5-cinnamoyl- and 5-(ethoxycarbonyl)-6-styryl derivatives of 4-aryl-3,4-dihydropyrimidin-2(1H)-ones

被引：15

作者：

Kolosov, Maksim A.

Orlov, Valeriy D.

Vashchenko, Valeriy V.

Shishkina, Svetlana V.

Shishkinb, Oleg V.

机构：

[1] Kharkov Natl Univ, Dept Organ Chem, UA-61077 Kharkov, Ukraine

[2] Natl Acad Sci Ukraine, Kharkov Single Crystals Inst, State Sci Inst, Kharkov, Ukraine

来源：

COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS | 2007年 / 72卷 / 09期

关键词：

5-acetyl-4-aryl-3,4-dihydropyrimidin-2(1H)-ones; pyrimidines; benzaldehydes; chalcones; Claisen-Schmidt reactions; cinnamoyl derivatives;

D O I：

10.1135/cccc20071219

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Several 5-cinnamoyl- and 5-(ethoxycarbonyl)-6-styryl derivatives of 4-aryl-3,4-dihydropyrimidin-2(1H)-ones were obtained and their physicochemical properties were investigated. The introduction of alkyl substituent in position 1 of dihydropyrimidine ring was shown to promote the Claisen-Schmidt reaction on acetyl group only; without the alkyl both acetyl and 6-methyl groups participate in the reaction.

引用

收藏

页码：1219 / 1228

页数：10

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共 41 条

[31] Synthesis and antimicrobial evaluation of ethoxyphthalimide derivatized spiro [indole-3,5′-(1,3)thiazolo(4,5-c)isoxazol]-2(1H)-ones via ring closure metathesis [J].

Thadhaney, Bhawana ;

Sain, Deyendra ;

Pemawat, Gangotri ;

Talesara, G. L. .

INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2010, 49 (03) :368-373

[32] SYNTHESIS OF (3-(5-METHYL-1-PHENYL)-1H-1,2,3-TRIAZOL-4-YL)-4,5- DIHYDRO-1H-PYRAZOL-1-YL) PHENYL METHANONE AND ITS DERIVATIVES FROM SUBSTITUTED ANILINES [J].

Sonawane, Ratnamala ;

Sagare, Mohan .

HETEROCYCLIC LETTERS, 2022, 12 (04) :753-758

[33] SYNTHESIS OF 6,7-DIHYDROPYRIDO[2,3-d]PYRIMIDIN-5(8H)-ONE DERIVATIVES BASED ON THE REACTION OF 1-(4-CHLOROPYRIMIDIN-5-YL)ALK-2-EN-1-ONE DERIVATIVES WITH PRIMARY AMINES [J].

Kobayashi, Kazuhiro ;

Ono, Ryoga ;

Ishitobi, Kouki ;

Chikazawa, Yuuki ;

Hiyoshi, Hidetaka ;

Umezu, Kazuto .

HETEROCYCLES, 2016, 92 (02) :260-271

[34] 2-substituted 4-, 5-, and 6-[(1E)-3-oxo-3-phenylprop-1-en-1-yl]pyridazin-3(2H)-ones and 2-substituted 4,5-bis[(1E)-3-oxo-3-phenylprop-1-en-1-yl]pyridazin-3(2H)-ones as potent platelet aggregation inhibitors:: Design, synthesis, and SAR studies [J].

Meyers, Caroline ;

Yanez, Matilde ;

Elmaatougi, Abdelazlz ;

Verhelst, Tom ;

Coelho, Alberto ;

Fraiz, Nuria ;

Lemiere, Guy L. F. ;

Garcia-Mera, Xerardo ;

Laguna, Reyes ;

Cano, Ernesto ;

Maes, Bert U. W. ;

Sotelo, Eddy .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (02) :793-797

[35] A "One Pot," Environmentally Friendly, Multicomponent Synthesis of 2-Amino-5-cyano-4-[(2-aryl)-1H-indol-3-yl]-6-hydroxypyrimidines and Their Antimicrobial Activity [J].

Gupta, Ragini ;

Jain, Anshu ;

Madan, Yogita ;

Menghani, Ekta .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 2014, 51 (05) :1395-1403

[36] Synthesis, Characterization, Antitubercular Activity and Docking Studies of 2-(benzo [d]oxazol-2-ylthio)-1-(3-(4-fluoro-3-methylphenyl)-5-(substituted aryl)-4,5-dihydro-1H-pyrazol-1-yl)ethanone [J].

Venugopal, Muralidharan ;

Sundararajan, Raja ;

Choppala, Asha Deepti .

JOURNAL OF YOUNG PHARMACISTS, 2020, 12 (02) :S1-S9

[37] Synthesis and DFT Calculations of Novel Vanillin-Chalcones and Their 3-Aryl-5-(4-(2-(dimethylamino)- ethoxy)-3-methoxyphenyl)-4,5-dihydro-1H-pyrazole-1-carbaldehyde Derivatives as Antifungal Agents [J].

Alberto Illicachi, Luis ;

Montalvo-Acosta, Joel Jose ;

Insuasty, Alberto ;

Quiroga, Jairo ;

Abonia, Rodrigo ;

Sortino, Maximiliano ;

Zacchino, Susana ;

Insuasty, Braulio .

MOLECULES, 2017, 22 (09)

[38] Exploring of tumor-associated carbonic anhydrase isoenzyme IX and XII inhibitory effects and cytotoxicities of the novel N-aryl-1-(4-sulfamoylphenyl)-5-(thiophen-2-yl)-1H-pyrazole-3-carboxamides [J].

Yamali, Cem ;

Gul, Halise Inci ;

Ozli, Gulsen ;

Angeli, Andrea ;

Kirmizibayrak, Petek Ballar ;

Tepedelen, Burcu Erbaykent ;

Sakagami, Hiroshi ;

Bua, Silvia ;

Supuran, Claudiu T. .

BIOORGANIC CHEMISTRY, 2021, 115

[39] Analyze and assess the spectral, DFT, and medicinal characteristics through targeted pharmacological investigation of 2-(3-(5-(4-chlorophenyl) furan-2-yl)acryloyl)-3,4-dihydro-2H-naphthalen-1-one (CHFADN) [J].

Ahamed, J. Irshad ;

Presley, S. I. Davis ;

Rajabathar, Jothi Ramalingam ;

Sangeetha, V. O. ;

Babu, Venkatadri ;

Rajkumar, Manickam ;

Kamath, Manjunath S. .

JOURNAL OF MOLECULAR STRUCTURE, 2025, 1321

[40] Solvent-free microwave-assisted synthesis of E-(1)-(6-benzoyl-3,5-dimethylfuro[3′,2′:4,5]benzo[b]furan-2-yl)-3-(aryl)-2-propen-1-ones and their antibacterial activity [J].

Ashok, D. ;

Sudershan, K. ;

Khalilullah, M. .

GREEN CHEMISTRY LETTERS AND REVIEWS, 2012, 5 (02) :121-125

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