Compound: CICLOPIROX
SMILES: O=c1n(O)c(cc(c1)C)C2CCCCC2
InChIKey: SCKYRAXSEDYPSA-UHFFFAOYSA-N
Synonyms: CICLOPIROX, 29342-05-0, Loprox, Penlac, HOE 296b, Ciclopiroxum, 2(1H)-Pyridinone, 6-cyclohexyl-1-hydroxy-4-methyl-, cyclopirox, HOE-296b, 6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridinone, 6-cyclohexyl-1-hydroxy-4-methylpyridin-2-one, Ciclodan, CNL8, 19W019ZDRJ, 2(1H)-Pyridone, 6-cyclohexyl-1-hydroxy-4-methyl-, 6-cyclohexyl-1-hydroxy-4-methyl-1,2-dihydropyridin-2-one, DTXSID9048564, CHEBI:453011, Dafnegin CSC, RefChem:58503, DTXCID2028193, D01AE14, G01AX12, 249-577-2, Ciclopiroxolamine, 6-cyclohexyl-1-hydroxy-4-methylpyridin-2(1H)-one, Ciclopiroxum [INN-Latin], 6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone, MFCD00599441, Ciclopirox (Penlac), Loprox (TN), HOE296b, Terit, 6-cyclohexyl-1-hydroxy-4-methyl-pyridin-2-one, Stieprox, Ciclopirox gel, Loprox cream, Loprox Gel, Ciclopirox Olamin, Ciclopirox-Olamin, MLS002153867, Penlac (TN), Ciclopirox (USP/INN), SMR001233223, EINECS 249-577-2, UNII-19W019ZDRJ, Ciclopirox; 6-Cyclohexyl-1-hydroxy-4-methylpyridin-2(1H)-one, Ciclopirox CRS, Ciclopirox [USAN:USP:INN:BAN], 29342-05-0 (free), Ciclopirox (Standard), CICLOPIROX [MI], CICLOPIROX [INN], Prestwick0_000541, Prestwick1_000541, Prestwick2_000541, Prestwick3_000541, Spectrum2_000146, Spectrum3_000351, Spectrum4_000288, Spectrum5_000747, CICLOPIROX [USAN], CICLOPIROX [VANDF], CICLOPIROX [MART.], CHEMBL1413, CICLOPIROX [USP-RS], CICLOPIROX [WHO-DD], SCHEMBL34424, BSPBio_000581, BSPBio_002041, KBioGR_000816, 6-Cyclohexyl-1-hydroxy-4-methyl-2-(1H)-pyridone, cid_38911, BIDD:GT0080, (6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone), SPBio_000252, SPBio_002502, BPBio1_000641, orb1308516, CICLOPIROX [ORANGE BOOK], Ciclopirox, >=98% (HPLC), SCHEMBL21816793, BDBM66087, GTPL11349, HY-B0450R, KBio3_001261, 6-CYCLOHEXYL-1-HYDROXY-4-METHYL-1H-PYRIDIN-2-ONE, CICLOPIROX [EP MONOGRAPH], CICLOPIROX [USP MONOGRAPH], GLXC-10499, HMS3656I12, HMS5081A19, HY-B0450, MSK15297, EBC-00572, s2528, AKOS015895717, AB06517, CCG-266632, DB01188, FC20430, KS-5085, NCGC00017112-04, NCGC00017112-05, NCGC00017112-06, NCGC00017112-08, NCGC00017112-11, NCGC00178850-01, NCGC00178850-02, AC-24195, SY102316, SBI-0206690.P002, DB-047566, 1-hydroxy-4-methyl-6-cyclohexyl-2-pyridone, NS00010120, SW196923-5, D03488, EN300-197928, AB00053438_09, AB00053438_10, AB00053438_11, F516562, Q419468, SR-05000001589-5, 6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridinone #, BRD-K13044802-001-02-4, BRD-K13044802-001-03-2, BRD-K13044802-213-04-1, BRD-K13044802-213-09-0, BRD-K13044802-213-20-7, BRD-K13044802-213-21-5, BRD-K13044802-213-24-9, BRD-K13044802-213-25-6, Z1509504366, 2-aminoethanol;6-cyclohexyl-1-hydroxy-4-methyl-2-pyridone, Ciclopirox, European Pharmacopoeia (EP) Reference Standard, 2-aminoethanol;6-cyclohexyl-1-hydroxy-4-methyl-2-pyridinone, 2-azanylethanol;6-cyclohexyl-4-methyl-1-oxidanyl-pyridin-2-one, Ciclopirox, United States Pharmacopeia (USP) Reference Standard
Theoretical properties:
molecular_formula: C12H17NO2
molecular_weight: 207.27 g/mol
exact_mass: 207.125928785 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 1
heavy_atom_count: 15
topological_polar_surface_area: 40.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: 1.41e+00 g/L
Descriptions:
pubchem: Ciclopirox is a cyclic hydroxamic acid that is 1-hydroxypyridin-2(1H)-one in which the hydrogens at positions 4 and 6 are substituted by methyl and cyclohexyl groups, respectively. A broad spectrum antigfungal agent, it also exhibits antibacterial activity against many Gram-positive and Gram-negative bacteria, and has anti-inflammatory properties. It is used a a topical treatment of fungal skin and nail infections. It has a role as an antibacterial agent and an antiseborrheic. It is a cyclic hydroxamic acid, a pyridone and a hydroxypyridone antifungal drug.
chebi: A cyclic hydroxamic acid that is 1-hydroxypyridin-2(1<em>H</em>)-one in which the hydrogens at positions 4 and 6 are substituted by methyl and cyclohexyl groups, respectively. A broad spectrum antigfungal agent, it also exhibits antibacterial activity against many Gram-positive and Gram-negative bacteria, and has anti-inflammatory properties. It is used a a topical treatment of fungal skin and nail infections.
chembl: CICLOPIROX is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Ciclopirox is a medication used for the treatment of moderate onychomycosis of fingernails and toenails, and for the treatment of seborrheic dermatitis.
In 2023, it was the 278th most commonly prescribed medication in the United States, with more than 700,000 prescriptions.