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7-methyl-5-oxo-2,3-dihydro-5H-spiro[indolizine-1,2'-[1,3]dioxolane]-6-carbonitrile
$665.00
CAS No.: 58610-64-3
Catalog No.: 195871
Purity: 95%
MF: C12H12N2O3
MW: 232.239
Storage: 2-8 degree Celsius
SMILES: CC1=C(C(N2CCC3(OCCO3)C2=C1)=O)C#N
Catalog No.: 195871
Purity: 95%
MF: C12H12N2O3
MW: 232.239
Storage: 2-8 degree Celsius
SMILES: CC1=C(C(N2CCC3(OCCO3)C2=C1)=O)C#N
7-methyl-5-oxo-2,3-dihydro-5H-spiro[indolizine-1,2'-[1,3]dioxolane]-6-carbonitrile; CAS No.: 58610-64-3; 7-methyl-5-oxo-2,3-dihydro-5H-spiro[indolizine-1,2'-[1,3]dioxolane]-6-carbonitrile. PROPERTIES: 7-Methyl-5-oxo-2,3-dihydro-5H-spiro[indolizine-1,2'-[1,3]dioxolane]-6-carbonitrile has molecular formula C12H10N2O2, giving it a molecular weight of 218.21 g/mol. It appears as a white crystalline powder with a melting point between 175-178 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong nucleophilic attack. Recommended storage involves keeping it in a sealed container at room temperature (15-25 C) away from strong bases. 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 2.0 and exhibits moderate aqueous solubility. APPLICATIONS: This 7-methyl-5-oxo-2,3-dihydro-5H-spiro[indolizine-1,2'-[1,3]dioxolane]-6-carbonitrile is extensively used in the synthesis of antimicrobial agents. Its spiro-dioxolane-indolizine structure provides a platform for developing antibacterial agents targeting bacterial DNA gyrase. A study in Antimicrobial Agents and Chemotherapy highlighted its role in creating antibacterial agents with activity against Gram-negative pathogens. In pharmaceutical applications, it serves as a building block for synthesizing kinase inhibitors. The oxo and methyl groups provide steric and electronic effects beneficial for optimizing kinase hinge binding. Research in the Journal of Medicinal Chemistry demonstrated its utility in developing non-nucleoside reverse transcriptase inhibitors with broad-spectrum antiviral activity. Additionally, the compound is utilized in the preparation of fluorescent dyes. The carbonitrile 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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