843653-06-5

Usage

Explanation

The molecular formula represents the number of atoms of each element present in a molecule. In this case, the compound has 14 carbon (C), 16 hydrogen (H), 1 bromine (Br), 1 fluorine (F), and 1 nitrogen (N) atoms.

Explanation

The structure describes the arrangement of atoms and functional groups in the molecule. It consists of an indole ring with a 5-fluoro substitution, a butyl chain attached to the 1-position, and a bromine atom at the 4-position of the butyl chain.
3. Synthetic Organic Compound

Explanation

1-(4-bromobutyl)-5-fluoro-1H-indole is artificially synthesized, meaning it is not found naturally in the environment. It is classified as an organic compound because it contains carbon and hydrogen atoms, along with other elements.
4. Pharmaceutical and Research Applications

Explanation

The compound is used in the development of new drugs and medications, as well as in various chemical and biological studies. Its unique structure and properties make it a valuable tool for researchers in the pharmaceutical industry.
5. Potential Applications in Medicine

Explanation

Due to its structure and properties, 1-(4-bromobutyl)-5-fluoro-1H-indole may have potential uses in the medical field, possibly as a therapeutic agent or as a component in the development of new treatments.
6. Synthesis of Other Organic Compounds

Explanation

The compound may also be used as a starting material or intermediate in the synthesis of other organic compounds for various industrial and research purposes, due to its unique structure and reactivity.

Explanation

The presence of bromine and fluorine atoms in the molecule classifies it as a halogenated compound. Halogenated compounds often have unique chemical and physical properties that can be exploited in various applications.
8. Lipophilic Nature

Explanation

The presence of a butyl chain and the halogenated atoms contribute to the lipophilic (fat-soluble) nature of the compound, which may affect its solubility, absorption, and distribution in biological systems.

Explanation

The compound's structure, particularly the presence of the indole ring and the halogenated atoms, suggests that it may undergo various chemical reactions, such as substitution, addition, or elimination reactions, allowing for further functionalization and modification.

Explanation

The stability of the compound can be influenced by factors such as temperature, light, and pH. The presence of the indole ring and the halogenated atoms may make the compound sensitive to certain conditions, requiring careful handling and storage.

Structure

1-(4-bromobutyl)-5-fluoro-1H-indole

Halogenated Compound

Bromine and Fluorine atoms

Reactivity

Potential for chemical modifications

Stability

May be sensitive to certain conditions

Upstream product

• 110-52-1 1,4-dibromo-butane 
• 399-52-0 5-fluoro-1H-indole 

Relevant academic research and scientific papers

Design, radiosynthesis and preliminary biological evaluation in mice of a brain-penetrant18f-labelled σ2 receptor ligand

The σ2 receptor (transmembrane protein 97), which is involved in cholesterol homeostasis, is of high relevance for neoplastic processes. The upregulated expression of σ2 receptors in cancer cells and tissue in combination with the antiproliferative potency of σ2 receptor ligands motivates the research in the field of σ2 receptors for the diagnosis and therapy of different types of cancer. Starting from the well described 2-(4-(1H-indol-1-yl)butyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline class of compounds, we synthesized a novel series of fluorinated derivatives bearing the F-atom at the aromatic indole/azaindole subunit. RM273 (2-[4-(6-fluoro-1H-pyrrolo[2,3-b]pyridin-1-yl)butyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline) was selected for labelling with18F and evaluation regarding detection of σ2 receptors in the brain by positron emission tomography. Initial metabolism and biodistribution studies of [18F]RM273 in healthy mice revealed promising penetration of the radioligand into the brain. Preliminary in vitro autoradiography on brain cryosections of an orthotopic rat glioblastoma model proved the potential of the radioligand to detect the upregulation of σ2 receptors in glioblastoma cells compared to healthy brain tissue. The results indicate that the herein developed σ2 receptor ligand [18F]RM273 has potential to assess by non-invasive molecular imaging the correlation between the availability of σ2 receptors and properties of brain tumors such as tumor proliferation or resistance towards particular therapies.

Synthesis and cytotoxicity evaluation of olivacine-indole hybrids tethered by alkyl linkers

In this work, eleven new derivatives were prepared of the alkaloid olivacine (1), which was isolated from the bark of Aspidosperma australe. These compounds (7a–k) are hybrids of olivacine and indoles or carbazole, tethered by alkyl chains of variable lengths (C-4, C-5 or C-6). Compounds 7a–k showed increased cytotoxicity towards a panel of four cell lines. The subcellular localization of olivacine and of the synthetic derivatives was studied by fluorescence microscopy. The cycles of K562 cells exposed to olivacine or compounds 7a–k were analysed by flow cytometry, and showed, for some of the new derivatives, a different profile of cell distribution among the phases of the cycle when compared to olivacine, which is indicative of lysosomal apoptosis.

Advances toward new antidepressants with dual serotonin transporter and 5-HT1A receptor affinity within a class of 3-aminochroman derivatives. Part 2

Novel compounds combining a 5-HT1A moiety (3-aminochroman scaffold) and a 5-HT transporter (indole analogues) linked through a common basic nitrogen via an alkyl chain attached at the 1- or 3-position of the indole were evaluated for dual affin

3-AMINO CHOMAN AND 2-AMINO TETRALIN DERIVATIVES

3-Amino chroman and 2-amino tetralin derivatives and compositions containing such compounds are disclosed. Methods of using the 3-amino chroman and 2-amino tetralin compounds and compositions containing such compounds in the treatment of serotonin disorders, such as depression and anxiety, are also disclosed.