5654-94-4

Basic information

• Product Name: 1H-octahydropyrrolo[3,4-b]pyridine
• Synonyms: 1H-octahydropyrrolo[3,4-b]pyridine;1,4-Diazabicyclononan;7-Azaindolizine;DL-1,4-Diazabicyclononane;Octahydropyrrolopyrazin
• CAS NO: 5654-94-4
• Molecular Formula: C₇H₁₄N₂
• Molecular Weight: 126.202
• Mol File: 5654-94-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 198.5 °C at 760 mmHg
• Flash Point: 87.1 °C
• Appearance: /
• Density: 0.95 g/cm³
• Vapor Pressure: 0.358mmHg at 25°C
• Refractive Index: 1.469
• PKA: 11.11±0.20(Predicted)
• CAS DataBase Reference: 1H-octahydropyrrolo[3,4-b]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-octahydropyrrolo[3,4-b]pyridine(5654-94-4)
• EPA Substance Registry System: 1H-octahydropyrrolo[3,4-b]pyridine(5654-94-4)

Safety Data

• Hazardous Substances Data: 5654-94-4(Hazardous Substances Data)

Usage

Description

1H-octahydropyrrolo[3,4-b]pyridine, also known as norharmane, is a complex chemical compound characterized by a pyrrolopyridine ring. It is a naturally occurring substance found in plants, animals, and human tissues, and is also produced during the combustion of tobacco and other organic materials. Norharmane has garnered interest due to its potential roles as a neurotransmitter, its effects on the central nervous system, and its possible use as a psychoactive drug. Additionally, it has been studied for its potential involvement in sleep disorders, its capacity as a biomarker for various diseases, and its carcinogenic properties, including its role in the formation of DNA adducts linked to cancer development.

Uses

Used in Pharmaceutical Research:
1H-octahydropyrrolo[3,4-b]pyridine is used as a research compound for exploring its neurotransmitter properties and its effects on the central nervous system. It aids in understanding the compound's potential as a psychoactive drug and its implications for neurological disorders and mental health.
Used in Sleep Disorder Research:
Norharmane is utilized as a subject of study in sleep disorder research to investigate its potential role in the regulation of sleep patterns and its impact on sleep-related conditions.
Used in Disease Biomarker Identification:
1H-octahydropyrrolo[3,4-b]pyridine is used as a potential biomarker in medical research for identifying and monitoring various diseases, given its presence in human tissues and its potential to indicate specific health conditions.
Used in Cancer Research:
Norharmane is employed as a compound of interest in cancer research, particularly for studying its carcinogenic properties and its involvement in the formation of DNA adducts, which are crucial for understanding the mechanisms of cancer development and progression.
Used in Environmental and Toxicological Studies:
In the context of environmental and toxicological research, 1H-octahydropyrrolo[3,4-b]pyridine is used to examine the effects of combustion byproducts, such as those from tobacco smoke, on human health and the environment.

InChI:InChI=1/C7H14N2/c1-2-6-4-8-5-7(6)9-3-1/h6-9H,1-5H2

Upstream product

• 4664-00-0 2,3-pyridinedicarboximide 
• 442882-27-1 6-(4-methoxybenzyl)-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione 
• 89-00-9 Pyridine-2,3-dicarboxylic acid 
• 128740-14-7 (R,R)-8-benzyl-2,8-diazabicyclo[4.3.0]-nonane 
• 18184-75-3 6-benzyl-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione 
• 496943-53-4 3-(4-iodopentyl)-6-(3-ethyl-4-methylanilino)uracil 
• 68077-26-9 7-chloro-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 

Downstream Products

• 128740-61-4 8-chloro-1-cyclopropyl-7-(2,8-diazabicyclo[4.3.0]non-8-yl)-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid 
• 151213-42-2 [R,R]-2,8-diazabicyclo[4.3.0]nonane 
• 158060-81-2 2,8-diazabicyclo[4.3.0]nonane 
• 1035271-43-2 methyl 4-(1,2,3,4,4a,5,7,7a-octahydropyrrolo[3,4-b]pyridin-6-yl)benzoate 
• 151096-44-5 1-cyclopropyl-7-(2,8-diazabicyclo[4.3.0]non-8-yl)-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid 

Relevant articles and documents

(S, S) - 2,8-diazabicyclo [4.3.0] nonane preparation method

The invention relates to a novel preparation method of (S,S)-2,8-diazabicyclo[4.3.0]. The method comprises the steps that: 2,3-pyridine dicarboxylic acid derivative and amide are subjected to condensation, such that 2,3-pyridine dicarboximide is formed; 2,3-pyridine dicarboximide is subjected to protection and hydrogenation reduction, such that 8-substituted-7,9-dioxo-2,8-diazabicyclo[4.3.0]nonane is produced; the product is reduced in a borohydride reduction system, such that 8-substituted-2,8-diazabicyclo[4.3.0]nonane is obtained; the product is subjected to optical-active organic acid resolution, such that 8-site protection group is removed, and the final product is obtained. Or, 2,3-pyridine dicarboximide is directly subjected to hydrogenation reduction, such that 7,9-dioxo-2,8-diazabicyclo[4.3.0]nonane is produced; the product is directly reduced in a borohydride reduction system, such that 2,8-diazabicyclo[4.3.0]nonane is produced; the 2,8-diazabicyclo[4.3.0]nonane is subjected to optical-active organic acid resolution, such that the final product is directly obtained. The method provided by the invention is advantaged in simple reaction route. The raw materials are cheap and easy to obtain. The reaction conditions are mild and easy to control. The method is suitable for industrialized productions.

NOVEL COMPOUNDS

There is provided a compound of formula (I): or a pharmaceutically acceptable salt thereof. There are also provided processes for the manufacture of a compound of Formula 1, and the use of a compound of Formula 1 as a medicament and in the treatment of cancer.

8-vinyl- and 9-ethinyl-quinolone-carboxylic acids

The invention relates to new 8-vinyl- and 8-ethinylquinolonecarboxylic acids, process for their preparation, and antibacterial agents and feed additives containing them.