Cas no 916179-87-8 (3-Bromoindole-5-carboxylic acid)

3-Bromoindole-5-carboxylic acid is a halogenated indole derivative with a carboxylic acid functional group at the 5-position and a bromine substituent at the 3-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and biologically active molecules. The bromine atom offers a reactive site for further functionalization via cross-coupling reactions, while the carboxylic acid group enables derivatization into esters, amides, or other derivatives. Its well-defined structure and high purity make it suitable for research applications in medicinal chemistry and material science. The compound is typically characterized by NMR, HPLC, or mass spectrometry to ensure quality and consistency.
3-Bromoindole-5-carboxylic acid structure
916179-87-8 structure
Product Name:3-Bromoindole-5-carboxylic acid
CAS No:916179-87-8
MF:C9H6BrNO2
MW:240.053441524506
MDL:MFCD12828698
CID:1056173
PubChem ID:53393246
Update Time:2025-06-27

3-Bromoindole-5-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 3-Bromoindole-5-carboxylic Acid
    • 3-bromo-1H-indole-5-carboxylic acid
    • VCNFRMMIMOPFGP-UHFFFAOYSA-N
    • 3-Bromo-indole-5-carboxylic Acid
    • BCP11454
    • KM3045
    • TRA0065128
    • FCH1326063
    • SY006247
    • AK208622
    • AB1000723
    • V9109
    • 3-Bromo-1H-indole-5-carboxylic acid (ACI)
    • DTXSID30693843
    • AKOS015898354
    • CS-0041629
    • DS-10158
    • 916179-87-8
    • EN300-73055
    • SCHEMBL5434547
    • MFCD12828698
    • 3-Bromoindole-5-carboxylic acid
    • MDL: MFCD12828698
    • Inchi: 1S/C9H6BrNO2/c10-7-4-11-8-2-1-5(9(12)13)3-6(7)8/h1-4,11H,(H,12,13)
    • InChI Key: VCNFRMMIMOPFGP-UHFFFAOYSA-N
    • SMILES: O=C(C1C=C2C(NC=C2Br)=CC=1)O

Computed Properties

  • Exact Mass: 238.95800
  • Monoisotopic Mass: 238.95819g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 222
  • 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
  • Topological Polar Surface Area: 53.1
  • XLogP3: 2.3

Experimental Properties

  • Density: 1.838
  • Boiling Point: 470.9±25.0℃/760mmHg
  • PSA: 53.09000
  • LogP: 2.62860

3-Bromoindole-5-carboxylic acid 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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3-Bromoindole-5-carboxylic acid Production Method

Additional information on 3-Bromoindole-5-carboxylic acid

3-Bromoindole-5-carboxylic Acid: A Comprehensive Overview

3-Bromoindole-5-carboxylic acid, also known by its CAS number 916179-87-8, is a significant compound in the field of organic chemistry and pharmacology. This compound belongs to the class of indole derivatives, which have gained substantial attention due to their diverse biological activities and applications in drug discovery. The structure of 3-bromoindole-5-carboxylic acid consists of an indole ring substituted with a bromine atom at position 3 and a carboxylic acid group at position 5. This unique substitution pattern imparts distinctive chemical and biological properties to the molecule.

The synthesis of 3-bromoindole-5-carboxylic acid involves a series of well-established organic reactions, including Friedel-Crafts alkylation, bromination, and oxidation. Recent advancements in catalytic methods have enabled more efficient and environmentally friendly syntheses of this compound. For instance, researchers have employed transition metal catalysts to achieve higher yields and better selectivity in the synthesis process. These developments are crucial for scaling up production to meet the growing demand in pharmaceutical and biotechnological applications.

The biological activity of 3-bromoindole-5-carboxylic acid has been extensively studied, particularly in the context of its potential as a drug candidate. Preclinical studies have demonstrated that this compound exhibits potent anti-inflammatory and antioxidant properties, making it a promising agent for treating conditions such as neurodegenerative diseases and cardiovascular disorders. Furthermore, recent research has highlighted its ability to modulate key signaling pathways involved in cancer progression, suggesting its potential as an anticancer therapeutic.

In addition to its pharmacological applications, 3-bromoindole-5-carboxylic acid has found utility in materials science. Its unique electronic properties make it a valuable component in the development of advanced materials such as organic semiconductors and sensors. For example, scientists have incorporated this compound into polymer blends to enhance their electrical conductivity and stability under various environmental conditions.

The growing interest in 3-bromoindole-5-carboxylic acid has also led to investigations into its environmental fate and toxicity. Studies have shown that this compound is biodegradable under specific conditions, which is an important consideration for its safe use in industrial and biomedical applications. Regulatory agencies have established guidelines for handling and disposing of this compound to minimize its impact on the environment.

In conclusion, 3-bromoindole-5-carboxylic acid is a versatile compound with significant potential across multiple fields. Its unique chemical structure, coupled with advancements in synthesis and application techniques, positions it as a key player in future research and development efforts. As ongoing studies continue to uncover new insights into its properties and uses, this compound is poised to make even greater contributions to science and technology.

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