Angular Regioselective Synthesis of Varied Functionalized Hexahydro-1,2,4-triazolo[4,3-<i>a</i>]quinazolin-9-ones and Their Antiproliferative Action

Angular Regioselective Synthesis of Varied Functionalized Hexahydro-1,2,4-triazolo[4,3-<i>a</i>]quinazolin-9-ones and Their Antiproliferative Action

New 2-thioxopyrimidin-4-ones capable of participating in regioselective reactions with functionally diverse hydrazonoyl chlorides towards angular regioisomers, rather than linear ones, were designed and synthesized to form stereoisomeric <i>cis</i>- and <i>trans</i>-hexahydro...

Full description

Bibliographic Details
Main Authors:	Awad I. Said, Márió Gajdács, István Zupkó, Matti Haukka, Márta Palkó
Format:	Article
Language:	English
Published:	MDPI AG 2023-04-01
Series:	Molecules
Subjects:	regioselective synthesis hydrazonoyl chloride [1,2,4]triazolo[4,3-<i>a</i>]quinazolin-9-ones antitumor action
Online Access:	https://www.mdpi.com/1420-3049/28/9/3718

Similar Items

Angular Regioselectivity in the Reactions of 2-Thioxopyrimidin-4-ones and Hydrazonoyl Chlorides: Synthesis of Novel Stereoisomeric Octahydro[1,2,4]triazolo[4,3-<i>a</i>]quinazolin-5-ones
by: Awad I. Said, et al.
Published: (2020-12-01)

Design, Synthesis, and Photophysical Properties of 5-Aminobiphenyl Substituted [1,2,4]Triazolo[4,3-<i>c</i>]- and [1,2,4]Triazolo[1,5-<i>c</i>]quinazolines
by: Tatyana N. Moshkina, et al.
Published: (2024-05-01)

3-Aryl-5-aminobiphenyl Substituted [1,2,4]triazolo[4,3-<i>c</i>]quinazolines: Synthesis and Photophysical Properties
by: Alexandra E. Kopotilova, et al.
Published: (2023-02-01)

Synthesis of novel Bis-1,2,4-Triazolo[3,4-b][1,3,4]Thiadiazines from natural camphoric acid as potential anti-candidal agents
by: Salama A. Ouf, et al.
Published: (2024-01-01)

Novel [1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazine and [1,2,4]triazolo[3,4-<i>b</i>][1,3,4]thiadiazepine Derivatives: Synthesis, Anti-Viral In Vitro Study and Target Validation Activity
by: Andrey V. Khramchikhin, et al.
Published: (2022-11-01)

The Structural and Optical Properties of 1,2,4-Triazolo[4,3-<i>a</i>]pyridine-3-amine
by: Lucyna Dymińska, et al.
Published: (2022-01-01)

An overview of the most used synthetic pathways of 1,2,4-triazolo[1,5-a]pyrimidines
by: Mohamed N. Zedan, et al.
Published: (2024-12-01)

Efficient Synthesis and X-ray Structure of [1,2,4]Triazolo[4,3-<i>a</i>]pyridines via Oxidative Cyclization Using N-Chlorosuccinimide (NCS)
by: Said El-Kurdi, et al.
Published: (2021-09-01)

A Novel Series of [1,2,4]Triazolo[4,3-a]Pyridine Sulfonamides as Potential Antimalarial Agents: In Silico Studies, Synthesis and In Vitro Evaluation
by: Veronika R. Karpina, et al.
Published: (2020-09-01)

Synthesis and Positive Inotropic Activity of [1,2,4]Triazolo[4,3-a] Quinoxaline Derivatives Bearing Substituted Benzylpiperazine and Benzoylpiperazine Moieties
by: Xue-Kun Liu, et al.
Published: (2017-02-01)

The synthesis and the study of the antitumor activity of 3-R-6-(4-methoxyphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine hydrobromides
by: V. O. Yanchenko, et al.
Published: (2020-12-01)

Microwave-Mediated, Catalyst-Free Synthesis of 1,2,4-Triazolo[1,5-<i>a</i>]pyridines from Enaminonitriles
by: Kwanghee Lee, et al.
Published: (2024-02-01)

Novel flavonoid derivatives containing 1,2,4-triazolo[4,3-a]pyridine as potential antifungal agents: Design, synthesis, and biological evaluation
by: Chenyu Gong, et al.
Published: (2024-03-01)

[1,2,4]triazolo[4,3-<i>a</i>]quinoxaline as Novel Scaffold in the Imiqualines Family: Candidates with Cytotoxic Activities on Melanoma Cell Lines
by: Cindy Patinote, et al.
Published: (2023-07-01)

A Simple and Easily Implemented Method for the Regioselective Introduction of Deuterium into Azolo[1,5-<i>a</i>]pyrimidines Molecules
by: Gevorg G. Danagulyan, et al.
Published: (2023-03-01)

Design, Synthesis and Biological Evaluation of [1,2,4]Triazolo[1,5-<i>a</i>]pyrimidine Indole Derivatives against Gastric Cancer Cells MGC-803 via the Suppression of ERK Signaling Pathway
by: Guang-Xi Yu, et al.
Published: (2022-08-01)

Synthesis and Cytotoxic Activity of 1,2,4-Triazolo-Linked <i>Bis</i>-Indolyl Conjugates as Dual Inhibitors of Tankyrase and PI3K
by: Prasanna A. Yakkala, et al.
Published: (2022-11-01)

Direct CH/CH functionalization of 1,3-dihydroxy-9H-xanthen-9-one and 1,3-dimethoxy-9H-xanthen-9-one with 1,2,4-triazines and quinazoline
by: A. D. Sharapov, et al.
Published: (2020-12-01)

