4246-85-9Relevant academic research and scientific papers
Synthesis, molecular modeling and bio-evaluation of cycloalkyl fused 2-aminopyrimidines as antitubercular and antidiabetic agents
Singh, Nimisha,Pandey, Sarvesh Kumar,Anand, Namrata,Dwivedi, Richa,Singh, Shyam,Sinha, Sudhir Kumar,Chaturvedi, Vinita,Jaiswal, Natasa,Srivastava, Arvind Kumar,Shah, Priyanka,Siddiqui, M. Imran,Tripathi, Rama Pati
scheme or table, p. 4404 - 4408 (2011/09/12)
An economical and efficient one step synthesis of a series of 8-(arylidene)-4-(aryl)-5,6,7,8-tetrahydro-quinazolin-2-ylamines and 9-(arylidene)-4-(aryl)-6,7,8,9-tetrahydro-5H-cycloheptapyrimidin-2-ylamines by the reaction of bis-benzylidene cycloalkanones and guanidine hydrochloride in presence of NaH has been developed. All the synthesized compounds were evaluated against Mycobacterium tuberculosis H37Rv strain and the α-glucosidase and glycogen phosphorylase enzymes. Few of the compounds have shown interesting in vitro activity with MIC up to 3.12 μg/mL against M. tuberculosis and very good inhibition of α-glucosidase and glycogen phosphorylase enzymes. The most potent non toxic compound 40 exhibited about 58% ex vivo activity at MIC of 3.12 μg/mL. The present study opens a new gate to synthesize antitubercular agents for diabetic TB patients. In silico docking studies indicate that mycobacterial dihydrofolate reductase is the possible target of these compounds.
The synthesis and chlorosulfonation of some diarylidene and heteroarylidene ketones with varying alicyclic ring size
Cremlyn, Richard J.,Frearson, Martin J.,Graham, Stephen
, p. 205 - 218 (2007/10/03)
A series of diarylidene and heteroarylidene ketones (1-20) was prepared using alicyclic ketones ((CH2)nC=O where n=3 to 7).An improved synthesis of 2,4-dibenzylidenecyclobutanone (1) is described and the ease of preparation of the arylidene derivatives is considered in terms of the size of the alicyclic ring.Treatment of 2,5-dibenzylidenecyclopentanone (2) with chlorosulfonic acid (10 mole equivalents) afforded the 4,4'-bis-sulfonyl chloride (23), reducing the amount of chlorosulfonis acid (6 mole equivalents) produced the corresponding mono-sulfonyl chloride (24).Only the respective 4,4'-bis-sulfonyl chlorides (39, 45, 51) could be isolated from the diarylidene ketones derived from larger alicyclic rings.Attempted chlorosulfonation of 2,4-dibenzylidene cyclobutanone (1) gave a mixture of products which could not be clearly characterised.The sulfonyl chlorides were converted into stable sulfonamides (25-29, 35, 36, 38, 40-44, 46-48, 52, 54) by condensation with amines, and selected samples were screened for biological activity as potential insecticides, herbicides, and fungicides.The orientation of sulfonation is discussed in relation to stereoelectronic factors and the relevant spectral data.Key words: Arylidene and heteroarylidene ketones, chlorosulfonation, sulfonamides
New Aziridines and Pyrazolines Derived from Diarylidenecycloalkanones
Kabli, R. A.,Kaddah, A. M.,Khalil, A. M.,Khalaf, A. A.
, p. 152 - 156 (2007/10/02)
A number of diarylidenecycloalkanones (I and II) have been prepared by the condensation of cycloalkanones with different aromatic aldehydes.Treatment of I and II with bromine gives the corresponding tetrabromides (III and IV).Compounds III react with meth
