Cas no 932705-78-7 (5-Fluoro-6-methylnicotinic acid)

5-Fluoro-6-methylnicotinic acid is a fluorinated pyridine derivative with a methyl substituent at the 6-position and a carboxylic acid group at the 3-position. This compound serves as a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of active ingredients requiring a fluorinated nicotinic acid scaffold. Its structural features, including the electron-withdrawing fluorine atom and the methyl group, enhance reactivity and selectivity in coupling reactions, making it valuable for constructing complex heterocyclic systems. The carboxylic acid functionality allows for further derivatization, enabling its use in amide formation, esterification, or metal-catalyzed cross-coupling reactions. It is commonly employed in medicinal chemistry for optimizing drug candidates' physicochemical properties.
5-Fluoro-6-methylnicotinic acid structure
932705-78-7 structure
Product Name:5-Fluoro-6-methylnicotinic acid
CAS No:932705-78-7
MF:C7H6FNO2
MW:155.126445293427
MDL:MFCD16988742
CID:2157369
PubChem ID:57516329
Update Time:2025-11-02

5-Fluoro-6-methylnicotinic acid Chemical and Physical Properties

Names and Identifiers

    • 5-fluoro-6-methylnicotinic acid
    • 5-fluoro-6-methylpyridine-3-carboxylic acid
    • 5-fluoro-6-methyl-nicotinic acid
    • LKTUUSBGSVWDAL-UHFFFAOYSA-N
    • AB71562
    • 5-Fluoro-6-methyl-3-pyridinecarboxylic acid (ACI)
    • AKOS022716086
    • 932705-78-7
    • CS-13164
    • CS-0043478
    • MFCD16988742
    • DB-123985
    • 5-FLUORO-6-METHYLNICOTINICACID
    • A1-07265
    • SCHEMBL114191
    • 5-Fluoro-6-methylnicotinic acid
    • MDL: MFCD16988742
    • Inchi: 1S/C7H6FNO2/c1-4-6(8)2-5(3-9-4)7(10)11/h2-3H,1H3,(H,10,11)
    • InChI Key: LKTUUSBGSVWDAL-UHFFFAOYSA-N
    • SMILES: FC1=CC(C(=O)O)=CN=C1C

Computed Properties

  • Exact Mass: 155.03825660g/mol
  • Monoisotopic Mass: 155.03825660g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 163
  • 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: 50.2
  • XLogP3: 0.9

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5-Fluoro-6-methylnicotinic acid Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Methanol ,  Water ;  1 h, rt → 50 °C; 50 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 5
Reference
Preparation of piperazino-benzamides as CXCR3 receptor antagonists
, United States, , ,

Production Method 2

Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Methanol ,  Water ;  1 h, rt
1.2 Solvents: Water ;  pH 3
Reference
Preparation of piperazine derivatives as RORγ modulators for the treatment of multiple sclerosis and ankylosing spondylitis
, Argentina, , ,

Production Method 3

Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Methanol ,  Tetrahydrofuran ,  Water ;  1 h, rt
1.2 Reagents: Water ;  pH 3, rt
Reference
Acylpiperazine-acylaniline compounds as RORγ modulators and their preparation, pharmaceutical compositions and use in the treatment of inflammatory and autoimmune diseases
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Production Method 4

Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Methanol ,  Tetrahydrofuran ,  Water ;  1 h, rt
1.2 Solvents: Water ;  pH 3
Reference
Preparation of piperazine derivatives as RORγ modulators
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Production Method 5

Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Methanol ,  Tetrahydrofuran ,  Water ;  1 h, rt
1.2 Reagents: Hydrogen ion Solvents: Water ;  pH 3
Reference
N-Acylpiperazine derivatives as RORγ modulators and their preparation
, World Intellectual Property Organization, , ,

Production Method 6

Reaction Conditions
Reference
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5-Fluoro-6-methylnicotinic acid Raw materials

