329183-01-9

Upstream product

• 54-85-3 isoniazid 
• 708-06-5 2-hydroxynaphthalene-1-carbaldehyde 
• 55-22-1 pyridine-4-carboxylic acid 
• 1570-45-2 isonicotinic acid ethylester 
• 135-19-3 β-naphthol 

Downstream Products

• 1343505-29-2 RuCl(CO)(As(C₆H₅)3)(C₅H₄NCONHNCHC₁₀H₆O) 

Relevant academic research and scientific papers

Synthesis, antimicrobial, DNA-binding and photonuclease studies of Cobalt(III) and Nickel(II) Schiff base complexes

New metal complexes of the type [M(nih)(L)](PF6) n·xH2O and [M(nih)2](PF 6)·xH2O (where M = Co(III) or Ni(II), L = 1,10-phenanthroline (phen)/or 2,2′ bipyridine (bpy), nih = 2-hydroxy-1-naphthaldehyde isonicotinoyl hydrazone, n = 2 or 1 and x = 3 or 2) have been synthesized and characterized by elemental analysis, magnetic, IR and 1H NMR spectral data. The electronic and magnetic moment 2.97-3.07 B.M. data infers octahedral geometry for all the complexes. The IR data reveals that Schiff base (nih) form coordination bond with the metal ion through azomethine-nitrogen, phenolic-oxygen and carbonyl-oxygen in a tridentate fashion. In addition, DNA-binding properties of these six metal complexes were investigated using absorption spectroscopy, viscosity measurements and thermal denaturation methods. The results indicated that the nickel(II) complex strongly bind with calf-thymus DNA with intrinsic DNA binding constant Kb value of 4.9 × 104 M-1 for (3), 4.2 × 10 4 M-1 for (4), presumably via an intercalation mechanism compared to cobalt(III) complex with Kb value of 4.6 × 10 4 M-1 (1) and 4.1 × 104 M-1 (2). The DNA Photoclevage experiment shows that, the complexes act as effective DNA cleavage agent.

A three-dimensional manganese(II) coordination polymer: synthesis, structure and catecholase activity

A manganese-based coordination polymer, [Mn2L2(μ-MeOH)2]n (H2L = 2-hydroxy-1-naphthaldehyde isonicotinoylhydrazone) was obtained by self-assembly of 2-hydroxy-1-naphthaldehyde isonicotinoylhydrazone and manganese(II) acetate. The coordination polymer was characterized by IR, EPR and UV–Vis spectroscopy. The single-crystal X-ray diffraction study reveals that the dibasic tridentate ligand (L2?) is bound via ONO donor sites to manganese(II). Two such [ML] fragments are connected by μ2-bridged methanol (MeOH) to form a di-manganese species. The sixth site of each of the manganese is occupied by the pyridyl N atom of the isonicotinoyl group. This arrangement gives a polynuclear complex of the formula [Mn2L2(μ-MeOH)2]n. The coordination geometry of manganese is distorted octahedral. The X-band electron paramagnetic resonance (EPR) measurement of the complex at 77 K shows a six-line spectrum and a signal at the half field, with g = 4.88. The half-field signal indicates the dimeric nature of the complex in the solution state. The cyclic voltammetric measurement of the complex shows a reversible MnIII/MnII redox couple. The complex catalyzes the conversion of 3,5-di-tert-butyl catechol to the corresponding o-quinone with a catalytic turnover rate of (kcat) 27.22 h?1.

Structural properties and in vitro evaluation of some Ln (III) complexes as potential selective antimicrobial and antioxidant substances

Rare metals have been used in pharmaceuticals and for medicinal purposes for long time. Currently, the link between some specific medicinal and biological properties of inorganic drugs has been established. [Ln(NO3)3] complexes with N-(2-hydroxynaphthalen-1-yl) methylene) isonicotinohydrazide Schiff base, [Ln(NHIso)2(NO3)2]NO3, complexes 1–8, were prepared and characterized using different techniques. The expected coordination for prepared complexes is ten, six from the tri-dentate NHIso ligand, and four from the two bi-dentate nitrate groups. DFT calculations on La and its cationic [La(NHIso)2(NO3)2]+ complex were carried out at the B3LYP level of theory. The NHIso ligand and its lanthanide complexes were screened for antimicrobial activity, in vitro activity against four gram-negative bacteria Ec: Escherichia coli; Kp: Klebsiella pneumonia; Pm: Proteus mirabilis; Pa: Pseudomonas aeruginosa, with two gram-positive bacteria En: Enterococcus faecalis and Sa: Staphylococcus aureus. Complexes 1, 2, 4, 7 and 8 showed excellent and higher activity against En and Sa Gram-positive bacteria than the free ligand, especially complex 2 with a MIC value of 4 μg/mL. The reported complexes have greater and significant efficiency in quenching DPPH than that of free NHIso ligand, with a scavenging activity between 39 and 65%. Graphic Abstract: Ln (III) nitrate complexes with N-(2-hydroxynaphthalen-1-yl) methylene) isonicotinohydrazide Schiff base, [Ln(NHIso)2(NO3)2]NO3, were prepared and characterized. They showed very promising antimicrobial and antioxidant activities. Their molecular geometries have been examined using DFT calculations and the obtained results are in good agreement with the experimental data.[Figure not available: see fulltext.].

