BIOMAT Database Logo BIOMAT Database Logo

Synthesis, antitrichinnellosis and antiprotozoal activity of some novel thieno[2,3-d]pyrimidin-4(3H)-ones containing benzimidazole ring. 2010

Anelia Ts Mavrova, and Dimitar Vuchev, and Kameliya Anichina, and Nikolay Vassilev
Department of Organic Synthesis, University of Chemical Technology and Metallurgy, 8Kliment Ohridski Blvd., 1756 Sofia, Bulgaria. anmav@abv.bg

Some novel thieno[2,3-d]pyrimidin-4(3H)-ones containing benzimidazol-2-yl-thioethyl- and benzimidazol-2-yl-methanethioethyl moiety in second position of the pyrimidine ring were synthesized in order to determine their antitrichinellosis and antiprotozoal effects. The structures of the compounds were confirmed by IR, (1)H NMR and elemental analysis. The antiparasitic screening showed that the benzimidazole derivatives of thieno[2,3-d]pyrimidin-4(3H)-ones exhibited higher activity against Trichinella spiralis in vitro in comparison albendazole. The most active compound, 2-[2-(5-nitro-1H-benzimidazol-1-yl)ethyl]-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one 22 revealed 95% activity at a dosage of 5 mg/kg mw after 24 h, while compounds 8 and 10 applied at the same dose showed efficacy of 90% after 48 h. The compound 2-{2-[(5(6)-nitro-1H-benzimidazol-2-yl)thio]ethyl}-5,6,7,8-tetrahydro[1]-benzothieno[2,3-d]pyrimidin-4(3H)-one 11 exhibited 90% efficacy after 24 h. The pharmaco-therapeutic study in vivo on invaded with Lamblia muris white mice showed 100% effectiveness of the compounds 8, 10, 11, 13-15 and 22, 23 after five-days-treatment course.

UI MeSH Term Description Entries
D011743 Pyrimidines A family of 6-membered heterocyclic compounds occurring in nature in a wide variety of forms. They include several nucleic acid constituents (CYTOSINE; THYMINE; and URACIL) and form the basic structure of the barbiturates.
D004305 Dose-Response Relationship, Drug The relationship between the dose of an administered drug and the response of the organism to the drug. Dose Response Relationship, Drug,Dose-Response Relationships, Drug,Drug Dose-Response Relationship,Drug Dose-Response Relationships,Relationship, Drug Dose-Response,Relationships, Drug Dose-Response
D000818 Animals Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA. Animal,Metazoa,Animalia
D000981 Antiprotozoal Agents Substances that are destructive to protozoans. Schizonticides,Agents, Antiprotozoal
D001562 Benzimidazoles Compounds with a BENZENE fused to IMIDAZOLES.
D013237 Stereoisomerism The phenomenon whereby compounds whose molecules have the same number and kind of atoms and the same atomic arrangement, but differ in their spatial relationships. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed) Molecular Stereochemistry,Stereoisomers,Stereochemistry, Molecular,Stereoisomer
D013329 Structure-Activity Relationship The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups. Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships
D014234 Trichinella A genus of parasitic nematodes that causes TRICHINELLOSIS in man and other animal. Trichina,Trichinas,Trichinellas
D014235 Trichinellosis An infection with TRICHINELLA. It is caused by eating raw or undercooked meat that is infected with larvae of nematode worms TRICHINELLA genus. All members of the TRICHINELLA genus can infect human in addition to TRICHINELLA SPIRALIS, the traditional etiological agent. It is distributed throughout much of the world and is re-emerging in some parts as a public health hazard and a food safety problem. Human Trichinellosis,Trichinelliasis,Trichinosis,Human Trichinelloses,Trichinelliases,Trichinelloses,Trichinelloses, Human,Trichinellosis, Human,Trichinoses
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular

Related Publications

Anelia Ts Mavrova, and Dimitar Vuchev, and Kameliya Anichina, and Nikolay Vassilev
Anticancer Activity Evaluation of New Thieno[2,3-d]pyrimidin-4(3H)-ones and Thieno[3,2-d]pyrimidin-4(3H)-one Derivatives.
July 2018, Scientia pharmaceutica,
Anelia Ts Mavrova, and Dimitar Vuchev, and Kameliya Anichina, and Nikolay Vassilev
Synthesis and antiproliferative activity of some new thieno[2,3-d]pyrimidin-4(3H)-ones containing 1,2,4-triazole and 1,3,4-thiadiazole moiety.
October 2014, European journal of medicinal chemistry,
Anelia Ts Mavrova, and Dimitar Vuchev, and Kameliya Anichina, and Nikolay Vassilev
Synthesis, anticancer activity and photostability of novel 3-ethyl-2-mercapto-thieno[2,3-d]pyrimidin-4(3H)-ones.
November 2016, European journal of medicinal chemistry,
Anelia Ts Mavrova, and Dimitar Vuchev, and Kameliya Anichina, and Nikolay Vassilev
Synthesis and pharmacological study of antihyperlipaemic activity of 2-substituted thieno(2,3-d)pyrimidin-4(3H)-ones.
May 1990, Arzneimittel-Forschung,
Anelia Ts Mavrova, and Dimitar Vuchev, and Kameliya Anichina, and Nikolay Vassilev
Synthesis and bioevaluation of new vascular-targeting and anti-angiogenic thieno[2,3-d]pyrimidin-4(3H)-ones.
March 2020, European journal of medicinal chemistry,
Anelia Ts Mavrova, and Dimitar Vuchev, and Kameliya Anichina, and Nikolay Vassilev
Synthesis of Novel Analogs of Thieno[2,3-d] Pyrimidin-4(3H)-ones as Selective Inhibitors of Cancer Cell Growth.
October 2019, Biomolecules,
Anelia Ts Mavrova, and Dimitar Vuchev, and Kameliya Anichina, and Nikolay Vassilev
Synthesis, Antimycobacterial Evaluation and Docking Studies of Some 7-Methyl-5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4(3H)-ones.
January 2018, Chemical & pharmaceutical bulletin,
Anelia Ts Mavrova, and Dimitar Vuchev, and Kameliya Anichina, and Nikolay Vassilev
3,5,6-Trimethyl-thieno[2,3-d]pyrimidin-4(3H)-one.
September 2012, Acta crystallographica. Section E, Structure reports online,
Anelia Ts Mavrova, and Dimitar Vuchev, and Kameliya Anichina, and Nikolay Vassilev
Synthesis and QSAR of some 3-amino-2-(substituted)aminomethyl-5,6-disubstituted thieno[2,3-d]pyrimidin-4(3H)-ones as novel H1-receptor antagonists.
August 1997, Drug design and discovery,
Anelia Ts Mavrova, and Dimitar Vuchev, and Kameliya Anichina, and Nikolay Vassilev
Synthesis and antihistaminic activity of 3H-benzo [4,5] thieno [2,3-d][1,2,3] triazin-4-ones.
January 2012, Saudi pharmaceutical journal : SPJ : the official publication of the Saudi Pharmaceutical Society,
Copied contents to your clipboard!