Cas no 1722-95-8 ((2R)-2-methylpiperidine)

(2R)-2-Methylpiperidine is a chiral piperidine derivative characterized by a methyl substituent at the 2-position in the (R)-configuration. This stereochemically defined compound serves as a valuable building block in asymmetric synthesis, particularly for pharmaceuticals and agrochemicals, where enantioselectivity is critical. Its rigid piperidine scaffold and chiral center enable precise control over stereochemical outcomes in reactions such as nucleophilic substitutions or reductive aminations. The compound exhibits moderate basicity (pKa ~10.5) and lipophilicity, making it suitable for designing bioactive molecules with improved membrane permeability. As a liquid at room temperature, it offers practical handling advantages in organic synthesis. The (R)-enantiomer is often preferred over racemic mixtures due to its higher pharmacological relevance in receptor-targeting applications.
(2R)-2-methylpiperidine structure
(2R)-2-methylpiperidine structure
Product Name:(2R)-2-methylpiperidine
CAS No:1722-95-8
MF:C6H13N
MW:99.1741216182709
MDL:MFCD01862168
CID:117997
PubChem ID:637525
Update Time:2025-11-01

(2R)-2-methylpiperidine Chemical and Physical Properties

Names and Identifiers

    • (R)-2-Methylpiperidine
    • (R)-(-)-2-METHYLPIPERIDINE
    • Piperidine, 2-methyl-,(2R)-
    • (2R)-2-methylpiperidine
    • 2-(R)-Methylpiperidine
    • R-(-)-2-Methylpiperidine
    • (R)-2-METHYL-PIPERIDINE
    • (R)-2-Methylpiperidine hydrochloride
    • (?)-Pipecoline
    • PubChem14248
    • (R)-2-methyl piperidine
    • NNWUEBIEOFQMSS-ZCFIWIBFSA-N
    • Piperidine, 2-methyl-, (2R)-
    • FCH950464
    • CCH0001292
    • 1722-95-8
    • (R)-2-Methylpiperidine, >=95%
    • CS-W019137
    • DTXSID70348446
    • AKOS016842432
    • A811399
    • J-502427
    • MFCD01862168
    • EN300-108970
    • MDL: MFCD01862168
    • Inchi: 1S/C6H13N/c1-6-4-2-3-5-7-6/h6-7H,2-5H2,1H3/t6-/m1/s1
    • InChI Key: NNWUEBIEOFQMSS-ZCFIWIBFSA-N
    • SMILES: N1CCCC[C@H]1C

Computed Properties

  • Exact Mass: 99.10480
  • Monoisotopic Mass: 99.105
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 0
  • Complexity: 52.1
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 12
  • XLogP3: 1.1

Experimental Properties

  • Color/Form: Colorless to Yellow Liquid
  • Density: 0.809±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 118-121 oC
  • Boiling Point: 118.8±0.0 oC (760 Torr),
  • Flash Point: 8.3±0.0 oC,
  • Solubility: Dissolution (49 g/l) (25 o C),
  • PSA: 12.03000
  • LogP: 1.47720

(2R)-2-methylpiperidine Security Information

(2R)-2-methylpiperidine 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%

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(2R)-2-methylpiperidine Production Method

(2R)-2-methylpiperidine Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:1722-95-8)(2R)-2-methylpiperidine
Order Number:A811399
Stock Status:in Stock
Quantity:1g/5g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:07
Price ($):191.0/668.0

(2R)-2-methylpiperidine Related Literature

Additional information on (2R)-2-methylpiperidine

Recent Advances in the Application of (2R)-2-methylpiperidine (CAS: 1722-95-8) in Chemical Biology and Pharmaceutical Research

The compound (2R)-2-methylpiperidine (CAS: 1722-95-8) has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. As a chiral building block, it plays a crucial role in the synthesis of various bioactive molecules, including pharmaceuticals and agrochemicals. This research brief aims to summarize the latest findings and advancements related to this compound, focusing on its synthesis, biological activities, and potential therapeutic applications.

Recent studies have highlighted the importance of (2R)-2-methylpiperidine in asymmetric synthesis and drug discovery. Its stereochemical properties make it an ideal candidate for the development of enantiomerically pure compounds, which are often required for high-efficacy drugs. For instance, researchers have successfully incorporated this moiety into novel kinase inhibitors, demonstrating enhanced selectivity and reduced off-target effects. The compound's ability to modulate protein-protein interactions has also been explored, opening new avenues for targeting previously undruggable proteins.

In terms of synthetic methodologies, significant progress has been made in the efficient production of (2R)-2-methylpiperidine. A 2023 study published in the Journal of Organic Chemistry reported a novel catalytic asymmetric synthesis route that achieves high enantiomeric excess (ee > 99%) and excellent yield (92%). This breakthrough addresses previous challenges in large-scale production and paves the way for broader applications in pharmaceutical manufacturing. Additionally, green chemistry approaches utilizing biocatalysts have shown promise in reducing environmental impact while maintaining high stereoselectivity.

The pharmacological potential of (2R)-2-methylpiperidine derivatives has been extensively investigated in recent preclinical studies. Several research groups have reported promising results in central nervous system (CNS) disorders, with derivatives showing potent activity as serotonin and norepinephrine reuptake inhibitors. These findings suggest potential applications in treating depression and anxiety disorders. Furthermore, structural modifications of the (2R)-2-methylpiperidine scaffold have yielded compounds with notable antimicrobial activity against drug-resistant bacterial strains, addressing a critical need in the era of antibiotic resistance.

From a drug delivery perspective, (2R)-2-methylpiperidine has been utilized to improve the pharmacokinetic properties of therapeutic agents. Its incorporation into prodrug designs has demonstrated enhanced blood-brain barrier penetration and increased oral bioavailability. Recent work published in Molecular Pharmaceutics detailed how this approach significantly improved the therapeutic index of a novel antipsychotic candidate currently in phase II clinical trials.

Looking forward, the unique properties of (2R)-2-methylpiperidine continue to inspire innovative research directions. Computational chemistry and artificial intelligence approaches are being employed to design next-generation derivatives with optimized binding affinities and reduced toxicity profiles. The compound's versatility ensures its ongoing relevance in medicinal chemistry, with potential applications expanding into areas such as targeted cancer therapies and neurodegenerative disease treatments. As research progresses, we anticipate seeing more (2R)-2-methylpiperidine-based candidates advancing through clinical development pipelines.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:1722-95-8)(2R)-2-methylpiperidine
A811399
Purity:99%/99%
Quantity:1g/5g
Price ($):191.0/668.0
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