62467-65-6

Basic information

• Product Name: 6-METHOXYGRAMINE
• Synonyms: 6-METHOXYGRAMINE;6-(METHOXYINDOL-3-YLMETHYL)DIMETHYLAMINE;3-(DIMETHYLAMINOMETHYL)-6-METHOXYINDOLE;6-(METHOXYINDOL-3-YLMETHYL)DIMETHYLAMIN&
• CAS NO: 62467-65-6
• Molecular Formula: C₁₂H₁₆N₂O
• Molecular Weight: 204.27
• Product Categories: Indoles and derivatives
• Mol File: 62467-65-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: 92-96 °C(lit.)
• Boiling Point: 334.7 °C at 760 mmHg
• Flash Point: 156.2 °C
• Appearance: /
• Density: 1.119 g/cm³
• Vapor Pressure: 0.000126mmHg at 25°C
• Refractive Index: 1.608
• CAS DataBase Reference: 6-METHOXYGRAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHOXYGRAMINE(62467-65-6)
• EPA Substance Registry System: 6-METHOXYGRAMINE(62467-65-6)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 62467-65-6(Hazardous Substances Data)

Usage

General Description

6-Methoxygramine is a chemical compound with the molecular formula C7H13NO and a molar mass of 139.18 g/mol. It is a derivative of the psychoactive alkaloid gramine, which occurs naturally in certain plants. The methoxy group in 6-methoxygramine confers unique pharmacological properties, including potential anti-inflammatory and analgesic effects. 6-METHOXYGRAMINE has been studied for its potential medicinal properties and is of interest to researchers investigating new treatments for various medical conditions. Additionally, 6-methoxygramine may have potential applications in drug development and synthesis due to its chemical structure and properties. Further research is needed to fully understand the potential uses and effects of this chemical.

InChI:InChI=1/C12H16N2O/c1-14(2)8-9-7-13-12-6-10(15-3)4-5-11(9)12/h4-7,13H,8H2,1-3H3

Upstream product

• 3189-13-7 6-methoxylindole 
• 50-00-0 formaldehyd 
• 124-40-3 dimethyl amine 
• 123-91-1 1,4-dioxane 
• 7732-18-5 water 
• 506-59-2 N,N-dimethylammonium chloride 
• 27409-15-0 6-methoxy-indole-3-carboxylic acid dimethylamide 
• 30354-18-8 N,N-dimethyl(methylene)ammonium chloride 

Downstream Products

• 23084-35-7 2-(6-methoxy-1H-indol-3-yl)acetonitrile 
• 3610-36-4 2-(6-methoxy-1H-indol-3-yl)ethanamine 
• 123380-87-0 6-methoxy-1H-indole-3-acetic acid methyl ester 
• 103986-22-7 2-(6-methoxy-1H-indol-3-yl)acetic acid 
• 1417611-80-3 (S)-t-butyl 2-(diphenylmethyleneamino)-3-(6-methoxy-1H-indol-3-yl)propanoate 
• 174232-36-1 makaluvamine K 
• 146555-81-9 makaluvamine D 
• 146555-78-4 makaluvamine A 
• 33600-67-8 6-Methoxy-tryptophan 

Relevant articles and documents

SMALL MOLECULES THAT TARGET THE RNA THAT CAUSES ALS

Disclosed herein are compounds that selectively bind an expanded transcribed repeat r(G4C2)exp, prevent sequestration of RNA-binding proteins, and inhibit translation of repeat associated non-ATG (RAN) translation responsible for generation of toxic dipeptide repeats underlying diseases such as amyotrophic lateral sclerosis (ALS) and frontotemporal dementia (FTD). The compounds and their pharmaceutical compositions are useful in treating a disease or condition characterized by an expanded G4C2 repeat RNA (r(G4C2)exp), such as ALS and FTD.

Substitution of the Dimethylamino Group in Gramines and One-Pot Cyclization to Tetrahydro-β-carbolines Using a Triazine-Based Activating Agent

A new method for the substitution of 3-[(dimethylamino)methyl]indoles (gramines) with malonate-based nucleophiles was developed using 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) as the activating agent for the dimethylamino group. The reaction was completed in 1.5-6 h at room temperature in the presence of a tert-amine base and lithium salt. CDMT afforded superior results to methyl iodide, a common activating agent for the dimethylamino group in Mannich bases, particularly in the reactions of 1-substituted gramines. The reactivity of the possible intermediates, bis(indol-3-ylmethyl)dimethylammonium salts, was examined to obtain mechanistic insights on the reaction. This substitution method with CDMT enabled the sequential transformation of gramines: substitution with (N-alkylidene)aminomalonates followed by the Pictet-Spengler reaction under acidic conditions afforded 1,2,3,4-tetrahydro-β-carboline derivatives in one pot.

A practical synthesis of indole-based heterocycles using an amidoaluminum-mediated strategy

A large number of biologically active compounds consist of an indole scaffolding. Because of this, chemists are continually searching for more efficient means through which to successfully synthesize the required alkaloids. In our recent effort to synthes