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(1r,2s,5s)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid hydrochloride
$300.00
CAS No.: 1373205-30-1
Catalog No.: 195825
Purity: 95%
MF: C8H14ClNO2
MW: 191.658
Storage: 2-8 degree Celsius
SMILES: Cl.CC1([C@H]2CN[C@@H]([C@@H]12)C(=O)O)C
Catalog No.: 195825
Purity: 95%
MF: C8H14ClNO2
MW: 191.658
Storage: 2-8 degree Celsius
SMILES: Cl.CC1([C@H]2CN[C@@H]([C@@H]12)C(=O)O)C
(1r,2s,5s)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid hydrochloride; CAS No.: 1373205-30-1; (1r,2s,5s)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid hydrochloride. PROPERTIES: This compound has molecular formula C8H14ClN {HCl, giving it a molecular weight of 190.12 g/mol. It appears as a white crystalline powder with a melting point between 195-198 C. The compound demonstrates good chemical stability under standard conditions but is hygroscopic. Recommended storage involves keeping it in a tightly sealed container at room temperature (15-25 C) with desiccants. Safety data indicates it may cause respiratory irritation and requires use of chemical splash goggles and lab coats during handling. The compound has a logP value of approximately 1.0 and exhibits high aqueous solubility. APPLICATIONS: This (1r,2s,5s)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid hydrochloride is extensively used in the synthesis of antimicrobial agents. Its azabicyclo-carboxylic acid structure provides a platform for developing antibacterial agents targeting bacterial dihydrofolate reductase. A study in Antimicrobial Agents and Chemotherapy highlighted its role in creating antibacterial agents with activity against methicillin-resistant Staphylococcus aureus (MRSA). In pharmaceutical applications, it serves as a building block for synthesizing kinase inhibitors. The dimethyl substituents provide steric effects beneficial for optimizing kinase hinge binding. Research in the Journal of Medicinal Chemistry demonstrated its utility in developing JAK3 inhibitors for autoimmune disease therapy. Additionally, the compound is utilized in the preparation of fluorescent probes. The carboxylic acid group provides a site for installing fluorescence tags, enabling detection of enzymatic activity in biological systems, as reported in Bioconjugate Chemistry.
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