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• 655-86-7 2,3-diaminephenazine 
• 100-52-7 benzaldehyde 
• 95-54-5 1,2-diamino-benzene 
• 65-85-0 benzoic acid 

Relevant academic research and scientific papers

A highly selective fluorescent chemosensor for iron ion based on 1H-imidazo [4,5-b] phenazine derivative

Two kinds of fluorescent sensors (S and S1) for Fe3+ bearing 1H-Imidazo [4,5-b] phenazine derivatives have been designed and synthesized. Between the two sensors, S showed excellent fluorescent specific selectivity and high sensitivity for Fe3+ in DMSO solution. The test strip based on S was fabricated, which could act as a convenient and efficient Fe3+ test kit. The recognition mechanism of the sensor toward Fe 3+ was evaluated by MS, IR and XRD. The detection limit of the sensor S towards Fe3+ is 4.8 × 10-6 M. And other cations, including Hg2+,Ag+, Ca2+, Cu2+, Co2+, Ni2+, Cd2+, Pb2+, Zn 2+, Cr3+, and Mg2+ had no influence on the probing behavior.

A fluorescent chemosensor for dihydrogen phosphate ion based on 2-[2-hydroxy-4-(diethylamino) phenyl]-1himidazo[4,5-b]phenazine-Fe3+ ensemble

A long wavelength emission fluorescent (612 nm) chemosensor with high selectivity for H2PO-4 ions was designed and synthesized according to the excited state intramolecular proton transfer (ESIPT). The sensor can exist in two tautomeric forms ('keto' and 'eenol') in the presence Fe3+ ion, Fe3+ may bind with the 'keto' form of the sensor. Furthermore, the in situ generated GY-Fe3+ ensemble could recover the quenched fluorescence upon the addition of H2PO-4 anion resulting in an off-on-type sensing with a detection limit of micromolar range in the same medium, and other anions, including F-, Cl-, Br-, I-, AcO-, HSO-4 , ClO-4 and CN- had nearly no influence on the probing behavior. The test strips based on 2-[2-hydroxy-4-(diethylamino) phenyl]-1H-imidazo[4,5-b]phenazine and Fe3+ metal complex (GY-Fe3+) were fabricated, which could act as convenient and efficient H2PO-4 test kits.

Tailoring an HSO4-anion hybrid receptor based on a phenazine derivative

A catechol-functionalized phenazine imidazole (PD) was tailored with 2,3-diaminophenazine and 3,4-dihydroxy benzaldehyde, and it served as a hybrid acceptor for capturing HSO4- anions. The selectivity and sensitivity of the PD receptor for anion sensing were studied. It was found that the PD receptor could not only display a preferable sensitivity to HSO4- ions with a "turn-off"fluorescence response, but also have a strong anti-interference ability toward other common anions, especially basic anions such as CH3COO-, HPO42-, and H2PO4-. The anion recognition mechanism of PD towards HSO4- is based on multiple hydrogen bond interactions. Finally, the strips for anion detection were prepared, which were verified to be a convenient and high-efficiency test kit for detecting HSO4- ions with the naked eye.

Phenazine-based colorimetric and fluorescent sensor for the selective detection of cyanides based on supramolecular self-assembly in aqueous solution

Taking advantages of both the well-known phenazine structure and the mechanism of the supramolecular self-assembly and deprotonation process, the fluorescent and colorimetric sensor (ZL) was designed and synthesized, behaving as a circulation utilization (above 10 times) receptor for selective detection of cyanide anion (CN?) in aqueous media. Upon the addition of CN?, the sensor displayed obvious color changes from yellow to jacinth by naked eyes and the fluorescence immediately quenched (?10?s). With respect to other common anions, the sensor possessed high selectivity and sensitivity (0.05?μM) for cyanide anions. In addition, the test strips of ZL were fabricated, which could serve as practical colorimetric and fluorescent sensor for “in-the-field” measurements.

Sensitive and Selective Fluorescent and Colorimetric Sensor for Ag+ Based on the Supramolecular Self-Assembly in Semi-Water

Specific recognition of ultratrace levels of ions in semi-water using super-quicker methods is still a challenge for environmental monitoring. Herein we report a fluorescent and colormetric sensor (ZH) based on supramolecular self-assembly, whose structure was destroyed by the addition of ultratrace of silver ions. The process promoted either naked eye visible color changes or fluorescence intensity quenched in conjunction with a wide pH range. Systematic studies revealed very high selectivity (0.07 μmol/L) for silver ions, and other common cations, e.g., Hg2+, Cu2+, Cd2+, Pb2+ had nearly no influence on the sensing behavior. This sensor also served as a multiple use of component in sensing materials by addition of I? into the mixture of ZH and Ag+ (about 5 times). What's more, ZH containing filter paper emerged distinct color and fluorescence changes upon exposure to silver (Ag+), which could be used as a portable method to undertake field testing for Ag+.

