Cas no 405275-16-3 ((3-chlorophenyl)-(1h-indol-3-yl)methanone)

(3-Chlorophenyl)-(1H-indol-3-yl)methanone is a chemically significant compound featuring a chlorophenyl group linked to an indole moiety via a methanone bridge. This structure imparts unique reactivity, making it valuable in organic synthesis and pharmaceutical research. The chlorophenyl substitution enhances electrophilic properties, while the indole core provides a versatile scaffold for further functionalization. Its well-defined molecular architecture allows for precise modifications in drug discovery, particularly in the development of bioactive molecules targeting neurological and oncological pathways. The compound's stability under standard conditions and compatibility with common synthetic methodologies further underscore its utility as an intermediate in heterocyclic chemistry. Analytical characterization is straightforward, ensuring reproducibility in research applications.
(3-chlorophenyl)-(1h-indol-3-yl)methanone structure
405275-16-3 structure
Product Name:(3-chlorophenyl)-(1h-indol-3-yl)methanone
CAS No:405275-16-3
MF:C15H10ClNO
MW:255.699002742767
CID:1512450
PubChem ID:43339282
Update Time:2025-10-21

(3-chlorophenyl)-(1h-indol-3-yl)methanone Chemical and Physical Properties

Names and Identifiers

    • (3-chlorophenyl)-(1h-indol-3-yl)methanone
    • CTK8E4175
    • (3-CHLORO-PHENYL)-(1H-INDOL-3-YL)-METHANONE
    • 3-(3-CHLOROBENZOYL)INDOLE
    • (3-Chlorophenyl)(1H-indol-3-yl)methanone
    • 3-(3-CHLOROBENZOYL)-1H-INDOLE
    • DTXSID20655879
    • 405275-16-3
    • DB-299690
    • MDL: MFCD11501282
    • Inchi: 1S/C15H10ClNO/c16-11-5-3-4-10(8-11)15(18)13-9-17-14-7-2-1-6-12(13)14/h1-9,17H
    • InChI Key: LMJIKBPEPDBOKU-UHFFFAOYSA-N
    • SMILES: ClC1=CC=CC(=C1)C(C1=CNC2C=CC=CC1=2)=O

Computed Properties

  • Exact Mass: 255.04500
  • Monoisotopic Mass: 255.0450916g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2
  • Complexity: 320
  • 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: 4.3
  • Topological Polar Surface Area: 32.9?2

Experimental Properties

  • PSA: 32.86000
  • LogP: 4.05230

(3-chlorophenyl)-(1h-indol-3-yl)methanone 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%

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Additional information on (3-chlorophenyl)-(1h-indol-3-yl)methanone

Introduction to (3-chlorophenyl)-(1H-indol-3-yl)methanone (CAS No. 405275-16-3)

Compound (3-chlorophenyl)-(1H-indol-3-yl)methanone, with the chemical identifier CAS No. 405275-16-3, is a significant molecule in the realm of pharmaceutical chemistry and bioorganic synthesis. This compound, featuring a structural motif of a benzophenone derivative linked to an indole ring, has garnered considerable attention due to its potential pharmacological properties and synthetic utility.

The molecular structure of (3-chlorophenyl)-(1H-indol-3-yl)methanone consists of a benzene ring substituted with a chlorine atom at the 3-position, connected via a methanone bridge to an indole moiety. This unique arrangement of heterocyclic and aromatic systems makes it a versatile scaffold for further derivatization and functionalization, which is crucial in the development of novel therapeutic agents.

In recent years, there has been a growing interest in indole derivatives due to their wide range of biological activities. Indoles are known for their role in various physiological processes and have been extensively studied for their potential in treating conditions such as cancer, inflammation, and neurological disorders. The presence of the indole ring in (3-chlorophenyl)-(1H-indol-3-yl)methanone suggests that this compound may exhibit similar bioactivities, making it a promising candidate for further investigation.

One of the key areas where this compound has shown promise is in the field of oncology. Recent studies have demonstrated that indole derivatives can modulate various signaling pathways involved in cancer cell proliferation and survival. Specifically, the indole moiety in (3-chlorophenyl)-(1H-indol-3-yl)methanone may interact with targets such as transcription factors and kinases, leading to the inhibition of tumor growth. Additionally, the chlorine substituent on the benzene ring could enhance the metabolic stability and bioavailability of the compound, which are critical factors for its efficacy as an anticancer agent.

Another area of interest is the potential use of (3-chlorophenyl)-(1H-indol-3-yl)methanone in treating neurological disorders. Emerging research indicates that indole derivatives can cross the blood-brain barrier and exert neuroprotective effects. The structural features of this compound may allow it to interact with neurotransmitter receptors and ion channels, potentially offering therapeutic benefits in conditions such as Alzheimer's disease and Parkinson's disease. Furthermore, its ability to modulate inflammatory responses may also contribute to its potential as a treatment for neuroinflammatory diseases.

The synthetic pathways for (3-chlorophenyl)-(1H-indol-3-yl)methanone are another aspect that has been thoroughly investigated. The compound can be synthesized through various methods, including condensation reactions between 3-chlorobenzaldehyde and tryptophan derivatives or through palladium-catalyzed cross-coupling reactions. These synthetic approaches highlight the versatility of this scaffold and its potential for large-scale production.

In conclusion, (3-chlorophenyl)-(1H-indol-3-yl)methanone (CAS No. 405275-16-3) is a multifaceted compound with significant potential in pharmaceutical applications. Its unique structural features make it an attractive scaffold for further derivatization and functionalization, leading to novel therapeutic agents with applications in oncology, neurology, and other areas. As research continues to uncover new biological activities and synthetic methodologies, this compound is poised to play a crucial role in the development of next-generation pharmaceuticals.

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