Determination of pKa of triazolo[5,1-c][1,2,4]triazines in non-aqueous media by potentiometric titration
by: Alexandra V. Ivoilova, et al.
Published: (2024-11-01)

6-Amino-7-((4-methoxybenzyl)thio)quinazolin-4(3<i>H</i>)-one
by: Susila Thapa, et al.
Published: (2024-12-01)

Anticancer Activity of Triazolo-Thiadiazole Derivatives and Inhibition of AKT1 and AKT2 Activation
by: Dimitrios T. Trafalis, et al.
Published: (2021-04-01)

Crystal structure and Hirshfeld surface analysis of 5-oxo-7-phenyl-2-(phenylamino)-1H-[1,2,4]triazolo[1,5-a]pyridine-6,8-dicarbonitrile dimethyl sulfoxide monosolvate
by: Farid N. Naghiyev, et al.
Published: (2023-06-01)

Pyrazolo-triazolo-pyrimidine Scaffold as a Molecular Passepartout for the Pan-Recognition of Human Adenosine Receptors
by: Veronica Salmaso, et al.
Published: (2023-11-01)

Push-Pull Structures Based on 2-Aryl/thienyl Substituted Quinazolin-4(3<i>H</i>)-ones and 4-Cyanoquinazolines
by: Tatyana N. Moshkina, et al.
Published: (2022-10-01)

Enhancing the Anticancer Potential of Targeting Tumor-Associated Metalloenzymes via VEGFR Inhibition by New Triazolo[4,3-<i>a</i>]pyrimidinone Acyclo C-Nucleosides Multitarget Agents
by: Mohamed Nabil Abd Al Moaty, et al.
Published: (2022-04-01)

Redox Conversions of 5-Methyl-6-nitro-7-oxo-4,7-dihydro-1,2,4triazolo[1,5-a]pyrimidinide L-Arginine Monohydrate as a Promising Antiviral Drug
by: Alexandra Ivoilova, et al.
Published: (2021-08-01)

Discovery of Quinazoline-2,4(1<i>H</i>,3<i>H</i>)-Dione Derivatives as Potential Antibacterial Agent: Design, Synthesis, and Their Antibacterial Activity
by: Nader M. Boshta, et al.
Published: (2022-06-01)

Designing Potent Anti-Cancer Agents: Synthesis and Molecular Docking Studies of Thieno[2,3-<i>d</i>][1,2,4]triazolo[1,5-<i>a</i>]pyrimidine Derivatives
by: Eman S. M. Elsenbawy, et al.
Published: (2024-02-01)

Approaches to synthesis of ([1,2,4]triazolo[1,5-c]quinazolin-2-yl)benzoic acids as potential anti-inflammators
by: N. I. Krasovska
Published: (2022-06-01)

Synthesis and Antibacterial Activity of Novel Triazolo[4,3-<i>a</i>]pyrazine Derivatives
by: Zhang Hu, et al.
Published: (2023-11-01)

METHOD OF DETERMINATION OF 5-METHYL-6-NITRO-7-OXO-1,2,4-TRIAZOLO[1,5-<i>a</i>]PIRIMIDINIDE <i>l-</i>ARGININY - THE ACTIVE COMPONENT OF DRUG «TRIAZID» BY HPLC METHOD
by: A. V. Baklykov, et al.
Published: (2019-01-01)

(E)-Ethyl 3-(Dimethylamino)-2-(7,9-diphenyl-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-2-yl)acrylate
by: Sobhi M. Gomha, et al.
Published: (2011-12-01)

Synthesis and Luminescent Properties of <i>s</i>-Tetrazine Derivatives Conjugated with the 4<i>H</i>-1,2,4-Triazole Ring
by: Anna Maj, et al.
Published: (2022-06-01)

Regioselective quinazoline C2 modifications through the azide–tetrazole tautomeric equilibrium
by: Dāgs Dāvis Līpiņš, et al.
Published: (2024-03-01)

Review of the Synthesis and Anticancer Properties of Pyrazolo[4,3-<i>e</i>][1,2,4]triazine Derivatives
by: Zofia Bernat, et al.
Published: (2020-08-01)

Novel Conjugated <i>s</i>-Tetrazine Derivatives Bearing a 4<i>H</i>-1,2,4-Triazole Scaffold: Synthesis and Luminescent Properties
by: Anna Maj, et al.
Published: (2022-01-01)

Nucleosides Bearing Quinazoline Moiety and Evaluation Their Antimicrobial effects
by: Mohammed Kadhim, et al.
Published: (2022-07-01)

Formal [3 + 2] Cycloaddition of <i>α</i>-Imino Esters with Azo Compounds: Facile Construction of Pentasubstituted 1,2,4-Triazoline Skeletons
by: Yasushi Yoshida, et al.
Published: (2023-05-01)

1-(5-ACETYL-3-METHYL-6-PHENYL-5H-[1,2,4]TRIAZOLO [3,4-b][1,3,4]THIADIAZIN-7-YL)-ETHANONE: DOSE-DEPENDENCE OF ANALGESIC EFFECT, LACK OF OPIOIDERGIC MECHANISM OF ACTION, EFFECT ON BEHAVIORAL REACTIONS AND ACUTE TOXICITY
by: Andriy Koval, et al.
Published: (2023-12-01)

Crystal structure of 3-benzylsulfanyl-6-(5-methyl-1,2-oxazol-3-yl)-1,2,4-triazolo[3,4-b][1,3,4]thiadiazole
by: Krishnaiah Vaarla, et al.
Published: (2015-11-01)