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Substance Name: Terbinafine [USAN:INN:BAN]
RN: 91161-71-6
UNII: G7RIW8S0XP
InChIKey: DOMXUEMWDBAQBQ-WEVVVXLNSA-N

Note

  • Synthetic antifungal agent inhibiting fungal squalene epoxidase; TDT-067 is terbinafine in Transferome.

Molecular Formula

  • C21-H25-N

Molecular Weight

  • 291.4355
 

Classification Codes

  • Anti-Infective Agents
  • Antifungal
  • Antifungal Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Human Data

Names and Synonyms

Name of Substance

  • Terbinafine
  • Terbinafine [USAN:INN:BAN]

MeSH Heading

  • Terbinafine

Synonyms

  • (E)-N-(6,6-Dimethyl-2-hepten-4-ynyl)-N-methyl-1-naphthalene methanamine
  • (E)-N-(6,6-Dimethyl-2-hepten-4-ynyl)-N-methyl-1-naphthalenemethylamine
  • BRN 4256376
  • EC 618-706-8
  • Lamasil
  • Lamisil
  • Lamisil AT
  • Lamisil Tablet
  • SF 86-327
  • SF-86-327
  • Terbinafine
  • UNII-G7RIW8S0XP

Systematic Names

  • (2E)-N,6,6-Trimethyl-N-(1-naphthylmethyl)hept-2-en-4-yn-1-amine
  • 1-Naphthalenemethanamine, N-(6,6-dimethyl-2-hepten-4-ynyl)-N-methyl-, (E)-

Registry Numbers

CAS Registry Number

  • 91161-71-6

FDA UNII

  • G7RIW8S0XP

System Generated Number

  • 0091161716

Structure Descriptors

InChI

1S/C21H25N/c1-21(2,3)15-8-5-9-16-22(4)17-19-13-10-12-18-11-6-7-14-20(18)19/h5-7,9-14H,16-17H2,1-4H3/b9-5+

InChIKey

DOMXUEMWDBAQBQ-WEVVVXLNSA-N

Smiles

CC(C)(C)C#C/C=C/CN(C)Cc1cccc2c1cccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 3918ug/kg (3.918mg/kg) GASTROINTESTINAL: OTHER CHANGES Kiso to Rinsho. Clinical Report. Vol. 27, Pg. 6087, 1993.
man TDLo oral 89mg/kg/25D-I (89mg/kg)   American Journal of Gastroenterology. Vol. 93, Pg. 459, 1998.
man TDLo oral 89mg/kg/25D-I (89mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE"		 American Journal of Gastroenterology. Vol. 93, Pg. 459, 1998.
mouse LD50 intravenous 393mg/kg (393mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 "Proceedings of the International Congress of Chemotherapy, 13th, Vienna, 1983," Spitzy, K.H. and K. Karrer, eds., 18 vols., Vienna, Austria, Verlag H. Egermann, 1983Vol. 6, Pg. 116/52, 1983.
mouse LD50 oral 4gm/kg (4000mg/kg)   Drugs of the Future. Vol. 9, Pg. 427, 1984.
rat LD50 intravenous 213mg/kg (213mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)		 "Proceedings of the International Congress of Chemotherapy, 13th, Vienna, 1983," Spitzy, K.H. and K. Karrer, eds., 18 vols., Vienna, Austria, Verlag H. Egermann, 1983Vol. 6, Pg. 116/52, 1983.
rat LD50 oral 4gm/kg (4000mg/kg)   Drugs of the Future. Vol. 9, Pg. 427, 1984.
women TDLo oral 200mg/kg/40D- (200mg/kg) LIVER: "JAUNDICE, CHOLESTATIC"

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"

BEHAVIORAL: ANOREXIA (HUMAN		 Journal of Hepathology. Vol. 24, Pg. 753, 1996.
women TDLo oral 210mg/kg/6W-I (210mg/kg) SENSE ORGANS AND SPECIAL SENSES: CHANGE IN FUNCTION: TASTE Lancet. Vol. 340, Pg. 728, 1992.