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Phenol, 2-[(2-quinolinylmethylene)amino]-, also known as 2-(2-quinolinylmethyleneamino)phenol, is an organic compound with the chemical formula C15H11NO. It is a derivative of phenol, featuring a quinoline moiety attached to the phenol ring through an imine linkage. Phenol, 2-[(2-quinolinylmethylene)amino]- is characterized by its yellow crystalline appearance and is soluble in organic solvents. It is primarily used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals, particularly in the production of antimalarial and anticancer drugs. Due to its reactivity and potential applications, it is an important compound in the field of medicinal chemistry.

5603-14-5

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5603-14-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5603-14-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,6,0 and 3 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 5603-14:
(6*5)+(5*6)+(4*0)+(3*3)+(2*1)+(1*4)=75
75 % 10 = 5
So 5603-14-5 is a valid CAS Registry Number.

5603-14-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-(1H-quinolin-2-ylidenemethylimino)cyclohexa-2,4-dien-1-one

1.2 Other means of identification

Product number -
Other names N-<2>Chinolylmethylen-2-hydroxy-anilin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5603-14-5 SDS

5603-14-5Downstream Products

5603-14-5Relevant academic research and scientific papers

Non-covalent DNA binding, protein interaction, DNA cleavage and cytotoxicity of [Cu(quamol)Cl]·H2O

Sangeetha, Somasundaram,Murali, Mariappan

, p. 2501 - 2511 (2018)

A copper(II) complex [CuII(quamol)Cl]·H2O, where H(quamol) is N-2-(quinolyl-methylidene)aminophenol, has been isolated. The solution structure of the complex has been assessed to be distorted square-planar. The complex displays a ligand field band in the visible region (608 nm) and also show axial EPR spectrum in DMF at 77 K with g|| > g⊥ indicating a dx2-y2 ground state. The g|| and A|| values of 2.265 and 153 × 10?4 cm?1, respectively, conform to a square-based CuN2OCl chromophore. The interaction of the complex with calf thymus (CT) DNA has been explored by using absorption (Kb = 2.48 × 105 M?1), emission (Kapp = 7.72 × 104 M?1) and circular dichroic (CD) spectral measurements, which reveals that a complex interacts strongly with DNA through partial intercalation. The electrochemical studies indicate that Cu(II) binds to DNA more strongly than Cu(I). It cleaves ?X174 supercoiled phage DNA in the presence of ascorbic acid as a reducing agent. Meanwhile, the interaction of the complex with bovine serum albumin (BSA) indicates that the complex can markedly quench the intrinsic fluorescence of BSA via a static quenching process and cause its conformational change. Interestingly, the observed IC50 values for the cell lines EVSA-T (breast cancer) and M19 MEL (melanoma) are in the range of those observed with cisplatin while M19 MEL cancer cell line, complex is more active than 5-fluorouracil. The complex is non-toxic to healthy cells.

Preparation, characterization, antimicrobial and anticancer activities of Schiff base mixed ligand complexes

Abd El-Halim,Omar,Anwar, Mahmoud N.

, p. 1069 - 1083 (2017)

A new Schiff base ligand (HL) derived from quinoline-2-carboxaldehyde with 2-aminophenol (1:1 molar ratio) and its mixed ligand complexes, viz. 2,2′-bipyridine (1:1:1 molar ratio), have been synthesized and characterized by elemental analysis, spectroscopic studies, X-ray diffraction, ESR, magnetic and thermal analysis. The molar conductance measurement of mixed ligand complexes in DMF showed that Zn(II) and Cd(II) complexes were nonelectrolytes; however, Cr(III), Mn(II), Fe(III), Co(II), Ni(II) and Cu(II) complexes were electrolytes. The transition metal complexes had octahedral geometry with a general molecular formulae [M(L)(2,2′-bipy)(H2O)]Clx·nH2O (M?=?Cr(III) (x?=?n?=?2), Mn(II) and Co(II) (x?=?1, n?=?0), Ni(II) and Cu(II) (x?=?n?=?1) and [M(L)(2,2′-bipy)Cl]Clx·nH2O (M?=?Fe(III) (x?=?1, n?=?3), Zn(II) (x?=?0, n?=?1) and Cd(II) (x?=?0, n?=?2)). Also, Schiff base ligand and its mixed ligand complexes were screened against Gram-positive bacteria (Streptococcus pneumoniae, Bacillus subtilis), Gram-negative bacteria (Pseudomonas aeruginosa, Escherichia coli) and fungal species (Aspergillus fumigatus, Candida albicans). Gentamicin, ampicillin and amphotericin B were used as standard drugs for Gram positive, Gram negative and antifungal activity, respectively. The results showed that all mixed ligand complexes have antimicrobial activity higher than free Schiff base ligand. In addition, anticancer activity of Schiff base ligand and its mixed ligand metal complexes were also tested against breast cancer cell line (MCF-7) and colon cancer cell line (HCT-116). Cd(II) complex showed the highest IC50 against two cell lines.

