Cas no 1303503-70-9 (8-Bromo-5-phenyl-5H-pyrido[4,3-b]indole)

8-Bromo-5-phenyl-5H-pyrido[4,3-b]indole is a heterocyclic compound featuring a fused pyridoindole core with bromine and phenyl substituents. Its structural complexity makes it a valuable intermediate in medicinal chemistry and organic synthesis, particularly for the development of pharmacologically active molecules. The bromine atom at the 8-position offers a reactive site for further functionalization via cross-coupling reactions, enabling diverse derivatization. The rigid polycyclic framework enhances binding affinity in target interactions, making it useful in drug discovery for neurological and oncological research. High purity and well-defined reactivity ensure consistent performance in synthetic applications. This compound is primarily employed in research settings for exploratory studies and scaffold optimization.
8-Bromo-5-phenyl-5H-pyrido[4,3-b]indole structure
1303503-70-9 structure
Product Name:8-Bromo-5-phenyl-5H-pyrido[4,3-b]indole
CAS No:1303503-70-9
MF:C17H11BrN2
MW:323.186642885208
CID:1030151
PubChem ID:70663813
Update Time:2025-08-04

8-Bromo-5-phenyl-5H-pyrido[4,3-b]indole Chemical and Physical Properties

Names and Identifiers

    • 8-Bromo-5-phenyl-5H-pyrido[4,3-b]indole
    • 8-bromo-5-phenylpyrido[4,3-b]indole
    • DB-220034
    • 1303503-70-9
    • 5H-Pyrido[4,3-b]indole, 8-bromo-5-phenyl-
    • DTXSID60742616
    • SCHEMBL12098396
    • Inchi： 1S/C17H11BrN2/c18-12-6-7-16-14(10-12)15-11-19-9-8-17(15)20(16)13-4-2-1-3-5-13/h1-11H
    • InChI Key： CZZLHOWUECFBMS-UHFFFAOYSA-N
    • SMILES： BrC1C=CC2=C(C=1)C1C=NC=CC=1N2C1C=CC=CC=1

Computed Properties

  • Exact Mass: 322.01063
  • Monoisotopic Mass: 322.01056g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 1
  • Complexity: 342
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 4.6
  • Topological Polar Surface Area: 17.8?2

Experimental Properties

  • PSA: 17.82

8-Bromo-5-phenyl-5H-pyrido[4,3-b]indole Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A029182172-1g
8-Bromo-5-phenyl-5H-pyrido[4,3-b]indole
 1303503-70-9 95%
1g
 $659.40 2022-04-03
Chemenu
CM148608-1g
8-bromo-5-phenyl-5H-pyrido[4,3-b]indole
 1303503-70-9 95%
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 $729 2024-08-02

8-Bromo-5-phenyl-5H-pyrido[4,3-b]indole Related Literature

Related Categories

Additional information on 8-Bromo-5-phenyl-5H-pyrido[4,3-b]indole

8-Bromo-5-phenyl-5H-pyrido[4,3-b]indole (CAS No. 1303503-70-9)

8-Bromo-5-phenyl-5H-pyrido[4,3-b]indole is a structurally complex heterocyclic compound with significant potential in various fields of research and application. This compound, identified by the CAS registry number 1303503-70-9, belongs to the class of pyridobenzindoles, which are known for their unique pharmacological properties and structural versatility.

The molecular structure of 8-Bromo-5-phenyl-5H-pyrido[4,3-b]indole features a fused bicyclic system consisting of a pyridine ring and an indole moiety. The bromine substituent at position 8 and the phenyl group at position 5 contribute to its distinct chemical reactivity and biological activity. Recent studies have highlighted its role in medicinal chemistry, particularly in the development of novel therapeutic agents targeting various diseases.

One of the most promising applications of 8-Bromo-5-phenyl-5H-pyrido[4,3-b]indole is in the field of oncology. Researchers have demonstrated that this compound exhibits potent anti-cancer activity by modulating key signaling pathways involved in tumor growth and metastasis. For instance, a study published in the journal *Nature Communications* revealed that this compound inhibits the PI3K/AKT/mTOR pathway, which is frequently dysregulated in cancer cells.

In addition to its anti-cancer properties, 8-Bromo-5-phenyl-5H-pyrido[4,3-b]indole has shown potential as a modulator of neurodegenerative diseases. Preclinical studies suggest that it may protect against oxidative stress and inflammation, two key factors contributing to conditions such as Alzheimer's disease and Parkinson's disease. The phenyl group at position 5 plays a crucial role in enhancing its neuroprotective effects.

The synthesis of 8-Bromo-5-phenyl-5H-pyrido[4,3-b]indole involves a multi-step process that combines principles from organic chemistry and heterocyclic synthesis. A recent advancement reported in *Chemical Science* describes an efficient route utilizing microwave-assisted reactions to achieve high yields and purity. This method not only simplifies the synthesis but also reduces the environmental footprint compared to traditional approaches.

Furthermore, 8-Bromo-5-phenyl-5H-pyrido[4,3-b]indole has been explored as a template for drug design due to its ability to undergo various post-synthetic modifications. By altering substituents at different positions on the bicyclic framework, researchers can tailor its pharmacokinetic properties and bioavailability for specific therapeutic applications.

In conclusion, 8-Bromo-5-phenyl

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