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Database / Pharmaceutical impurity

Pharmaceutical impurity

6-Hydroxy-3,4-dihydro-1H-quinolin-2-one

6-Hydroxy-3,4-dihydro-1H-quinolin-2-one is listed in the pharmaceutical impurity collection under CAS 54197-66-9. Its represented structure has formula C9H9NO2 and a calculated molecular weight of 163.18 g/mol.

2D chemical structure

O H O N H

Chemical identity

Catalog name
6-Hydroxy-3,4-dihydro-1H-quinolin-2-one
Common name
Not available
Chemical name
6-hydroxy-3,4-dihydro-1H-quinolin-2-one
CAS
54197-66-9
SMILES
O=C1CCc2cc(O)ccc2N1
InChI
InChI=1S/C9H9NO2/c11-7-2-3-8-6(5-7)1-4-9(12)10-8/h2-3,5,11H,1,4H2,(H,10,12)
InChIKey
HOSGXJWQVBHGLT-UHFFFAOYSA-N
Associated API
Matrix - API Family Cilostazol

Record ID: A7466f1143e6a

Computed properties

C9H9NO2 Molecular formula
163.176 g/molMolecular weight
163.0633 DaMonoisotopic exact mass
49.33 ŲTopological polar surface area
1.2769 Calculated LogP (Wildman–Crippen)
45.0575 cm³/molMolar refractivity (Wildman–Crippen)
2 countHydrogen-bond acceptors
2 countHydrogen-bond donors

Descriptors are calculated from the displayed SMILES. Calculated LogP is not a measured partition coefficient or a pH-specific LogD.

Molecular descriptor profile

Descriptor radar

Mol. weight LogP TPSA HBA HBD Rotatable 25 50 75 100

Structural feature counts

0 1 2 Count H-bond acceptors H-bond donors Rotatable bonds Rings Aromatic rings Stereo centers

Element composition

C H N O 0 2 4 6 8 Number of atoms

Radar scale: 0–100 percentile within 25,771 distinct represented structures in this release, using the midpoint rank for ties. Larger values indicate a higher descriptor rank, not greater safety or toxicity. Element counts include hydrogen and combine isotopes under each element.

Radar values and percentile reference
DescriptorValuePercentile
Molecular weight163.1768.53
Calculated LogP (Wildman–Crippen)1.276929.68
Topological polar surface area49.3330.37
Hydrogen-bond acceptors215.92
Hydrogen-bond donors264.87
Rotatable bonds (strict)03.45

Complete molecular descriptors

PropertyCalculated valueUnit / type
Molecular formulaC9H9NO2dimensionless
Molecular weight163.176g/mol
Monoisotopic exact mass163.0633Da
Topological polar surface area49.33Ų
Calculated LogP (Wildman–Crippen)1.2769dimensionless
Molar refractivity (Wildman–Crippen)45.0575cm³/mol
Hydrogen-bond acceptors2count
Hydrogen-bond donors2count
Rotatable bonds (strict)0count
Heavy atoms12count
Heteroatoms3count
Rings2count
Aromatic rings1count
Aliphatic rings1count
Saturated rings0count
Aromatic heterocycles0count
Aliphatic heterocycles1count
Saturated heterocycles0count
Aromatic carbocycles1count
Aliphatic carbocycles0count
Fraction of sp³ carbon atoms0.2222fraction
Formal charge0e
Disconnected components1count
Isotopically specified atoms0count
Potential atom stereocenters0count
Unspecified atom stereocenters0count
Spiro atoms0count
Bridgehead atoms0count
Labute approximate surface area70.026Ų
Valence electrons62count
Radical electrons0count
Bertz complexity333.3005index
Balaban J2.4272index

Ring categories overlap and should not be summed. No toxicity result, PDE, HBEL or acceptable intake is inferred from these descriptors.

Toxicological services and resources for 6-Hydroxy-3,4-dihydro-1H-quinolin-2-one

Qualification and safety assessment of 6-Hydroxy-3,4-dihydro-1H-quinolin-2-one

Explore toxicological qualification of 6-Hydroxy-3,4-dihydro-1H-quinolin-2-one and ICH M7 mutagenic impurity assessment of 6-Hydroxy-3,4-dihydro-1H-quinolin-2-one for evaluation of this impurity in its pharmaceutical context.

Where data gaps need to be addressed, resources include read-across assessment for 6-Hydroxy-3,4-dihydro-1H-quinolin-2-one and acceptable intake and limit justification for 6-Hydroxy-3,4-dihydro-1H-quinolin-2-one. The relevant approach depends on the available evidence, exposure and duration of use.

Related Altox services and technical resources

Other catalogue designations with the same represented structure

These are separate catalogue entries; shared structure does not establish interchangeable pharmacopoeial designations.

Identity sources and calculation method

Identifiers originate from the source catalogues and available public identity records. InChI and InChIKey on this page are generated from the displayed SMILES. RDKit validation checks the molecular representation; it does not independently verify every catalogue assignment.

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