30218-58-7

Basic information

• Product Name: 5-METHYLGRAMINE
• Synonyms: 3-(DIMETHYLAMINOMETHYL)-5-METHYLINDOLE;5-METHYLGRAMINE;3-(dimethylamino)methyl-5-methyl-indol;diMethyl-(5-Methyl-indol-3-ylMethyl)-aMine;N,N-dimethyl(5-methyl-1H-indol-3-yl)methanamine;N,N-Dimethyl-1-(5-methyl-1H-indol-3-yl)
• CAS NO: 30218-58-7
• Molecular Formula: C₁₂H₁₆N₂
• Molecular Weight: 188.27
• Mol File: 30218-58-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 311.5°Cat760mmHg
• Flash Point: 142.2°C
• Appearance: /
• Density: 1.077g/cm³
• Vapor Pressure: 0.00056mmHg at 25°C
• Refractive Index: 1.618
• Storage Temp.: 2-8°C
• PKA: 17.17±0.30(Predicted)
• CAS DataBase Reference: 5-METHYLGRAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYLGRAMINE(30218-58-7)
• EPA Substance Registry System: 5-METHYLGRAMINE(30218-58-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 30218-58-7(Hazardous Substances Data)

Usage

General Description

5-Methylgramine is a naturally occurring alkaloid that is found in various plant species, including the Uncaria genus. It is a psychoactive compound that has been used for its mood-enhancing and stimulating effects. 5-Methylgramine has also been found to possess potential antitumor and antiviral activities. Research has shown that 5-Methylgramine may act on the central nervous system, interacting with neurotransmitter systems such as dopamine and serotonin. It is also being investigated for its potential as a therapeutic agent for conditions such as depression, anxiety, and neurological disorders. However, further studies are needed to fully understand its pharmacological effects and potential medical applications.

InChI:InChI=1/C12H16N2/c1-9-4-5-12-11(6-9)10(7-13-12)8-14(2)3/h4-7,13H,8H2,1-3H3

Upstream product

• 50-00-0 formaldehyd 
• 614-96-0 5-methyl-1H-indole 
• 124-40-3 dimethyl amine 

Downstream Products

• 52562-50-2 5-methylindole-3-carboxaldehyde 
• 65881-14-3 2-(5-methyl-1H-indol-3-yl)acetonitrile 
• 114872-67-2 acetylamino-(5-methyl-indol-3-ylmethyl)-malonic acid diethyl ester 
• 951-55-3 5-methyl-DL-tryptophan 

Relevant articles and documents

Rhodium-Catalyzed Stereoselective Cyclization of 3-Allenylindoles and N-Allenyltryptamines to Functionalized Vinylic Spiroindolenines

Herein, we report a highly enantio- and diastereoselective rhodium-catalyzed cyclization of N-allenyltryptamines and 3-allenylindoles to 6-membered spirocyclic indolenines. This allylic addition methodology offers the advantage of using a comparably cheap commercially available ligand with low loadings of an affordable rhodium precursor. The products can be converted into functionalized spirooxindoles and spiroindolines, which are regarded as important building blocks for the synthesis of a lot of natural products with biological activities.

I2-induced cascade cyclization and dearomatization of indoles for the highly efficient synthesis of iodinated and vinylic spiroindolenines

The spiroindolenine framework is a privileged heterocyclic motif and is widely present in numerous indole alkaloids. Herein, we develop a metal-free and environmentally friendly approach for the intramolecular cascade cyclization and dearomatization of indole derivatives to selectively afford iodinated and vinylic spiroindolenines by a substrate-controlled strategy. Simple operation, mild conditions, and high yield make this strategy a green and attractive pathway to construct functionalizable spiroindolenine scaffolds, which could be converted into diverse useful spiroindolenine derivatives.

Rhodium-Catalyzed Diastereo- And Enantioselective Tandem Spirocyclization/Reduction of 3-Allenylindoles: Access to Functionalized Vinylic Spiroindolines

A highly selective rhodium-catalyzed tandem spirocyclization/reduction of 3-allenylindoles is reported. By employing a Hantzsch ester as reductant, vinylic spiroindolines are obtained in excellent yields as well as diastereo- and enantioselectivity. In addition, the reaction's synthetic utility is highlighted by broad functional group compatibility and exemplified by a gram scale reaction with subsequent assorted transformations.