6208-60-2

Basic information

• Product Name: 2,3,4,5-Tetrahydro-1H-pyrido[4,3-b]indole
• Synonyms: 2,3,4,5-TETRAHYDRO-1H-PYRIDO[4,3-B]INDOLE;AKOS JY2083433;ASINEX-REAG BAS 00107381;CHEMBRDG-BB 4110640;TIMTEC-BB SBB004411;2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole(SALTDATA: FREE);1H,2H,3H,4H,5H-pyrido[4,3-b]indole;2,3,4,5-Tetrahydro-1H-pyrido[4,3-b]indole AldrichCPR
• CAS NO: 6208-60-2
• Molecular Formula: C₁₁H₁₂N₂
• Molecular Weight: 172.23
• Product Categories: Indole
• Mol File: 6208-60-2.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 351.6°C at 760 mmHg
• Flash Point: 166.5°C
• Appearance: /
• Density: 1.189g/cm³
• Vapor Pressure: 4.05E-05mmHg at 25°C
• Refractive Index: 1.669
• Storage Temp.: 2-8°C(protect from light)
• PKA: 17.77±0.20(Predicted)
• CAS DataBase Reference: 2,3,4,5-Tetrahydro-1H-pyrido[4,3-b]indole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,4,5-Tetrahydro-1H-pyrido[4,3-b]indole(6208-60-2)
• EPA Substance Registry System: 2,3,4,5-Tetrahydro-1H-pyrido[4,3-b]indole(6208-60-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 6208-60-2(Hazardous Substances Data)

Usage

General Description

2,3,4,5-Tetrahydro-1H-pyrido[4,3-b]indole, also known as norharmane, is a chemical compound belonging to the class of indole alkaloids. It is a heterocyclic compound with a pyridine ring fused to an indole ring, and is naturally occurring in various plants, as well as in tobacco smoke and grilled meats. Norharmane has been identified as a potential mutagen and carcinogen, and it has been found to have psychoactive properties, acting as a serotonin receptor agonist. It has also been studied for its potential role in the formation of DNA adducts and its neuroprotective effects. The compound has attracted interest for its potential implications in various biological and pharmacological processes, and further research is ongoing to explore its properties and potential applications.

InChI:InChI=1/C11H12N2/c1-2-4-10-8(3-1)9-7-12-6-5-11(9)13-10/h1-4,12-13H,5-7H2

Upstream product

• 41979-39-9 4-piperidone hydrochloride 
• 100-63-0 phenylhydrazine 
• 627869-56-1 tert‐butyl 1,3,4,5‐tetrahydro‐2H‐pyrido[4,3‐b]indole‐2‐carboxylate 
• 41661-47-6 piperidin-4-one 
• 59-88-1 phenylhydrazine hydrochloride 
• 6208-43-1 2-benzyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 
• 3612-20-2 1-phenylmethyl-4-piperidone 
• 29976-53-2 N-ethoxycarbonyl-4-piperidone 
• 244-69-9 γ-carboline 
• 63277-54-3 ethyl 1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indole-2-carboxylate 

Downstream Products

• 309272-84-2 benzyl 3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate 
• 1456735-60-6 [2-amino-4-((2,3,4,5-tetrahydro-pyrido[4,3-b]indol-2-yl)methyl)-thiophen-3-yl](4-chlorophenyl)methanone 
• 1456735-30-0 2-[3-(4-chlorobenzoyl)-4-(2,3,4,5-tetrahydro-pyrido[4,3-b]indol-2-ylmethyl)-thiophen-2-yl]-isoindole-1,3-dione 
• 1456734-91-0 2-[5-bromo-3-(4-chlorobenzoyl)-4-(2,3,4,5-tetrahydro-pyrido[4,3-b]indol-2-ylmethyl)-thiophen-2-yl]-isoindole-1,3-dione 
• 1443129-95-0 ethyl 2-(2-(cyclohexanecarbonyl)-3,4-dihydro-1H-pyrido[4,3-b]indol-5(2H)-yl)acetate 
• 1443129-94-9 ethyl 2-(2-(4′-ethyl-[1,1′-biphenyl]-4-carbonyl)-3,4-dihydro-1H-pyrido[4,3-b]indol-5(2H)-yl)acetate 

Relevant articles and documents

Method for protecting sulfonyl of deamination amine

The invention discloses a method for removing sulfenyl protection of amine. The method comprises the following steps: dissolving N - sulfonyl-protected amine and a base in a reaction solvent, then adding diphenylphosphine to uniformly mix and maintain 90 °C. When TCL detection reaction is complete, a recrystallization method or an extraction separation method is adopted to obtain the target product. The method disclosed by the invention adopts diphenylphosphine as an extraction reagent, is good in reaction activity, high in selectivity and wide in application range, and can replace the use of a hazardous reagent under the basic heating condition. Prodrug research and development and industrial production are of great significance.

Biomimetic Oxidative Coupling Cyclization Enabling Rapid Construction of Isochromanoindolenines

Herein, we report a biomimetic oxidative coupling cyclization strategy for the highly efficient functionalization of tetrahydrocarbolines (THCs). This process enables rapid access to complex isochromanoindolenine scaffolds in moderate to excellent yields.

TRICYCLIC COMPOUNDS FOR USE IN TREATMENT OF PROLIFERATIVE DISORDERS

The present invention relates to compounds of Formula (I) as defined herein, and salts, hydrates and solvates thereof. The present invention also relates to pharmaceutical compositions comprising compounds of Formula (I), and to the use of compounds of Formula (I) in the treatment or prevention of PRMT5-mediated disorders, such as cancer.