1025-07-6

Usage

Chemical class

Phenanthroline derivatives

Subclass

Carbohydrazonamide derivatives

Potential activities

Antineoplastic and antitumor

Structure

Contains a phenanthroline core and a carbohydrazonamide group

Function

Acts as a metal chelator

Mechanism of action

Potentially inhibits the activity of metal-dependent enzymes involved in tumor cell proliferation and metastasis

Therapeutic applications

Studied for potential use in cancer treatment

Research status

Ongoing research to explore mechanisms of action and potential clinical use
This list provides a concise overview of the key characteristics and information about 1,10-phenanthroline-2-carbohydrazonamide, as described in the material.

Upstream product

• 1082-19-5 1,10-phenanthroline-2-carbonitrile 

Downstream Products

• 87209-05-0 3-(2-(1,10-phenanthrolyl))-5,6-diphenyl-1,2,4-triazine 

Relevant academic research and scientific papers

Ruthenium(II) complexes containing novel asymmetric tridentate ligands: Synthesis, structure, electrochemical and spectroscopic properties

Three novel asymmetrical tridentate ligands, 3-(1,10-phenanthrolin-2-yl)-5,6-diphenyl-as-triazine (dppt), 3-(1,10-phenanthrolin-2-yl)-as-triazino[5,6-f]acenaphthylene (pta) and 3-(1,10-phenanthrolin-2-yl)-as-triazino-[5,6-f]phenanthrene (ptp) have been prepared. Their homoleptic ruthenium complexes [Ru(L)2]2+ (L = dppt, pta or ptp) and heteroleptic ruthenium complexes [Ru(tpy)(L)]2+ have been synthesized and characterized by 1H NMR, ES-MS, electronic absorption spectroscopy and cyclic voltammetry. The heteroleptic ruthenium complexes were also characterized by X-ray crystallography. The electrochemical and spectroscopic studies of the complexes display the changes in properties in comparison with [Ru(tpy)3]2+ owing to the structural differences.

Structural and electronic properties of iron(ii) and nickel(ii) complexes of 2-triazolyl-1,10-phenanthroline derivatives

Salts of the [FeN6]2+ derivatives of the tridentate systems 2-(triazol-3-yl)-1,10-phenanthroline, 2-(1-methyltriazol-3-yl)-1,10-phenanthroline, 2-(5-methyltriazol-3-yl)-1,10-phenanthroline and 2-(1,5-dimethyltriazol-3-yl)-1,10-phenanthroline undergo temperature-induced singlet (1 A1) ? quintet (5T2) transitions in both the solid state and in solution. Both the nature of the associated anion and the extent of solvation of the salts influence the extent of the transition in solid samples. The solution behaviour has been interpreted in terms of a simple thermal equilibrium involving the two spin states. Electronic spectra of corresponding nickel(II) complexes establish that the field strengths for all ligands fall within a narrow range, but suggest that the order is influenced by electronic effects of the methyl substituents. Structural data indicate that a 5-methyl substituent exerts a small steric barrier to coordination of the triazolyl moiety. Data were obtained at 298 K for [FeL2] [ClO4]2.H2O.C2H5OH (L = 2-(1-methyltriazol-3-yl)-1,10-phenanthroline) and [FeL2] [ClO4]2.3H2O (L = 2-(5-methyltriazol-3-yl)-1,10-phenanthroline). The average Fe-N distance in the former complex is 1·96 A and in the latter 1·97 A, indicating that in both instances the metal is essentially in the singlet state in these crystals. The ligands coordinate in meridional planes of an octahedron and give a distorted environment about the metal atom, the Fe-Ncentral distances being significantly shorter than the Fe-Ndistal distances in both instances. This distortion results in unusually large quadrupole splitting in the Moessbauer spectra for the complexes in the singlet state. Bis[2-(1-methyltriazol-3-yl)-1,10-phenanthroline]iron(II) perchlorate monohydrate monoethanolate: triclinic, space group P1, a 9·423(4), b 10·536(4), c 19·402(8) A, α 75·59(3), β 85·80(3), γ 68·76(3)°, Z 2. Bis[2-(5-methyltriazol-3-yl)-1,10-phenanthroline]iron(II) perchlorate trihydrate: tetragonal, space group P41212, a 14·676(3), c 16·169(3) A, Z 4.