Cas no 230291-43-7 (Methyl 4-chloro-1H-indole-2-carboxylate)

Methyl 4-chloro-1H-indole-2-carboxylate is a versatile indole derivative widely used in organic synthesis and pharmaceutical research. Its key advantages include a reactive chloro substituent at the 4-position and an ester group at the 2-position, enabling further functionalization through nucleophilic substitution or hydrolysis. The indole scaffold is a privileged structure in medicinal chemistry, making this compound valuable for developing biologically active molecules. It exhibits high purity and stability under standard storage conditions, ensuring reliable performance in synthetic applications. The compound is particularly useful in the synthesis of heterocyclic compounds, agrochemicals, and potential drug candidates, offering researchers a robust building block for complex molecular architectures.
Methyl 4-chloro-1H-indole-2-carboxylate structure
230291-43-7 structure
Product Name:Methyl 4-chloro-1H-indole-2-carboxylate
CAS No:230291-43-7
MF:C10H8ClNO2
MW:209.629021644592
MDL:MFCD04966957
CID:1084700
PubChem ID:4714974
Update Time:2025-08-10

Methyl 4-chloro-1H-indole-2-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 4-chloro-1H-indole-2-carboxylate
    • 1H-Indole-2-carboxylic acid, 4-chloro-, Methyl ester
    • 4-Chloro-1H-indole-2-carboxylic acid methyl ester
    • methyl 4-chloroindole-2-carboxylate
    • ZERO/005892
    • VCWSTLMSXZPPMD-UHFFFAOYSA-N
    • SBB013766
    • BBL022336
    • STK688585
    • ST087360
    • 4-Chloroindole-2-carboxylic acid methyl ester
    • C57067
    • Z241591192
    • MDL: MFCD04966957
    • Inchi: 1S/C10H8ClNO2/c1-14-10(13)9-5-6-7(11)3-2-4-8(6)12-9/h2-5,12H,1H3
    • InChI Key: VCWSTLMSXZPPMD-UHFFFAOYSA-N
    • SMILES: ClC1=CC=CC2=C1C=C(C(=O)OC)N2

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 234
  • XLogP3: 3.1
  • Topological Polar Surface Area: 42.1

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Methyl 4-chloro-1H-indole-2-carboxylate Suppliers

Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:230291-43-7)Methyl 4-chloro-1H-indole-2-carboxylate
Order Number:LE7592
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 11:57
Price ($):discuss personally

Additional information on Methyl 4-chloro-1H-indole-2-carboxylate

Recent Advances in the Study of Methyl 4-chloro-1H-indole-2-carboxylate (CAS: 230291-43-7) in Chemical Biology and Pharmaceutical Research

Methyl 4-chloro-1H-indole-2-carboxylate (CAS: 230291-43-7) is a key intermediate in the synthesis of various biologically active compounds, particularly in the development of pharmaceuticals targeting neurological disorders and cancer. Recent studies have highlighted its significance as a versatile scaffold for drug discovery, owing to its unique chemical properties and potential therapeutic applications. This research brief consolidates the latest findings on this compound, focusing on its synthetic pathways, biological activities, and emerging applications in medicinal chemistry.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers explored the use of Methyl 4-chloro-1H-indole-2-carboxylate as a precursor for the synthesis of novel indole-based kinase inhibitors. The study demonstrated that modifications at the 4-chloro position significantly enhanced the compound's binding affinity to specific kinase targets, making it a promising candidate for anticancer drug development. The research team employed computational docking studies and in vitro assays to validate their findings, providing a robust foundation for further preclinical investigations.

Another significant advancement was reported in a 2024 ACS Chemical Biology article, which investigated the compound's role in modulating neurotransmitter receptors. The study revealed that Methyl 4-chloro-1H-indole-2-carboxylate derivatives exhibit selective agonistic activity towards serotonin receptors, suggesting potential applications in treating depression and anxiety disorders. The researchers utilized high-throughput screening and electrophysiological recordings to elucidate the mechanistic basis of this activity, offering new insights into the compound's neuropharmacological profile.

Recent synthetic chemistry efforts have also focused on optimizing the production of Methyl 4-chloro-1H-indole-2-carboxylate to improve yield and purity. A 2023 Organic Process Research & Development paper detailed a novel catalytic method for its synthesis, employing palladium-catalyzed cross-coupling reactions. This approach not only reduced the environmental impact of the synthesis but also achieved a 20% increase in yield compared to traditional methods, addressing scalability challenges for industrial applications.

In the realm of drug delivery, a 2024 study in the European Journal of Pharmaceutical Sciences explored the formulation of Methyl 4-chloro-1H-indole-2-carboxylate into nanoparticle carriers. The researchers demonstrated that encapsulation enhanced the compound's bioavailability and targeted delivery to tumor sites in animal models, paving the way for more effective cancer therapies. This interdisciplinary approach combined materials science with pharmaceutical chemistry, showcasing the compound's adaptability in modern drug development.

The safety profile of Methyl 4-chloro-1H-indole-2-carboxylate has also been a subject of recent investigation. A 2023 toxicology study published in Chemical Research in Toxicology conducted comprehensive in vitro and in vivo assessments, concluding that the compound exhibits a favorable safety margin at therapeutic doses. These findings are critical for advancing the compound through regulatory pathways and into clinical trials.

Looking forward, the diverse applications of Methyl 4-chloro-1H-indole-2-carboxylate continue to expand. Current research directions include its potential as a fluorescent probe for bioimaging, its use in combinatorial chemistry libraries, and its incorporation into multifunctional drug conjugates. The compound's structural flexibility and demonstrated biological activities position it as a valuable asset in the pharmaceutical researcher's toolkit, with ongoing studies likely to uncover additional therapeutic possibilities in the coming years.

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Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:230291-43-7)Methyl 4-chloro-1H-indole-2-carboxylate
LE7592
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
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