Synthesis of Triazenopyrazole Derivativesas Potential Inhibitors of HIV-1

Larsen, Janus S.; Zahran, M. A.; Pedersen, Erik B.; Nielsen, Claus

doi:10.1007/pl00010295

Cited by 37 publications

(31 citation statements)

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“…2 Various 4,5-diaminopyrazoles have been reported as intermediate in the synthesis of 1,2,4-triazoles, 3 imidazo [4,5-c]pyrazoles 4 and benzodiazepines. 5 These fused systems have been evaluated as anti-cancer activity, 6 anti-HIV inhibitors, 7 antiasthmatic and antinflammatory activity. 8 The 4,5-diaminopyrazoles were reported by preparation of different methods.…”

Section: Introductionmentioning

confidence: 99%

Cyclization of 4,5‐Diamino Pyrazole Derivatives and Their Antibacterial Activities

et al. 2011

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A convenient synthesis of intermediate 4,5-diamino-3-aryl-1-phenylpyrazoles 4a-4c was reported. The different cyclization reactions were carried out with chalcone, 2-mercaptoacetic acid and p-anisialdehyde, ethyl chloroformate, glyoxal and thiourea to afford different N and S containing heterocycles. The reaction conditions were compared by conventional heating and microwave irradiation. The structures of the cyclization products were determined by analytical and spectroscopic data. All the synthesized compounds were screened for antibacterial activities in vitro.

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Section: Introductionmentioning

confidence: 99%

Cyclization of 4,5‐Diamino Pyrazole Derivatives and Their Antibacterial Activities

et al. 2011

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“…The importance of triazenes as versatile tools in organic synthesis has also been reviewed recently [3]. Triazenes [4] and chemical compounds with benzenesulfonamide groups have interesting biological properties and potential applications as drugs [5]. Previous theoretical studies on triazene systems have been reported *Corresponding author.…”

Section: Introductionmentioning

confidence: 99%

DFT, ab initio and FT-IR studies of the structure of sulfonamide triazenes

Dabbagh

Teimouri

Shiasi

et al. 2008

JICS

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We present an in-depth investigation of the structural, infrared spectra and visible spectra of various triazenes with a sulfonamide moiety. The preparation of 4-sulfonyl amide benzenediazonium chloride with cyclic amines of various ring sizes (pyrrolidine, piperidine, 4-methylpiperidine, N-methylpiperazine, morpholine and hexamethyleneimine) are theoretically investigated using the density functional theory (DFT) and Hartree-Fock (HF) levels of theory with the standard 6-31G* basis set. The calculated vibrational frequencies are evaluated via comparison with experimental values. The vibrational spectral data obtained from solid-phase FT-IR spectra are assigned modes based on the results of the theoretical calculations. The UV-Vis spectrum of each compound is measured in various solvents with a wide range of polarity to examine the role of solvent chemistry on observed spectral changes. The calculated spectra are in good agreement with the experimental spectra.

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“…31 In the following step, compounds 4 and 2 underwent cyclization under mild acidic condition at reflux to yield 7-(3-nitro-phenyl)-pyrazolo[1,5-a]-pyrimidine-3-carbonitrile (5). 29 An efficient reduction of 5 using 10% Pd/C catalyst at an H 2 pressure of 60 psi gave 7-(3-amino-phenyl)-pyrazolo[1,5-a]pyrimidine-3-carbonitrile (6).…”

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confidence: 97%