Description
(S)-2-Methyl-2,3-dihydroquinolin-4(1H)-one (CAS No. 2082709-87-1) is a high-purity chiral compound with the molecular formula C10H11NO. This heterocyclic organic molecule features a quinolinone scaffold with a stereogenic center at the 2-position, making it a valuable intermediate in asymmetric synthesis and pharmaceutical research. Its IUPAC name, (2S)-2-methyl-2,3-dihydro-1H-quinolin-4-one, reflects its precise stereochemistry and functional group arrangement. Available as a solid with verified structural integrity via NMR and HPLC, this compound is ideal for medicinal chemistry, catalyst development, and the study of bioactive molecules. Packaged under inert conditions to ensure stability, it is suited for research requiring enantiomerically pure building blocks.
Properties
- CAS Number: 2082709-87-1
- Complexity: 190
- IUPAC Name: (2S)-2-methyl-2,3-dihydro-1H-quinolin-4-one
- InChI: InChI=1S/C10H11NO/c1-7-6-10(12)8-4-2-3-5-9(8)11-7/h2-5,7,11H,6H2,1H3/t7-/m0/s1
- InChI Key: KTJXYZFZRRYVJJ-ZETCQYMHSA-N
- Exact Mass: 161.084063974
- Molecular Formula: C10H11NO
- Molecular Weight: 161.20
- SMILES: C[C@H]1CC(=O)C2=CC=CC=C2N1
- Topological: 29.1
- Monoisotopic Mass: 161.084063974
- Synonyms: (S)-2-Methyl-2,3-dihydroquinolin-4(1H)-one, 2082709-87-1, (2S)-2-methyl-1,2,3,4-tetrahydroquinolin-4-one, (2S)-2-methyl-2,3-dihydro-1H-quinolin-4-one, MFCD31801780, AT34610, DB-406192, CS-0120972
Application
(S)-2-Methyl-2,3-dihydroquinolin-4(1H)-one serves as a key chiral precursor in the synthesis of pharmacologically active compounds, particularly those targeting central nervous system disorders. Its quinolinone core is utilized in developing enzyme inhibitors and receptor modulators due to its rigid, planar structure. Researchers also employ it in asymmetric catalysis and as a ligand scaffold in transition-metal complexes for stereoselective transformations.
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