5-Fluoro-6-methylnicotinic acid Preparation Products

Additional information on 5-Fluoro-6-methylnicotinic acid

5-Fluoro-6-methylnicotinic Acid (CAS No. 932705-78-7): A Versatile Building Block in Modern Pharmaceutical Chemistry

In the realm of heterocyclic compounds, 5-Fluoro-6-methylnicotinic acid (CAS 932705-78-7) has emerged as a crucial intermediate with significant applications in pharmaceutical development. This fluorinated nicotinic acid derivative combines the structural advantages of both fluorine substitution and methyl group positioning, making it particularly valuable for drug discovery programs targeting metabolic diseases and neurological disorders.

The molecular structure of 5-Fluoro-6-methylnicotinic acid features a pyridine ring system with strategic substitutions at the 5 and 6 positions. The fluoro group at position 5 enhances the compound's metabolic stability and membrane permeability, while the methyl group at position 6 contributes to steric effects that can influence receptor binding. These structural characteristics make it an excellent candidate for developing small molecule therapeutics, particularly in areas like diabetes management and cognitive enhancement.

Recent advances in medicinal chemistry have highlighted the importance of fluorinated heterocycles like 5-Fluoro-6-methylnicotinic acid. Pharmaceutical researchers are particularly interested in its potential as a building block for kinase inhibitors, given the growing market for targeted cancer therapies. The compound's ability to serve as a precursor for various biologically active molecules has made it a subject of numerous patent applications in the past five years.

The synthesis of 5-Fluoro-6-methylnicotinic acid typically involves multi-step processes starting from commercially available nicotinic acid derivatives. Modern synthetic approaches emphasize green chemistry principles, with recent literature reporting improved yields through microwave-assisted synthesis and flow chemistry techniques. These advancements address the growing demand for sustainable production methods in the pharmaceutical industry.

From a commercial perspective, the global market for specialty chemical intermediates like 5-Fluoro-6-methylnicotinic acid has shown steady growth, driven by increased R&D spending in the pharmaceutical sector. Analytical data suggests particular demand from contract research organizations developing next-generation metabolic modulators and central nervous system drugs. The compound's stability under various storage conditions makes it attractive for international distribution networks.

Quality control of 5-Fluoro-6-methylnicotinic acid typically involves advanced analytical techniques including HPLC purity analysis, mass spectrometry, and NMR spectroscopy. Recent technological advancements have enabled more precise characterization of isomeric impurities, which is crucial for pharmaceutical applications where even minor structural variations can significantly impact biological activity.

Environmental considerations surrounding fluorinated compounds have led to increased research into the biodegradation pathways of molecules like 5-Fluoro-6-methylnicotinic acid. Studies published in leading chemistry journals have demonstrated promising results regarding its environmental fate, with certain microbial communities showing ability to metabolize the compound under specific conditions.

The future outlook for 5-Fluoro-6-methylnicotinic acid appears promising, particularly in light of recent breakthroughs in personalized medicine and structure-based drug design. Its structural versatility allows for diverse modifications, making it valuable for combinatorial chemistry approaches. As pharmaceutical companies continue to explore novel small molecule scaffolds, the demand for high-quality fluorinated pyridine derivatives is expected to rise accordingly.

For researchers working with 5-Fluoro-6-methylnicotinic acid, proper handling procedures should always be followed, including the use of appropriate personal protective equipment. While not classified as hazardous under standard conditions, good laboratory practices recommend working in well-ventilated areas when handling any chemical substance.

In conclusion, 5-Fluoro-6-methylnicotinic acid (CAS 932705-78-7) represents an important tool in modern drug discovery, combining favorable physicochemical properties with synthetic accessibility. Its applications span multiple therapeutic areas, and ongoing research continues to uncover new potential uses for this versatile heterocyclic compound. As the pharmaceutical industry evolves toward more targeted therapies, compounds like 5-Fluoro-6-methylnicotinic acid will likely play increasingly important roles in medicinal chemistry pipelines.

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