52335-75-8

Usage

Uses

Used in Research Applications:
1-(4-METHOXY-1H-INDOL-3-YL)-N,N-DIMETHYLMETHANAMINE is used as a research chemical for studying the effects of psychoactive substances on the brain and their potential applications in the field of neuroscience. Its interaction with serotonin receptors makes it a valuable tool for understanding the mechanisms behind hallucinogenic experiences and their potential therapeutic uses.
Used in Psychedelic Therapy:
Although not approved for medical use and considered illegal in many countries, 1-(4-METHOXY-1H-INDOL-3-YL)-N,N-DIMETHYLMETHANAMINE has been explored in some settings as a potential tool for psychedelic therapy. Its use in this context is aimed at facilitating personal introspection, spiritual growth, and addressing mental health issues such as anxiety, depression, and PTSD. However, further research and clinical trials are necessary to establish its safety and efficacy in these applications.

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

Upstream product

• 50-00-0 formaldehyd 
• 4837-90-5 4-methoxy-1H-indole 
• 124-40-3 dimethyl amine 
• 90734-97-7 4-methoxyindole-3-carboxaldehyde 
• 7732-18-5 water 
• 64-19-7 acetic acid 
• 33797-51-2 eschenmoser's salt 
• 506-59-2 N,N-dimethylammonium chloride 

Downstream Products

• 4837-74-5 arvelexin 
• 1240407-20-8 4-(4-iodophenyl)-1-((4-methoxy-1H-indol-3-yl)methyl)-piperidin-4-ol 
• 199540-73-3 4-Methoxy-tryptophan 
• 406938-58-7 N-Boc-D-AlaThz-Trp-(4-OMe)Trp-Gly-D-Abu-(Ph)Sec-Sar-OEt 
• 406938-59-8 Cyclo[D-AlaThz-L-Trp-L-(4-OMe)Trp-Gly-D-Aby-L-(Ph)Sec-Sar] 
• 406938-49-6 N^α-Cbz-Trp-(4-OMe)Trp-Gly-OMe 
• 406938-55-4 N^α-Cbz-(4-OMe)Trp-Gly-OMe 
• 406938-51-0 (S)-2-benzyloxycarbonylamino-3-(4-methoxy-1H-indol-3-yl)propionic acid 
• 406938-52-1 3-(4-methoxy-1H-indol-3-yl)-2-phenylacetylaminopropionic acid 
• 406938-53-2 4-methoxy-L-tryptophan 
• 507268-57-7 diethyl 2-(4-methoxy-1H-indol-3-ylmethyl)-2-phenylacetylaminomalonate 

Relevant academic research and scientific papers

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.

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.

Rhodium-Catalyzed Enantioselective Cyclization of 3-Allenyl-indoles: Access to Functionalized Tetrahydrocarbazoles

A highly selective rhodium-catalyzed cyclization of tethered 3-allenylindoles is reported. In a smooth reaction, 1-vinyltetrahydrocarbazoles are obtained in excellent yields and enantioselectivities. Aside from a great functional group tolerance, this method requires neither the Schlenk technique nor the use of anhydrous solvents. Preliminary mechanistic investigations proved that the reaction proceeds via an intermediary formed spiroindolenine which rapidly undergoes an acid-catalyzed stereospecific migration.

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.

New MKLP-2 inhibitors in the paprotrain series: Design, synthesis and biological evaluations

Members of the kinesin superfamily are involved in key functions during intracellular transport and cell division. Their involvement in cell division makes certain kinesins potential targets for drug development in cancer chemotherapy. The two most advanc

Total synthesis of the cyclic peptide Argyrin B

The details of the total synthesis of Argyrin B, a natural product with immunosuppressive properties, are reported below. The two most unusual amino acid residues of this cyclic peptide are 4-methoxytryptophan and dehydroalanine, which were obtained by mo

A SYNTHESIS METHOD OF INDOLE-3-METHANAMINE AND/OR GRAMINE FROM INDOLE-3-CARBOXALDEHYDE, AND ITS APPLICATION FOR THE SYNTHESES OF BRASSININ, ITS 4-SUBSTITUTED ANALOGS, AND 1,3,4,5-TETRAHYDROPYRROLOQUINOLINE

Simple conversion method of indole-3-carboxaldehyde into gramine and/or indole-3-methanamine was developed.The present method realized short step syntheses of brassinin, 4-iodo-, methoxy-, 4-methoxy, and 4-nitrobrassinin, 4-methoxyindole-3-acetonitrile, and 1,3,4,5-tetrahydropyrroloquinoline.

The Alkaloids of Picrasma javanica

Extraction of Picrasma javanica Bl. (Simarubaceae) has yielded two new β-carboline alkaloids, 1-ethenyl-4-methoxy-9H-pyrido-indol-5-ol (5-hydroxydehydrocrenatine) (4) and 1-ethyl-4-methoxy-9H-pyridoindol-5-ol (5-hydroxycrenatine) (5), the st