Synthesis, characterization, and spectral studies of lanthanide(III) nitrate complexes of promethazine

Keshavan, B.; Chandrashekara, P. G.; Gowda, N. M. Made

doi:10.1016/s0022-2860(00)00551-2

Cited by 47 publications

(16 citation statements)

References 12 publications

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“…The coordinating nitrate groups appear at characteristic frequencies of around 1484 (ν 1 ), 1300 (ν 4 ), 1141 (ν 2 ), and 813 cm −1 (ν 3 ), and the difference between the two strongest absorptions (ν 1 and ν 4 ) of the nitrate groups is about 180 cm −1 , which clearly shows that the NO 3 groups in the solid complexes coordinate to the lanthanide ion as bidentate ligands 8f. 10c, 20 The FAB mass spectra of the ligand and their Ln III complexes are in good agreement with their formula masses. The 1 H NMR spectrum of the diamagnetic lanthanum(III) complex shows that the signal corresponding to the imine hydrogen, CHN, is split into a doublet ( δ =7.61 and 7.62 ppm with 3 J H‐H =12 Hz) in contrast to the singlet of the free Schiff‐base ligand ( δ =8.11 ppm), which suggests protonation of the imine nitrogen.…”

Section: Resultsmentioning

confidence: 94%

Tunable Emissive Lanthanidomesogen Derived from a Room‐Temperature Liquid‐Crystalline Schiff‐Base Ligand

Pramanik

Das

Bhattacharjee

et al. 2013

Chemistry A European J

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A novel photoluminescent room-temperature liquid-crystalline salicylaldimine Schiff base with a short alkoxy substituent and a series of lanthanide(III) complexes of the type [Ln(LH)3(NO3)3] (Ln = La, Pr, Sm, Gd, Tb, Dy; LH = (E)-5-(hexyloxy)-2-[{2-(2-hydroxyethylamino)ethylimino]methyl}phenol) have been synthesized and characterized by FTIR, (1)H and (13)C NMR, UV/Vis, and FAB-MS analyses. The ligand coordinates to the metal ions in its zwitterionic form. The thermal behavior of the compounds was investigated by polarizing optical microscopy (POM) and differential scanning calorimetry (DSC). The ligand exhibits an enantiotropic hexagonal columnar (Col(h)) mesophase at room temperature and the complexes show an enantiotropic lamellar columnar (Col(L)) phase at around 120 °C with high thermal stability. Based on XRD results, different space-filling models have been proposed for the ligand and complexes to account for the columnar mesomorphism. The ligand exhibits intense blue emission both in solution and in the condensed state. The most intense emissions were observed for the samarium and terbium complexes, with the samarium complex glowing with a bright-orange light (ca. 560-644 nm) and the terbium complex emitting green light (ca. 490-622 nm) upon UV irradiation. DFT calculations performed by using the DMol3 program at the BLYP/DNP level of theory revealed a nine-coordinate structure for the lanthanide complexes.

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Section: Resultsmentioning

confidence: 94%

Tunable Emissive Lanthanidomesogen Derived from a Room‐Temperature Liquid‐Crystalline Schiff‐Base Ligand

Pramanik

Das

Bhattacharjee

et al. 2013

Chemistry A European J

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“…The 2300e2600 cm À1 region in the spectra of the free N-alkylphenothiazine ligands exhibits a strong broad band associated with the interaction of the exocyclic quaternary ammonium ion, R 3 NH þ with the chloride ion [42]. This band has shifted to higher wavenumber in the spectra of the complexes indicating a change in the strength of the hydrogen bonding between the nitrogen atom and the chloride ion.…”

Section: Synthesis and Characterization Of Complexesmentioning

confidence: 99%

New ruthenium(II) complexes with N-alkylphenothiazines: Synthesis, structure, in vivo activity as free radical scavengers and in vitro cytotoxicity

Krstić

Sovilj

Grgurić-Šipka

et al. 2010

European Journal of Medicinal Chemistry

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“…Gowda and his group [27,28] prepared Ir(III) and Pd(II) complexes with N-alkylphenothazines and proposed heterocyclic S atom coordination. Keshavan et al synthesized many complexes of lanthanide with N-alkylphenothiazines indicating that the tertiary nitrogen, as well as phenothiazine's nitrogen, represents the coordination site of ligand [29,30]. Also, complexes of lanthanide showed moderately antibacterial activity against some Gram-positive and Gram-negative bacteria.…”

Section: Use and Applicationmentioning

confidence: 99%

N-alkylphenothiazines - synthesis, structure and application as ligands in metal complexes

Krstić

Sovilj

Borozan

et al. 2016

Hem Ind

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Phenothiazines are a large group of heterocyclic, aromatic molecules with nitrogen and sulphur between two benzene rings. Their derivatives, N-alkylphenothiazines have substituent on heterocyclic nitrogen atom which gives them different properties. Also, a series of these molecules have substitution on carbon atom at place 2 of phenothiazine benzene ring. Alkylphenothiazines contain aminoalkyl substituent and their alkyl, acyl and sulphonil derivatives, as well as monocyclic and bicyclic heterocycles attached at thiazine nitrogen atom or directly linked to benzene ring. The N-alkylphenothiazines have been known as antipsychotic drugs, but they also possess antibacterial, antifungal, anticancer activity, and ability to react with macromolecules and to coordinate to the metals. Metal complexes with N-alkylphenothiazines are biological active compounds with different antimicrobial activities and cytotoxic effect against tumor cell lines. The large field of application of N-alkylphenothiazines is very attractive in terms of synthesis of new related derivatives, metal complexes, studying their properties and applications. This article presents a review of the literature and a contemporary view at N-alkylphenothiazines-their synthesis and application, as well as their metal complexes which have promising biological effects.

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Synthesis, characterization, and spectral studies of lanthanide(III) nitrate complexes of promethazine

Cited by 47 publications

References 12 publications

Tunable Emissive Lanthanidomesogen Derived from a Room‐Temperature Liquid‐Crystalline Schiff‐Base Ligand

Tunable Emissive Lanthanidomesogen Derived from a Room‐Temperature Liquid‐Crystalline Schiff‐Base Ligand

New ruthenium(II) complexes with N-alkylphenothiazines: Synthesis, structure, in vivo activity as free radical scavengers and in vitro cytotoxicity

N-alkylphenothiazines - synthesis, structure and application as ligands in metal complexes

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