Synthesis and Antiproliferative Evaluation of Spirothiadiazolopyridazine Derivatives

Hanan Sekkak; Souad Mojahidi; El Mostapha Rakib; Said Abouricha; Abdelali Kerbal; Cinzia Aiello; Maurizio Viale

doi:10.2174/1570180811007010743

ISSN: 1570-1808
E-ISSN: 1875-628X

Synthesis and Antiproliferative Evaluation of Spirothiadiazolopyridazine Derivatives
By Hanan Sekkak, Souad Mojahidi, El Mostapha Rakib, Said Abouricha, Abdelali Kerbal, Cinzia Aiello and Maurizio Viale
Source: Letters in Drug Design & Discovery, Volume 7, Issue 10, Dec 2010, p. 743 - 746
DOI: https://doi.org/10.2174/1570180811007010743
- Available online: 01 Dec 2010

Abstract

The 1,3-dipolar cycloaddition of N-aryl-C-ethoxycarbonylnitrile imines to pyridazin-3-thione afforded novel spirothiadiazolopyridazines in moderate to good yields. The reaction occurs regioselectively at the exocyclic C=S bond. Some of the newly synthesized compounds were tested for their in vitro antitumor activity against three human and murine cell lines [human: A2780, (ovary, carcinoma), A549 (lung, carcinoma); murine: P388 (leukaemia)]. Among the series, some compounds exhibited significant growth inhibitory effects against cell lines P388.

Article metrics loading...

/content/journals/lddd/10.2174/1570180811007010743

2010-12-01

2025-09-09

From This Site

/content/journals/lddd/10.2174/1570180811007010743

dcterms_title,dcterms_subject,pub_keyword

-contentType:Contributor -contentType:Concept -contentType:Institution

10

5

Full text loading...

/content/journals/lddd/10.2174/1570180811007010743

Article Type: Research Article

Keyword(s): 1,3-dipolar cycloaddition; 3'-Ethoxycarbonyl-6-methyl-1'-(p-Chlorophenyl)spiro[1' H-4,2,1-thiadiazolo-(3,5')-4,5-dihydro-2-phenylpyridazin-e]; 3'-Ethoxycarbonyl-6-methyl-1'-(p-Fluorophenyl)spiro[1' H-4,2,1-thiadiazolo-(3,5')-4,5-dihydro-2-phenylpyrida-zine]; 3'-Ethoxycarbonyl-6-methyl-1'-(p-Methylphenyl)spiro[1' H-4,2,1-thiadiazolo-(3,5')-4,5-dihydro-2-phénylpyridaz-ine]; 3'-Ethoxycarbonyl-6-methyl-1'-(p-Nitrophenyl)spiro[1' H-4,2,1-thiadiazolo-(3,5')-4,5-dihydro-2-phenylpyrida-zine]; 400 ATC microculture plate reader; 6-Methy-2-phenyl-4,5-dihydro-2H-pyridazin-3-thione 4; A2780; A549; Antiproliferative Activity; C NMR; Cytotoxic activity; DMSO; General Procedure for the Synthesis of Spirothiadia-zolopyridazines 7; N-aryl-C-ethoxycarbonylnitrile imines; P388; Perkin-Elmer Sciex API 3000 spectrometer; pyridazin-3-thione; Pyridazinethione; Spirothiadiazolopyridazine; Thin-layer chromatography; TLC

Synthesis and Antiproliferative Evaluation of Spirothiadiazolopyridazine Derivatives

Abstract

From This Site

Most Read This Month

Most Cited Most Cited RSS feed

Discovery, Structural Determination and Anticancer Activities of Lactucinlike Guaianolides

Thermodynamic Aspects of Cancer: Possible Role of Negative Entropy in Tumor Growth, its Relation to Kinetic and Genetic Resistance

Immunomodulatory Properties of Synthetic Imidazolone Derivatives

Design and Prediction of ADME/Tox Properties of Novel Magnolol Derivatives as Anticancer Agents for NSCLC Using 3D-QSAR, Molecular Docking, MOLCAD and MM-GBSA Studies

Redox Active Iron at the Center of Oxidative Stress in Alzheimer Disease

Identifying Protein Binding Sites and Optimal Ligands

Phenyldihydroxypyrimidines as HCV NS5B RNA Dependent RNA Polymerase Inhibitors. Part I: Amides and Ureas

Phenyldihydroxypyrimidines as HCV NS5B RNA Dependent RNA Polymerase Inhibitors. Part II: Sulfonamides

Selection of a Catalytically Active Enzyme In Vivo Via Phage Display of its Product

A Comprehensive Review of the Advancement in Omic Technologies in the Field of Drug Discovery and Development