67010-09-7

Usage

Uses

Used in Pharmaceutical Industry:
n-acetyl-5-Methoxy-l-tryptophan is used as a precursor in the synthesis of serotonin, a neurotransmitter vital for mood regulation, appetite control, and sleep management. Its role in serotonin production makes it a potential therapeutic agent for treating depression, anxiety, and other mood disorders.
Used in Mental Health Applications:
n-acetyl-5-Methoxy-l-tryptophan is utilized for its potential therapeutic effects in improving mental health and overall well-being. Its ability to modulate serotonin levels contributes to its potential as a treatment for mood-related disorders, enhancing the quality of life for affected individuals.

InChI:InChI=1/C14H16N2O4/c1-8(17)16-13(14(18)19)5-9-7-15-12-4-3-10(20-2)6-11(9)12/h3-4,6-7,13,15H,5H2,1-2H3,(H,16,17)(H,18,19)

Upstream product

• 93272-00-5 5-methoxy-N_b-acetyl-L-tryptophan methyl ester 
• 2311-25-3 N-acetyl-L-proline methyl ester 
• 154005-67-1 (S)-1-Acetyl-5-hydroxy-pyrrolidine-2-carboxylic acid methyl ester 
• 147-85-3 L-proline 
• 68-95-1 (S)-acetylproline 
• 108-24-7 acetic anhydride 
• 25197-96-0 5-methoxy-DL-tryptophan 
• 1006-94-6 5-methoxylindole 
• 16620-52-3 5-methoxygramine 
• 54744-69-3 acetylamino-(5-methoxy-indol-3-ylmethyl)-malonic acid diethyl ester 
• 54744-68-2 acetylamino-(5-methoxy-indol-3-ylmethyl)-malonic acid 

Downstream Products

• 2504-22-5 5-methoxy-L-tryptophan 

Relevant academic research and scientific papers

5-METHOXYTRYPTOPHAN AND ITS DERIVATIVES AND USES THEREOF

A 5-methoxytryptophan and its derivatives are disclosed, wherein the 5-methoxytryptophan and its derivatives are represented by the following formula (I): (I) wherein R1, R2, R3, R4, R5, and n are defined in the specification. In addition, the present invention also provides novel used of the 5-methoxytryptophan and its derivatives for treating inflammatory-related disease and cancers.

The facile synthesis of a series of tryptophan derivatives

This study reports a facile method for the synthesis of a variety of 5- and 6-substituted tryptophan derivatives that are difficult to prepare using alternative enzymatic approaches. Acylation of an activated amino acid, derived from serine in situ, is coupled with an enzymatic resolution step to furnish enantiopure analogues bearing a range of electron withdrawing and releasing substituents. Isolation of a dehydroalanine derivative as a by-product from some reactions provides some insights into the likely mechanism of the reaction.

Syntheses of Substituted L- and D-Tryptophans

Several 5-substituted nb-methoxycarbonyl-L- and -D-tryptophan derivatives were synthesized from proline by a new route involving electrochemical oxidation, as well as by the known procedures.Removal of the Nb-methoxycarbonyl group was accomplished by treatment with Me3SiI in refluxing chloroform, then alkaline hydrolysis of the methyl esters afforded 5-substituted L- and D-tryptophans with high optical purities.Keywords - L-tryptophan 5-substituted; D-tryptophan 5-substituted; anodic oxidation; N-methoxycarbonyl group deprotection; Fischer indole synthesis; iodotrimethylsilane