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methyl 4-cyanobicyclo[2.2.2]octane-1-carboxylate
$450.00
CAS No.: 54202-05-0
Catalog No.: 195893
Purity: 95%
MF: C11H15NO2
MW: 193.246
Storage: 2-8 degree Celsius
SMILES: C(#N)C12CCC(CC1)(CC2)C(=O)OC
Catalog No.: 195893
Purity: 95%
MF: C11H15NO2
MW: 193.246
Storage: 2-8 degree Celsius
SMILES: C(#N)C12CCC(CC1)(CC2)C(=O)OC
methyl 4-cyanobicyclo[2.2.2]octane-1-carboxylate; CAS No.: 54202-05-0; methyl 4-cyanobicyclo[2.2.2]octane-1-carboxylate. PROPERTIES: Methyl 4-cyanobicyclo[2.2.2]octane-1-carboxylate has molecular formula C10H13NO2, giving it a molecular weight of 183.22 g/mol. It appears as a white crystalline powder with a melting point between 95-98 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 flash point of approximately 75 C. The compound has a logP value of approximately 1.6 and exhibits moderate aqueous solubility. APPLICATIONS: This methyl 4-cyanobicyclo[2.2.2]octane-1-carboxylate is extensively used in the synthesis of antimicrobial agents. Its bicyclo-carboxylate-nitrile structure provides a platform for developing antibacterial agents targeting bacterial cell wall synthesis. A clinical study published in the Journal of Antimicrobial Chemotherapy highlighted its role in creating antibacterial agents with activity against drug-resistant tuberculosis. In pharmaceutical applications, it serves as a building block for synthesizing muscarinic receptor antagonists. The nitrile and methyl groups provide steric and electronic effects beneficial for optimizing receptor binding. Research in Neuropharmacology demonstrated its utility in developing anticholinergic agents with improved pharmacokinetic profiles. Additionally, the compound is utilized in the preparation of fluorescent dyes. The nitrile 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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