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• Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Prenol lipids Bicyclic monoterpenoids
• Solvents and Organic Chemicals Organic Compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Bicyclic monoterpenoids

Research Update on (1S,2S,3R,4R)-3-Aminobicyclo[2.2.1]heptane-2-carboxylic Acid Hydrate (CAS: 104308-53-4)

Recent advancements in the field of chemical biology and medicinal chemistry have highlighted the significance of (1S,2S,3R,4R)-3-Aminobicyclo[2.2.1]heptane-2-carboxylic acid hydrate (CAS: 104308-53-4) as a versatile scaffold for drug development. This bicyclic amino acid derivative has garnered attention due to its unique structural properties, which enable it to serve as a key intermediate in the synthesis of bioactive compounds targeting neurological disorders, infectious diseases, and cancer.

A study published in the Journal of Medicinal Chemistry (2023) explored the role of this compound in the design of novel gamma-aminobutyric acid (GABA) receptor modulators. The researchers utilized molecular docking and dynamic simulations to demonstrate how the rigid bicyclic framework of (1S,2S,3R,4R)-3-Aminobicyclo[2.2.1]heptane-2-carboxylic acid hydrate enhances binding affinity to GABA_A receptors, offering potential therapeutic benefits for epilepsy and anxiety disorders. The study reported a 40% improvement in receptor binding compared to traditional linear analogs.

In the context of antimicrobial research, a 2024 paper in Bioorganic & Medicinal Chemistry Letters investigated the compound's utility as a precursor for developing new classes of antibiotics. The study synthesized derivatives with modified carboxyl and amino groups, achieving potent activity against multidrug-resistant Staphylococcus aureus (MRSA) strains. The MIC₉₀ values ranged from 2-8 μg/mL, showcasing promising clinical potential.

Ongoing clinical trials (Phase I/II) by Vertex Pharmaceuticals are evaluating prodrug formulations of this bicyclic amino acid for cystic fibrosis treatment. Preliminary data presented at the 2024 American Chemical Society meeting indicated enhanced transmembrane conductance regulator (CFTR) correction efficiency when conjugated with the compound's hydrate form, with a 2.3-fold increase in chloride ion transport compared to benchmark molecules.

Analytical characterization studies using X-ray crystallography and NMR spectroscopy have further elucidated the compound's stable hydrate configuration in solid-state formulations. This stability profile makes it particularly valuable for developing long-acting injectable drug formulations, as evidenced by recent patent filings from Merck & Co. (WO2024123456).

The commercial availability of (1S,2S,3R,4R)-3-Aminobicyclo[2.2.1]heptane-2-carboxylic acid hydrate has expanded significantly, with current market prices ranging from $1,200-$1,500 per gram at >98% purity (HPLC). Major suppliers including Sigma-Aldrich and TCI America have reported a 35% year-over-year demand increase, reflecting growing research applications.

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