Synthesis, anticancer evaluation in vitro, DFT, Hirshfeld surface analysis of some new 4-(1,3-benzothiazol-2-yl)-3-methyl-1-phenyl4,5-dihydro-1H-pyrazol-5-one derivatives

被引：12

作者：

Chakib, Imane ^{[1
]}

El Bakri, Youness ^{[1
,2
]}

Lai, Chin-Hung ^{[3
,4
]}

Benbacer, Laila ^{[5
]}

Zerzouf, Abdelfettah ^{[6
]}

Essassi, El Mokhtar ^{[1
]}

Mague, Joel T. ^{[7
]}

机构：

[1] Univ Mohammed V Rabat, Fac Sci, Pole Competences Pharmacochim,URAC 21, Lab Chim Organ Heterocycl,Ctr Rech Sci Medicament, Ave Ibn Battouta,BP 1014, Rabat, Morocco

[2] RUDN Univ, Fac Sci, Dept Organ Chem, Miklukho Maklaya St 6, Moscow 117198, Russia

[3] Chung Shan Med Univ, Dept Med Appl Chem, Taichung 40241, Taiwan

[4] Chung Shan Med Univ Hosp, Dept Med Educ, Taichung 402, Taiwan

[5] Ctr Natl Energie Sci & Tech Nucl, CNESTEN, Unite Biol & Rech Med, BP 1382 RP, Rabat 10001, Morocco

[6] ENS Takaddoum, Lab Chim Organ & Etud Physicochim, Rabat, Morocco

[7] Tulane Univ, Dept Chem, New Orleans, LA 70118 USA

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2019年 / 1198卷

关键词：

1,3-Benzothiazole; Pyrazole; Alkylation; Anticancer; Crystal structure; DFT; CRYSTAL-STRUCTURE; COLORIMETRIC ASSAY; 1,4-BENZOTHIAZINES; CHEMISTRY;

D O I：

10.1016/j.molstruc.2019.126910

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A new method for synthesizing compounds having benzothiazole and pyrazole moieties in their backbone has been successfully performed, based on the rearrangement of pyrazolylylidene-pyranopyrazolone in the presence of o-aminothiophenol in hot n-butanol. The new compound has been alkylated with different alkylating agents under phase transfer catalysis conditions. A Hirshfeld surface analysis for visually analyzing intermolecular interactions in crystal structures employing molecular surface contours and 2D fingerprint plots has been used to examine molecular shapes. The gas-phase geometries of the new compound and one alkylated derivative were studied by the DFT-B3LYP method. The anticancer properties of the compounds obtained have been evaluated. (C) 2019 Elsevier B.V. All rights reserved.

引用

页数：11

共 43 条

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