Cas no 155377-05-2 (Methyl 6-(trifluoromethyl)picolinate)

Methyl 6-(trifluoromethyl)picolinate is a fluorinated pyridine derivative widely used as a key intermediate in pharmaceutical and agrochemical synthesis. Its trifluoromethyl group enhances lipophilicity and metabolic stability, making it valuable in the development of bioactive compounds. The ester functionality allows for further derivatization, facilitating its incorporation into more complex molecular structures. This compound exhibits high purity and consistent reactivity, ensuring reliable performance in cross-coupling reactions, nucleophilic substitutions, and other transformations. Its stability under various reaction conditions makes it a preferred choice for researchers in medicinal chemistry and crop protection. Proper handling under inert conditions is recommended to maintain its integrity.
Methyl 6-(trifluoromethyl)picolinate structure
155377-05-2 structure
Product Name:Methyl 6-(trifluoromethyl)picolinate
CAS No:155377-05-2
MF:C8H6F3NO2
MW:205.133952617645
MDL:MFCD02090527
CID:106967
PubChem ID:45158822
Update Time:2025-06-15

Methyl 6-(trifluoromethyl)picolinate Chemical and Physical Properties

Names and Identifiers

    • Methyl 6-(trifluoromethyl)picolinate
    • 6-TRIFLUOROMETHYL-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER
    • 2-PYRIDINECARBOXYLIC ACID, 6-(TRIFLUOROMETHYL)-, METHYL ESTER
    • Methyl 6-(trifluoromethyl)pyridine-2-carboxylate
    • Enasidenib Intermediate 3
    • Methyl 6-trifluoroMethyl-2-pyridinecarboxylate
    • Methyl 2-(trifluoromethyl)-6-pyridinecarboxylate
    • SCHEMBL1111138
    • J-009190
    • 155377-05-2
    • Methyl 6-(trifluoromethyl)-2-pyridinecarboxylate
    • FD17096
    • 5-Bromo-2-methoxypyridine-3-boronicacid
    • Methyl 6-trifluoromethylpyridine-2-carboxylate
    • SY035551
    • A883654
    • MFCD02090527
    • FT-0697749
    • SB13521
    • DTXSID00669737
    • AC-28581
    • AMY3264
    • 6-Trifluoromethylpyridine-2-carboxylic acid methyl ester
    • AU-004/43508041
    • CS-0036523
    • BCP10103
    • AKOS015891822
    • DS-4863
    • BBL101900
    • STL555697
    • MDL: MFCD02090527
    • Inchi: 1S/C8H6F3NO2/c1-14-7(13)5-3-2-4-6(12-5)8(9,10)11/h2-4H,1H3
    • InChI Key: AYABEJGGSWJVPN-UHFFFAOYSA-N
    • SMILES: FC(C1C=CC=C(C(=O)OC)N=1)(F)F

Computed Properties

  • Exact Mass: 205.03500
  • Monoisotopic Mass: 205.035
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 217
  • 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: 39.2A^2
  • XLogP3: 2

Experimental Properties

  • Density: 1.331±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 232.6±40.0 oC (760 Torr),
  • Flash Point: 94.5±27.3 oC,
  • Refractive Index: 1.446
  • Solubility: Slightly soluble (11 g/l) (25 o C),
  • PSA: 39.19000
  • LogP: 1.88700

Methyl 6-(trifluoromethyl)picolinate Security Information

Methyl 6-(trifluoromethyl)picolinate Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. 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:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Methyl 6-(trifluoromethyl)picolinate Pricemore >>

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Additional information on Methyl 6-(trifluoromethyl)picolinate

Methyl 6-(trifluoromethyl)picolinate (CAS No. 155377-05-2): A Comprehensive Overview in Modern Chemical Biology

Methyl 6-(trifluoromethyl)picolinate, a compound with the chemical identifier CAS No. 155377-05-2, has garnered significant attention in the field of chemical biology due to its unique structural and functional properties. This compound, characterized by a trifluoromethyl group attached to a picolinic acid derivative, exhibits promising applications in pharmaceutical research and drug development. The introduction of the trifluoromethyl group, a well-known pharmacophore, enhances the metabolic stability and binding affinity of the molecule, making it an attractive candidate for further exploration.

The structural motif of Methyl 6-(trifluoromethyl)picolinate consists of a pyridine ring substituted with a carboxylate group and a trifluoromethyl moiety at the sixth position. This configuration imparts distinct electronic and steric properties to the molecule, which are critical for its biological activity. The trifluoromethyl group, in particular, is known to increase lipophilicity and reduce metabolic degradation, thereby prolonging the half-life of drugs containing this moiety.

In recent years, there has been a surge in research focusing on the development of novel therapeutic agents that incorporate fluorinated aromatic compounds. Methyl 6-(trifluoromethyl)picolinate has emerged as a key intermediate in the synthesis of various bioactive molecules. Its role as a precursor in the preparation of more complex derivatives has been extensively studied, particularly in the context of antimicrobial and anti-inflammatory agents.

One of the most compelling aspects of Methyl 6-(trifluoromethyl)picolinate is its potential application in oncology research. The trifluoromethyl group has been shown to modulate enzyme activity and receptor binding, making it an effective tool for developing kinase inhibitors and other targeted therapies. Recent studies have demonstrated that derivatives of this compound exhibit inhibitory effects on various cancer-related pathways, suggesting their therapeutic potential in treating solid tumors and hematological malignancies.

The synthesis of Methyl 6-(trifluoromethyl)picolinate involves multi-step organic reactions that require precise control over reaction conditions. Advanced synthetic methodologies, such as palladium-catalyzed cross-coupling reactions and fluorination techniques, have been employed to achieve high yields and purity. These synthetic strategies not only highlight the compound's complexity but also showcase the advancements in synthetic organic chemistry that enable the production of such intricate molecules.

From a pharmacological perspective, Methyl 6-(trifluoromethyl)picolinate has been investigated for its ability to interact with biological targets at both the molecular and cellular levels. Its picolinic acid backbone is known to exhibit interactions with enzymes and receptors involved in metabolic pathways, making it a valuable tool for studying disease mechanisms. Furthermore, its trifluoromethyl substitution enhances its binding affinity to these targets, leading to more potent and selective drug candidates.

The role of computational chemistry in understanding the behavior of Methyl 6-(trifluoromethyl)picolinate cannot be overstated. Molecular modeling techniques have been utilized to predict how this compound interacts with biological targets, providing insights into its mechanism of action. These computational studies have complemented experimental approaches by offering rapid screening of potential drug candidates and optimizing their design for improved efficacy.

Future directions in research on Methyl 6-(trifluoromethyl)picolinate include exploring its derivatives for new therapeutic applications. By modifying different functional groups within its structure, researchers aim to develop compounds with enhanced pharmacological properties. Additionally, investigating its potential as an agrochemical agent is another area of interest, given its structural similarity to certain herbicides and fungicides that exhibit favorable environmental profiles.

The industrial significance of Methyl 6-(trifluoromethyl)picolinate extends beyond academic research. Its synthesis and application have implications for pharmaceutical manufacturing processes, where efficiency and scalability are critical factors. Companies specializing in fine chemicals have developed robust protocols for producing this compound on an industrial scale, ensuring its availability for further development by biotechnology firms.

In conclusion, Methyl 6-(trifluoromethyl)picolinate (CAS No. 155377-05-2) represents a fascinating compound with diverse applications in chemical biology and drug development. Its unique structural features make it a valuable intermediate for synthesizing bioactive molecules with potential therapeutic benefits. As research continues to uncover new applications for this compound, its significance in advancing medical science is likely to grow.

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