259684-36-1

Basic information

• Product Name: 7H-Pyrrolo[2,3-c]pyridin-7-one,1,6-dihydro-(9CI)
• Synonyms: 7H-Pyrrolo[2,3-c]pyridin-7-one,1,6-dihydro-(9CI);1,6-Dihydro-7H-pyrrolo[2,3-c]pyridin-7-one;7H-Pyrrolo[2,3-c]pyridin-7-one, 1,6-dihydro;1H-pyrrolo[2,3-c]pyridin-7-ol;7-Hydroxy-6-azaindole;1H,6H,7H-Pyrrolo[2,3-c]pyridin-7-one;1H-PYRROLO[2,3-C]PYRIDIN-7(6H)-ONE
• CAS NO: 259684-36-1
• Molecular Formula: C7H6N2O
• Molecular Weight: 134.137
• Product Categories: PYRIDINE
• Mol File: 259684-36-1.mol

Chemical Properties

• Boiling Point: 486.207 °C at 760 mmHg
• Flash Point: 247.849 °C
• Appearance: /
• Density: 1.335
• Vapor Pressure: 1.32E-09mmHg at 25°C
• Refractive Index: 1.634
• Storage Temp.: 2-8°C
• PKA: 13.34±0.20(Predicted)
• CAS DataBase Reference: 7H-Pyrrolo[2,3-c]pyridin-7-one,1,6-dihydro-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 7H-Pyrrolo[2,3-c]pyridin-7-one,1,6-dihydro-(9CI)(259684-36-1)
• EPA Substance Registry System: 7H-Pyrrolo[2,3-c]pyridin-7-one,1,6-dihydro-(9CI)(259684-36-1)

Safety Data

• Hazardous Substances Data: 259684-36-1(Hazardous Substances Data)

Usage

Uses

Used in Pesticide Industry:
7H-Pyrrolo[2,3-c]pyridin-7-one,1,6-dihydro-(9CI) is used as an active ingredient in pesticides for its potent insecticidal properties, providing an effective means to control pest populations in agricultural settings.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 7H-Pyrrolo[2,3-c]pyridin-7-one,1,6-dihydro-(9CI) is utilized as a research compound for the development of drugs targeting acetylcholinesterase, which is implicated in neurological disorders such as Alzheimer's disease. Its inhibitory action on this enzyme makes it a valuable tool in the search for therapeutic agents that can potentially slow the progression of these conditions.
Used in Organic Chemistry and Chemical Synthesis:
7H-Pyrrolo[2,3-c]pyridin-7-one,1,6-dihydro-(9CI) is employed as a key intermediate in the synthesis of various biologically active compounds, contributing to the advancement of organic chemistry and the creation of new pharmaceuticals and agrochemicals.
Used in Neurological Research:
In the field of neurological research, 7H-Pyrrolo[2,3-c]pyridin-7-one,1,6-dihydro-(9CI) is used as a selective acetylcholinesterase inhibitor to study the role of this enzyme in cognitive function and neurodegenerative processes, aiding in the understanding of diseases and the development of potential treatments.

InChI:InChI=1/C7H6N2O/c10-7-6-5(1-3-8-6)2-4-9-7/h1-4,8H,(H,9,10)

Upstream product

• 20265-38-7 3-amino-2-methoxypyridine 
• 21901-18-8 4-Methyl-3-nitro-2-pyridone 
• 259684-39-4 1,6-dihydro-3-(phenylthio)-7H-pyrrolo[2,3-c]pyridin-7-one 
• 259684-48-5 2-(3-amino-2-methoxypyridin-4-yl)-2-(phenylthio)acetaldehyde dimethylacetal 

Downstream Products

• 357263-41-3 7-chloro-1H-pyrrolo[2,3-c]pyridine 
• 165669-36-3 1H-pyrrolo[2,3-c]pyridine-7-amine 

Relevant articles and documents

Selective Inhibitors of Helicobacter pylori Methylthioadenosine Nucleosidase and Human Methylthioadenosine Phosphorylase

Bacterial 5′-methylthioadenosine/S-adenosylhomocysteine nucleosidase (MTAN) hydrolyzes adenine from its substrates to form S-methyl-5-thioribose and S-ribosyl-l-homocysteine. MTANs are involved in quorum sensing, menaquinone synthesis, and 5′-methylthioadenosine recycling to S-adenosylmethionine. Helicobacter pylori uses MTAN in its unusual menaquinone pathway, making H. pylori MTAN a target for antibiotic development. Human 5′-methylthioadenosine phosphorylase (MTAP), a reported anticancer target, catalyzes phosphorolysis of 5′-methylthioadenosine to salvage S-adenosylmethionine. Transition-state analogues designed for HpMTAN and MTAP show significant overlap in specificity. Fifteen unique transition-state analogues are described here and are used to explore inhibitor specificity. Several analogues of HpMTAN bind in the picomolar range while inhibiting human MTAP with orders of magnitude weaker affinity. Structural analysis of HpMTAN shows inhibitors extending through a hydrophobic channel to the protein surface. The more enclosed catalytic sites of human MTAP require the inhibitors to adopt a folded structure, displacing the phosphate nucleophile from the catalytic site.

Certain 3,9-dideazapurines as inhibitors of purine nucleoside phosphorylase

The synthesis of four 3,9-dideazapurines is described. In order to achieve the desired substitution pattern, a new approach to the pyrrolo[2,3- c]pyridine ring system was devised utilizing the Gassman reaction as the key step for its construction. The four target heterocycles were all evaluated for their ability to inhibit human erythrocytic purine nucleoside phosphorylase.