23439-87-4

Basic information

• Product Name: 6-HYDROXY-PYRROLO[3,4-B]PYRIDINE-5,7-DIONE
• Synonyms: 6-HYDROXY-PYRROLO[3,4-B]PYRIDINE-5,7-DIONE;6-Hydroxy-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione;N-Hydroxy-2,3-pyridinedicarboxiMide
• CAS NO: 23439-87-4
• Molecular Formula: C₇H₄N₂O₃
• Molecular Weight: 164.12
• Mol File: 23439-87-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 421.6 °C at 760 mmHg
• Flash Point: 208.8 °C
• Appearance: /
• Density: 1.768
• PKA: 6.33±0.20(Predicted)
• CAS DataBase Reference: 6-HYDROXY-PYRROLO[3,4-B]PYRIDINE-5,7-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-HYDROXY-PYRROLO[3,4-B]PYRIDINE-5,7-DIONE(23439-87-4)
• EPA Substance Registry System: 6-HYDROXY-PYRROLO[3,4-B]PYRIDINE-5,7-DIONE(23439-87-4)

Safety Data

• Hazardous Substances Data: 23439-87-4(Hazardous Substances Data)

Usage

General Description

6-HYDROXY-PYRROLO[3,4-B]PYRIDINE-5,7-DIONE is a chemical compound with the molecular formula C7H5N3O3. It is a heterocyclic compound containing both a pyrrolo and a pyridine ring. 6-HYDROXY-PYRROLO[3,4-B]PYRIDINE-5,7-DIONE is a derivative of pyrrolopyridine and is known to have biological activities. It has been studied for its potential use in pharmaceuticals, particularly for its anticancer and antiviral properties. The compound has also been investigated for its potential as a fluorescent probe in medical imaging. It is a yellow, crystalline solid that is sparingly soluble in water and organic solvents.

Upstream product

• 699-98-9 Pyridine-2,3-dicarboxylic anhydride 

Downstream Products

• 40338-55-4 3-Hydroxypyrido<3,2-d>pyrimidin-2,4(1H,3H)dion 
• 107468-52-0 3-[3-(4-Methoxy-phenyl)-ureido]-pyridine-2-carboxylic acid (4-methoxy-phenyl)-amide 
• 107468-51-9 3-(3-p-Tolyl-ureido)-pyridine-2-carboxylic acid p-tolylamide 
• 107468-50-8 3-(3-Phenyl-ureido)-pyridine-2-carboxylic acid phenylamide 
• 107468-54-2 3-(4-Methoxy-phenyl)-1H-pyrido[3,2-d]pyrimidine-2,4-dione 
• 107468-53-1 3-p-Tolyl-1H-pyrido[3,2-d]pyrimidine-2,4-dione 
• 107468-56-4 methyl 3-((methoxycarbonyl)amino)picolinate 
• 24541-52-4 3-phenyl-2,4-dioxo-1,2,3,4-tetrahydropyrido<3,2-d>pyrimidine 
• 211630-18-1 (8-p-tolyl-pyrido[2,3-d]pyridazin-5-yl)-hydrazine 
• 211630-16-9 (5-p-tolyl-pyrido[2,3-d]pyridazin-8-yl)-hydrazine 
• 211630-10-3 8-(4-methoxyphenyl)-6H-pyrido[2,3-d]pyridazin-5-one 
• 211630-17-0 (8-phenyl-pyrido[2,3-d]pyridazin-5-yl)-hydrazine 
• 203728-96-5 5-(4-Methylphenyl)-7H-pyrido[2,3-d]pyridazin-8-one 
• 211630-13-6 5-chloro-8-p-tolyl-pyrido[2,3-d]pyridazine 

Relevant articles and documents

Hydrogen Atom Transfer (HAT) Processes Promoted by the Quinolinimide-N-oxyl Radical. A Kinetic and Theoretical Study

A kinetic study of the hydrogen atom transfer (HAT) reactions from a series of organic compounds to the quinolinimide-N-oxyl radical (QINO) was performed in CH3CN. The HAT rate constants are significantly higher than those observed with the phthalimide-N-oxyl radical (PINO) as a result of enthalpic and polar effects due to the presence of the N-heteroaromatic ring in QINO. The relevance of polar effects is supported by theoretical calculations conducted for the reactions of the two N-oxyl radicals with toluene, which indicate that the HAT process is characterized by a significant degree of charge transfer permitted by the π-stacking that occurs between the toluene and the N-oxyl aromatic rings in the transition state structures. An increase in the HAT reactivity of QINO was observed in the presence of 0.15 M HClO4 and 0.15 M Mg(ClO4)2 due to the protonation or complexation with the Lewis acid of the pyridine nitrogen that leads to a further decrease in the electron density in the N-oxyl radical. These results fully support the use of N-hydroxyquinolinimide as a convenient substitute for N-hydroxyphthalimide in the catalytic aerobic oxidations of aliphatic hydrocarbons characterized by relatively high C-H bond dissociation energies.

Kinetics of N-oxyl Radicals' Decay

N-oxyl radicals of various structures were generated by oxidation of corresponding N-hydroxy compounds with iodobenzene diacetate, [bis(trifluoroacetoxy)]iodobenzene, and ammonium cerium(IV) nitrate in acetonitrile. The decay rate of N-oxyl radicals follows first-order kinetics and depends on the structure of N-oxyl radicals, reaction conditions, and the nature of the solvent and oxidant. The values of the self-decay constants change within 1.4 × 10-4 s-1 for the 3,4,5,6-tetraphenylphthalimide-N-oxyl radical to 1.4 × 10-2 s-1 for the 1-benzotriazole-N-oxyl radical. It was shown that the rate constants of the phthalimide-N-oxyl radicalsê? self-decay with different electron-withdrawing or-donor substituents in the benzene ring are higher than that of the unsubstituted phthalimide-N-oxyl radical in most cases. The solvent effect on the process of phthalimide-N-oxyl radical self-decomposition was investigated. The dependence of the rate constants on the Gutmann donor numbers was shown.

A novel histone deacetylase inhibitors

The invention belongs to the field of medical chemistry, and particularly relates to a novel histone deacetylase inhibitor and a preparation method thereof, a pharmaceutical combination containing the histone deacetylase inhibitor, and application of the inhibitor in preparing drugs for preventing and/or treating diseases related to histone deacetylase activity out-of-control (especially antitumor application).