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Substance Name: Ciclopirox olamine [USAN:USP:JAN]
RN: 41621-49-2
UNII: 50MD4SB4AP
InChIKey: MBRHNTMUYWQHMR-UHFFFAOYSA-N

Note

  • Synthetic antifungal agent.

Classification Codes

  • Antifungal
  • Drug / Therapeutic Agent

Molecular Formula

  • C12-H17-N-O2.C2-H7-N-O

Molecular Weight

  • 268.3546
 

Names and Synonyms

Name of Substance

  • Ciclopirox olamine [USAN:USP:JAN]

Synonyms

  • 2(1H)-Pyridinone, 6-cyclohexyl-1-hydroxy-4-methyl-, compound with 2-aminoethanol (1:1)
  • 2-Aminoethanol compd. with 6-cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridinone (1:1)
  • 6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridinone compd. with 2-aminoethanol (1:1)
  • 6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridon, 2-aminoethanol-salz
  • 6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridon, 2-aminoethanol-salz [German]
  • 6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone compound with 2-aminoethanol (1:1)
  • 6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone ethanolamine salt
  • 6-Cyclohexyl-1-hydroxy-4-methyl-2(1H)-pyridone, 2-aminoethanol salt
  • Batrafen
  • Brumixol
  • Ciclopirox ethanolamine salt (1:1)
  • Ciclopirox olamine
  • Ciclopiroxolamin
  • Ciclopiroxolamine
  • EINECS 255-464-9
  • HOE 296
  • Loprox
  • Micoxolamina
  • Mycoster
  • NSC 336278
  • RV4104A
  • UNII-50MD4SB4AP

Systematic Names

  • 2(1H)-Pyridinone, 6-cyclohexyl-1-hydroxy-4-methyl-, compd. with 2-aminoethanol (1:1)
  • 6-Cyclohexyl-1-hydroxy-4-methylpyridin-2(1H)-one, compound with 2-aminoethanol (1:1)

Registry Numbers

CAS Registry Number

  • 41621-49-2

FDA UNII

  • 50MD4SB4AP

System Generated Number

  • 0041621492

Molecular Formulas

Molecular Formula

  • C12-H17-N-O2.C2-H7-N-O

Molecular Formula Fragments

  • C12-H17-N-O2
  • C2-H7-N-O
  • COMPONENT

Structure Descriptors

InChI

1S/C12H17NO2.C2H7NO/c1-9-7-11(13(15)12(14)8-9)10-5-3-2-4-6-10;3-1-2-4/h7-8,10,15H,2-6H2,1H3;4H,1-3H2

InChIKey

MBRHNTMUYWQHMR-UHFFFAOYSA-N

Smiles

CC1=CC(=O)N(O)C(=C1)C2CCCCC2.NCCO

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 83mg/kg (83mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 57, 1975.
mouse LD50 intraperitoneal 83mg/kg (83mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 57, 1975.
mouse LD50 intravenous 71mg/kg (71mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 57, 1975.
mouse LD50 intravenous 71mg/kg (71mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 57, 1975.
mouse LD50 oral 1740mg/kg (1740mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 107, 1977.
mouse LD50 subcutaneous 1730mg/kg (1730mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 107, 1977.
rabbit LD50 oral > 3065mg/kg (3065mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 31, Pg. 1328, 1981.
rat LD50 intraperitoneal 146mg/kg (146mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Oyo Yakuri. Pharmacometrics. Vol. 9, Pg. 57, 1975.
rat LD50 intravenous 72mg/kg (72mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 107, 1977.
rat LD50 oral 2350mg/kg (2350mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 107, 1977.
rat LD50 subcutaneous > 2500mg/kg (2500mg/kg)   Drugs in Japan Vol. -, Pg. 510, 1995.