Cas no 850567-25-8 (3-(Cyclohexylaminocarbonyl)phenylboronic acid)

3-(Cyclohexylaminocarbonyl)phenylboronic acid is a boronic acid derivative featuring a cyclohexylaminocarbonyl substituent on the phenyl ring. This compound is particularly valuable in Suzuki-Miyaura cross-coupling reactions due to the stability and reactivity of its boronic acid functional group. The cyclohexylaminocarbonyl moiety enhances solubility in organic solvents, facilitating its use in diverse synthetic applications. It serves as a versatile intermediate in pharmaceutical and materials science research, enabling the construction of complex biaryl structures. The product exhibits good thermal stability and compatibility with a range of reaction conditions, making it a reliable choice for catalytic transformations. Proper handling under inert conditions is recommended to preserve its reactivity.
3-(Cyclohexylaminocarbonyl)phenylboronic acid structure
850567-25-8 structure
Product Name:3-(Cyclohexylaminocarbonyl)phenylboronic acid
CAS No:850567-25-8
MF:C13H18BNO3
MW:247.097923755646
MDL:MFCD04115696
CID:716944
PubChem ID:3769667
Update Time:2025-10-30

3-(Cyclohexylaminocarbonyl)phenylboronic acid Chemical and Physical Properties

Names and Identifiers

    • (3-(Cyclohexylcarbamoyl)phenyl)boronic acid
    • 3-(Cyclohexylaminocarbonyl)Phenylboronic Acid
    • 3-(Cyclohexylcarbamoyl)benzeneboronic acid
    • [3-(cyclohexylcarbamoyl)phenyl]boronic acid
    • 3-(CYCLOHEXYLAMINOCARBONYL)BENZENEBORONIC ACID
    • Boronic acid,B-[3-[(cyclohexylamino)carbonyl]phenyl]-
    • 3-(cyclohexylcarbamoyl)phenylboronic acid
    • PZOTXXRWCKDMBC-UHFFFAOYSA-N
    • AM87241
    • AB20424
    • X2360
    • BP-11094
    • 850567-25-8
    • SCHEMBL15535810
    • (3-(Cyclohexylcarbamoyl)phenyl)boronicacid
    • MFCD04115696
    • DTXSID50396167
    • AKOS015840910
    • BS-18965
    • I12553
    • 3-(Cyclohexylaminocarbonyl)phenylboronic acid
    • MDL: MFCD04115696
    • Inchi: 1S/C13H18BNO3/c16-13(15-12-7-2-1-3-8-12)10-5-4-6-11(9-10)14(17)18/h4-6,9,12,17-18H,1-3,7-8H2,(H,15,16)
    • InChI Key: PZOTXXRWCKDMBC-UHFFFAOYSA-N
    • SMILES: O=C(C1C=CC=C(B(O)O)C=1)NC1CCCCC1

Computed Properties

  • Exact Mass: 247.13800
  • Monoisotopic Mass: 247.138
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 3
  • Complexity: 279
  • 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: 69.6

Experimental Properties

  • Melting Point: 174-178℃
  • PSA: 69.56000
  • LogP: 0.81980

3-(Cyclohexylaminocarbonyl)phenylboronic acid Customs Data

  • HS CODE:2931900090
  • Customs Data:

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%

    Summary:

    2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

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Additional information on 3-(Cyclohexylaminocarbonyl)phenylboronic acid

Introduction to 3-(Cyclohexylaminocarbonyl)phenylboronic acid (CAS No. 850567-25-8)

3-(Cyclohexylaminocarbonyl)phenylboronic acid is a specialized organoboron compound that has garnered significant attention in the field of pharmaceutical chemistry and materials science. This compound, identified by its Chemical Abstracts Service (CAS) number 850567-25-8, is characterized by its unique structural features, which include a cyclohexylaminocarbonyl substituent attached to a phenylboronic acid moiety. The presence of these functional groups imparts distinct chemical properties, making it a valuable intermediate in various synthetic applications.

