Cas no 2708281-10-9 (4-aminobicyclo2.1.1hexane-1-carboxylic acid hydrochloride)

4-Aminobicyclo[2.1.1]hexane-1-carboxylic acid hydrochloride is a rigid, bicyclic amino acid derivative with a constrained structure, making it valuable in medicinal chemistry and peptide research. Its unique bicyclo[2.1.1]hexane scaffold imparts enhanced conformational stability, which is advantageous for studying structure-activity relationships and designing bioactive compounds. The hydrochloride salt form ensures improved solubility and handling in synthetic applications. This compound serves as a versatile building block for the development of peptidomimetics and constrained analogs, offering potential applications in drug discovery and biochemical studies. Its rigid framework can help modulate peptide properties such as bioavailability and target selectivity.
4-aminobicyclo2.1.1hexane-1-carboxylic acid hydrochloride structure
2708281-10-9 structure
Product Name:4-aminobicyclo2.1.1hexane-1-carboxylic acid hydrochloride
CAS No:2708281-10-9
MF:C7H12ClNO2
MW:177.628681182861
CID:5665208
PubChem ID:162341588
Update Time:2025-06-13

4-aminobicyclo2.1.1hexane-1-carboxylic acid hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 2708281-10-9
    • EN300-27188232
    • AT21421
    • 4-AMINOBICYCLO[2.1.1]HEXANE-1-CARBOXYLIC ACID HCL
    • 4-aminobicyclo[2.1.1]hexane-1-carboxylic acid hydrochloride
    • 4-aminobicyclo2.1.1hexane-1-carboxylic acid hydrochloride
    • Inchi: 1S/C7H11NO2.ClH/c8-7-2-1-6(3-7,4-7)5(9)10;/h1-4,8H2,(H,9,10);1H
    • InChI Key: UIVICKXHTSWQTL-UHFFFAOYSA-N
    • SMILES: Cl.OC(C12CCC(C1)(C2)N)=O

Computed Properties

  • Exact Mass: 177.0556563g/mol
  • Monoisotopic Mass: 177.0556563g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 194
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 63.3?2

4-aminobicyclo2.1.1hexane-1-carboxylic acid hydrochloride Pricemore >>

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Additional information on 4-aminobicyclo2.1.1hexane-1-carboxylic acid hydrochloride

Introduction to 4-aminobicyclo[2.1.1]hexane-1-carboxylic acid hydrochloride (CAS No. 2708281-10-9)

4-aminobicyclo[2.1.1]hexane-1-carboxylic acid hydrochloride, identified by the Chemical Abstracts Service Number (CAS No.) 2708281-10-9, is a compound of significant interest in the field of medicinal chemistry and pharmacology. This bicyclic amine derivative exhibits a unique structural framework that has garnered attention for its potential biological activities and synthetic utility. The compound belongs to a class of molecules known for their ability to interact with biological targets in distinct ways, making it a valuable scaffold for drug discovery and development.

The structural motif of 4-aminobicyclo[2.1.1]hexane-1-carboxylic acid hydrochloride consists of a bicyclic system with three rings—a cyclopropane ring fused to a seven-membered cycloheptane ring, which is further substituted with an amine group at the 4-position and a carboxylic acid moiety at the 1-position. The hydrochloride salt form enhances the solubility and stability of the compound, facilitating its use in various biochemical and pharmacological assays.

Recent advancements in medicinal chemistry have highlighted the importance of bicyclic scaffolds in designing novel therapeutic agents. The rigid three-dimensional structure of 4-aminobicyclo[2.1.1]hexane-1-carboxylic acid hydrochloride allows for precise molecular recognition interactions with biological targets, such as enzymes and receptors. This feature has been exploited in the development of small-molecule inhibitors and agonists targeting various diseases, including neurological disorders and inflammatory conditions.

In particular, the amine group in 4-aminobicyclo[2.1.1]hexane-1-carboxylic acid hydrochloride serves as a versatile functional handle for further chemical modifications. This adaptability has enabled researchers to derivatize the compound into libraries of analogs, each with distinct pharmacological profiles. Such derivatives have been explored in high-throughput screening campaigns to identify lead compounds for drug development.

One of the most compelling aspects of 4-aminobicyclo[2.1.1]hexane-1-carboxylic acid hydrochloride is its potential as a precursor for more complex bioactive molecules. The bicyclic core can be further functionalized through strategies such as ring-opening reactions, introducing new substituents, or modifying the existing functional groups. These modifications have led to the synthesis of novel compounds with enhanced binding affinity and selectivity toward specific biological targets.

Recent studies have demonstrated the utility of 4-aminobicyclo[2.1.1]hexane-1-carboxylic acid hydrochloride in addressing unmet medical needs. For instance, researchers have investigated its potential as an intermediate in the synthesis of compounds targeting ion channels and G protein-coupled receptors (GPCRs). The unique structural features of this molecule allow it to mimic natural ligands or disrupt pathological interactions, offering a promising approach to modulate cellular signaling pathways.

The pharmaceutical industry has shown particular interest in 4-aminobicyclo[2.1.1]hexane-1-carboxylic acid hydrochloride due to its potential therapeutic applications. Preclinical studies have explored its activity against various disease models, including cancer, neurodegenerative disorders, and autoimmune diseases. The compound's ability to interact with multiple biological targets makes it a compelling candidate for multitarget drug design—a strategy that aims to address complex pathologies by simultaneously modulating several disease-related mechanisms.

From a synthetic chemistry perspective, 4-aminobicyclo[2.1.1]hexane-1-carboxylic acid hydrochloride represents an excellent example of how structural complexity can be harnessed to develop biologically active molecules. The synthesis of this compound involves sophisticated organic transformations, including cyclopropanation reactions and ring-closing metathesis, which highlight its synthetic elegance and challenge.

The development of new synthetic methodologies for constructing complex molecular frameworks has been instrumental in advancing drug discovery efforts. Techniques such as transition-metal-catalyzed reactions and enzymatic transformations have enabled chemists to access intricate structures like those found in 4-aminobicyclo[2.1.1]hexane-1-carboxylic acid hydrochloride with high efficiency and selectivity.

In conclusion, 4-aminobicyclo[2.1.1]hexane-1-carboxylic acid hydrochloride (CAS No. 2708281-10-9) is a structurally fascinating compound with significant potential in medicinal chemistry and pharmacology. Its unique bicyclic scaffold, combined with functional groups that allow for diverse chemical modifications, makes it a valuable tool for drug discovery and development efforts aimed at addressing various human diseases.

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