Cas no 6240-10-4 (3-Amino-1-adamantanecarboxylic acid)

3-Amino-1-adamantanecarboxylic acid is a rigid, polycyclic compound featuring both an amino and a carboxylic acid functional group. Its adamantane backbone imparts exceptional thermal and chemical stability, making it a valuable building block in medicinal chemistry and materials science. The compound's structural rigidity and bifunctional nature enable its use in the synthesis of peptide mimics, metal-organic frameworks (MOFs), and pharmaceutical intermediates. Its high purity and well-defined stereochemistry further enhance its utility in precise synthetic applications. The amino and carboxyl groups offer versatile reactivity for conjugation or further derivatization, facilitating the development of novel bioactive molecules or advanced functional materials.
3-Amino-1-adamantanecarboxylic acid structure
6240-10-4 structure
Product Name:3-Amino-1-adamantanecarboxylic acid
CAS No:6240-10-4
MF:C11H17NO2
MW:195.258183240891
MDL:MFCD01837822
CID:516864
PubChem ID:768774
Update Time:2025-06-08

3-Amino-1-adamantanecarboxylic acid Chemical and Physical Properties

Names and Identifiers

    • Tricyclo[3.3.1.13,7]decane-1-carboxylicacid, 3-amino-
    • 3-Amino-adamantane-1-carboxylic acid
    • 3-Aminoadamantane-1-carboxylic acid
    • tricyclo[3.3.1.1~3,7~]decane-1-carboxylic acid, 3-amino-
    • ALBB-006587
    • AKOS000265414
    • IFLab2_000041
    • VS-12247
    • STK387526
    • IFLab1_000083
    • IDI1_008302
    • SDCCGMLS-0064805.P001
    • IDI1_019067
    • 3-aminotricyclo[3.3.1.1~3,7~]decane-1-carboxylic acid
    • CHEMBL2007921
    • AB00082455-01
    • BBL033745
    • NCI60_010658
    • NSC632545
    • EU-0068182
    • Tricyclo[3.3.1.13,7]decane-1-carboxylic acid, 3-amino-
    • 3-aminoadamantane-1-carboxylicacid
    • 6240-10-4
    • 3-aminoadamantanecarboxylic
    • ZBPOKYGSYKBAAW-UHFFFAOYSA-N
    • AKOS016044812
    • SCHEMBL1694078
    • EN300-297421
    • DB-262104
    • SB74176
    • Oprea1_787229
    • 3-Amino-1-adamantanecarboxylic acid
    • Z57474562
    • Oprea1_390118
    • AE-848/20212025
    • MDL: MFCD01837822
    • Inchi: 1S/C11H17NO2/c12-11-4-7-1-8(5-11)3-10(2-7,6-11)9(13)14/h7-8H,1-6,12H2,(H,13,14)
    • InChI Key: ZBPOKYGSYKBAAW-UHFFFAOYSA-N
    • SMILES: OC(C12CC3CC(CC(C3)(C1)N)C2)=O

Computed Properties

  • Exact Mass: 195.12601
  • Monoisotopic Mass: 195.126
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 286
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -1.6
  • Topological Polar Surface Area: 63.3?2

Experimental Properties

  • Density: 1.312
  • Boiling Point: 334.8°C at 760 mmHg
  • Flash Point: 156.3°C
  • Refractive Index: 1.611
  • PSA: 63.32

3-Amino-1-adamantanecarboxylic acid Security Information

  • HazardClass:IRRITANT

3-Amino-1-adamantanecarboxylic acid Pricemore >>

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Additional information on 3-Amino-1-adamantanecarboxylic acid

3-Amino-1-adamantanecarboxylic acid (CAS No. 6240-10-4): A Comprehensive Overview

3-Amino-1-adamantanecarboxylic acid, identified by the Chemical Abstracts Service Number (CAS No.) 6240-10-4, is a significant compound in the field of organic chemistry and pharmaceutical research. This molecule, characterized by itsadamantane core structure, has garnered considerable attention due to its unique chemical properties and potential applications in medicinal chemistry and material science.

The adamantane framework, a rigid bicyclic hydrocarbon consisting of four fused cyclohexane rings, imparts exceptional stability and lipophilicity to the compound. This structural motif makes 3-Amino-1-adamantanecarboxylic acid a valuable scaffold for designing biologically active molecules. The presence of both an amino group and a carboxylic acid group further enhances its versatility, allowing for diverse chemical modifications and functionalizations.

In recent years, 3-Amino-1-adamantanecarboxylic acid has been extensively studied for its role in drug development. Its structural robustness makes it an ideal candidate for creating molecules that can withstand metabolic degradation, thereby improving bioavailability and therapeutic efficacy. Researchers have explored its potential in developing treatments for various diseases, including cancer, infectious disorders, and neurodegenerative conditions.

One of the most compelling aspects of 3-Amino-1-adamantanecarboxylic acid is its ability to act as a privileged scaffold in medicinal chemistry. The adamantane core provides a stable platform that can be modified to target specific biological pathways. For instance, studies have shown that derivatives of this compound can interact with enzymes and receptors in a manner that inhibits disease-causing mechanisms. This has led to the discovery of several lead compounds that are currently undergoing preclinical evaluation.

The amino group in 3-Amino-1-adamantanecarboxylic acid offers opportunities for further functionalization, enabling the attachment of various pharmacophores. This flexibility has been exploited in the design of peptidomimetics, where the adamantane core replaces flexible side chains in peptides, enhancing their stability and bioactivity. Such peptidomimetics have shown promise in treating inflammatory diseases and infectious agents.

The carboxylic acid group also plays a crucial role in the chemistry of 3-Amino-1-adamantanecarboxylic acid. It can participate in various reactions, such as esterification and amidation, allowing for the creation of complex derivatives. These derivatives have been investigated for their potential as drug candidates, with some showing significant activity against resistant bacterial strains and viral infections.

In material science, 3-Amino-1-adamantanecarboxylic acid has been utilized to develop novel materials with unique properties. Its lipophilicity and stability make it an excellent candidate for creating organic semiconductors and liquid crystals. These materials have applications in electronic devices, optoelectronics, and display technologies.

The synthesis of 3-Amino-1-adamantanecarboxylic acid is another area of active research. Chemists have developed efficient synthetic routes that leverage the inherent stability of the adamantane framework. These methods often involve multi-step organic transformations that highlight the compound's reactivity and adaptability.

In conclusion, 3-Amino-1-adamantanecarboxylic acid (CAS No. 6240-10-4) is a versatile compound with significant applications in pharmaceuticals and materials science. Its unique structure and functional groups make it an invaluable tool for drug discovery and material development. As research continues to uncover new possibilities for this compound, its importance in science and industry is likely to grow even further.

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