Cas no 143833-10-7 (2-(5-Chloro-1H-indol-1-yl)acetic acid)

2-(5-Chloro-1H-indol-1-yl)acetic acid is a chloro-substituted indole derivative with a carboxylic acid functional group, making it a versatile intermediate in organic synthesis and pharmaceutical research. Its indole core structure is significant in bioactive compounds, while the chloro substitution enhances its reactivity for further derivatization. The acetic acid moiety provides a handle for conjugation or modification, facilitating its use in the development of novel drug candidates or agrochemicals. This compound exhibits high purity and stability, ensuring reliable performance in synthetic applications. Its well-defined structure makes it suitable for structure-activity relationship (SAR) studies, particularly in the design of indole-based therapeutics.
2-(5-Chloro-1H-indol-1-yl)acetic acid structure
143833-10-7 structure
Product Name:2-(5-Chloro-1H-indol-1-yl)acetic acid
CAS No:143833-10-7
MF:C10H8ClNO2
MW:209.629021644592
CID:2156221
Update Time:2025-05-21

2-(5-Chloro-1H-indol-1-yl)acetic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(5-Chloro-1h-indol-1-yl)acetic acid
    • 2-(5-chloroindol-1-yl)acetic acid
    • GIJZRQHQWCJJQO-UHFFFAOYSA-N
    • (5-Chloroindol-1-yl)acetic acid
    • (5-chloro-1H-indol-1-yl)acetic acid
    • AB0050024
    • 2-(5-Chloro-1H-indol-1-yl)acetic acid
    • Inchi: 1S/C10H8ClNO2/c11-8-1-2-9-7(5-8)3-4-12(9)6-10(13)14/h1-5H,6H2,(H,13,14)
    • InChI Key: GIJZRQHQWCJJQO-UHFFFAOYSA-N
    • SMILES: ClC1C=CC2=C(C=1)C=CN2CC(=O)O

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 234
  • Topological Polar Surface Area: 42.2

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2-(5-Chloro-1H-indol-1-yl)acetic acid Related Literature

Additional information on 2-(5-Chloro-1H-indol-1-yl)acetic acid

2-(5-Chloro-1H-indol-1-yl)acetic Acid: A Comprehensive Overview

2-(5-Chloro-1H-indol-1-yl)acetic acid, also known by its CAS number CAS No. 143833-10-7, is a compound of significant interest in the fields of organic chemistry and pharmacology. This compound has garnered attention due to its unique structural properties and potential applications in drug discovery and development. In this article, we will delve into the chemical structure, synthesis, biological activities, and recent advancements related to this compound.

The chemical structure of 2-(5-Chloro-1H-indol-1-yl)acetic acid consists of an indole ring substituted with a chlorine atom at the 5-position and an acetic acid group attached at the 1-position of the indole. The indole moiety is a heterocyclic aromatic structure that is commonly found in various bioactive compounds, including neurotransmitters, hormones, and pharmaceutical agents. The presence of the chlorine substituent at the 5-position introduces electronic effects that can influence the compound's reactivity and biological activity.

Recent studies have highlighted the potential of 2-(5-Chloro-1H-indol-1-yl)acetic acid as a lead compound in the development of new therapeutic agents. Researchers have explored its role as a ligand for various receptors, including serotonin receptors, which are implicated in numerous physiological processes such as mood regulation, appetite control, and sleep-wake cycles. The substitution pattern of the indole ring plays a crucial role in determining its binding affinity and selectivity for these receptors.

In terms of synthesis, several methods have been reported for the preparation of CAS No. 143833-10-7. One common approach involves the Friedel-Crafts alkylation or acylation of indole derivatives followed by functionalization to introduce the acetic acid group. These methods leverage the versatility of indole chemistry to construct complex molecules with desired pharmacological properties.

The biological evaluation of 2-(5-Chloro-1H-indol-1-yl)acetic acid has revealed promising results in preclinical models. For instance, studies have demonstrated its ability to modulate neurotransmitter systems, making it a potential candidate for treating conditions such as depression, anxiety, and neurodegenerative diseases. Additionally, its anti-inflammatory and antioxidant properties have been investigated, further expanding its therapeutic potential.

From an industrial perspective, the synthesis and characterization of CAS No. 143833-10-7 are critical steps in drug development pipelines. The compound's stability under various conditions and its compatibility with existing drug delivery systems are essential considerations for its practical application. Recent advancements in green chemistry techniques have also enabled more sustainable methods for synthesizing this compound, aligning with global efforts to reduce environmental impact.

In conclusion, 2-(5-Chloro-1H-indol-1-yl)acetic acid, identified by its CAS number CAS No. 143833-10-7, represents a valuable molecule with diverse applications in pharmaceutical research. Its unique chemical structure, coupled with emerging insights from cutting-edge research, positions it as a promising candidate for future therapeutic interventions.

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