Antimicrobial and anticancer activities of Schiff base ligand and its transition metal mixed ligand complexes with heterocyclic base

Abd El-Halim,Mohamed, Gehad G.,Anwar, Mahmoud N.

, (2017/10/06)

A new Schiff base ligand (HL) was prepared via a condensation reaction of quinoline-2-carboxaldhyde with 2-aminophenol in a molar ratio of 1:1. Its transition metal mixed ligand complexes with 1,10-phenanthroline (1,10-phen) as co-ligand were also synthesized in a 1:1:1 ratio. HL and its mixed ligand complexes were characterized using elemental analysis, infrared, 1H NMR, mass and UV–visible spectroscopies, molar conductance, magnetic measurements, solid reflectance, thermal analysis, electron spin resonance and X-ray diffraction. Molar conductance measurements showed that all complexes have an electrolytic nature, except Cd(II) complex. From elemental and spectral data, the formulae [M(L)(1,10-phen)(H2O)]Clx?nH2O (where M?=?Cr(III) (x?=?n?=?2), Mn(II) and Ni(II) (x?=?1, n?=?2), Fe(III) (x?=?n?=?2), Co(II), Cu(II) and Zn(II) (x?=?1, n?=?2)) and [Cd(L)(1,10-phen)Cl]?3H2O for the metal complexes have been proposed. The geometric structures of complexes were found to be octahedral. Powder X-ray diffraction reflected the crystalline nature of the complexes; however, the Schiff base is amorphous. HL and its mixed ligand complexes were screened against Gram-positive bacteria (Streptococcus pneumoniae and Bacillus subtilis) and Gram-negative bacteria (Pseudomonas aeruginosa and Escherichia coli). Antifungal activity was determined against Aspergillus fumigatus and Candida albicans, the data showing that most complexes had activity less than that of the Schiff base while Mn(II), Fe(III) and Ni(II) complexes showed no significant antifungal activity. The anticancer activity of HL and its metal complexes was also studied against breast and colon cell lines. The metal complexes showed IC50 higher than that of HL, especially the Cu(II) complex which showed the highest IC50 against breast cell line.

Synthesis, Theoretical Study and Catalytic Application of Oxidometal (Mo or V) Complexes: Unexpected Coordination Due to Ligand Rearrangement through Metal-Mediated C-C Bond Formation

Pasayat, Sagarika,B?hme, Michael,Dhaka, Sarita,Dash, Subhashree P.,Majumder, Sudarshana,Maurya, Mannar R.,Plass, Winfried,Kaminsky, Werner,Dinda, Rupam

, p. 1604 - 1618 (2016/04/26)

Two novel dioxidomolybdenum(VI) complexes [MoO2L′1] (1) and [MoO2L′2] (2) containing the MoO22+ motif with unexpected coordination motifs due to ligand rearrangement through Mo-mediated int

Synthesis, crystal structures, and fluorescent properties of zinc(II) complexes with benzazino-2-carboxalidin-2-aminophenols

Nosova, Emiliya,Stupina, Tatyana,Chupakhin, Artem,Lipunova, Galina,Valova, Marina,Slepukhin, Pavel,Charushin, Valery

, p. 61 - 67 (2016/10/13)

Complexes ZnL2 with novel fluorinated benzazines as tridentate ligands (HL = 6,7-difluoroquinoxalinand 6,7-difluoroquinolincarboxalidin-2-aminophenol) have been prepared. The photophisical properties of the ligands and the complexes has been studied.

Designing a thiol specific fluorescent probe for possible use as a reagent for intracellular detection and estimation in blood serum: Kinetic analysis to probe the role of intramolecular hydrogen bonding

Das, Priyadip,Mandal, Amal Kumar,Reddy G., Upendar,Baidya, Mithu,Ghosh, Sudip K.,Das, Amitava

, p. 6604 - 6614 (2013/09/24)

A new and simple chemodosimetric probe L1 is utilized for the selective detection of biothiols in the presence of other relevant amino acids under physiological conditions (pH = 7.4). This eventually led to a turn-off luminescence response due to an effective photoinduced electron transfer based signaling mechanism. A comparison of the results of the fluorescence kinetic analysis and 1H NMR studies of the reaction between thiol and L 1 or the analogous compound L2 revealed the role of intramolecular hydrogen bonding in activating the imine functionality towards nucleophilic addition. Such an example is not common in contemporary literature. Conventional MTT assay studies revealed that this probe (L1) has low cytotoxicity. Results of the cell imaging studies revealed that this probe was cell membrane permeable and could detect the intracellular distribution of biothiols within living HeLa cells. Furthermore, our studies with human blood plasma demonstrated the possibility of using this reagent for the quantitative optical detection of total biothiols in biological fluid. Such an example for the detection of biothiols in real biological samples is rare in the contemporary literature. These results clearly demonstrate the possibility of using this reagent in medicinal biology and diagnostic applications.

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