Structure of NH-benzazoles (1H-benzimidazoles, 1H- and 2H-indazoles, 1H- and 2H-benzotriazoles)

“…A number of further illustrative examples deals with azoles, benzoazoles, phosphazoles, [ 215–217 ] imidazoles, [ 218 ] bipyridines, [ 219 ] pyrimidines, [ 220 ] triazines, [ 221 ] indazoles, [ 222,223 ] pyrazolopyrimidines, [ 224 ] carbazoles, [ 225,226 ] and many other heterocycles. [ 227–230 ] Those and further examples are not presented here, insofar as they are thoroughly discussed in the reviews cited in the Introduction.…”

Section: Computational 1h and 13c Nmr In Stereochemical Studies Of In...mentioning

confidence: 99%

Computational¹H and¹³C NMR in structural and stereochemical studies

Krivdin

2022

Magnetic Reson in Chemistry

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Present review outlines the advances and perspectives of computational 1H and 13C NMR applied to the stereochemical studies of inorganic, organic, and bioorganic compounds, involving in particular natural products, carbohydrates, and carbonium ions. The first part of the review briefly outlines theoretical background of the modern computational methods applied to the calculation of chemical shifts and spin–spin coupling constants at the DFT and the non‐empirical levels. The second part of the review deals with the achievements of the computational 1H and 13C NMR in the stereochemical investigation of a variety of inorganic, organic, and bioorganic compounds, providing in an abridged form the material partly discussed by the author in a series of parent reviews. Major attention is focused herewith on the publications of the recent years, which were not reviewed elsewhere.

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“…Several comprehensive structure analysis studies using UV spectroscopy, molecular refractivity measurement, x‐ray diffraction, Raman spectroscopy, 1 H and 13 C NMR studies confirm the structure of 1 H ‐Indazole which predominatesin the gaseous phase (Lehmann et al, 2009). 1 H ‐Indazole possesses diastereogenic center on N −1 position as the hydrogen atom of NH bond stays out of the plane concerning the rest of the atoms (Elguero et al, 2013).…”

Section: Chemistry and Synthesis Of Indazole Derivativesmentioning

confidence: 99%

A review on synthetic strategy, molecular pharmacology of indazole derivatives, and their future perspective

Mal

Malik

Mahapatra

et al. 2022

Drug Development Research

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With different nitrogen-containing heterocyclic moieties, Indazoles earn one of the places among the top investigated molecules in medicinal research. Indazole, an important fused aromatic heterocyclic system containing benzene and pyrazole ring with a chemical formula of C 7 H 6 N 2 , is also called benzopyrazole. Indazoles consist of three tautomeric forms in which 1H-tautomers (indazoles) and 2H-tautomers (isoindazoles) exist in all phases. The tautomerism in indazoles greatly influences synthesis, reactivity, physical and even the biological properties of indazoles.The thermodynamic internal energy calculation of these tautomers points view 1H-indazole as the predominant and stable form over 2H-indazole. The natural source of indazole is limited and exists in alkaloidal nature (i.e., nigellidine, nigeglanine, nigellicine, etc.) found from Nigella plants. Some of the FDA-approved drugs like Axitinib, Entrectinib, Niraparib, Benzydamine, and Granisetron are being used to treat renal cell cancer, non-small cell lung cancer (NSCLC), epithelial ovarian cancer, chronic inflammation, chemotherapy-induced nausea, vomiting, and many more uses. Besides all these advantages regarding its biological activity, the main issue about indazoles is the less abundance in plant sources, and their synthetic derivatives also often face problems with low yield. In this review article, we discuss its chemistry, tautomerism along with their effects, different schematics for the synthesis of indazole derivatives, and their different biological activities.

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Structure of NH-benzazoles (1H-benzimidazoles, 1H- and 2H-indazoles, 1H- and 2H-benzotriazoles)

Cited by 26 publications

References 125 publications

A facile synthesis and microtubule-destabilizing properties of 4-(1H-benzo[d]imidazol-2-yl)-furazan-3-amines

A facile synthesis and microtubule-destabilizing properties of 4-(1H-benzo[d]imidazol-2-yl)-furazan-3-amines

Computational¹H and¹³C NMR in structural and stereochemical studies

A review on synthetic strategy, molecular pharmacology of indazole derivatives, and their future perspective

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Structure of NH-benzazoles (1H-benzimidazoles, 1H- and 2H-indazoles, 1H- and 2H-benzotriazoles)

Cited by 26 publications

References 125 publications

A facile synthesis and microtubule-destabilizing properties of 4-(1H-benzo[d]imidazol-2-yl)-furazan-3-amines

A facile synthesis and microtubule-destabilizing properties of 4-(1H-benzo[d]imidazol-2-yl)-furazan-3-amines

Computational1H and13C NMR in structural and stereochemical studies

A review on synthetic strategy, molecular pharmacology of indazole derivatives, and their future perspective

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Computational¹H and¹³C NMR in structural and stereochemical studies