Cas no 732922-86-0 (1H-Indole-6-carboxylicacid, 2,3-dihydro-)

1H-Indole-6-carboxylic acid, 2,3-dihydro-, is a heterocyclic organic compound featuring a partially saturated indole core with a carboxylic acid functional group at the 6-position. This structure imparts unique reactivity and versatility, making it valuable as an intermediate in pharmaceutical and agrochemical synthesis. The dihydroindole scaffold enhances stability compared to fully aromatic analogs, while the carboxylic acid group allows for further derivatization, such as amidation or esterification. Its well-defined chemical properties facilitate precise modifications in drug discovery, particularly for targeting bioactive molecules. The compound is typically supplied with high purity, ensuring reproducibility in research and industrial applications.
1H-Indole-6-carboxylicacid, 2,3-dihydro- structure
732922-86-0 structure
Product Name:1H-Indole-6-carboxylicacid, 2,3-dihydro-
CAS No:732922-86-0
MF:C9H9NO2
MW:163.173262357712
MDL:MFCD07371637
CID:559358
PubChem ID:20431876
Update Time:2025-06-25

1H-Indole-6-carboxylicacid, 2,3-dihydro- Chemical and Physical Properties

Names and Identifiers

    • 1H-Indole-6-carboxylicacid, 2,3-dihydro-
    • 2,3-DIHYDRO-1H-INDOLE-6-CARBOXYLIC ACID
    • 2,3-DIBROMO-1-(2-NITROPHENYL)-3-(3,4,5-TRIMETHOXYPHENYL)PROPAN-1-ONE
    • Indoline-6-carboxylic acid
    • 732922-86-0
    • AKOS006240264
    • EN300-62350
    • F81377
    • DTXSID60607014
    • A904837
    • J-506985
    • SCHEMBL3096217
    • SB38492
    • FT-0687961
    • CS-0343560
    • BB 0262343
    • Indoline-6-carboxylicacid
    • DB-074684
    • MDL: MFCD07371637
    • Inchi: 1S/C9H9NO2/c11-9(12)7-2-1-6-3-4-10-8(6)5-7/h1-2,5,10H,3-4H2,(H,11,12)
    • InChI Key: ASVKTLFPLKXCBR-UHFFFAOYSA-N
    • SMILES: OC(C1C=CC2=C(C=1)NCC2)=O

Computed Properties

  • Exact Mass: 163.06300
  • Monoisotopic Mass: 163.063328530g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 193
  • 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
  • Surface Charge: 0
  • Tautomer Count: 3
  • XLogP3: nothing
  • Topological Polar Surface Area: 49.3?2

Experimental Properties

  • PSA: 49.33000
  • LogP: 1.49080

1H-Indole-6-carboxylicacid, 2,3-dihydro- Security Information

1H-Indole-6-carboxylicacid, 2,3-dihydro- 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 1H-Indole-6-carboxylicacid, 2,3-dihydro-

Introduction to 1H-Indole-6-carboxylic acid, 2,3-dihydro (CAS No: 732922-86-0)

1H-Indole-6-carboxylic acid, 2,3-dihydro, identified by its Chemical Abstracts Service (CAS) number 732922-86-0, is a significant compound in the realm of pharmaceutical chemistry and medicinal biology. This molecule, belonging to the indole family, has garnered considerable attention due to its structural versatility and potential biological activities. The indole core is a privileged scaffold in drug discovery, renowned for its presence in numerous bioactive natural products and pharmacologically relevant molecules.

The structural framework of 1H-Indole-6-carboxylic acid, 2,3-dihydro features a benzene ring fused to a pyrrole ring, with a carboxylic acid substituent at the 6-position and a dihydro modification at the 2 and 3 positions. This specific arrangement imparts unique electronic and steric properties to the molecule, making it a valuable intermediate in synthetic chemistry and a promising candidate for further derivatization. The presence of the carboxylic acid group enhances its reactivity, allowing for diverse functionalization strategies that can tailor its biological profile.

In recent years, there has been growing interest in indole derivatives as therapeutic agents. The indole scaffold is well-documented for its role in various biological processes, including neurotransmission, immune modulation, and antioxidant activity. Researchers have been exploring modifications to the indole core to develop novel compounds with enhanced efficacy and reduced toxicity. Among these derivatives, 1H-Indole-6-carboxylic acid, 2,3-dihydro has emerged as a key intermediate in the synthesis of potential drug candidates.

One of the most compelling aspects of 1H-Indole-6-carboxylic acid, 2,3-dihydro is its utility in the development of small-molecule inhibitors targeting various enzymes and receptors. For instance, indole derivatives have shown promise in inhibiting enzymes involved in inflammation and cancer progression. The dihydro modification at the 2 and 3 positions of the indole ring can influence the molecule's binding affinity and selectivity, making it an attractive starting point for structure-activity relationship (SAR) studies.

Recent studies have highlighted the potential of 1H-Indole-6-carboxylic acid, 2,3-dihydro in the context of anticancer therapy. Researchers have demonstrated that certain indole derivatives can induce apoptosis in cancer cells by modulating key signaling pathways. The carboxylic acid group in this compound allows for further derivatization into esters or amides, which can enhance solubility and bioavailability—critical factors for drug development. Furthermore, the dihydro moiety can be further functionalized to introduce additional pharmacophores that improve target interaction.

The synthesis of 1H-Indole-6-carboxylic acid, 2,3-dihydro typically involves multi-step organic reactions that build upon readily available starting materials. Common synthetic routes include cyclization reactions followed by functional group transformations to introduce the carboxylic acid and dihydro groups. Advances in synthetic methodologies have enabled more efficient and scalable production of this compound, facilitating its use in both academic research and industrial applications.

In addition to its pharmaceutical applications, 1H-Indole-6-carboxylic acid, 2,3-dihydro has found utility in material science and agrochemical research. Its structural features make it a suitable precursor for designing novel materials with specific optical or electronic properties. Moreover, derivatives of this compound have been explored as potential intermediates in the synthesis of pesticides and herbicides due to their ability to interact with biological targets in plants.

The growing body of research on indole derivatives underscores their importance as pharmacological tools. 1H-Indole-6-carboxylic acid, 2,3-dihydro, with its unique structural attributes, continues to be a focal point for medicinal chemists seeking to develop next-generation therapeutics. As our understanding of biological pathways expands, so does the potential for leveraging compounds like this one to address complex diseases.

Future directions in the study of 1H-Indole-6-carboxylic acid, 2,3-dihydro may focus on exploring its role in modulating neurological disorders. Indole derivatives have shown promise as neuroprotective agents and are being investigated for conditions such as Alzheimer's disease and Parkinson's disease. The dihydro modification could be fine-tuned to enhance interaction with specific neurotransmitter receptors or enzyme targets relevant to these conditions.

Another promising avenue involves using computational methods to predict new derivatives of 1H-Indole-6-carboxylic acid, 2,3-dihydro with enhanced biological activity. Machine learning models trained on large datasets of bioactive molecules can identify structural features that correlate with therapeutic efficacy. By integrating these insights with traditional synthetic chemistry approaches, researchers can accelerate the discovery process。

In conclusion,1H-lndole--carboryl--acid--dihydrol--is-a-compound-of-significant-interest-in-pharmaceutical-and-materials-science-research。 Its structural versatility、biological relevance、and synthetic accessibility make it a valuable building block for developing novel therapeutics。 As research progresses,this compound is likely to play an increasingly important role in addressing some-of-the-most-challenging-health-concerns-of-the-modern-era。

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