64258-88-4

Usage

Uses

Used in Pharmaceutical Industry:
4-Bromogramine is used as a pharmaceutical candidate for its antitumor properties, as it has been found to possess potential in the treatment of various types of cancer. Its unique chemical structure allows it to interact with biological targets, making it a promising agent in the development of new cancer therapies.
Used in Antibacterial Applications:
4-Bromogramine is used as an antibacterial agent, demonstrating effectiveness against certain types of bacteria. Its ability to inhibit bacterial growth makes it a potential candidate for the development of new antimicrobial drugs, addressing the growing concern of antibiotic resistance.
Used in Antimalarial Applications:
4-Bromogramine is used as an antimalarial agent, showing potential in the treatment of malaria, a life-threatening disease caused by Plasmodium parasites. Its antimalarial properties make it a valuable compound in the search for new and effective treatments for this global health issue.
Used in Natural Product Research:
4-Bromogramine is used as a subject of interest in natural product research, due to its unique chemical structure and potential medicinal uses. Its study contributes to the understanding of marine-derived compounds and their potential applications in various fields, including pharmaceuticals, cosmetics, and other industries.

Upstream product

• 52488-36-5 4-bromo-1H-indole 
• 50-00-0 formaldehyd 
• 124-40-3 dimethyl amine 
• 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 
• 87-52-5 3-(Dimethylaminomethyl)indole 
• 942-24-5 3-methoxycarbonylindole 
• 101909-45-9 4-bromo-1-methoxycarbonylindole 
• 101909-43-7 4-bromo-1H-indole-3-carboxylic acid methyl ester 

Downstream Products

• 89245-35-2 2-(4-bromo-1H-indol-3-yl)acetonitrile 
• 25796-04-7 dl-4-bromotryptophan 
• 98600-34-1 4-bromo-1H-indole-3-carbaldehyde 
• 89245-41-0 4-bromo-3-indoleacetic acid 
• 352423-63-3 4-bromo-3-[2-(2,5-dihydro-4-methyl-5-oxo-2-furanyl)-2-[methyl(phenylmethyl)amino]ethyl]-1H-indole-1-carboxylic acid 1,1-dimethylethyl ester 
• 352423-64-4 N-benzylrugulovasines A and B 

Relevant academic research and scientific papers

The structural simplification of lysergic acid as a natural lead for synthesizing novel anti-Alzheimer agents

Alzheimer's disease (AD) is a neurodegenerative disorder, projected to be the second leading cause of mortality by 2040. AD is characterized by a progressive impairment of memory leading to dementia and loss of ability to carry out daily functions. In addition to the deficiency of acetylcholine release in synapse, there are other mechanisms explaining the etiology of the disease. The most disputing ones are associated with the accumulation of damaged proteins β-amyloid (Aβ) and hyperphosphorylated tau outside and inside neurons, respectively. Lysergic acid derivatives have been shown to possess promising anti-Alzheimer effect. Moreover, lysergic acid structure encompasses the general structural requirements for acetylcholinesterase inhibition. In this study, sixteen analogues, derived from lysergic acid structure, were synthesized. Heck and Mannich reactions were carried out to 4-bromo indole nucleus to generate potentially active analogues. Some of them were subsequently cyclized by nitromethane and zinc reduction procedures. Some of these compounds showed neuroprotective and anti-inflammatory effects stronger than the currently used anti-Alzheimer drug; donepezil. Some of the synthesized com-pounds showed a noticeable acetylcholinesterase inhibition. Twelve molecular targets attributed with AD etiology were tested versus the synthesized compounds by in silico modeling. Docking scores of modeling were plotted against in vitro activity of the compounds. The one afforded the strongest positive correlation was ULK-1 which has a significant role in autophagy.

Rapid route to 3,4-substituted indoles via a directed ortho metalation-retro-Mannich sequence.

[reaction: see text] In the presence of NXS (X = Br, I, Cl), gramine derivatives 1, derived by combined directed ortho metalation (DoM)-cross-coupling sequences, rapidly undergo retro-Mannich fragmentation (2) to afford 3-halo indoles 3 in 37-88% yields.

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.