Cas no 6240-01-3 (3-Aminoadamantane-1-carboxylic acid hydrochloride)

3-Aminoadamantane-1-carboxylic acid hydrochloride is a rigid, polycyclic organic compound featuring both amino and carboxylic acid functional groups, stabilized in its hydrochloride salt form. Its adamantane backbone confers high thermal and chemical stability, while the functional groups enable versatile reactivity, making it valuable in medicinal chemistry and peptide synthesis. The hydrochloride salt enhances solubility in polar solvents, facilitating handling in aqueous or organic reaction systems. This compound is particularly useful as a constrained building block for designing bioactive molecules, such as enzyme inhibitors or receptor modulators, due to its stereochemical rigidity and ability to mimic peptide turn structures. Its purity and well-defined structure ensure reproducibility in research applications.
3-Aminoadamantane-1-carboxylic acid hydrochloride structure
6240-01-3 structure
Product Name:3-Aminoadamantane-1-carboxylic acid hydrochloride
CAS No:6240-01-3
MF:C11H18ClNO2
MW:231.719122409821
MDL:MFCD01837822
CID:956628
PubChem ID:24721599
Update Time:2025-06-11

3-Aminoadamantane-1-carboxylic acid hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 3-Aminoadamantane-1-carboxylic acid hydrochloride
    • 1-AMINO-3-ADAMANTANECARBOXYLIC ACID HYDROCHLORIDE
    • 3-Amino-adamantane-1-carboxylic acid hydrochloride
    • 1-aminoadamantane-3-carboxylic acid hydrochloride
    • 3-Amino-1-adamantanecarboxylicacidhydrochloride
    • 3-Aminotricyclo[3.3.1.1(3,7)]decane-1-carboxylic acid hydrochloride
    • NSC632545
    • 3-Amino-1-adamantanecarboxylic acid hydrochloride
    • Tricyclo[3.3.1.13,7]decane-1-carboxylic acid, 3-amino-, hydrochloride
    • Cambridge id 5353807
    • CMUAQGBJDDHTPE-UHFFFAOYSA-N
    • 3-Aminoadamantane-1-carboxylic Acid HCl
    • SY035841
    • CS-0
    • 3-Aminoadamantane-1-carboxylic acid-4-ethylbenzenesulfonic acid (1:1)
    • SCHEMBL1578444
    • NSC-632545
    • CS-12021
    • CS-0034704
    • DB-304442
    • 3-Aminoadamantane-1-carboxylicAcidHydrochloride
    • SR-01000400497-1
    • 6240-10-4
    • DA-24182
    • 3-aminoadamantane-1-carboxylic acid;hydrochloride
    • 6240-01-3
    • SR-01000400497
    • CHEMBL1973109
    • EN300-297463
    • AKOS015917991
    • F0035-0250
    • A901803
    • MFCD01825827
    • MDL: MFCD01837822
    • Inchi: 1S/C11H17NO2.ClH/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);1H
    • InChI Key: CMUAQGBJDDHTPE-UHFFFAOYSA-N
    • SMILES: Cl.OC(C12CC3CC(CC(C3)(C1)N)C2)=O

Computed Properties

  • Exact Mass: 231.10300
  • Monoisotopic Mass: 231.103
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 1
  • Complexity: 286
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 63.3

Experimental Properties

  • Melting Point: >300 oC (dec.)
  • PSA: 63.32000
  • LogP: 2.87100

3-Aminoadamantane-1-carboxylic acid hydrochloride Customs Data

  • HS CODE:2922499990
  • Customs Data:

    China Customs Code:

    2922499990

    Overview:

    2922499990 Other amino acids and their esters and their salts(Except those containing more than one oxygen-containing group). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods) MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to, The color of ethanolamine and its salt should be reported, The package of ethanolamine and its salt shall be declared

    Regulatory conditions:

    A.Customs clearance form for Inbound Goods
    B.Customs clearance form for outbound goods

    Inspection and quarantine category:

    P.Imported animals and plants\Quarantine of animal and plant products
    Q.Outbound animals and plants\Quarantine of animal and plant products
    R.Sanitary supervision and inspection of imported food
    S.Sanitary supervision and inspection of exported food
    M.Import commodity inspection
    N.Export commodity inspection

    Summary:

    HS:2922499990 other amino-acids, other than those containing more than one kind of oxygen function, and their esters; salts thereof VAT:17.0% Tax rebate rate:9.0% 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-Aminoadamantane-1-carboxylic acid hydrochloride

Introduction to 3-Aminoadamantane-1-carboxylic acid hydrochloride (CAS No. 6240-01-3)

3-Aminoadamantane-1-carboxylic acid hydrochloride, identified by the chemical identifier CAS No. 6240-01-3, is a compound of significant interest in the field of medicinal chemistry and pharmacology. This molecule, derived from the adamantane scaffold, has garnered attention due to its unique structural properties and its potential applications in drug design and development. The adamantane core, characterized by its diamond-like lattice structure, imparts remarkable stability and lipophilicity to the molecule, making it a valuable candidate for various biochemical interactions.

