Synthesis of Some Substituted Pyrazolopyrimidine Derivatives: An Environmentally Benign Approach

Pyrazolopyrimidines constitute a medicinally important class of heterocyclic compounds. Herein, we report an efficient and environmentally benign method for the synthesis of pyrazolo[3,4‐d]pyrimidin‐3‐ones from 2,4‐dinitrophenylhydrazine and diethyl malonate under microwave irradiation in 1,3‐dibutylimidazolium bromide ionic liquid. The synthesized compounds were analyzed by elemental analysis and standard spectroscopic techniques. The compounds were screened for their antibacterial and antifungal activities.     

Synthesis and Antitumor Evaluation of Some Newly Synthesized Pyrazolopyrimidine and Pyrazolotriazolopyrimidine Derivatives

A series of novel pyrazolo[3,4-d]pyrimidine 2b, 3, 5b, pyrazolotetrazolopyrimidine 4, and pyrazolotriazolopyrimidine derivatives 6a,b–10a,b have been synthesized and characterized by elemental analysis and spectroscopic data. Furthermore, the cytotoxicity and in vivo antitumor evaluation of some prepared compounds have been assessed, and derivatives 1a and 6b revealed promising activity in comparison to that of Cisplatin.

Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.     

Heterocyclic Synthesis with Nitriles: Synthesis of Pyrazolopyrimidine and Pyrazolopyridine Derivatives

The reaction of N ₁-substituted-5-amino-4-cyanopyrazoles with malononitrile and diethylmalonate occurs with formation of 6-substituted pyrazolo[3,4-d]pyrimidines, and pyrazolo[3,4-b]pyridines respectively. The structures of the products and conceivable mechanisms are discussed.     

Novel Synthesis of Some Phthalazinone Derivatives

Dimethyl homophthalate condensed with isatin to give the unexpected five membered lactone 3 rather than the half ester 1 and the δ‐lactone 2 . Treatment of compound 3 with excess hydrazine hydrate afforded phthalazinone carbohydrazide 4 which represents a novel method for the synthesis of phthalazinone derivatives. The carbohydrazide 4 upon treatment with carbon disulphide afforded 1,3,4‐oxadiazole derivative 5 , which reacted with ethylchloroacetate to give the S‐alkylated product 6 . The structure of compound 3 compared with 2 was discussed using hyperchem professional (7) AM₁ calculations, X‐ray single crystal structure and complete spectral data.     

Synthesis of Some Novel Pyrazolecarbaldehydehydrazones Derivatives

The compounds of general structure(Ⅰ) have good insectidal activities, which were published recently(JP06-247969,JP07-101930A, JP07-138233A, JP07-165697A, etc.). In order to discover new lead, the following compounds (Ⅱ), novel pyrazolecarbaldehydehydrazone derivatives, were designed and synthesized by introducing the active group pyrazole into the structure(Ⅰ) instead of the benzene ring. Their screenings are under progress.     

一些新型呋咱衍生物的合成

以歧化松香为原料, 将其纯化得到脱氢松香酸, 然后经甲酯化、溴代、硝化、成环等步骤, 合成了三个新型脱氢松香酸甲酯呋咱的衍生物12,13-氧化呋咱脱异丙基脱氢松香酸甲酯、12,13-呋咱脱异丙基脱氢松香酸甲酯、12-溴-13,14-氧化呋咱脱异丙基脱氢松香酸甲酯. 产物经红外光谱、核磁共振谱和元素分析方法进行了表征.     

Synthesis of Some Novel Fused Azole Derivatives

A novel synthesis of pyrazolopyrimidine derivatives was reported wherein 5-amino-1-benzoyl-3-(methylthio)-1H-pyrazole-4-carbonitrile was treated with formic acid, formamide, thioacetamide, carbon disulfide, and phenylisocyanate and phenylisothiocyanate.     

Synthesis and Biological Evaluation of Some Novel Isoxazole Derivatives

The reaction of 5‐amino‐3‐methylisoxazole ( 1 ) with formalin and secondary amines gave the corresponding Mannich bases 3 , 4 , 5 , 6 . Alkylation of isoxazole derivative 1 with Mannich bases hydrochloride gave unsubstituted isoxazolo[5,4‐b ]pyridine derivatives 8a , 8b via alkylation at position 4. Moreover, coupling reaction of 1 with different diazonium salts gave the corresponding mono and bisazo dyes of isoxazole derivative. The newly synthesized compounds were screened for their antitumor activity compared with 5‐fluorouracil as a well‐known cytotoxic agent using Ehrlich ascites carcinoma cells. Interestingly, the obtained results showed clearly that compounds 3 , 15 , 8b , 4 , 8a , and 5 exhibited high antitumor activity than 5‐fluorouracil.     

Synthesis of Some Novel N-Substituted Phthalazinone and Pyridopyridazinone Derivatives

Phthalazinone and pyridopyridazinone derivatives 3, 5, and 9 were prepared via reaction ofappropriate lactams 2 and 8 with 2-bromoethylphthalimide, N-tosylaziridine, and N,O-ditosyl derivatives of N-methylethanolamine in a two-step process in the presence of MeONa/MeOH or NaH/dimethylformamide (DMF). Starting compounds 2 and 8 were obtained by reaction of hydrazine hydrate with isoindolinones 1 or azaisoindolinones 6. Selected N-(2-phthalimidoethyl)-phthalazinones were converted into corresponding 2-[2-(methylamino) ethyl]- derivatives in satisfactory yields by treatment with hydrazine.     

