25796-04-7

Basic information

• Product Name: 4-BROMO-DL-TRYPTOPHAN
• Synonyms: 4-BROMO-DL-TRYPTOPHAN;RARECHEM AL MC 1686;4-broMo-tryptophan;2-AMino-3-(4-broMo-1H-indol-3-yl)propanoic acid;Tryptophan, 4-bromo-
• CAS NO: 25796-04-7
• Molecular Formula: C₁₁H₁₁BrN₂O₂
• Molecular Weight: 283.12
• Mol File: 25796-04-7.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-BROMO-DL-TRYPTOPHAN(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-DL-TRYPTOPHAN(25796-04-7)
• EPA Substance Registry System: 4-BROMO-DL-TRYPTOPHAN(25796-04-7)

Safety Data

• Hazardous Substances Data: 25796-04-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
4-BROMO-DL-TRYPTOPHAN is used as a research compound for studying the structure and function of proteins. Its unique bromine substitution allows for the investigation of protein interactions and modifications, contributing to a deeper understanding of biological processes.
Used in Drug Development:
In the pharmaceutical industry, 4-BROMO-DL-TRYPTOPHAN is utilized as a key intermediate in the synthesis of new drugs. Its potential anti-inflammatory and antioxidant properties make it a promising candidate for the development of treatments for a range of diseases, including inflammatory and oxidative stress-related conditions.
Used in Synthesis of Bioactive Compounds:
4-BROMO-DL-TRYPTOPHAN is employed as a building block in the creation of novel natural products and bioactive compounds. Its distinctive chemical structure facilitates the design of new molecules with potential therapeutic applications, expanding the scope of available treatments.
Used in Academic Research:
In academic settings, 4-BROMO-DL-TRYPTOPHAN serves as an important tool for exploring the fundamental aspects of chemistry and biology. Its unique properties provide researchers with opportunities to investigate new reaction mechanisms, protein folding, and the role of amino acid modifications in biological systems.

Upstream product

• 146886-59-1 (4-bromo-1-triisopropylsilyl-1H-indol-3-ylmethyl)-dimethylamine 
• 146886-51-3 1-(N-triisopropylsilyl-1H-indol-3-yl)-N,N-dimethylmethanamine 
• 64258-88-4 1-(4-bromo-1H-indol-3-yl)-N,N-dimethylmethanamine 
• 87-52-5 3-(Dimethylaminomethyl)indole 
• 64258-89-5 2-(4-Bromo-1H-indol-3-ylmethyl)-2-formylamino-malonic acid diethyl ester 

Relevant articles and documents

Enantiospecific synthesis of (r)-4-amino-5-oxo-1,3,4,5- tetrahydrobenz[cd]indole, an advanced intermediate containing the tricyclic core of the ergots

We report a new strategy for the enantiospecific synthesis of (R)-4- amino-5-oxo-1,3,4,5-tetrahydrobenz[cd]indole. This compound is an advanced intermediate which contains the tricyclic core of many of the tetracyclic ergot alkaloids. Our method involves the initial synthesis of D-4- bromotryptophan from the coupling of an indolyllithium species with a masked serinal. The α-amino position was protected with an N-trityl group, ensuring the enantiomeric integrity of this position during the ensuing organometallic cyclization reaction. Stabilization of the tricycle was accomplished by protecting the indole nitrogen with a BOC group or by reducing the α-amino ketone to the corresponding β-amino alcohol.