Compound: 2-Hydroxyquinoline
SMILES: O=c1[nH]c2c(cccc2)cc1
InChIKey: LISFMEBWQUVKPJ-UHFFFAOYSA-N
Synonyms: 2-Hydroxyquinoline, 59-31-4, Carbostyril, Quinolin-2(1H)-one, 2(1H)-Quinolinone, 2-Quinolone, 1H-quinolin-2-one, o-Aminocinnamic acid lactam, alpha-Quinolone, 2-Quinolinone, 2(1H)-Quinolone, 803BHY7QWU, DTXSID1058769, NSC-156783, CHEBI:18289, RefChem:389257, DTXCID7042510, 200-420-6, 2-Quinolinol, Quinolin-2-ol, Quinolinol, 70254-42-1, Quinolinone, quinolone, 1321-40-0, 104534-80-7, MFCD00006743, Quinolones, 1,2-dihydroquinolin-2-one, .alpha.-Quinolone, hydroquinolin-2-one, NSC 156783, .alpha.-Hydroxyquinoline, CHEMBL186422, 2-OXOQUINOLINE, 2-(1H)-QUINOLINONE, alpha-Hydroxyquinoline, Hydroxyquinoleine, Hydroxyquinoleine [French], Carbostyril (VAN), CCRIS 4327, EINECS 200-420-6, UNII-803BHY7QWU, hyroxyquinoline, hydroquinolinone, AI3-00782, 1H-quinolinone, quino- lone, 1H-quinolone, 2-Chinolinol, quinolin-2-one, a-Hydroxyquinoline, 3srg, 1-H-quinolone, EINECS 274-516-1, 2-[1h]-quinolone, quinoline, 2-hydroxy-, starbld0000627, CARBOSTYRIL [MI], 2-Hydroxyquinoline, 98%, SCHEMBL8621, 2-oxo-1,2-dihydroquinoline, SCHEMBL57486, SCHEMBL84064, HYDROXYQUINOLINE, 2-, MLS004491723, SCHEMBL223884, SCHEMBL233601, SCHEMBL269764, SCHEMBL331972, SCHEMBL432574, SCHEMBL446555, SCHEMBL448375, NSC554, orb3029349, SCHEMBL1450867, SCHEMBL2478096, SCHEMBL3282225, SCHEMBL4358400, SCHEMBL6448214, SCHEMBL9799101, SCHEMBL29351086, SCHEMBL29376435, CHEBI:16365, NSC-554, PDK0291, HMS3604N04, STR05548, BDBM50366034, EBC-03213, EBC-44284, MFCD00463096, NSC156783, SBB004119, STK097666, STK414900, AKOS003297745, AKOS015897112, CS-W005598, DB04745, FH40553, GS-6597, MSK177791-100M, PS-4021, SB37816, SB67445, NCGC00166019-01, BP-10114, SMR003288680, ST075655, ST075656, SY003693, SY303522, DB-021213, DB-228250, H0304, NS00034131, EN300-67221, C06338, C06415, E82978, 10.14272/LISFMEBWQUVKPJ-UHFFFAOYSA-N.1, AC-907/25014359, F358402, 2-Hydroxyquinoline Solution in Methanol, 100ug/mL, doi:10.14272/LISFMEBWQUVKPJ-UHFFFAOYSA-N.1, Q27095480, Z57473020, F0001-1542, InChI=1/C9H7NO/c11-9-6-5-7-3-1-2-4-8(7)10-9/h1-6H,(H,10,11, Carbostyril, 2-Quinolinol, 2-Hydroxyquinoline, 2-Quinolone, alpha-Quinolone, Quinolin-2-ol, 2(1H)-Quinolinone, Quinolinol, Quinolin-2(1H)-one, 2-Quinolinone, quinolin-2-one, 2(1H)-Quinolone, Hydroxyquinoleine, 2-Chinolinol, .alpha.-Quinolone, alpha-Hydroxyquinoline, o-Aminocinnamic acid lactam, Carbostyril (VAN), 2-OXOQUINOLINE, 1H-quinolin-2-one
Theoretical properties:
molecular_formula: C9H7NO
molecular_weight: 145.16 g/mol
exact_mass: 145.052763847 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 0
heavy_atom_count: 11
topological_polar_surface_area: 29.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Quinolin-2-ol is a monohydroxyquinoline carrying a hydroxy substituent at position 2. It is an intermediate metabolite produced duting the microbial degradation of quinoline. It has a role as a bacterial xenobiotic metabolite. It is a tautomer of a quinolin-2(1H)-one.
chebi: A monohydroxyquinoline carrying a hydroxy substituent at position 2. It is an intermediate metabolite produced duting the microbial degradation of quinoline.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 2-Quinolone is an organic compound related structurally to quinoline.  It is the majority tautomer in equilibrium with 2-quinolinol.  The compound can be classified as a cyclic amide, and as such is used as an isostere for peptides and other pharmaceutically inspired targets.  The 4-methyl-2-quinolone can be prepared by dehydration of acetoacetanilide.

The isomer 4-quinolone is the parent of a large class of antibiotics called quinolone antibiotics. A prominent example is ciprofloxacin, a broad spectrum antibiotic commonly used for treatment of various infections such as urinary tract infections (UTIs), typhoid, meningitis, gonorrhoea, syphilis, and skin infections.