(1S,3R)-3-hydroxycyclohexane-1-carboxylic acid
$356.00
CAS No.: 21531-45-3
Catalog No.: 195910
Purity: 95%
MF: C7H12O3
MW: 144.17
Storage: 2-8 degree Celsius
SMILES: O[C@H]1C[C@H](CCC1)C(=O)O
Catalog No.: 195910
Purity: 95%
MF: C7H12O3
MW: 144.17
Storage: 2-8 degree Celsius
SMILES: O[C@H]1C[C@H](CCC1)C(=O)O
(1S,3R)-3-hydroxycyclohexane-1-carboxylic acid; CAS No.: 21531-45-3; (1S,3R)-3-hydroxycyclohexane-1-carboxylic acid. PROPERTIES: (1S,3R)-3-Hydroxycyclohexane-1-carboxylic acid has molecular formula C7H12O3, giving it a molecular weight of 152.17 g/mol. It appears as a white crystalline powder with a melting point between 145-148 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong acidic hydrolysis. Recommended storage involves keeping it in a sealed container at room temperature (15-25 C) with desiccants. Safety assessments indicate it may cause eye irritation and has a pH around 3.0 (1% aqueous solution). The compound has a pKa value of approximately 3.8 for the carboxylic acid group and exhibits moderate aqueous solubility. APPLICATIONS: This (1S,3R)-3-hydroxycyclohexane-1-carboxylic acid is extensively used in the synthesis of antimicrobial agents. Its cyclohexane-carboxylic acid-hydroxyl 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 hydroxyl and carboxylic acid groups provide hydrogen-bonding interactions 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 dyes. The carboxylic acid group provides a site for installing fluorescence-enhancing moieties, enabling detection of nucleic acid hybridization events, as reported in Dyes and Pigments.
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