Synthesis and antiproliferative activity of novel polynuclear heterocyclic compounds derived from 2,3-diaminophenazine

2,3-Diaminophenazine 1 was used as a precursor for the preparation of some novel phenazine derivatives such as imidazo[4,5-b]phenazine-2-thione 2, its methylthio 3, ethyl 1-aryl-3H-[1,2,4]triazolo[2,3-a]imidazo[4,5-b]phenazines 8a-c, ethyl (2Z)-[3-aminophenazin-2-yl)amino](phenylhydrazono)ethanoate 9, pyrazino[2,3-b]phenazine derivatives 10, 12, 15-17, [1,4]diazepino[2,3-b]phenazine derivatives 13, 14, 2,3-dibenzoylaminophenazine 18, 1H-Imidazo[4,5-b]phenazine derivatives 20, 23a-c, 24, 25 and 4-[(E)-(3-amino phenazin-2-yl)diazenyl] derivatives 27-29. All compounds were tested as inhibitors of the proliferation of human lung carcinoma and colorectal cancer cell lines through inhibition of Tyrosine Kinases. Most of compounds exert good activity against the two cancer cell lines. Five compounds (1, 2, 3, 25 and 28) were found to possess the same activity as the standard drug Cisplatin.

Sensor molecule for identifying cyanide ions through colorimetric channel and fluorescent channel as well as preparation and application of sensor molecule

The invention designs and synthesizes a sensor molecule 2-phenyl-1H-imidazole [4, 5-b] phenazine capable of detecting cyanide ions through a colorimetric channel and a fluorescent channel. According to the sensor molecule, firstly, a dimer is formed by an intermolecular hydrogen bond, and then, a supramolecular self-assembly system is formed between phenazine rings according to pi-pi stacking, sothat a host molecule solution is enabled to give out strong fluorescence; after CN- is added, a host has the proton removal action, so that the self-assembly system is crashed to cause fluorescence quenching, the CN- can be identified with high selectivity in a water-bearing medium, and the identification process is not interfered by other negative ions. Additionally, after the CN- is added at room temperature, the fluorescence intensity of the solution is quickly weakened (less than 3s), and the solution becomes jacinth, so that a good naked eye identification effect can be achieved. According to CN-test paper made by adopting the sensor molecule, the cyanide ions in an environmental system can be detected conveniently and fast.

Colorimetric and fluorescent dual-channel silver ion sensor molecule and synthesis and application thereof

The invention designs and synthesizes a sensor molecule capable of achieving colorimetric and fluorescent dual-channel silver ion detection, namely 2-phenyl-1H-imidazole[4,5-b]phenazine. According to the sensor molecule, intermolecular hydrogen bonding is used for forming a dimer, a supermolecular self-assembly system is formed between phenazine rings through the pi-pi accumulation function, and accordingly a solution of a host molecule is made to emit strong fluorescent light; imidazole and the phenazine rings serve as a recognition functional site, the molecule can achieve highly selective recognition of silver ions in a water-containing medium, and the recognition process is not interfered with other positive ions. Besides, after the silver ions are added at room temperature, the fluorescent light intensity of the solution is quickly reduced within 3 seconds, and a good naked eye recognition effect can be achieved. Ag+ detection testing paper manufactured by means of the sensor molecule can be used for conveniently and quickly detecting silver ions in an environment system.

A reversible fluorescent chemosensor for mercury ions based on 1H-imidazo[4,5-b]phenazine derivatives

A series of non-sulfur, fluorescent sensors (S6, S6-1 or S6-2) for mercury ions bearing 1H-imidazo[4,5-b]phenazine derivatives have been designed and synthesized. Among these sensors, a furan group into the sensor S6 molecule was as the functional group, compound S6-1 containing the 5-(4-Nitrophenyl)-2-furan group was synthesized, and in order to establish the furan group's contribution to the sensor's fluorescent sensing abilities, compound S6-2, which without containing the furan group was also synthesized. S6 showed excellent fluorescent specific selectivity and high sensitivity for Hg2+ in aqueous solution. The detection limit of the sensor towards Hg2+ is 1.6×10-7 M, and other ions, including Fe3+, Ca 2+, Cu2+, Co2+, Ni2+, Cd 2+, Pb2+, Zn2+, Cr3+, and Mg 2+ had nearly no influence on the probing behavior. Notably, this sensor serves as a recyclable component in sensing materials. The test strips based on S6 were fabricated, which could act as a convenient and efficient Hg2+ test kits.

On the synthesis of pyrazino[2,3-b]phenazine and 1H-imidazo[4,5-b]phenazine derivatives

Several pyrazino[2,3-b]pnenazine derivatives were prepared by the reaction of 2,3-diaminophenazine with different 1,2-diketones. Nucleophilic substitution of 2,3-dibromomethylpyrazino[2,3-b]phenazine with propanol, morpholine, and potassium thiocyanate gave 2,3-bis-(propoxymethyl )-pyrazino[2,3-b]phenazine, 2,3-bis-(4-morpholinylmethyl)-pyrazino[2,3-b]phenazine, and 2,3-bis-(cyanosulfanylmethyl)-pyrazino[2,3-b]phenazine, 2-Aryl-1H-imidazo[4,5-b]phenazine derivatives were synthesized by a one-pot reaction of 2,3-diaminophenazine with different aromatic aldehydes or acids. Reaction of 2,3-diaminophenazine with acetic anhydride and formic acid afforded 1H-imidazo [4,5-b]phenazine and 2-methyl-1H-imidazo[4,5-b]phenazine. Chemical and spectroscopic evidences for the product structures of the new compounds arc presented.