Cas no 883543-77-9 (2-(4-Methyl-piperidin-1-yl)-pyrimidine-5-carboxylic acid)

2-(4-Methyl-piperidin-1-yl)-pyrimidine-5-carboxylic acid is a heterocyclic compound featuring a pyrimidine core substituted with a 4-methylpiperidine moiety and a carboxylic acid functional group. This structure imparts versatility in synthetic applications, particularly as an intermediate in pharmaceutical and agrochemical research. The presence of the carboxylic acid group allows for further derivatization, enabling the formation of amides, esters, or other derivatives. The 4-methylpiperidine substitution enhances steric and electronic properties, potentially influencing binding affinity in biologically active molecules. Its well-defined molecular architecture makes it suitable for structure-activity relationship (SAR) studies and the development of targeted compounds. The compound is typically characterized by high purity and stability under standard handling conditions.
2-(4-Methyl-piperidin-1-yl)-pyrimidine-5-carboxylic acid structure
883543-77-9 structure
Product Name:2-(4-Methyl-piperidin-1-yl)-pyrimidine-5-carboxylic acid
CAS No:883543-77-9
MF:C11H15N3O2
MW:221.255702257156
MDL:MFCD08146597
CID:1073517
PubChem ID:6504226
Update Time:2025-06-13

2-(4-Methyl-piperidin-1-yl)-pyrimidine-5-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Methyl-piperidin-1-yl)-pyrimidine-5-carboxylic acid
    • 2-(4-methyl-1-piperidinyl)-5-Pyrimidinecarboxylic acid
    • 883543-77-9
    • IWHFYGMSTRMUAB-UHFFFAOYSA-N
    • SCHEMBL1270475
    • FT-0705465
    • AKOS000283921
    • 2-(4-methylpiperidin-1-yl)pyrimidine-5-carboxylicacid
    • 2-(4-methylpiperidin-1-yl)pyrimidine-5-carboxylic acid
    • 2-(4-Methyl-1-piperidinyl)-5-pyrimidinecarboxylic acid, AldrichCPR
    • DTXSID20424709
    • CS-0330663
    • DA-28119
    • MDL: MFCD08146597
    • Inchi: 1S/C11H15N3O2/c1-8-2-4-14(5-3-8)11-12-6-9(7-13-11)10(15)16/h6-8H,2-5H2,1H3,(H,15,16)
    • InChI Key: IWHFYGMSTRMUAB-UHFFFAOYSA-N
    • SMILES: OC(C1C=NC(=NC=1)N1CCC(C)CC1)=O

Computed Properties

  • Exact Mass: 221.116426730g/mol
  • Monoisotopic Mass: 221.116426730g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 2
  • Complexity: 244
  • 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: 1.5
  • Topological Polar Surface Area: 66.3?2

2-(4-Methyl-piperidin-1-yl)-pyrimidine-5-carboxylic acid Security Information

  • Hazard Category Code: 22
  • Hazardous Material Identification: Xi Xn
  • HazardClass:IRRITANT

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Additional information on 2-(4-Methyl-piperidin-1-yl)-pyrimidine-5-carboxylic acid

Comprehensive Overview of 2-(4-Methyl-piperidin-1-yl)-pyrimidine-5-carboxylic acid (CAS No. 883543-77-9)

2-(4-Methyl-piperidin-1-yl)-pyrimidine-5-carboxylic acid (CAS No. 883543-77-9) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural properties. This compound, featuring a pyrimidine core substituted with a 4-methyl-piperidine moiety and a carboxylic acid group, serves as a versatile intermediate in the synthesis of bioactive molecules. Its molecular formula, C11H15N3O2, and precise molecular weight (221.26 g/mol) make it a valuable candidate for drug discovery and material science applications.

The growing interest in heterocyclic compounds like 2-(4-Methyl-piperidin-1-yl)-pyrimidine-5-carboxylic acid stems from their potential in addressing modern challenges such as antimicrobial resistance and sustainable agriculture. Researchers are actively exploring its role in designing novel enzyme inhibitors and receptor modulators, particularly in the context of central nervous system (CNS) disorders and metabolic diseases. The compound's hydrogen-bonding capacity and lipophilic balance contribute to its pharmacokinetic optimization, a hot topic in AI-driven drug design platforms.

From a synthetic chemistry perspective, CAS 883543-77-9 exemplifies the importance of piperidine-pyrimidine hybrids in medicinal chemistry. Recent publications highlight its utility in click chemistry reactions and metal-catalyzed cross-couplings, aligning with the industry's shift toward greener synthetic methodologies. Analytical techniques such as HPLC purity analysis (typically >98%) and LC-MS characterization are routinely employed to ensure quality standards, reflecting the compound's relevance in GMP-compliant production workflows.

The commercial availability of 2-(4-Methyl-piperidin-1-yl)-pyrimidine-5-carboxylic acid through specialized chemical suppliers has facilitated its adoption in high-throughput screening programs. Market trends indicate rising demand for such building blocks in proteolysis targeting chimera (PROTAC) development and covalent drug discovery – two frontier areas receiving substantial investment in 2024. Proper storage recommendations (typically 2-8°C under inert atmosphere) and handling protocols ensure compound stability for long-term research applications.

Ongoing patent analyses reveal innovative applications of this scaffold in bioconjugation techniques and fluorescent probes, particularly for live-cell imaging studies. Its balanced logP value (predicted ~1.2) and aqueous solubility profile make it suitable for in vitro biological testing, addressing the pharmaceutical industry's need for translational research tools. These characteristics position 883543-77-9 as a compound of continuing relevance in both academic and industrial settings.

Environmental and safety assessments of 2-(4-Methyl-piperidin-1-yl)-pyrimidine-5-carboxylic acid follow standard REACH compliance protocols, with particular attention to its biodegradation potential. The scientific community's focus on green chemistry metrics has prompted investigations into solvent-free derivatization routes for this compound, aligning with ESG (Environmental, Social, and Governance) objectives in chemical manufacturing. Such developments resonate strongly with contemporary searches for eco-friendly synthetic intermediates.

In analytical method development, this compound serves as a valuable chromatographic reference standard due to its distinct UV absorption characteristics (λmax ~260 nm). Recent advancements in cryo-EM and X-ray crystallography have enabled precise determination of its molecular interactions, contributing to the broader understanding of structure-activity relationships (SAR) in drug design. These applications make CAS 883543-77-9 a frequently cited compound in cheminformatics databases and molecular docking studies.

The compound's thermal stability (typically stable up to 200°C) and crystalline properties have enabled its use in solid-state chemistry research, particularly in polymorph screening for pharmaceutical formulations. Such characteristics address frequently searched topics like drug crystallization techniques and amorphous solid dispersion technologies. Regulatory documentation for 2-(4-Methyl-piperidin-1-yl)-pyrimidine-5-carboxylic acid typically includes comprehensive ICH-compliant stability data, meeting the stringent requirements of global health authorities.

Emerging applications in material science leverage the compound's ability to form coordination complexes with transition metals, creating opportunities in organic electronics and catalysis. This interdisciplinary potential makes 883543-77-9 a subject of interest in convergence research – a trending search term in scientific databases. The compound's structure-property relationships continue to inspire innovations across multiple chemistry subdisciplines.

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