Cas no 933759-95-6 (3,7-dimethyl-1H-Indole-2-carboxylic acid)

3,7-Dimethyl-1H-indole-2-carboxylic acid is a substituted indole derivative characterized by a carboxyl group at the 2-position and methyl groups at the 3- and 7-positions. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of heterocyclic compounds and pharmaceutical active ingredients. Its structural features, including the electron-rich indole core and carboxylic acid functionality, enable its use in coupling reactions, metal-catalyzed transformations, and as a building block for bioactive molecules. The methyl substituents enhance steric and electronic properties, influencing reactivity and selectivity in synthetic applications. The compound is typically supplied with high purity, ensuring consistent performance in research and industrial processes.
3,7-dimethyl-1H-Indole-2-carboxylic acid structure
933759-95-6 structure
Product Name:3,7-dimethyl-1H-Indole-2-carboxylic acid
CAS No:933759-95-6
MF:C11H11NO2
MW:189.210542917252
CID:1122038
PubChem ID:22338158
Update Time:2025-05-24

3,7-dimethyl-1H-Indole-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 3,7-dimethyl-1H-Indole-2-carboxylic acid
    • 933759-95-6
    • SB15192
    • PDIMPZYTLFMVNW-UHFFFAOYSA-N
    • 3,7-Dimethylindole-2-carboxylic acid
    • CS-0230352
    • EN300-103403
    • Z1255498389
    • SCHEMBL2454659
    • DB-105232
    • Inchi: 1S/C11H11NO2/c1-6-4-3-5-8-7(2)10(11(13)14)12-9(6)8/h3-5,12H,1-2H3,(H,13,14)
    • InChI Key: PDIMPZYTLFMVNW-UHFFFAOYSA-N
    • SMILES: OC(C1=C(C)C2C=CC=C(C)C=2N1)=O

Computed Properties

  • Exact Mass: 189.078978594g/mol
  • Monoisotopic Mass: 189.078978594g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 241
  • 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: 2.6
  • Topological Polar Surface Area: 53.1?2

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Additional information on 3,7-dimethyl-1H-Indole-2-carboxylic acid

3,7-Dimethyl-1H-Indole-2-Carboxylic Acid (CAS No. 933759-95-6)

3,7-Dimethyl-1H-indole-2-carboxylic acid is a biologically active compound with the CAS registry number 933759-95-6. This compound belongs to the class of indole carboxylic acids, which are known for their diverse biological activities and applications in pharmaceutical research. The structure of 3,7-dimethyl-1H-indole-2-carboxylic acid consists of an indole ring substituted with methyl groups at positions 3 and 7, along with a carboxylic acid group at position 2.

The synthesis of 3,7-dimethyl-1H-indole-2-carboxylic acid typically involves multi-step organic reactions, often starting from simple precursors like indoles or their derivatives. Recent advancements in synthetic methodologies have enabled more efficient and environmentally friendly routes to prepare this compound. For instance, researchers have explored the use of microwave-assisted synthesis and catalytic systems to enhance reaction yields and reduce production costs.

One of the most promising applications of 3,7-dimethyl-1H-indole-2-carboxylic acid lies in its potential as a lead compound in drug discovery. Studies have shown that this compound exhibits significant bioactivity, particularly in the context of anti-inflammatory and anticancer properties. For example, a recent study published in the journal *Chemical Biology* demonstrated that 3,7-dimethylindole derivatives, including this compound, can inhibit the activity of key enzymes involved in inflammation pathways.

In addition to its pharmacological applications, 3,7-dimethylindole carboxylic acids have also been investigated for their role in agrochemicals. Research conducted by agricultural scientists has highlighted the potential of this compound as a plant growth regulator or as an active ingredient in pesticides due to its ability to interact with specific cellular pathways in plants and insects.

The chemical stability and solubility properties of CAS No. 933759-95-6 are critical factors influencing its suitability for various applications. Recent studies have focused on optimizing the physical properties of this compound through structural modifications or formulation techniques. For instance, researchers have explored the use of lipid-based delivery systems to enhance the bioavailability of indole carboxylic acids, including 3,7-dimethylindole derivatives.

From an environmental perspective, understanding the fate and toxicity of CAS No. 933759-95-6 is essential for its safe handling and application in industrial settings. Ecotoxicological studies have been conducted to assess its potential impact on aquatic organisms and soil microorganisms. These studies have provided valuable insights into the biodegradation pathways of indole carboxylic acids, contributing to more sustainable practices in chemical manufacturing.

In summary, CAS No. 933759-95-6, also known as 3,7-dimethylindole carboxylic acid, is a versatile compound with significant potential across multiple fields such as pharmaceuticals and agriculture. Ongoing research continues to uncover new applications and optimize its properties for practical use.

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