2016
DOI: 10.1016/j.molstruc.2015.10.081
|View full text |Cite
|
Sign up to set email alerts
|

Structural and spectroscopic investigation on a new potentially bioactive di-hydrazone containing thiophene heterocyclic rings

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
1
1
1

Citation Types

0
3
0
1

Year Published

2017
2017
2024
2024

Publication Types

Select...
7
2

Relationship

0
9

Authors

Journals

citations
Cited by 19 publications
(4 citation statements)
references
References 33 publications
0
3
0
1
Order By: Relevance
“…It has been established that the biological activity of hydrazone compounds is associated with the presence of the active azomethine -NH-N=CH- pharmacophore [ 7 ] and these compounds, in combination with various heterocyclic scaffolds, possess diverse biological activity, including anticancer, antibacterial, antiviral, antiplatelet [ 8 , 9 ], as well as antioxidant one [ 10 , 11 ]. As a model of a hybrid drug, bearing hydrazone and thiophene moieties, 2,5-dimethoxy-terephthalaldehyde bis(thiophene-2-carbonylhydrazone) was synthesized by the condensation reaction between 2,5-dimethoxyterephthalaldehyde and 2-thiophenecarboxylic acid hydrazide to be evaluated by computational pharmacological evaluation for the drug’s pharmacokinetics in the human body and presented a drug score of 45% according to the Lipinski rule of five [ 12 ]. Phthalimide ring (isoindoline-1,3-dione) represents another promising pharmacophore subunit for incorporation into hydrazone molecule.…”
Section: Introductionmentioning
confidence: 99%
“…It has been established that the biological activity of hydrazone compounds is associated with the presence of the active azomethine -NH-N=CH- pharmacophore [ 7 ] and these compounds, in combination with various heterocyclic scaffolds, possess diverse biological activity, including anticancer, antibacterial, antiviral, antiplatelet [ 8 , 9 ], as well as antioxidant one [ 10 , 11 ]. As a model of a hybrid drug, bearing hydrazone and thiophene moieties, 2,5-dimethoxy-terephthalaldehyde bis(thiophene-2-carbonylhydrazone) was synthesized by the condensation reaction between 2,5-dimethoxyterephthalaldehyde and 2-thiophenecarboxylic acid hydrazide to be evaluated by computational pharmacological evaluation for the drug’s pharmacokinetics in the human body and presented a drug score of 45% according to the Lipinski rule of five [ 12 ]. Phthalimide ring (isoindoline-1,3-dione) represents another promising pharmacophore subunit for incorporation into hydrazone molecule.…”
Section: Introductionmentioning
confidence: 99%
“…Both hydrazide and hydrazone compounds have drawn much concern in order to investigate their structures as well as their enormous biomedical activities as: antioxidant [8,9], analgesic, anti-inflammatory [10], antimalarial, anti-leishmanial and anti-trypanosomal [11], anti-convulsant [(12)], antibacterial [13,14], antiplatelet [15], antitumor [16] and antiviral [17,18] activities. The presence of active azomethine NHN=CH-protons in these compounds imparts them a major importance as good candidates for the development of new drugs [19][20][21]. For this behavior, hydrazone derivatives are widely used in organic synthesis as well as designing of new drugs.…”
mentioning
confidence: 99%
“…Additionally, specific absorptions rising from the aromatic substituent in the hydrazide-derived moieties are also present. The thiophene C-S-C stretching, for example, occurs at 852 cm -1 in compound 4d (Nogueira et al, 2016), while a pair of bands related to ν(C-O) modes of the furan ring are noted at 1033 and 957 cm -1 in compound 3d's spectrum (Kwiatkowski et al, 1997). As mentioned before, isoniazid-derived compound 1d was obtained both in its polycrystalline free-base and single crystal hydrochloric (1d') forms.…”
Section: D-h•••a D-h (å) H•••a (å) D•••a (å) D-h•••a ()mentioning
confidence: 78%