Cas no 1095906-16-3 (5-Methylpiperidine-3-carboxylic acid)

5-Methylpiperidine-3-carboxylic acid is a chiral piperidine derivative featuring both a carboxylic acid and a methyl substituent, making it a versatile intermediate in organic synthesis and pharmaceutical applications. Its rigid piperidine scaffold provides structural stability, while the carboxylic acid group allows for further functionalization through amidation, esterification, or other derivatization reactions. The methyl group enhances steric and electronic properties, influencing selectivity in asymmetric synthesis. This compound is particularly useful in the development of bioactive molecules, including APIs and agrochemicals, due to its balanced lipophilicity and potential for hydrogen bonding. High purity grades are available to meet rigorous research and industrial requirements.
5-Methylpiperidine-3-carboxylic acid structure
1095906-16-3 structure
Product Name:5-Methylpiperidine-3-carboxylic acid
CAS No:1095906-16-3
MF:C7H13NO2
MW:143.183622121811
MDL:MFCD19223991
CID:2125055
PubChem ID:13658610
Update Time:2025-06-12

5-Methylpiperidine-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 5-methylpiperidine-3-carboxylic acid
    • (3R,5S)-5-methylpiperidine-3-carboxylic acid
    • (3R,5R)-5-methylpiperidine-3-carboxylic acid
    • 5-methylpiperidine-3-carboxylicacid
    • SB12832
    • 110287-72-4
    • SY321151
    • SCHEMBL16579395
    • CS-0184864
    • SB12835
    • TRANS-5-METHYLPIPERIDINE-3-CARBOXYLIC ACID
    • 1095906-16-3
    • BS-43078
    • DA-15615
    • MFCD19223991
    • SB12833
    • SB12836
    • EN300-114519
    • SB12834
    • AKOS006382645
    • PB41607
    • D78840
    • 5-Methylpiperidine-3-carboxylic acid
    • MDL: MFCD19223991
    • Inchi: 1S/C7H13NO2/c1-5-2-6(7(9)10)4-8-3-5/h5-6,8H,2-4H2,1H3,(H,9,10)
    • InChI Key: CBDSIHCOUDRMMA-UHFFFAOYSA-N
    • SMILES: OC(C1CNCC(C)C1)=O

Computed Properties

  • Exact Mass: 143.094628657g/mol
  • Monoisotopic Mass: 143.094628657g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 136
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 49.3
  • XLogP3: -2

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Additional information on 5-Methylpiperidine-3-carboxylic acid

Introduction to 5-Methylpiperidine-3-carboxylic Acid (CAS No. 1095906-16-3)

5-Methylpiperidine-3-carboxylic acid, with the chemical formula C?H??NO? and CAS number 1095906-16-3, is a significant compound in the field of pharmaceutical chemistry and medicinal research. This compound belongs to the piperidine family, which is well-known for its diverse biological activities and applications in drug development. The structural features of 5-Methylpiperidine-3-carboxylic acid, particularly the presence of a carboxylic acid group at the 3-position and a methyl group at the 5-position, contribute to its unique chemical properties and potential therapeutic benefits.

The synthesis and characterization of 5-Methylpiperidine-3-carboxylic acid have been extensively studied due to its role as a key intermediate in the production of various pharmacologically active molecules. The compound's ability to serve as a building block for more complex structures has made it valuable in the design of novel drugs targeting neurological disorders, infectious diseases, and other therapeutic areas. Recent advancements in synthetic methodologies have improved the efficiency and scalability of producing 5-Methylpiperidine-3-carboxylic acid, enabling researchers to explore its potential more effectively.

In recent years, 5-Methylpiperidine-3-carboxylic acid has garnered attention for its applications in the development of central nervous system (CNS) drugs. The piperidine ring's structural similarity to certain neurotransmitters makes it an attractive scaffold for modulating neuronal activity. Studies have shown that derivatives of 5-Methylpiperidine-3-carboxylic acid exhibit promising effects on neurotransmitter receptors, including serotonin and dopamine receptors, which are implicated in conditions such as depression, anxiety, and Parkinson's disease. The carboxylic acid group provides a site for further functionalization, allowing chemists to tailor the compound's properties for specific biological targets.

Moreover, 5-Methylpiperidine-3-carboxylic acid has been investigated for its role in antiviral and antibacterial therapies. The unique structural motif of piperidine derivatives has been found to interfere with viral replication mechanisms by inhibiting key enzymes or proteins involved in viral life cycles. For instance, research has demonstrated that certain analogs of 5-Methylpiperidine-3-carboxylic acid can disrupt viral protease activity, thereby preventing the assembly of new viral particles. Similarly, these derivatives have shown potential in combating bacterial infections by targeting essential bacterial enzymes or metabolic pathways.

The pharmacokinetic properties of 5-Methylpiperidine-3-carboxylic acid are also subjects of interest in drug development. The compound's solubility, stability, and metabolic fate influence its bioavailability and therapeutic efficacy. Advances in computational chemistry have enabled researchers to predict and optimize these properties using molecular modeling techniques. By understanding how 5-Methylpiperidine-3-carboxylic acid interacts with biological systems at a molecular level, scientists can design more effective drug candidates with improved pharmacokinetic profiles.

One notable application of 5-Methylpiperidine-3-carboxylic acid is in the synthesis of protease inhibitors, which are crucial in treating chronic diseases such as HIV/AIDS and hepatitis C. Proteases are enzymes that play vital roles in various biological processes, including protein degradation and viral replication. By developing inhibitors that target specific proteases, researchers can modulate these processes to achieve therapeutic effects. The piperidine scaffold in 5-Methylpiperidine-3-carboxylic acid provides a versatile platform for designing potent protease inhibitors with high selectivity and low toxicity.

Recent studies have also explored the use of 5-Methylpiperidine-3-carboxylic acid in the development of treatments for neurological disorders such as epilepsy and Alzheimer's disease. The compound's ability to modulate neurotransmitter systems suggests its potential as an anticonvulsant or cognitive enhancer. Preclinical trials have shown that certain derivatives of 5-Methylpiperidine-3-carboxylic acid can reduce seizure activity in animal models without significant side effects. Additionally, these derivatives have demonstrated neuroprotective properties by scavenging reactive oxygen species and preventing neurodegeneration.

The versatility of 5-Methylpiperidine-3-carboxylic acid extends beyond pharmaceutical applications into agrochemicals and material science. In agrochemicals, derivatives of this compound have been investigated for their potential as herbicides or fungicides due to their ability to disrupt plant growth regulators or microbial enzymes. In material science, the unique structural properties of piperidine derivatives contribute to the development of advanced polymers with enhanced mechanical strength or thermal stability.

In conclusion, 5-Methylpiperidine-3-carboxylic acid (CAS No. 1095906-16-3) is a multifaceted compound with significant implications in pharmaceutical research and industrial applications. Its structural features make it a valuable intermediate for synthesizing drugs targeting various diseases, including neurological disorders, infectious diseases, and chronic conditions. Ongoing research continues to uncover new therapeutic possibilities for this compound, highlighting its importance in modern medicinal chemistry.

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