1,3,5-triazine as dipolarophile. The biological evaluation of the newly synthesized compounds showed that the inhibition of human farnesyltransferase by zinc complexation could be improved with triazine-isoxazole moieties. The replacement of the isoxazole unit by a pyrrolidin-2-one was detrimental to the inhibitory activity while the pyrrolidin-2-thione derivatives conserved the biological potential. The potential of selected compounds to disrupt protein farnesylation in Chinese hamster ovary (CHO) cells transfected with pEGFP-CAAX was also evaluated.
Synthesis of novel isoxazole-benzoquinone hybrids via 1,3-dipolar cycloaddition reaction as key step
Ravi Kumar,Behera, Manoranjan,Raghavulu,Jaya Shree,Yennam, Satyanarayana
scheme or table, p. 4108 - 4113 (2012/08/28)
An efficient method for the preparation of novel 2-(5-arylisoxazol-3-yl) cyclohexa-2,5-diene-1,4-dione hybrids via 1,3-dipolar cycloaddition followed by an oxidation reaction using ceric ammonium nitrate (CAN) has been described. Using this method, various aryl as well as alkyl substituted isoxazole-benzoquinone hybrids were synthesized in high yields.
An efficient one-pot synthesis of 3-aryl-5-methylisoxazoles from aryl aldehydes
Zhu, Shirong,Shi, Shuhao,Gerritz, Samuel W.
experimental part, p. 4001 - 4004 (2011/08/21)
An efficient protocol for the one-pot preparation of alkyl 3-aryl-5-methylisoxazole-4-carboxylates from aryl aldehydes is described. This method is readily amenable to the large scale preparation of isoxazoles as well as the parallel synthesis of isoxazole libraries.
[60]Fullerene Adducts with Improved Electron Acceptor Properties
Illescas, Beatriz M.,Martin, Nazario
, p. 5986 - 5995 (2007/10/03)
The synthesis of C60-based dyads in which the C60 core is covalently attached to a strong electron acceptor moiety such as quinones, TCNQ or DCNQI derivatives, has been carried out by 1,3-dipolar cycloaddition of "in situ" generated azomethyne ylides or nitrile oxides to C60. As expected, the obtained pyrrolidino[3′,4′:1,2][60]fullerenes exhibit reduction potentials of the C60 framework which are cathodically shifted in comparison with the parent C60. In contrast, isoxazolo[4′,5′:1,2][60]-fullerenes show reduction waves for the fullerene core that are anodically shifted in comparison with the parent C60, which indicates that they are remarkably stronger acceptors than C60.The electron acceptor organic addend also undergoes an anodic shift due to the electronic interaction with the C60 moiety. The molecular geometry of pyrrolidinofullerenes has been calculated at the semiempirical PM3 level and reveals a highly distorted geometry for the acceptor moiety in compound 13, and a most stable conformation in which both dicyanomethylene units are far away from the C60 surface.
Selective preparation of 4-(bromo or iodo)-2,5-dimethoxybenzonitrile and 2-(bromo or iodo)-3,6-dimethoxybenzonitrile from 2,5-dimethoxybenzaldehyde
Hathaway, Bruce A.,Taylor, Brian E.,Wittenborn, Jeremy S.
, p. 4629 - 4637 (2007/10/03)
By use of appropriate reactions and sequence of steps, 2,5- dimethoxybenzaldehyde can be converted either to 4-(bromo or iodo)-2,5- dimethoxybenzonitrile or 2-(bromo or iodo)-3,6-dimethoxybenzonitrile.
