Cas no 1256360-57-2 (N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)cyclopentanamine)

N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)cyclopentanamine is a boronic ester derivative featuring a cyclopentylamine substituent. This compound is primarily utilized in Suzuki-Miyaura cross-coupling reactions due to its stable dioxaborolane protecting group, which enhances handling and storage stability. The presence of the tetramethyl dioxaborolane moiety ensures improved solubility in organic solvents, facilitating its use in synthetic applications. The benzyl-cyclopentanamine structure further contributes to its versatility in medicinal chemistry, particularly in the development of bioactive molecules. Its robust stability under ambient conditions and compatibility with diverse reaction conditions make it a valuable intermediate in pharmaceutical and materials research.
N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)cyclopentanamine structure
1256360-57-2 structure
Product Name:N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)cyclopentanamine
CAS No:1256360-57-2
MF:C18H28BNO2
MW:301.231425285339
MDL:MFCD18087738
CID:828539
PubChem ID:53217286
Update Time:2025-06-08

N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)cyclopentanamine Chemical and Physical Properties

Names and Identifiers

    • N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)cyclopentanamine
    • 2-(Cyclopentylaminomethyl)phenylboronic acid pinacol ester
    • X0491
    • 2-(Cyclopentylaminomethyl)phenylboronic acid, pinacol ester
    • AS-3042
    • AKOS016004767
    • N-[[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl]cyclopentanamine
    • Benzenemethanamine, N-cyclopentyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
    • DTXSID30682378
    • F76213
    • 1256360-57-2
    • N-{[2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}cyclopentanamine
    • CS-0175676
    • MFCD18087738
    • DB-364197
    • MDL: MFCD18087738
    • Inchi: 1S/C18H28BNO2/c1-17(2)18(3,4)22-19(21-17)16-12-8-5-9-14(16)13-20-15-10-6-7-11-15/h5,8-9,12,15,20H,6-7,10-11,13H2,1-4H3
    • InChI Key: UBTFPDKYHSIGED-UHFFFAOYSA-N
    • SMILES: O1B(C2=CC=CC=C2CNC2CCCC2)OC(C)(C)C1(C)C

Computed Properties

  • Exact Mass: 301.22100
  • Monoisotopic Mass: 301.2213093g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 4
  • Complexity: 363
  • 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: 30.5?2

Experimental Properties

  • PSA: 30.49000
  • LogP: 3.40890

N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)cyclopentanamine Security Information

N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)cyclopentanamine Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. 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

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)cyclopentanamine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Fluorochem
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N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)cyclopentanamine
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Additional information on N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)cyclopentanamine

Recent Advances in the Study of N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)cyclopentanamine (CAS: 1256360-57-2) in Chemical Biology and Pharmaceutical Research

N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)cyclopentanamine (CAS: 1256360-57-2) is a boronic acid derivative that has garnered significant attention in recent years due to its potential applications in chemical biology and pharmaceutical research. This compound, characterized by its unique boronate ester functional group, has been explored for its role in drug discovery, particularly in the development of protease inhibitors and as a versatile intermediate in organic synthesis. Recent studies have highlighted its utility in targeted drug delivery systems and as a key component in the synthesis of novel therapeutic agents.

One of the most notable advancements in the study of this compound is its application in the development of boron-containing drugs. Boron-based compounds have emerged as a promising class of therapeutics due to their ability to form reversible covalent bonds with biological targets, such as enzymes and receptors. The boronate ester moiety in N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)cyclopentanamine enables it to interact with serine proteases, making it a potential candidate for the treatment of diseases such as cancer, inflammation, and infectious diseases. Recent preclinical studies have demonstrated its efficacy in inhibiting specific proteases involved in tumor progression and metastasis.

In addition to its therapeutic potential, this compound has also been investigated for its role in chemical biology as a probe for studying enzyme mechanisms. The boronate ester group can act as a transition state analog, providing insights into the catalytic mechanisms of enzymes. Researchers have utilized this property to design activity-based probes that can selectively label and monitor enzyme activity in complex biological systems. Such probes are invaluable tools for understanding disease mechanisms and identifying new drug targets.

Recent synthetic methodologies have further expanded the utility of N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)cyclopentanamine. Advances in boron chemistry have enabled the efficient incorporation of this compound into more complex molecular architectures, facilitating the development of new drug candidates with improved pharmacokinetic properties. For instance, its use in Suzuki-Miyaura cross-coupling reactions has allowed for the rapid assembly of diverse boronic acid derivatives, which are increasingly important in medicinal chemistry.

Despite these promising developments, challenges remain in the clinical translation of boron-containing compounds. Issues such as bioavailability, metabolic stability, and potential off-target effects need to be addressed to fully realize the therapeutic potential of N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)cyclopentanamine. Ongoing research is focused on optimizing the chemical properties of this compound to enhance its drug-like characteristics while minimizing adverse effects.

In conclusion, N-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)cyclopentanamine (CAS: 1256360-57-2) represents a versatile and promising scaffold in chemical biology and pharmaceutical research. Its unique boronate ester functionality, combined with recent advancements in synthetic and medicinal chemistry, positions it as a valuable tool for drug discovery and biological research. Future studies will likely continue to explore its potential in addressing unmet medical needs and advancing our understanding of disease mechanisms.

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