Cas no 51136-18-6 (1H-Benz[g]indole-3-carboxaldehyde)

1H-Benz[g]indole-3-carboxaldehyde is a polycyclic aromatic compound featuring a fused benzindole core with a formyl functional group at the 3-position. This structure makes it a valuable intermediate in organic synthesis, particularly for the preparation of heterocyclic compounds, pharmaceuticals, and optoelectronic materials. Its rigid aromatic framework and reactive aldehyde group enable selective derivatization, facilitating applications in ligand design, fluorescent probes, and bioactive molecule development. The compound exhibits stability under standard conditions, ensuring consistent performance in synthetic workflows. Its high purity and well-defined reactivity profile make it suitable for precision chemistry, including cross-coupling and condensation reactions.
1H-Benz[g]indole-3-carboxaldehyde structure
51136-18-6 structure
Product Name:1H-Benz[g]indole-3-carboxaldehyde
CAS No:51136-18-6
MF:C13H9NO
MW:195.216663122177
CID:1113287
PubChem ID:329761641
Update Time:2025-05-20

1H-Benz[g]indole-3-carboxaldehyde Chemical and Physical Properties

Names and Identifiers

    • 1H-Benz[g]indole-3-carboxaldehyde
    • 1H-benzo[g]indole-3-carbaldehyde
    • 1H-Benzo[g]indole-3-carboxaldehyde
    • 3-Formyl-1H-benzo[g]indole
    • 3-Formyl-6,7-benzindole
    • DTXSID40403293
    • 51136-18-6
    • 1h_Benzo_g_indole_3_carboxyaldehyde
    • SCHEMBL13852619
    • 3-formylbenzindole
    • 1-H-Benzo[g]indole-3-carboxaldehyde
    • NYIGHGXJJVOYCQ-UHFFFAOYSA-N
    • 1H-Benzo[g]indole-3-carboxaldehyde, 97%
    • MDL: MFCD00985058
    • Inchi: 1S/C13H9NO/c15-8-10-7-14-13-11-4-2-1-3-9(11)5-6-12(10)13/h1-8,14H
    • InChI Key: NYIGHGXJJVOYCQ-UHFFFAOYSA-N
    • SMILES: O=CC1=CNC2C3C=CC=CC=3C=CC=21

Computed Properties

  • Exact Mass: 195.06800
  • Monoisotopic Mass: 195.068413911g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 253
  • 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: 2.8
  • Topological Polar Surface Area: 32.9?2

Experimental Properties

  • Density: 1.322
  • Melting Point: 231-236?°C
  • Boiling Point: 443.8 °C at 760 mmHg
  • Flash Point: 227 °C
  • PSA: 32.86000
  • LogP: 3.13360

1H-Benz[g]indole-3-carboxaldehyde Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H302-H315-H319-H335
  • Warning Statement: P261-P305+P351+P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 22-36/37/38
  • Safety Instruction: S26
  • Hazardous Material Identification: Xn
  • Risk Phrases:R22; R36/37/38

1H-Benz[g]indole-3-carboxaldehyde Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

1H-Benz[g]indole-3-carboxaldehyde Pricemore >>

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Additional information on 1H-Benz[g]indole-3-carboxaldehyde

Professional Introduction to 1H-Benz[g]indole-3-carboxaldehyde (CAS No. 51136-18-6)

1H-Benz[g]indole-3-carboxaldehyde, identified by the Chemical Abstracts Service Number (CAS No.) 51136-18-6, is a heterocyclic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal biology due to its unique structural framework and potential biological activities. This compound belongs to the benz[g]indole class, a scaffold that is widely recognized for its presence in various bioactive natural products and pharmacologically relevant molecules. The aldehyde functional group at the 3-position of the benz[g]indole core enhances its reactivity, making it a valuable intermediate in synthetic chemistry and a promising candidate for further derivatization to explore novel pharmacological properties.

The structural motif of 1H-Benz[g]indole-3-carboxaldehyde combines the aromaticity of a benzene ring with the nitrogen-rich system of an indole, creating a versatile platform for molecular interactions. This particular arrangement has been implicated in several biological processes, and recent research has highlighted its potential role in modulating pathways associated with inflammation, neurodegeneration, and cancer. The presence of both electron-donating and electron-withdrawing groups within the molecule allows for diverse electronic properties, which can be exploited to fine-tune its interactions with biological targets.

In the context of modern drug discovery, 1H-Benz[g]indole-3-carboxaldehyde has been utilized as a key building block in the synthesis of more complex molecules. Its aldehyde group serves as a reactive handle for condensation reactions, enabling the formation of Schiff bases, imines, and other functionalized derivatives. These derivatives often exhibit enhanced binding affinity and selectivity toward specific enzymes or receptors, making them attractive candidates for preclinical development. For instance, studies have demonstrated that derivatives of this scaffold can interact with transcription factors and signaling proteins involved in cell proliferation and differentiation.

Recent advancements in computational chemistry have further illuminated the promise of 1H-Benz[g]indole-3-carboxaldehyde as a pharmacophore. Molecular docking simulations have identified potential binding pockets on target proteins where this compound can be docked with high affinity. These simulations have guided the design of analogs with improved solubility, metabolic stability, and pharmacokinetic profiles. Such computational approaches are increasingly integral to rational drug design, allowing researchers to predict the behavior of molecules before they are synthesized in the laboratory.

The synthesis of 1H-Benz[g]indole-3-carboxaldehyde itself is an area of active interest. While classical methods involving cyclization and oxidation have been reported, newer methodologies employing transition metal catalysis have emerged as more efficient and sustainable alternatives. These catalytic approaches not only improve yields but also reduce waste generation, aligning with the growing emphasis on green chemistry principles in pharmaceutical research. The development of such methodologies is crucial for scaling up production while maintaining environmental responsibility.

From a medicinal chemistry perspective, the benz[g]indole scaffold has shown promise in addressing unmet medical needs. For example, modifications at the 3-position have been explored to enhance activity against certain kinases implicated in tumor growth. Additionally, structural analogs have been investigated for their potential as antiviral agents, leveraging the scaffold's ability to disrupt viral replication cycles. These studies underscore the versatility of 1H-Benz[g]indole-3-carboxaldehyde as a starting point for generating novel therapeutic agents.

The role of 1H-Benz[g]indole-3-carboxaldehyde in academic research is also noteworthy. It has served as a model compound for understanding reaction mechanisms and developing new synthetic strategies. Researchers have employed this molecule to explore aspects of organic synthesis that are relevant beyond pharmaceutical applications, such as asymmetric catalysis and polymer chemistry. The insights gained from these studies contribute to the broader scientific community's knowledge base and may inspire innovations in related fields.

In conclusion, 1H-Benz[g]indole-3-carboxaldehyde (CAS No. 51136-18-6) represents a fascinating compound with significant potential in medicinal chemistry and drug discovery. Its unique structural features, combined with its reactivity and biological relevance, make it a cornerstone in synthetic efforts aimed at developing new therapeutic entities. As research continues to uncover novel applications and synthetic methodologies for this molecule, its importance is likely to grow further within both academic and industrial settings.

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