67010-09-7

Basic information

• Product Name: n-acetyl-5-Methoxy-l-tryptophan
• Synonyms: n-acetyl-5-Methoxy-l-tryptophan;Ac-L-5-methoxytryptophan;(S)-2-Acetamido-3-(5-methoxy-1H-indol-3-yl)propanoic acid
• CAS NO: 67010-09-7
• Molecular Formula: C₁₄H₁₆N₂O₄
• Molecular Weight: 276.28784
• Mol File: 67010-09-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 608.8°Cat760mmHg
• Flash Point: 322°C
• Appearance: /
• Density: 1.321g/cm³
• Vapor Pressure: 1.12E-15mmHg at 25°C
• Refractive Index: 1.623
• Storage Temp.: 2-8°C
• CAS DataBase Reference: n-acetyl-5-Methoxy-l-tryptophan(CAS DataBase Reference)
• NIST Chemistry Reference: n-acetyl-5-Methoxy-l-tryptophan(67010-09-7)
• EPA Substance Registry System: n-acetyl-5-Methoxy-l-tryptophan(67010-09-7)

Safety Data

• Hazardous Substances Data: 67010-09-7(Hazardous Substances Data)

Usage

Description

n-acetyl-5-Methoxy-l-tryptophan is a chemical compound derived from the amino acid tryptophan, featuring an acetyl group and a methoxy group attached to its structure. This modification enhances its bioavailability and absorption in the body, making it a promising candidate for pharmaceutical applications.

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 articles and documents

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.

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