Synthesis of Some Novel Oxime Derivatives and Fungicidal Activity

Some compounds containing oxime type such as fenpyroximate have good activity used as pesticide. In order to discover new lead, the novel compound (Ⅰ-Ⅴ) were designed and synthesized. Their structures were confirmed by IR, ¹HNMR and MS.     

Synthesis and Spectroscopic Studies of Some Novel Quinoline Derivatives

An intramolecular Wittig reaction of some substituted aminoacetophenones was used for the synthesis of novel quinoline derivatives. In addition, the base induced cyclization of the aminoacetophenones was investigated. The IR and NMR spectra of the quinoline derivatives are reported.     

Synthesis and Characterization of Some Novel Dendritic Phenothiazine Derivatives

Russian Journal of Organic Chemistry - Three novel dendritic phenothiazine derivatives consisting of a biphenyl core, phenothiazine branching units, and terminal 3,7-di-tert-butylphenothiazine...     

Synthesis and Anti-Inflammatory Activities of Some Novel S-Pyridyl Glycosides Derivatives

A series of some new acetylated S-glycosides of pyridine-2-thione derivatives, including D-glucose, D-galactose, D-xylose and L-arabinose derivatives were synthesized. Oxidation of some formed S-glycosides derivatives with H₂O₂ afforded the corresponding sulfones. S-Alkylation of pyridine-2-thione derivatives was performed to furnish the S-acyclo deazauridine derivatives. The entire tested compound showed potent anti-inflammatory activity were potent against edema and in the same time inhibited the prostaglandine formation. It is work mention that all the tested compounds showed high safety margin. The structures of the new synthesized compounds have been proved by IR, ¹ HNMR, mass spectra and elemental analysis.     

Synthesis and Biological Activity of Some Novel O-Phosphorylated Benzoxazole Derivatives

The phosphorylation of 2-(2′-hydroxyphenyl) benzoxazole has been accomplished with phosphorus oxychloride in a 1:1, 2:1, and 3:1 molar ratio in the presence of a base to yield O-phosphorylated benzoxazole derivatives. Their structures were confirmed by elemental analyses and IR, ¹H NMR, and ³¹P NMR spectral studies. These compounds have been screened for their insecticidal activity against Periplenata americana and were found to be quite active in this respect.     

Synthesis of Some Novel 1,3,4- and 1,2,4-Thiadiazole Derivatives

Synthesis and spectral characterization of novel 1,3,4-thiadiazole derivatives including one organo-mercury compound are described. Their structure elucidation was performed by means of spectroscopic and physical methods (IR, ¹H NMR, ¹³C NMR, MS, X-ray).     

Synthesis and Characterization of Some Novel Organochromium Fullerene-C60 Derivatives

Although the organotransition metal fullerene-C₆₀ derivatives have been intensively studied, no report regarding organochromium complexes containing a direct chromium to C₆₀ bond has appeared in literatures.¹ Now, we report preliminarily the synthesis, characterization and properties of the first such chromium complexes, namely single isomer fac-Cr(CO)₃(dppe)(η²-C₆₀) and the isomer mixture of fac- and mer-Cr(CO)₃(dppe)(η²-C₆₀).     

Synthesis of Some Novel Benzylidenehydantoins: Amino Acids Derivatives

5-Benzylidenehydantoin reacts with chlorosulfonic acid to give the corresponding p-sulfonyl chloride. Condensation of the latter with amino acids leads to sulfonylamino acid derivatives, which on coupling with glycine methyl ester hydrochloride in THF-Et₃N using the dicyclohexylcarbodiimide method furnish the desired dipeptide methyl esters. The spectral data of the compounds are briefly discussed.     

Microwave-Assisted Synthesis of Some Novel Thiazolidinone and Thiohydantoin Derivatives of Isatins

A simple, rapid, and efficient method for the synthesis of some new thiazolidinone and thiohydantoin derivatives of isatins along with some Mannich bases has been achieved in excellent yield from indole-2,3-dione-3-thiosemicarbazone employing microwave irradiation.     

Synthesis of Some Novel Quinazolinone Derivatives with Anticipated Biological Activity

The behavior of the benzoxazinone derivative 1 toward nitrogen and carbon nucleophiles was investigated and yielded compounds 2 – 4 , 6 , and 7 . The oxadiazol derivatives 9 – 12 were obtained from the interaction of hydrazide 8 with benzoic acid in the presence of phosphoryl chloride and/or carbon disulfide in the presence of KOH followed by alkylation with ethyl iodide and hydrazinolysis with hydrazine hydrate, respectively. The quinazolinone derivatives 13 and 22 were utilized to construct new heterocyclic systems 15 – 21 , 23 , and 24 via interaction with different carbon electrophiles. Some of the newly synthesized compounds were characterized on the bases of spectroscopic data. Some of the synthesized compounds were screened for antimicrobial activity.     

Novel Synthesis of 3-Fluoro-1-Aminoadamantane and Some of its Derivatives

The title compound, 3-fluoro-1-aminoadamantane, isolated as the hydrochloride, has been synthesized in a three-step reaction sequence which is both convenient and rapid. Three derivatives of the amine, 3-fluoro-1-(N-adamantyl)-p-toluenesulfonamide, 3-fluoro-1-(N-adamantyl) benzamide, and 3-fluoro-1-methyl-(N-adamantyl) carbamate, have also been prepared. All compounds were characterized by the usual methods.