79127-57-4

Usage

Uses

Used in Pharmaceutical Industry:
2,7,9-tricarboxy-1H-pyrrolo(2,3-f)quinoline-4,5-diol is used as a pharmaceutical candidate for its potential therapeutic properties. The hydroxy and carboxy groups present in its structure allow for interactions with biopolymers and macromolecules, making it a promising agent for the development of new drugs.
Used in Drug Delivery Systems:
2,7,9-tricarboxy-1H-pyrrolo(2,3-f)quinoline-4,5-diol can be employed in drug delivery systems to improve the efficacy and bioavailability of various therapeutic agents. Its unique structure can be utilized to design novel drug carriers, enhancing the delivery and therapeutic outcomes of associated drugs.
Used in Chemical Research:
2,7,9-tricarboxy-1H-pyrrolo(2,3-f)quinoline-4,5-diol serves as a valuable compound in chemical research, particularly in the study of pyrroloquinoline derivatives and their potential applications. Its unique structure provides a foundation for exploring new chemical reactions and syntheses, contributing to the advancement of scientific knowledge in this area.

InChI:InChI=1/C14H8N2O8/c17-10-4-2-6(14(23)24)15-8(4)7-3(12(19)20)1-5(13(21)22)16-9(7)11(10)18/h1-2,15-16,19-20H,(H,21,22)(H,23,24)

Upstream product

• 74447-88-4 trimethyl 4,5-dihydro-4,5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylate 
• 67827-72-9 2-methoxy-5-nitroaniline hydrochloride 
• 5965-53-7 diethyl 2-ketoglutarate 
• 81770-66-3 4,5-dimethoxy-1H-pyrrolo<2,3-f>quinoline-2,7,9-tricarboxylic acid 
• 33721-54-9 N-(2-methoxy-5-nitrophenyl)acetamide 
• 70-18-8 GLUTATHIONE 
• 52-90-4 L-Cysteine 
• 72909-34-3 pyrroloquinoline quinone 
• 108-98-5 thiophenol 
• 996-19-0 aminoguanidine sulfate 

Downstream Products

• 115736-51-1 Cu(PQQH2)(bpy) 
• 72909-34-3 pyrroloquinoline quinone 

Relevant academic research and scientific papers

Chemical behavior of coenzyme PQQ toward aminoguanidine: Redox reaction and adduct formation

The reaction of coenzyme PQQ with aminoguanidine, which is known as an inhibitor of quinoprotein amine oxidases, was investigated in vitro. The redox reaction predominantly proceeded at pH 10.0 to give PQQH2 (quinol), whereas deactivation of PQQ occurred at pH 6.7 to give the triazine adduct. In the case of semicarbazide or acetohydrazide as the substrate, azo adduct formation was mainly observed even at pH 10.0. Importance of the C-5 carbinolamine-type intermediate a is discussed.

METHOD OF INDUCING AUTOPHAGY

The present invention provides a method of inducing autophagy, the method including administering to a subject an effective amount of a pyrroloquinoline quinone compound or a salt thereof.

4,5-disubstituted-1-hydro-pyrrole(2,3-f)quinoline-2,7,9-tricarboxylate compound and application

The invention discloses a 4,5-disubstituted-1-hydro-pyrrole(2,3-f)quinoline-2,7,9-tricarboxylate compound and analogues or derivatives thereof. The structure of the compound is shown as a formula I, and the structural formula is as shown in the specification. In the formula, R1 and R4 are respectively and independently selected from the following atoms or groups: hydrogen, linear or branched C1-8 alkyl, deuterated linear or branched C1-8 alkyl, aralkyl or substituted aryl radical; R2 is independently selected from the following atoms or groups: halogen, linear or branched C1-8 alkoxy and deuterated linear or branched C1-8 alkoxy; and R3 is independently selected from the following atoms or groups: linear or branched C1-8 alkoxy and deuterated linear or branched C1-8 alkoxy. The compound can serve as a reaction intermediate for synthesizing PQQ (Pyrroloquinoline Quinone), and the oxidizing agent process adopting CAN in the PQQ synthesis in the conventional patent and literature is replaced. Therefore, the whole process is cheap and high-efficiency.

LIFE-EXTENDING AGENT, LIFE EXTENSION METHOD USING THE LIFE-EXTENDING AGENT, NOVEL DUAL OXIDASE ACTIVATOR, METHOD FOR ACTIVATING DUAL OXIDASE, PRODUCTION OF LIFE-EXTENDING AGENT, AND PRODUCTION OF DUAL OXIDASE ACTIVATOR

The present invention provides a life-extending agent comprising pyrroloquinoline quinone and/or a derivative of the pyrroloquinoline quinone.

PRODUCTION METHOD OF REDUCED PYRROLOQUINOLINE QUINONE

An object of the present invention is to provide a method for conveniently producing reduced pyrroloquinoline quinone from oxidized pyrroloquinoline quinone without needing expensive equipment, and a method for stabilizing reduced pyrroloquinoline quinone. According to the present invention, high-quality reduced pyrroloquinoline quinone can be obtained conveniently and efficiently in a manner suitable for industrial-scale production by mixing pyrroloquinoline quinone and ascorbic acid in a solvent.

Kinetic study of the antioxidant activity of pyrroloquinolinequinol (PQQH2, a reduced form of pyrroloquinolinequinone) in micellar solution

Kinetic study of the aroxyl radical-scavenging action of pyrroloquinolinequinol [PQQH2, a reduced form of pyrroloquinolinequinone (PQQ)] and water-soluble antioxidants (vitamin C, cysteine, glutathione, and uric acid) has been performed. The se

The reaction of Coenzyme PQQ with Hydrazines

The reaction of coenzyme PQQ with hydrazines, which are known to be inhibitors of quinoprotein amine oxidases, has been investigated in vitro.Only the redox reaction is observed in the reaction with phenylhydrazine, methylhydrazine, N,N-dimethylhydrazine,

Reaction of Methoxatin and 9-Decarboxymethoxatin with Benzylamine. Dynamics and Products

The pH dependence of kinetics and products in the oxidation of benzylamine by methoxatin (1a) and 9-decarboxymethoxatin (1b) has been determined as has the pH dependence of the hydration of 1a and 1b (25 deg C in water, μ = 1.0 with KCl).The hydration equ

Kinetic Studies of the Oxidation of Thiols by Coenzyme PQQ

Kinetic studies on the oxidation of thiols by coenzyme PQQ are carried out under anaerobic conditions.A bell-shaped pH-rate profile having a maximum rate at around pKa of the thiol is observed.The rate-determining step changes between acidic and basic sides of the profile indicating the existence of at least one intermediate in the course of the reaction.

Kinetics and Mechanism of the Oxidative Deamination of Amines by Coenzyme PQQ

Kinetic studies on the oxidative deamination of amines by coenzyme PQQ are carried out under anaerobic conditions.The reaction is first-order in the appearance of the reduced PQQ and in the total amine concentrations.A large kinetic isotope effect (kH/kD=7.24) in the oxidation of α,α-dideuteriobenzylamine indicates that the C-H bond cleavage is a rate-determining step.From the results of formation of two types of reduced PQQ (quinol and aminophenol) and low reactivities of secondary and tertiary amines, we propose the mechanism via covalent addition of the amine to the quinone followed by rate-limiting α-proton removal.