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Substance Name: Nabumetone [USAN:USP:INN:BAN:JAN]
RN: 42924-53-8
UNII: LW0TIW155Z
InChIKey: BLXXJMDCKKHMKV-UHFFFAOYSA-N

Note

  • A butanone non-steroidal anti-inflammatory drug and cyclooxygenase-2 (COX2) inhibitor that is used in the management of pain associated with OSTEOARTHRITIS and RHEUMATOID ARTHRITIS.

Molecular Formula

  • C15-H16-O2

Molecular Weight

  • 228.289
 

Classification Codes

  • Analgesic
  • Analgesics
  • Analgesics, Non-Narcotic
  • Anti-Inflammatory
  • Anti-Inflammatory Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Antirheumatic Agents
  • Cyclooxygenase 2 Inhibitors
  • Cyclooxygenase Inhibitors
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Human Data
  • Peripheral Nervous System Agents
  • Reproductive Effect
  • Sensory System Agents

Names and Synonyms

Name of Substance

  • Nabumetone
  • Nabumetone [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Nabumetone

Synonyms

  • 4-(6-Methoxy-2-naphthalenyl)-2-butanone
  • 4-(6-Methoxy-2-naphthyl)-2-butanone
  • Arthaxan
  • Balmox
  • BRL 14777
  • BRN 2103472
  • CCRIS 8108
  • Consolan
  • Dolsinal
  • Flambate
  • Listran
  • Mebutan
  • Nabumetona
  • Nabumetone
  • Nabumetonum
  • Nabumetonum [INN-Latin]
  • Prodac
  • Relafen
  • Relif
  • Relifen
  • Relifex
  • UNII-LW0TIW155Z
  • Unimetone

Systematic Name

  • 2-Butanone, 4-(6-methoxy-2-naphthalenyl)-

Registry Numbers

CAS Registry Number

  • 42924-53-8

FDA UNII

  • LW0TIW155Z

System Generated Number

  • 0042924538

Structure Descriptors

InChI

InChI=1S/C15H16O2/c1-11(16)3-4-12-5-6-14-10-15(17-2)8-7-13(14)9-12/h5-10H,3-4H2,1-2H3

InChIKey

BLXXJMDCKKHMKV-UHFFFAOYSA-N

Smiles

COc1ccc2cc(CCC(=O)C)ccc2c1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
monkey LD50 oral 3200mg/kg (3200mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 22, Pg. 2939, 1988.
monkey LD50 oral 3200mg/kg (3200mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS Kiso to Rinsho. Clinical Report. Vol. 22, Pg. 2939, 1988.
mouse LD50 intraperitoneal 2380mg/kg (2380mg/kg) GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Kiso to Rinsho. Clinical Report. Vol. 22, Pg. 2939, 1988.
mouse LD50 oral 4290mg/kg (4290mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: OTHER CHANGES

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Kiso to Rinsho. Clinical Report. Vol. 22, Pg. 2939, 1988.
mouse LD50 subcutaneous > 10gm/kg (10000mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Kiso to Rinsho. Clinical Report. Vol. 22, Pg. 2939, 1988.
rat LD50 intraperitoneal 1520mg/kg (1520mg/kg) GASTROINTESTINAL: OTHER CHANGES

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

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH		 Kiso to Rinsho. Clinical Report. Vol. 22, Pg. 2939, 1988.
rat LD50 oral 3880mg/kg (3880mg/kg) GASTROINTESTINAL: OTHER CHANGES

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH		 Kiso to Rinsho. Clinical Report. Vol. 22, Pg. 2939, 1988.
rat LD50 subcutaneous > 10gm/kg (10000mg/kg) SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" Kiso to Rinsho. Clinical Report. Vol. 22, Pg. 2939, 1988.
women TDLo oral 1260mg/kg/6W- (1260mg/kg) LUNGS, THORAX, OR RESPIRATION: FIBROSIS (INTERSTITIAL)

LUNGS, THORAX, OR RESPIRATION: COUGH

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Postgraduate Medical Journal. Vol. 67, Pg. 1021, 1991.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 3.08 (none)   EXP
Water Solubility 72.8 mg/L 25 EST
Vapor Pressure 2.02E-05 mm Hg 25 EST
Henry's Law Constant 3.07E-08 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.22E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.