7076-11-1

Basic information

• Product Name: 5,6,7,8-TETRAHYDRO-1H-PYRIDO[2,3-B]INDOLE
• Synonyms: 5,6,7,8-TETRAHYDRO-1H-PYRIDO[2,3-B]INDOLE;5,6,7,8-Tetrahydro-9H-pyrido[2,3-b]indole
• CAS NO: 7076-11-1
• Molecular Formula: C₁₁H₁₂N₂
• Molecular Weight: 172.23
• Mol File: 7076-11-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 338.7 °C at 760 mmHg
• Flash Point: 150 °C
• Appearance: /
• Density: 1.213 g/cm³
• Vapor Pressure: 0.000189mmHg at 25°C
• Refractive Index: 1.676
• CAS DataBase Reference: 5,6,7,8-TETRAHYDRO-1H-PYRIDO[2,3-B]INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6,7,8-TETRAHYDRO-1H-PYRIDO[2,3-B]INDOLE(7076-11-1)
• EPA Substance Registry System: 5,6,7,8-TETRAHYDRO-1H-PYRIDO[2,3-B]INDOLE(7076-11-1)

Safety Data

• Hazardous Substances Data: 7076-11-1(Hazardous Substances Data)

Usage

General Description

5,6,7,8-Tetrahydro-1H-pyrido[2,3-b]indole, also known as norharmane, is a chemical compound with a pyridine and indole ring structure. It is derived from tobacco smoke and is also found in a variety of foods and beverages, including coffee, beer, and roasted peanuts. Norharmane has been shown to have both genotoxic and carcinogenic effects, potentially contributing to the development of cancer. Additionally, it has been investigated for its role in neurodegenerative diseases such as Parkinson's and Alzheimer's. Norharmane is also a known inhibitor of the enzyme monoamine oxidase, which plays a role in the regulation of neurotransmitters in the brain.

InChI:InChI=1/C11H12N2/c1-2-6-10-8(4-1)9-5-3-7-12-11(9)13-10/h3,5,7H,1-2,4,6H2,(H,12,13)

Upstream product

• 54230-88-5 8-bromotetrazolo[1,5-a]pyridine 
• 49609-84-9 2-Chloronicotinoyl chloride 
• 111108-72-6 (2-chloro-3-pyridinyl)methyl bromide 
• 42330-59-6 (2-chloropyrid-3-yl)methanol 
• 2942-59-8 2-chloronicotinic acid 
• 52200-48-3 3-bromo-2-chloropyridine 
• 54231-33-3 3-bromo-2-nitropyridine 
• 33948-36-6 2-iodocyclohex-2-en-1-one 
• 35486-42-1 2-amino-3,5-dibromopyridine 
• 108-94-1 cyclohexanone 
• 13534-99-1 2-Amino-3-bromopyridine 
• 1135-36-0 cyclohexanone pyridin-2-ylhydrazone 
• 86119-84-8 phosphoric acid 
• 74803-20-6 9-acetyl-5,6,7,8-tetrahydro-9H-pyrido<2,3-b>indole 

Downstream Products

• 244-76-8 α-carboline 

Relevant articles and documents

Iron-Catalyzed Radical Activation Mechanism for Denitrogenative Rearrangement Over C(sp3)–H Amination

An iron-catalyzed denitrogenative rearrangement of 1,2,3,4-tetrazole is developed over the competitive C(sp3)–H amination. This catalytic rearrangement reaction follows an unprecedented metalloradical activation mechanism. Employing the developed method, a wide number of complex-N-heterocyclic product classes have been accessed. The synthetic utility of this radical activation method is showcased with the short synthesis of a bioactive molecule. Collectively, this discovery underlines the progress of radical activation strategy that should find wide application in the perspective of medicinal chemistry, drug discovery and natural product synthesis research.

Ir-Catalyzed Intramolecular Transannulation/C(sp2)-H Amination of 1,2,3,4-Tetrazoles by Electrocyclization

An efficient strategy for the intramolecular denitrogenative transannulation/C(sp2)-H amination of 1,2,3,4-tetrazoles bearing C8-substituted arenes, heteroarenes, and alkenes is described. The process involves the generation of the metal-nitrene intermediate from tetrazole by the combination of [CpIrCl2]2 and AgSbF6. It has been shown that the reaction proceeds via an unprecedented electrocyclization process. The method has been successfully applied for the synthesis of a diverse array of α-carbolines and 7-azaindoles.

Palladium-catalyzed one-pot synthesis of pyrrole-annulated coumarin, quinolone, and 7-aza-indole derivatives

An efficient one-pot approach for the synthesis of highly substituted pyrrolocoumarin, quinolone, and pyrrolopyridine derivatives has been achieved by palladium acetate catalyzed reaction in DMF through initially formed enamine from cyclic and acyclic ketones and 6-amino-5-bromocoumarin, 6-amino-5-bromo-1-methyl quinolone, and 2-amino-3,5-dibromopyridine, respectively. Georg Thieme Verlag Stuttgart - New York.