Cas no 25208-34-8 (4-Amino α-Carboline)

4-Amino α-Carboline is a heterocyclic organic compound featuring a fused pyridoindole structure with an amino functional group at the 4-position. This compound serves as a versatile intermediate in medicinal chemistry and pharmaceutical research, particularly in the synthesis of bioactive alkaloids and potential therapeutic agents. Its rigid polycyclic framework and electron-rich nitrogen sites make it valuable for developing ligands targeting specific biological pathways. The amino group enhances reactivity, enabling further functionalization for tailored applications. 4-Amino α-Carboline is characterized by its stability under standard conditions and compatibility with a range of synthetic transformations, making it a useful building block for complex molecular architectures.
4-Amino α-Carboline structure
4-Amino α-Carboline structure
Product Name:4-Amino α-Carboline
CAS No:25208-34-8
MF:C11H9N3
MW:183.209261655807
CID:851440
PubChem ID:18756245
Update Time:2025-05-24

4-Amino α-Carboline Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrido[2,3-b]indol-4-amine
    • 4-Amino α-Carboline
    • 4-AMINO A-CARBOLINE
    • 9H-pyrido[2,3-b]indol-4-amine
    • 4-Amino
    • A-Carboline
    • 4-Amino alpha -Carboline
    • 4-Amino ?-Carboline
    • J-015873
    • SCHEMBL7219030
    • DTXSID20595968
    • 25208-34-8
    • 4-Amino alpha-Carboline
    • Inchi: 1S/C11H9N3/c12-8-5-6-13-11-10(8)7-3-1-2-4-9(7)14-11/h1-6H,(H3,12,13,14)
    • InChI Key: KDEXDIOVHDTJQK-UHFFFAOYSA-N
    • SMILES: N1C2C(=C(C=CN=2)N)C2C=CC=CC1=2

Computed Properties

  • Exact Mass: 183.08000
  • Monoisotopic Mass: 183.079647300g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 219
  • 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: 2
  • Topological Polar Surface Area: 54.7?2

Experimental Properties

  • PSA: 54.70000
  • LogP: 2.87950

4-Amino α-Carboline Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
A603045-2.5mg
4-Amino α-Carboline
25208-34-8
2.5mg
$ 196.00 2023-04-19
TRC
A603045-25mg
4-Amino α-Carboline
25208-34-8
25mg
$ 1533.00 2023-04-19
SHENG KE LU SI SHENG WU JI SHU
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25208-34-8
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¥2708.00 2023-09-05
SHENG KE LU SI SHENG WU JI SHU
sc-209912-2.5 mg
4-Amino α-Carboline,
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¥2,708.00 2023-07-11

Additional information on 4-Amino α-Carboline

4-Amino α-Carboline: A Comprehensive Overview

4-Amino α-Carboline, also known by its CAS registry number CAS No 25208-34-8, is a fascinating compound that has garnered significant attention in the fields of organic chemistry, pharmacology, and materials science. This compound belongs to the broader class of α-carbolines, which are nitrogen-containing heterocyclic compounds with a unique bicyclic structure. The presence of an amino group at the 4-position of the α-carboline framework introduces distinctive chemical and biological properties, making it a subject of intense research.

The structural elucidation of 4-Amino α-Carboline has been a cornerstone of recent studies, with researchers employing advanced spectroscopic techniques such as NMR and X-ray crystallography to understand its molecular geometry. The compound's bicyclic structure consists of a pyridine ring fused with an indole moiety, creating a rigid and planar framework that facilitates various chemical interactions. The amino group at the 4-position plays a crucial role in modulating the compound's electronic properties and reactivity.

Recent advancements in synthetic chemistry have enabled the efficient synthesis of 4-Amino α-Carboline. One notable approach involves the Povarov reaction, which allows for the construction of the indole ring under mild conditions. Researchers have optimized this method by incorporating directing groups and catalysts to enhance yield and selectivity. Additionally, microwave-assisted synthesis has emerged as a promising strategy, reducing reaction times while maintaining product purity.

The pharmacological potential of 4-Amino α-Carboline has been extensively explored in recent years. Studies have demonstrated its ability to modulate key biological targets, including protein kinases and ion channels, making it a potential candidate for drug development. For instance, research published in Nature Communications highlighted its inhibitory effects on cyclin-dependent kinases (CDKs), which are implicated in various cancer types. Furthermore, preclinical trials have shown that 4-Amino α-Carboline exhibits anti-inflammatory and antioxidant properties, suggesting its potential application in treating neurodegenerative diseases.

In the realm of materials science, 4-Amino α-Carboline has found applications as a building block for constructing advanced materials such as coordination polymers and metal-organic frameworks (MOFs). Its nitrogen-rich structure facilitates strong metal-ligand interactions, enabling the formation of highly porous and stable materials with applications in gas storage and catalysis. Recent work by researchers at Stanford University demonstrated that MOFs incorporating 4-Amino α-Carboline exhibit exceptional CO2 capture capabilities under ambient conditions.

The environmental impact of synthesizing and using CAS No 25208-34-8 has also come under scrutiny. Green chemistry principles are increasingly being integrated into its production processes to minimize waste and energy consumption. For example, solvent-free reactions and catalytic systems are being developed to reduce the ecological footprint associated with large-scale synthesis.

In conclusion, 4-Amino α-Carboline, or CAS No 25208-34-8, stands as a versatile compound with multifaceted applications across diverse scientific domains. Its unique chemical structure, coupled with advancements in synthetic methods and pharmacological insights, positions it as a valuable tool for future innovations in medicine and materials science.

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