The hydrochloride salt form of 3-Aminoadamantane-1-carboxylic acid enhances the solubility of the compound in aqueous solutions, facilitating its use in both in vitro and in vivo studies. This property is particularly advantageous for pharmaceutical applications, where bioavailability and solubility are critical factors. The presence of both an amine and a carboxylic acid group on the adamantane ring further expands the chemical diversity of this compound, allowing for diverse functionalization and derivatization strategies.

In recent years, 3-Aminoadamantane-1-carboxylic acid hydrochloride has been explored for its potential in addressing various therapeutic challenges. One of the most notable areas of research involves its application as a pharmacophore in the development of antiviral agents. The rigid structure of the adamantane core provides a stable platform for binding to viral proteases and enzymes, thereby inhibiting viral replication. For instance, derivatives of this compound have shown promise in targeting proteases associated with HIV and other RNA viruses.

Moreover, the unique chemical properties of 3-Aminoadamantane-1-carboxylic acid hydrochloride have made it a valuable tool in the field of medicinal chemistry for designing novel drug candidates. The amine group can be readily modified through various chemical reactions, such as coupling with carboxyl groups via amide bond formation, enabling the creation of peptidomimetics and other bioactive molecules. This flexibility has led to several innovative approaches in drug discovery, particularly in the development of kinase inhibitors and other targeted therapies.

Recent studies have also highlighted the potential of 3-Aminoadamantane-1-carboxylic acid hydrochloride in neuropharmacology. The compound's ability to cross the blood-brain barrier makes it an attractive candidate for treating neurological disorders. Research has demonstrated its efficacy in modulating neurotransmitter systems, particularly serotonin and dopamine pathways, which are implicated in conditions such as depression and Parkinson's disease. The stability provided by the adamantane core ensures prolonged activity within the central nervous system, enhancing therapeutic outcomes.

The structural integrity of 3-Aminoadamantane-1-carboxylic acid hydrochloride also makes it a suitable candidate for use as a chiral auxiliary in asymmetric synthesis. Chirality plays a crucial role in the pharmacological activity of many drugs, and the adamantane scaffold can be utilized to induce enantioselectivity during synthesis. This application has been explored in the development of enantiomerically pure drugs with improved efficacy and reduced side effects.

In addition to its pharmaceutical applications, 3-Aminoadamantane-1-carboxylic acid hydrochloride has found utility in materials science and nanotechnology. Its ability to form stable complexes with metal ions has been leveraged in designing metal-organic frameworks (MOFs) and other functional materials. These materials have potential applications in catalysis, gas storage, and separation technologies.

The synthesis of 3-Aminoadamantane-1-carboxylic acid hydrochloride typically involves multi-step organic reactions starting from commercially available precursors such asadamantanol or adamantanone. The introduction of the carboxylic acid group is often achieved through oxidation reactions, while the amine functionality is typically introduced via reductive amination or direct substitution methods. The final step involves converting the free carboxylic acid into its hydrochloride salt to enhance stability and solubility.

The analytical characterization of 3-Aminoadamantane-1-carboxylic acid hydrochloride is performed using standard spectroscopic techniques such as nuclear magnetic resonance (NMR) spectroscopy, mass spectrometry (MS), and infrared (IR) spectroscopy. These techniques provide detailed information about the molecular structure and purity of the compound. High-performance liquid chromatography (HPLC) is also employed for determining the purity and assessing impurities present in pharmaceutical-grade samples.

The future prospects of 3-Aminoadamantane-1-carboxylic acid hydrochloride are promising, with ongoing research exploring new derivatives and applications. Advances in computational chemistry and molecular modeling are expected to accelerate the discovery process by predicting novel interactions and optimizing molecular properties. Additionally, interdisciplinary approaches combining organic chemistry with bioinformatics are likely to uncover new therapeutic targets where this compound can be effectively utilized.

In conclusion,3-Aminoadamantane-1-carboxylic acid hydrochloride (CAS No. 6240-01-3) is a versatile compound with significant potential across multiple domains of chemistry and medicine. Its unique structural features make it an invaluable tool for drug design, material science, and nanotechnology. As research continues to uncover new applications and derivatives,this compound is poised to play an increasingly important role in addressing global health challenges.

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