Multipotent drugs with cholinergic and neuroprotective properties for the treatment of Alzheimer and neuronal vascular diseases. I. Synthesis, biological assessment, and molecular modeling of simple and readily available 2-aminopyridine-, and 2-chloropyridine-3,5-dicarbonitriles

Samadi, Abdelouahid; Marco‐Contelles, José; Soriano, Elena; Álvarez-Pérez, Mónica; Chioua, Mourad; Romero, Alejandro; González‐Lafuente, Laura; Gandı́a, Luis; Roda, J.M.; López, Manuela G.; Villarroya, Mércedes; Garcı́a, Antonio G.; Rı́os, Cristóbal de los

doi:10.1016/j.bmc.2010.06.095

Cited by 58 publications

(40 citation statements)

References 52 publications

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“…The organic fractions were dried (MgSO4) and concentrated, giving rise to a colorless solid (45.5 mg, 16% from starting ketone). 1 4-(N-Methyl-N-propargylamino)-butan-2-one (14). N-Methylprop-2-yn-1-amine (1.7 mL, 20 mmol) and toluene (20 mL) were charged in a flask fitted with a reflux condenser under argon.…”

Section: -Amino-2-benzyl-8-phenyl-1234-tetrahydroisoquinoline-57mentioning

confidence: 99%

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Modification of conditions for the selective preparation of 2-amino-3-cyano-4-phenylpyridines

Álvarez-Pérez¹,

Marco‐Contelles²

2011

Arkivoc

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We herein describe the modification of the experimental conditions for the synthesis of certain 2-amino-4-aryl-3-cyanopyridines from benzaldehyde, malononitrile, ammonium acetate and aminoketones. The outcome of the reaction proved to be highly dependent on the experimental procedure, occasionally giving rise to metaphthalodinitriles. Mechanistical proposals are also reported, in order to explain the observed dependence on the procedure.

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Section: -Amino-2-benzyl-8-phenyl-1234-tetrahydroisoquinoline-57mentioning

confidence: 99%

“…After 6h, the precipitate was collected by filtration, washed with cold toluene (6×20 mL) and dried under vacuum, to yield the titled compound (9.68 g, 78%) as a light pink solid. 1 …”

Section: N-methyl-n-propargylacetoacetamide (16)mentioning

confidence: 99%

Modification of conditions for the selective preparation of 2-amino-3-cyano-4-phenylpyridines

Álvarez-Pérez¹,

Marco‐Contelles²

2011

Arkivoc

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“…Dambuza et al also reported the antimalarial properties of 3,5-Diaryl-2-aminopyridine derivatives [10]. Moreover, 2-AP based compounds have been evaluated for the treatment of Alzheimer's and neuro vascular diseases [11].…”

Section: Introductionmentioning

confidence: 99%

Characterization of Physical, Thermal and Spectral Properties of Biofield Treated 2-Aminopyridine

Trivedi¹

2015

SJAC

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2-Aminopyridine is an important compound, which is used as intermediate for the synthesis of pharmaceutical compounds. The present work was aimed to assess the effect of Mr. Trivedi's biofield energy treatment on the physical, thermal and spectral characteristics of 2-AP. The work was accomplished by dividing the sample in two parts i.e. one part was remained untreated, and another part had received biofield energy treatment. Subsequently, the samples were analyzed using various characterization techniques such as X-ray diffraction, differential scanning calorimetry, thermogravimetric analysis, ultra violet-visible spectroscopy, and Fourier transform infrared spectroscopy. The XRD analysis revealed a decrease in crystallite size of the treated sample (91.80 nm) as compared to the control sample (97.99 nm). Additionally, the result showed an increase in Bragg's angle (2θ) of the treated sample as compared to the control. The DSC and Differential thermal analysis analysis showed an increase in melting temperature of the treated 2-AP with respect to the control. Moreover, the latent heat of fusion of the treated sample was increased by 3.08%. The TGA analysis showed an increase in onset of thermal degradation (T onset ), and maximum thermal decomposition temperature (T max ) of the treated 2-AP as compared to the control sample. Additionally, the treated sample showed a reduction in weight loss as compared with the control indicating higher thermal stability of the sample. UV-visible analysis showed no changes in the absorption peak of the treated sample as compared to the control. The FT-IR spectroscopic results showed downward shifting of C-H stretching vibration 2991→2955 cm -1 in treated sample with respect to the control.

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“…The pyridine dicarbonitrile substructure was therefore chosen as a basic structural scaffold for the design of a reaction-based library (Reddy et al, 2006). Many publications report the biological properties of pyridinedicarbonitriles as being antihypertensive (Ward, 1976), antihistaminic (Quintela et al, 1997), anticancer, (Cocco et al, 2007) anti-inflammatory, analgesic (Manna et al, 1992), antibacterial (Behbehani et al, 2012), anti-HIV agents (El-Hawash et al, 2006) and anti-Alzheimer (Samadi et al, 2010). Many derivatives of pyridine-3,5-dicarbonitrile are reported as potential therapeutic agents, In hope to discover novel therapeutic agents, a series of 6-amino-1-(5, 6-dimethoxy-2,3-dihydro-1H-inden-1-ylideneamino)-2-oxo-4-aryl-1,2-dihydropyridine-3,5-dicarbonitrile compound are prepared which have not been reported before and compounds are tested for their antibacterial and antifungal activities.…”

Section: Introductionmentioning

confidence: 99%

Novel derivatives of 5,6-dimethoxy-1-indanone coupled with substituted pyridine as potential antimicrobial agents

Patel

Bhatt

et al. 2018

Arabian Journal of Chemistry

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Synthesis of novel derivatives of 5,6-dimethoxy-1-indanone was carried out via its Schiff's base using 2-cyanoacetohydrazide followed by cyclization with 2-arylidenemalononitrile in the presence of a catalytical amount of piperidine to get 6-amino-1-(5,6-dimethoxy-2,3-dihydro-1H-inden-1-ylideneamino)-2-oxo-4-aryl-1,2-dihydropyridine-3,5-dicarbonitrile derivatives. The structures of the synthesized compounds were confirmed on the basis of their spectral and elemental analysis. The synthesized compounds were also screened for antimicrobial activity and found to have promising antibacterial activity.

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Multipotent drugs with cholinergic and neuroprotective properties for the treatment of Alzheimer and neuronal vascular diseases. I. Synthesis, biological assessment, and molecular modeling of simple and readily available 2-aminopyridine-, and 2-chloropyridine-3,5-dicarbonitriles

Cited by 58 publications

References 52 publications

Modification of conditions for the selective preparation of 2-amino-3-cyano-4-phenylpyridines

Modification of conditions for the selective preparation of 2-amino-3-cyano-4-phenylpyridines

Characterization of Physical, Thermal and Spectral Properties of Biofield Treated 2-Aminopyridine

Novel derivatives of 5,6-dimethoxy-1-indanone coupled with substituted pyridine as potential antimicrobial agents

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