The phenylboronic acid moiety is particularly noteworthy due to its ability to form stable complexes with diols and polyols. This property has been exploited in numerous fields, including drug delivery systems, where boronic acids serve as key components in the design of prodrugs and targeted therapies. Additionally, the cyclohexylaminocarbonyl group introduces steric bulk and potential for further functionalization, which can be leveraged in the development of complex molecular architectures.

In recent years, there has been a surge in research focused on boronic acid derivatives due to their broad range of biological activities and industrial applications. For instance, boronic acids have been shown to exhibit inhibitory effects on various enzymes, making them promising candidates for the development of novel therapeutic agents. The 3-(Cyclohexylaminocarbonyl)phenylboronic acid compound, with its specific structural configuration, is being explored for its potential in modulating biological pathways associated with inflammation and metabolic disorders.

One of the most exciting developments in the field of organoboron chemistry is the application of these compounds in photodynamic therapy (PDT). Boron-containing derivatives have been investigated as photosensitizers, where they can selectively target and destroy cancer cells upon exposure to light. The 3-(Cyclohexylaminocarbonyl)phenylboronic acid molecule, with its ability to form stable complexes with biological targets, presents an intriguing candidate for such applications. Preliminary studies have suggested that this compound can efficiently generate reactive oxygen species upon light activation, leading to targeted cell death without significant off-target effects.

The synthesis of 3-(Cyclohexylaminocarbonyl)phenylboronic acid involves multi-step organic transformations that require precise control over reaction conditions. The introduction of the cyclohexylaminocarbonyl group necessitates careful selection of reagents and catalysts to ensure high yield and purity. Advanced synthetic techniques, such as palladium-catalyzed cross-coupling reactions and boronation processes, are often employed to achieve the desired product. These synthetic strategies not only highlight the complexity of working with organoboron compounds but also underscore the importance of innovation in chemical synthesis.

From a materials science perspective, 3-(Cyclohexylaminocarbonyl)phenylboronic acid has shown promise in the development of smart materials and sensors. Its ability to undergo reversible coordination with diols allows for the creation of stimuli-responsive materials that can change their properties in response to external stimuli. Such materials are particularly relevant in applications ranging from drug release systems to environmentally sensitive devices.

The pharmaceutical industry has also recognized the potential of 3-(Cyclohexylaminocarbonyl)phenylboronic acid as a building block for drug discovery programs. Its structural features make it an ideal candidate for generating novel analogs with enhanced pharmacological properties. By modifying the substituents on the phenyl ring or exploring different boronic acid derivatives, researchers can fine-tune the biological activity of these compounds. This approach has led to several promising candidates entering preclinical development pipelines.

Recent advancements in computational chemistry have further accelerated the discovery process for organoboron compounds like 3-(Cyclohexylaminocarbonyl)phenylboronic acid. Molecular modeling techniques allow researchers to predict the behavior of these compounds before they are synthesized, saving time and resources. Additionally, machine learning algorithms are being employed to identify optimal synthetic routes based on large datasets of chemical reactions. These computational tools are becoming indispensable in modern drug discovery and materials science research.

The environmental impact of synthesizing and using 3-(Cyclohexylaminocarbonyl)phenylboronic acid is another critical consideration. Efforts are underway to develop greener synthetic methods that minimize waste and reduce energy consumption. Catalytic processes and solvent-free reactions are being explored as alternatives to traditional approaches. Such sustainable practices not only align with global environmental goals but also enhance the economic viability of producing these valuable compounds.

In conclusion, 3-(Cyclohexylaminocarbonyl)phenylboronic acid (CAS No. 850567-25-8) represents a fascinating compound with diverse applications across multiple scientific disciplines. Its unique structural features and versatile reactivity make it a valuable tool for researchers working in pharmaceuticals, materials science, and environmental chemistry. As our understanding of organoboron chemistry continues to evolve, compounds like this are poised to play an increasingly important role in addressing some of today's most pressing scientific challenges.

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