Synthesis, Crystal Structure and Biological Activity of Diethyl 1,4-dihydro-2,6-dimethyl-4-(4-methyl-1,2,3-thiadi azol-5-yl)pyridine-3,5-dicarboxylate / Li Juan-Juan ,Hua Xue-Wen ,Fan Zhi-Jin ,Ji Xiao-Tian ,Zong Guang-Ning ,Li Feng-Yun ,Huang Yun ,Song Hai-Bin ,Liu Chao-Lun ,Morzherin Yury Yu.,Belskaya Nataliya P.,Bakulev Vasiliy A. // CHINESE JOURNAL OF STRUCTURAL CHEMISTRY. - 2014. - V. 33, l. 4. - P. 535-543.

ISSN/EISSN:

0254-5861 / нет данных

Type:

Article

Abstract:

The title compound diethyl 1,4-dihydro-2,6-dimethyl-4-(4-methyl-1,2,3-thiadiazol-5-yl) pyridine-3,5-dicarboxylate (C16H21N3O4S, M-r = 351.42) was prepared by the Hantszch reaction with 4-methyl-1,2,3-thiadiazole-5-formaldehyde, ethyl acetoacetate and ammonium acetate in the presence of aluminum chloride in alcohol, and its structure was characterized by IR spectra, H-1-NMR, EA, and single-crystal X-ray diffraction. The crystal of the title compound belongs to monoclinic system, space group P2(1)/n with a = 11.300(2), b = 12.771(3), c = 12.826(3) angstrom, beta = 96.55(3)degrees, V = 1839.0(6) angstrom(3), Z = 4, D-c = 1.296 g/cm(3), mu(MoKa) = 0.71073 mm(-1), F(000) = 744, R= 0.0981 and wR = 0.1994. X-ray diffraction result shows that the torsion angles of N(1)-C(2)-C(3)-C(4) and C(2)-C(3)-C(4)-C(8) are 178.9(3) and 130.3(3), respectively. All rings in the title compound are non-planar. The bioassay results indicate that the title compound has good fungicidal activity, good antivirus activity against tobacco mosaic virus and certain extent of insecticidal activity against Mythimna separata.

Author keywords:

1,4-dihydropyridine; 1,2,3-thiadiazole; crystal structure; biological activity CALCIUM-CHANNEL ANTAGONISTS; 1,4-DIHYDROPYRIDINE DERIVATIVES; 1,2,3-THIADIAZOLE DERIVATIVES; DIHYDROPYRIDINE DERIVATIVES; MYTHIMNA-SEPARATA; AGENTS; RESISTANCE; ANTIBACTERIAL; RESPIRATION; CHEMISTRY

DOI:

нет данных

Web of Science ID:

ISI:000334980200005

Соавторы в МНС:

Другие поля

Поле	Значение
Publisher	CHINESE JOURNAL STRUCTURAL CHEMISTRY
Address	FUIJAN INST RES STRUCT MATTER, CHINESE ACAD SCIENCES, FUZHOU, FUJIAN 350002, PEOPLES R CHINA
Language	English
Keywords-Plus	CALCIUM-CHANNEL ANTAGONISTS; 1,4-DIHYDROPYRIDINE DERIVATIVES; 1,2,3-THIADIAZOLE DERIVATIVES; DIHYDROPYRIDINE DERIVATIVES; MYTHIMNA-SEPARATA; AGENTS; RESISTANCE; ANTIBACTERIAL; RESPIRATION; CHEMISTRY
Research-Areas	Chemistry; Crystallography
Web-of-Science-Categories	Chemistry, Inorganic \& Nuclear; Crystallography
Author-Email	fanzj@nankai.edu.cn 5787huangyun@sina.com
ResearcherID-Numbers	Morzherin, Yury/M-7420-2013 Belskaya, Nataliya/S-3953-2017
ORCID-Numbers	Morzherin, Yury/0000-0002-1333-6676 Belskaya, Nataliya/0000-0002-2509-7916
Funding-Acknowledgement	National Key Technology Research and Development Program {[}2011BAE06B02]
Funding-Text	This project was supported by the National Key Technology Research and Development Program(2011BAE06B02)
Number-of-Cited-References	46
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	6
Journal-ISO	Chin. J. Struct. Chem.
Doc-Delivery-Number	AF8QH