Cas no 170489-16-4 (1,4-Dimethyl-1H-indole-3-carbaldehyde)

1,4-Dimethyl-1H-indole-3-carbaldehyde is a substituted indole derivative featuring a formyl group at the 3-position and methyl groups at the 1- and 4-positions. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of heterocyclic compounds and pharmaceutical agents. Its structural framework is valuable for constructing indole-based scaffolds, which are prevalent in bioactive molecules. The aldehyde functionality allows for further derivatization through condensation or nucleophilic addition reactions, enhancing its utility in medicinal chemistry and materials science. The methyl substitutions contribute to steric and electronic modulation, influencing reactivity and stability. This compound is typically handled under controlled conditions due to its sensitivity.
1,4-Dimethyl-1H-indole-3-carbaldehyde structure
170489-16-4 structure
Product Name:1,4-Dimethyl-1H-indole-3-carbaldehyde
CAS No:170489-16-4
MF:C11H11NO
MW:173.211142778397
MDL:MFCD11505328
CID:1072682
PubChem ID:22139042
Update Time:2025-06-14

1,4-Dimethyl-1H-indole-3-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 1,4-Dimethyl-1H-indole-3-carbaldehyde
    • 1,4-dimethyl-1H-indole-3-carbaldehyde(SALTDATA: FREE)
    • 1H-indole-3-carboxaldehyde, 1,4-dimethyl-
    • AKOS005171423
    • 170489-16-4
    • 1,4-dimethylindole-3-carbaldehyde
    • EN300-330403
    • MFCD11505328
    • D82175
    • DTXSID90622795
    • Z1198323257
    • CS-0153397
    • SCHEMBL1093309
    • LS-01889
    • STK501559
    • ALBB-005043
    • MDL: MFCD11505328
    • Inchi: 1S/C11H11NO/c1-8-4-3-5-10-11(8)9(7-13)6-12(10)2/h3-7H,1-2H3
    • InChI Key: QGFBNIAKXKURCE-UHFFFAOYSA-N
    • SMILES: O=CC1=CN(C)C2C=CC=C(C)C=21

Computed Properties

  • Exact Mass: 173.08413
  • Monoisotopic Mass: 173.084063974g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 204
  • 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: 1.8
  • Topological Polar Surface Area: 22?2

Experimental Properties

  • PSA: 22

1,4-Dimethyl-1H-indole-3-carbaldehyde Security Information

  • HazardClass:IRRITANT

1,4-Dimethyl-1H-indole-3-carbaldehyde Pricemore >>

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Additional information on 1,4-Dimethyl-1H-indole-3-carbaldehyde

Comprehensive Overview of 1,4-Dimethyl-1H-indole-3-carbaldehyde (CAS No. 170489-16-4): Properties, Applications, and Industry Insights

1,4-Dimethyl-1H-indole-3-carbaldehyde (CAS No. 170489-16-4) is a specialized organic compound belonging to the indole derivatives family, a class of heterocyclic compounds widely studied for their diverse chemical and biological properties. This compound features a unique molecular structure combining an indole core with aldehyde and methyl functional groups, making it a valuable intermediate in pharmaceutical, agrochemical, and material science research. Its CAS registry number, 170489-16-4, serves as a critical identifier for researchers and manufacturers navigating chemical databases.

In recent years, the demand for indole-based compounds has surged due to their applications in drug discovery and organic synthesis. Searches for terms like "1,4-Dimethylindole-3-carbaldehyde uses" or "CAS 170489-16-4 suppliers" reflect growing interest from academic and industrial sectors. The compound’s aldehyde group offers reactivity for cross-coupling reactions, a hot topic in green chemistry and sustainable synthesis methods. Researchers are particularly intrigued by its potential as a building block for fluorescent probes and bioconjugation tools, aligning with trends in bioimaging and diagnostics.

The physicochemical properties of 1,4-Dimethyl-1H-indole-3-carbaldehyde include a molecular weight of 173.21 g/mol and a purity typically exceeding 97% in commercial grades. Its solubility profile (soluble in organic solvents like DMSO and methanol but insoluble in water) makes it suitable for reactions under anhydrous conditions. Analytical techniques such as HPLC, NMR, and mass spectrometry are routinely employed for quality verification, addressing common search queries like "how to analyze indole aldehydes."

From an industrial perspective, this compound is pivotal in synthesizing pharmaceutical intermediates, particularly for candidates targeting neurological disorders and anti-inflammatory agents. Its structural motif resembles bioactive natural products, driving innovation in medicinal chemistry. Notably, patent filings referencing CAS 170489-16-4 have increased, highlighting its role in proprietary drug development pipelines. Discussions on platforms like ResearchGate often focus on its scalable synthesis methods, reflecting industry needs for cost-effective production.

Environmental and safety considerations are also prominent in user searches. While 1,4-Dimethyl-1H-indole-3-carbaldehyde is not classified as hazardous under major regulatory frameworks, proper handling guidelines emphasize glove protection and ventilation due to its potential irritant properties. These precautions align with broader workplace safety trends, especially in GMP-compliant facilities.

Emerging applications in material science further elevate the compound’s relevance. Its incorporation into organic semiconductors and photovoltaic materials is under investigation, tapping into the renewable energy sector’s growth. Queries such as "indole aldehydes in OLEDs" underscore this interdisciplinary appeal.

In summary, 1,4-Dimethyl-1H-indole-3-carbaldehyde (CAS No. 170489-16-4) exemplifies the versatility of indole chemistry with expanding roles across high-impact fields. Its synthesis, characterization, and applications continue to inspire research, answering modern scientific and industrial challenges while adhering to safety and sustainability principles.

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