Selective colorimetric and "turn-on" fluorimetric detection of cyanide using an acylhydrazone sensor in aqueous media

A simple, selective colorimetric and fluorimetric cyanide chemosensor L was designed and synthesized, which showed both colorimetric and fluorescence turn-on responses for cyanide ions in aqueous solution with specific selectivity and high sensitivity. The probe shows an immediate visible change in color from colorless to yellow only after the addition of CN- in aqueous solution; these color changes can be readily observed visually. Moreover, the detection limit on fluorescence response of the sensor to CN- is down to 1.20 × 10-9 M, which is far lower than the maximum level of 1.9 × 10-6 M for cyanide in drinking water according to WHO guidelines. Test strips based on L were fabricated, which could be used as a convenient and efficient CN- test kit to detect CN- in aqueous solution for "in-the-field" measurement.

DNA binding, antitumor activities, and hydroxyl radical scavenging properties of novel oxovanadium(IV) complexes with substituted isoniazid

Four novel oxovanadium(IV) complexes-[VO(PAHN)(phen)] (1; PAHN is 4-pyridinecarboxylic acid, 2-[(2-hydroxy)-1-naphthalenylene] hydrazide, phen is 1,10-phenanthroline), [VO(PAHN)(bpy)] (2; bpy is 2,2′- bipyridine), [VO(PAH)(phen)] (3; PAH is 4-pyridinecarb

A novel highly selective colorimetric sensor for aluminum (III) ion using Schiff base derivative

A novel colorimetric sensor, 2-hydroxy naphthaldehyde isonicotinoyl hydrazone (HINH), was easily synthesized by the condensation of isoniazid and 2-hydroxy-1-naphthaldehyde. The as-prepared compound showed effective colorimetric single selectivity and high sensitivity for aluminum cation in CH3CN/H2O (1:3) binary solutions. The detection limit is 1.0 × 10-8 M Al3+ based on UV-vis changes.

Naphthalene-derived Al3+-selective fluorescent chemosensor based on PET and ESIPT in aqueous solution

A simple fluorescent chemosensor HL based on naphthalene with high selectivity and sensitivity towards Al3+ over other commonly coexisting metal cations in fully aqueous solution to enhance the potential applications of the fluorescent chemosensor was developed. HL exhibited a significant fluorescence enhancement at 475 nm in the presence of Al3+ over other competitive metal ions with a low detection limit of 0.43 μM due to the inhibition of the photo induced electron transfer (PET) and the excited-state intramolecular proton transfer (ESIPT). The 1:1 binding stoichiometry between HL and Al3+ was corroborated by the Job plot and the ESI-MS spectrum. Importantly, the reversible recognition process of HL to Al3+ will make HL could be used circularly and repeatedly in practical applications by addition of Na2EDTA. In addition, the binding behavior and sensing mechanism of HL to Al3+ were illustrated in detail by the 1H NMR titration experiment.

Investigation of DNA interaction and antiproliferative activity of mixed ligand dioxidomolybdenum(VI) complexes incorporating ONO donor aroylhydrazone ligands

Four new mixed ligand dioxidomolybdenum(VI) [MoVIO2L1-3(Q)] (1–3), [MoVIO2L4(Q)]2 (H2O) (4) [where Q = MeOH for 1 and imidazole for 2–4] complexes have been synthesize

Heteroleptic oxidovanadium(V) complexes with activity against infective and non‐infective stages of trypanosoma cruzi

Five heteroleptic compounds, [VVO(IN‐2H)(L‐H)], where L are 8‐hydroxyquinoline derivatives and IN is a Schiff base ligand, were synthesized and characterized in both the solid and solution state. The compounds were evaluated on epimastigotes and trypomastigotes of Trypanosoma cruzi as well as on VERO cells, as a mammalian cell model. Compounds showed activity against trypomastigotes with IC50 values of 0.29–3.02 μM. IN ligand and the new [VVO2(IN‐H)] complex showed negligible activity. The most active compound [VVO(IN‐2H)(L2‐H)], with L2 = 5‐chloro‐7‐ iodo‐8‐hydroxyquinoline, showed good selectivity towards the parasite and was selected to carry out further biological studies. Stability studies suggested a partial decomposition in solution. [VVO(IN‐2H)(L2‐H)] affects the infection potential of cell‐derived trypomastigotes. Low total vanadium uptake by parasites and preferential accumulation in the soluble proteins fraction were deter-mined. A trypanocide effect was observed when incubating epimastigotes with 10 × IC50 values of [VVO(IN‐2H)(L2‐H)] and the generation of ROS after treatments was suggested. Fluorescence com-petition measurements with DNA:ethidium bromide adduct showed a moderate DNA interaction of the complexes. In vivo toxicity study on C. elegans model showed no toxicity up to a 100 μM concentration of [VVO(IN‐2H)(L2‐H)]. This compound could be considered a prospective anti‐T. cruzi agent that deserves further research.

Composition and Structure of Complexes Formed in GeCl4–2-Hydroxybenzene(2-hydroxynaphthaline-1)carbaldehyde Isonicotinoylhydrazone–ZnCl2–Methanol

Abstract: Tetrachlorozincates [Ge(LH)2][ZnCl4]?CH3OH were isolated for the first time from isonicotinoylhydrazone 2-hydroxybenzene (2-hydroxynaphyl-1)carbaldehyde (H2L)–GeCl4–ZnCl2–CH3