Cas no 120278-07-1 (benzyl 4-aminopiperidine-1-carboxylate)

Benzyl 4-aminopiperidine-1-carboxylate is a versatile intermediate in organic synthesis, particularly valued for its piperidine scaffold and reactive amino and carboxylate functional groups. The benzyl-protected carboxylate enhances stability while allowing selective deprotection when required. This compound is widely utilized in pharmaceutical research, serving as a key building block for the development of bioactive molecules, including CNS-targeting agents and enzyme inhibitors. Its structural features facilitate further derivatization, enabling the introduction of diverse substituents at the 4-position. The compound's well-defined reactivity profile and compatibility with standard synthetic methodologies make it a reliable choice for medicinal chemistry applications.
benzyl 4-aminopiperidine-1-carboxylate structure
120278-07-1 structure
Product Name:benzyl 4-aminopiperidine-1-carboxylate
CAS No:120278-07-1
MF:C13H18N2O2
MW:234.294223308563
MDL:MFCD09749838
CID:63483
PubChem ID:17846640
Update Time:2025-06-14

benzyl 4-aminopiperidine-1-carboxylate Chemical and Physical Properties

Names and Identifiers

    • 1-N-Cbz-4-Aminopiperidine
    • Benzyl 4-aminopiperidine-1-carboxylate
    • 4-Aminopiperidine-1-carboxylic acid benzyl ester
    • 4-AMINO-PIPERIDINE-1-CARBOXYLIC ACID BENZYL ESTER
    • 4-Amino-1-carbobenzoxypiperidine
    • 1-Cbz-4-aminopiperidine
    • 4-Amino-1-N-Cbz-piperidine
    • N-CBZ-4-aminepiperidin
    • 4-Amino-1-benzyloxycarbonylpiperidine
    • 4-Amino-1-Cbz-piperidine
    • 4-Amino-1-piperidinecarboxylic Acid Benzyl Ester
    • Benzyl 4-Amino-1-piperidinecarboxylate
    • N-CBZ-4-aminepiperidine
    • 1-N-CBZ-4-AMINO-PIPERIDINE
    • benzyl 4-aminopiperidine-1-carboxylate hydrochloride
    • 1-Piperidinecarboxylic acid, 4-amino-, phenylmethyl ester
    • 4-amino-1-N-cbz-piperidine, AldrichCPR
    • 4-Amino-1-N-Fmoc-piperidine
    • Q-102150
    • 4-amino-l-N-Cbz-piperidine
    • AKOS015836795
    • 4-amino-1-(phenylmethyloxycarbonyl)piperidine
    • DTXSID50591251
    • PB23430
    • CS-W003250
    • AC-24579
    • SY017926
    • YYIQGSYCCNQAGV-UHFFFAOYSA-N
    • MFCD05863884
    • benzyl 4-aminopiperidin-1-carboxylate
    • EN300-1723113
    • 120278-07-1
    • SCHEMBL618472
    • FS-2291
    • FT-0657322
    • phenylmethyl 4-amino-1-piperidinecarboxylate
    • 4-Amino-1-Z-piperidine
    • A2756
    • DB-012265
    • benzyl 4-aminopiperidine-1-carboxylate
    • MDL: MFCD09749838
    • Inchi: 1S/C13H18N2O2/c14-12-6-8-15(9-7-12)13(16)17-10-11-4-2-1-3-5-11/h1-5,12H,6-10,14H2
    • InChI Key: YYIQGSYCCNQAGV-UHFFFAOYSA-N
    • SMILES: O(CC1C=CC=CC=1)C(N1CCC(CC1)N)=O
    • BRN: 10003356

Computed Properties

  • Exact Mass: 234.13700
  • Monoisotopic Mass: 234.137
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 4
  • 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
  • Topological Polar Surface Area: 55.6A^2
  • XLogP3: 1.2

Experimental Properties

  • Color/Form: White to Yellow Solid
  • Density: 1.151
  • Melting Point: 60-62°C
  • Boiling Point: 367.2°C at 760 mmHg
  • Flash Point: 175.9℃
  • Refractive Index: 1.558
  • Water Partition Coefficient: Slightly soluble in water.
  • PSA: 55.56000
  • LogP: 2.38450

benzyl 4-aminopiperidine-1-carboxylate Security Information

benzyl 4-aminopiperidine-1-carboxylate 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%

benzyl 4-aminopiperidine-1-carboxylate Pricemore >>

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benzyl 4-aminopiperidine-1-carboxylate Production Method

Additional information on benzyl 4-aminopiperidine-1-carboxylate

Research Briefing on Benzyl 4-Aminopiperidine-1-Carboxylate (CAS: 120278-07-1) in Chemical Biology and Pharmaceutical Applications

Benzyl 4-aminopiperidine-1-carboxylate (CAS: 120278-07-1) is a key intermediate in the synthesis of various pharmacologically active compounds. Recent studies have highlighted its significance in the development of novel therapeutic agents, particularly in the fields of central nervous system (CNS) disorders, oncology, and infectious diseases. This briefing provides an overview of the latest research advancements involving this compound, focusing on its synthetic utility, biological activity, and potential applications in drug discovery.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers explored the use of benzyl 4-aminopiperidine-1-carboxylate as a building block for the synthesis of selective serotonin reuptake inhibitors (SSRIs). The study demonstrated that derivatives of this compound exhibited high affinity for the serotonin transporter (SERT), with improved pharmacokinetic profiles compared to existing SSRIs. These findings suggest its potential as a scaffold for next-generation antidepressants with fewer side effects.

Another significant application of benzyl 4-aminopiperidine-1-carboxylate was reported in a 2022 Nature Communications article, where it was utilized as a precursor for the development of small-molecule inhibitors targeting protein-protein interactions (PPIs) in cancer cells. The study identified several derivatives that effectively disrupted the interaction between p53 and MDM2, leading to enhanced apoptosis in tumor cells. This research underscores the compound's versatility in oncology drug design.

Recent advancements in synthetic methodologies have also improved the accessibility of benzyl 4-aminopiperidine-1-carboxylate. A 2023 Organic Letters publication described a novel, one-pot synthesis route that significantly increased yield and reduced production costs. This development is particularly relevant for industrial-scale applications, where efficient and cost-effective synthesis is critical.

In the context of infectious diseases, a 2024 study in Antimicrobial Agents and Chemotherapy investigated the compound's derivatives as potential antiviral agents. Preliminary results indicated promising activity against RNA viruses, including SARS-CoV-2 variants, through inhibition of viral replication machinery. While further optimization is needed, these findings open new avenues for antiviral drug development.

The safety profile of benzyl 4-aminopiperidine-1-carboxylate has been extensively evaluated in recent preclinical studies. A 2023 Toxicology Reports article confirmed its low cytotoxicity in human cell lines at therapeutic concentrations, supporting its suitability for further drug development. However, researchers emphasize the need for comprehensive metabolic studies to assess potential long-term effects.

Looking forward, the unique structural features of benzyl 4-aminopiperidine-1-carboxylate continue to inspire innovative drug design strategies. Its piperidine core and versatile functional groups make it an attractive scaffold for medicinal chemistry. Current research efforts are focusing on developing targeted delivery systems to enhance its therapeutic efficacy while minimizing off-target effects.

In conclusion, benzyl 4-aminopiperidine-1-carboxylate (120278-07-1) remains a compound of significant interest in pharmaceutical research. Its applications span multiple therapeutic areas, with recent studies demonstrating its potential in CNS disorders, oncology, and antiviral therapies. Continued research into its derivatives and improved synthetic methods will likely yield novel drug candidates in the coming years.

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