Cas no 649550-97-0 (Methyl 6-fluoro-1H-indole-3-carboxylate)

Methyl 6-fluoro-1H-indole-3-carboxylate is a fluorinated indole derivative with significant utility in pharmaceutical and agrochemical research. Its key structural features include a fluorine substituent at the 6-position and a methyl ester group at the 3-position of the indole core, enhancing its reactivity and potential as a synthetic intermediate. The fluorine atom improves metabolic stability and binding affinity in bioactive molecules, while the ester group offers versatility for further functionalization. This compound is particularly valuable in the development of heterocyclic scaffolds for drug discovery, where its well-defined purity and consistent performance ensure reliable results in medicinal chemistry applications.
Methyl 6-fluoro-1H-indole-3-carboxylate structure
649550-97-0 structure
Product Name:Methyl 6-fluoro-1H-indole-3-carboxylate
CAS No:649550-97-0
MF:C10H8FNO2
MW:193.174426078796
MDL:MFCD06203957
CID:875245
PubChem ID:34176454
Update Time:2025-05-20

Methyl 6-fluoro-1H-indole-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 6-fluoro-1H-indole-3-carboxylate
    • 1H-INDOLE-3-CARBOXYLIC ACID,6-FLUORO-,METHYL ESTER
    • 6-Fluoro-1H-indole-3-carboxylic acid methyl ester
    • 6-fluoro-3-methoxycarbonyl-1H-indole
    • methyl 6-fluoroindole-3-carboxylate
    • SCHEMBL4235843
    • CS-0094497
    • MFCD06203957
    • 649550-97-0
    • methyl6-fluoro-1H-indole-3-carboxylate
    • DA-18062
    • AS-50329
    • SY058810
    • O11970
    • DTXSID50652977
    • AKOS006237635
    • AGSZPNLHIFZEIT-UHFFFAOYSA-N
    • MDL: MFCD06203957
    • Inchi: 1S/C10H8FNO2/c1-14-10(13)8-5-12-9-4-6(11)2-3-7(8)9/h2-5,12H,1H3
    • InChI Key: AGSZPNLHIFZEIT-UHFFFAOYSA-N
    • SMILES: FC1C=CC2C(C(=O)OC)=CNC=2C=1

Computed Properties

  • Exact Mass: 193.05400
  • Monoisotopic Mass: 193.05390666g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 234
  • 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: 2.7
  • Topological Polar Surface Area: 42.1?2

Experimental Properties

  • Density: 1.3±0.1 g/cm3
  • Boiling Point: 335.3 ℃ at 760 mmHg
  • Flash Point: 124.6±20.8 °C
  • PSA: 42.09000
  • LogP: 2.09360
  • Vapor Pressure: 0.0±0.6 mmHg at 25°C

Methyl 6-fluoro-1H-indole-3-carboxylate Security Information

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Methyl 6-fluoro-1H-indole-3-carboxylate Suppliers

Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:649550-97-0)6-Fluoro-1H-indole-3-carboxylic acid methyl ester
Order Number:LE2143
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 11:41
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Additional information on Methyl 6-fluoro-1H-indole-3-carboxylate

Comprehensive Guide to Methyl 6-fluoro-1H-indole-3-carboxylate (CAS No. 649550-97-0): Properties, Applications, and Industry Insights

Methyl 6-fluoro-1H-indole-3-carboxylate (CAS No. 649550-97-0) is a fluorinated indole derivative gaining significant attention in pharmaceutical and agrochemical research. This compound belongs to the class of heterocyclic organic compounds, characterized by its unique indole scaffold modified with a fluorine substituent and ester functional group. Its molecular structure combines the biological relevance of indoles with the enhanced physicochemical properties imparted by fluorine, making it a valuable intermediate in drug discovery.

The growing demand for fluorinated pharmaceuticals has propelled interest in compounds like Methyl 6-fluoro-1H-indole-3-carboxylate. Fluorination often improves metabolic stability, bioavailability, and binding affinity—key factors addressed in recent AI-driven drug design studies. Researchers frequently search for "fluorinated indole synthesis" or "indole-3-carboxylate applications," reflecting its relevance in modern medicinal chemistry. The compound's CAS No. 649550-97-0 serves as a critical identifier for regulatory documentation and patent filings.

From a synthetic perspective, Methyl 6-fluoro-1H-indole-3-carboxylate exhibits remarkable versatility. It serves as a precursor for biologically active molecules targeting serotonin receptors, kinase inhibitors, and antimicrobial agents. Recent publications highlight its role in developing next-generation antidepressants and anticancer scaffolds, aligning with trending searches like "indole derivatives in CNS drugs" or "fluoro-indole antitumor activity." The 6-fluoro substitution specifically influences electronic distribution, enabling tailored interactions with biological targets.

Industrial applications of CAS No. 649550-97-0 extend beyond pharmaceuticals. Agrochemists utilize its derivatives as plant growth regulators and eco-friendly pesticides, responding to the global push for sustainable crop protection. Analytical studies employing HPLC and LC-MS often reference this compound as a standard for method validation, particularly in detecting fluorinated metabolites—a hot topic in environmental chemistry forums.

Quality control of Methyl 6-fluoro-1H-indole-3-carboxylate requires strict monitoring of parameters like purity grade (typically ≥98% for research use) and storage conditions (recommended 2-8°C under inert atmosphere). These specifications cater to laboratories seeking "high-purity indole carboxylates" or "stable fluorinated building blocks." The compound's molecular weight (209.19 g/mol) and melting point data are frequently queried in chemical databases for reaction planning.

Emerging trends show increased integration of Methyl 6-fluoro-1H-indole-3-carboxylate in combinatorial chemistry libraries and high-throughput screening platforms. Its structural features align with current fragment-based drug discovery (FBDD) approaches, where researchers prioritize "small molecular fragments" with optimal ligand efficiency. Computational chemists often model its electron-withdrawing effects when designing novel enzyme inhibitors.

Regulatory compliance for CAS No. 649550-97-0 follows standard chemical safety protocols without restrictive classifications. Suppliers emphasize proper material safety data sheets (MSDS) and REACH compliance documentation—keywords heavily searched by procurement specialists. The compound's spectral data (IR, NMR) are extensively documented to support analytical method development, particularly for impurity profiling in API manufacturing.

Future research directions for Methyl 6-fluoro-1H-indole-3-carboxylate may explore its potential in PET radiopharmaceuticals (given fluorine-18 isotopic labeling) or bioconjugation chemistry. These applications resonate with growing interest in "theranostic indole derivatives" and "targeted drug delivery" systems. Continuous optimization of its synthetic routes—especially catalytic fluorination methods—remains an active area in process chemistry publications.

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Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:649550-97-0)6-Fluoro-1H-indole-3-carboxylic acid methyl ester
LE2143
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
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