Cas no 39650-64-1 (4-(1H-benzimidazol-2-yl)butan-1-amine)

4-(1H-Benzimidazol-2-yl)butan-1-amine is a benzimidazole derivative featuring a butylamine side chain, which enhances its versatility in organic synthesis and pharmaceutical applications. The compound's benzimidazole core provides structural stability and potential for hydrogen bonding, making it useful in the development of biologically active molecules. Its primary amine functionality allows for further derivatization, enabling the synthesis of amides, Schiff bases, or other functionalized intermediates. This compound is particularly valuable in medicinal chemistry for designing enzyme inhibitors or receptor modulators due to its rigid heterocyclic scaffold. High purity and well-defined reactivity make it a reliable building block for research and industrial applications.
4-(1H-benzimidazol-2-yl)butan-1-amine structure
39650-64-1 structure
Product Name:4-(1H-benzimidazol-2-yl)butan-1-amine
CAS No:39650-64-1
MF:C11H15N3
MW:189.256901979446
MDL:MFCD06010006
CID:298210
PubChem ID:3145401
Update Time:2025-05-27

4-(1H-benzimidazol-2-yl)butan-1-amine Chemical and Physical Properties

Names and Identifiers

    • 1H-Benzimidazole-2-butanamine(9CI)
    • 2-(d-Aminobutyl)benzimidazole
    • 1H-Benzimidazole-2-butanamine
    • 4-(1H-benzimidazol-2-yl)butan-1-amine
    • 4-(1H-1,3-benzodiazol-2-yl)butan-1-amine
    • 4-(1H-Benzo[d]imidazol-2-yl)butan-1-amine
    • AKOS005613068
    • SCHEMBL1884524
    • BB 0220517
    • EN300-1856181
    • DTXSID20389804
    • 39650-64-1
    • MDL: MFCD06010006
    • Inchi: 1S/C11H15N3/c12-8-4-3-7-11-13-9-5-1-2-6-10(9)14-11/h1-2,5-6H,3-4,7-8,12H2,(H,13,14)
    • InChI Key: GFIQENBZTGDRFF-UHFFFAOYSA-N
    • SMILES: N1C2C=CC=CC=2N=C1CCCCN

Computed Properties

  • Exact Mass: 189.12675
  • Monoisotopic Mass: 189.127
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4
  • Complexity: 172
  • 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: 1.4
  • Topological Polar Surface Area: 54.7?2

Experimental Properties

  • PSA: 54.7

4-(1H-benzimidazol-2-yl)butan-1-amine Pricemore >>

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Additional information on 4-(1H-benzimidazol-2-yl)butan-1-amine

1H-Benzimidazole-2-butanamine (9CI)

1H-Benzimidazole-2-butanamine (9CI), also known by its CAS number 39650-64-1, is a compound of significant interest in the fields of organic chemistry and materials science. This compound belongs to the class of benzimidazoles, which are heterocyclic aromatic compounds with a wide range of applications in drug discovery, catalysis, and electronic materials. The structure of 1H-Benzimidazole-2-butanamine consists of a benzene ring fused with an imidazole ring, where the imidazole moiety is substituted with a butanamine group at the 2-position. This substitution pattern imparts unique electronic and steric properties to the molecule, making it a versatile building block for various chemical transformations.

Recent studies have highlighted the potential of benzimidazoles as scaffolds for designing bioactive molecules. For instance, researchers have explored the use of 1H-Benzimidazole-2-butanamine in the development of novel anticancer agents. The compound's ability to interact with DNA and proteins through hydrogen bonding and π-π interactions has been exploited to design drugs that target specific oncogenic pathways. Additionally, its role as a ligand in metalloenzyme inhibition has been investigated, showcasing its potential in enzyme modulation and therapeutic intervention.

The synthesis of 1H-Benzimidazole-2-butanamine (9CI) typically involves multi-step reactions, often starting from readily available starting materials such as o-phenylenediamine and aldehydes or ketones. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly syntheses. For example, the use of transition metal catalysts like palladium or copper has facilitated coupling reactions that yield high-purity benzimidazole derivatives. These methods not only improve the yield but also reduce reaction times, making them suitable for large-scale production.

In terms of chemical properties, 1H-Benzimidazole-2-butanamine exhibits good thermal stability and moderate solubility in polar solvents. Its electronic properties make it an attractive candidate for applications in organic electronics. For instance, studies have demonstrated that films prepared from this compound exhibit promising charge transport characteristics, suggesting its potential use in organic field-effect transistors (OFETs) and light-emitting diodes (OLEDs). Furthermore, its ability to form self-assembled monolayers (SAMs) on various substrates has opened new avenues for surface functionalization in nanotechnology.

One of the most exciting developments involving 1H-Benzimidazole-2-butanamine is its role in supramolecular chemistry. Researchers have utilized its ability to form hydrogen bonds and π-stacking interactions to construct complex molecular architectures. For example, self-assembled nanostructures based on this compound have been reported, which exhibit unique optical and mechanical properties. These findings underscore its potential as a building block for creating advanced materials with tailored functionalities.

From an environmental standpoint, the biodegradability and toxicity profiles of benzimidazoles are critical considerations for their industrial applications. Recent toxicity studies indicate that 1H-Benzimidazole-2-butanamine exhibits low acute toxicity in standard assays, suggesting that it may be suitable for applications where human exposure is a concern. However, further research is needed to fully understand its long-term effects on ecosystems.

In conclusion, 1H-Benzimidazole-2-butanamine (9CI) is a multifaceted compound with diverse applications across various scientific disciplines. Its structural versatility, combined with recent advances in synthesis and application development, positions it as a key player in modern chemical research. As ongoing studies continue to uncover new properties and uses for this compound, it is likely to play an increasingly important role in both academic and industrial settings.

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