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Substance Name: Etodolac [USAN:USP:INN:BAN]
RN: 41340-25-4
UNII: 2M36281008
InChIKey: NNYBQONXHNTVIJ-UHFFFAOYSA-N

Note

  • A nonsteroidal anti-inflammatory agent with potent analgesic and antiarthritic properties. It has been shown to be effective in the treatment of OSTEOARTHRITIS; RHEUMATOID ARTHRITIS; ankylosing SPONDYLITIS; and in the alleviation of postoperative pain (PAIN, POSTOPERATIVE).

Molecular Formula

  • C17-H21-N-O3

Molecular Weight

  • 287.3569
 

Classification Codes

  • 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
  • Peripheral Nervous System Agents
  • Reproductive Effect
  • Sensory System Agents

Names and Synonyms

Name of Substance

  • Etodolac
  • Etodolac [USAN:USP:INN:BAN]

MeSH Heading

  • Etodolac

Synonyms

  • (+-)-1,8-Diethyl-1,3,4,9-tetrahydropyrano(3,4-b)indole-1-acetic acid
  • 1,3,4,9-Tetrahydro-1,8-diethylpyrano(3,4-b)indole-1-acetic acid
  • 1,8-Diethyl-1,3,4,9-tetrahydropyrano(3,4-b)indole-1-acetic acid
  • AY 24236
  • AY-24,236
  • CCRIS 3923
  • Etodolac
  • Etodolaco
  • Etodolaco [INN-Spanish]
  • Etodolacum
  • Etodolacum [INN-Latin]
  • Etodolic acid
  • Lodine
  • Lodine XL
  • NSC 282126
  • Pyrano(3,4-b)indole-1-acetic acid, 1,8-diethyl-1,3,4,9-tetrahydro-(+-)-
  • Ultradol
  • UNII-2M36281008

Systematic Names

  • Etodolac
  • Pyrano(3,4-b)indole-1-acetic acid, 1,3,4,9-tetrahydro-1,8-diethyl-
  • Pyrano(3,4-b)indole-1-acetic acid, 1,8-diethyl-1,3,4,9-tetrahydro-

Superlist Name

  • Etodolac

Registry Numbers

CAS Registry Number

  • 41340-25-4

FDA UNII

  • 2M36281008

Related Registry Number

  • 110781-63-0 (mono-hydrochloride salt)

System Generated Number

  • 0041340254

Structure Descriptors

InChI

1S/C17H21NO3/c1-3-11-6-5-7-12-13-8-9-21-17(4-2,10-14(19)20)16(13)18-15(11)12/h5-7,18H,3-4,8-10H2,1-2H3,(H,19,20)

InChIKey

NNYBQONXHNTVIJ-UHFFFAOYSA-N

Smiles

c12[C@@](OCCc1c1cccc(c1[nH]2)CC)(CC(O)=O)CC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo oral > 4gm/kg (4000mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Oyo Yakuri. Pharmacometrics. Vol. 40, Pg. 469, 1990.
mouse LD50 intraperitoneal 338mg/kg (338mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 40, Pg. 469, 1990.
mouse LD50 intraperitoneal 338mg/kg (338mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Oyo Yakuri. Pharmacometrics. Vol. 40, Pg. 469, 1990.
mouse LD50 oral 593mg/kg (593mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Oyo Yakuri. Pharmacometrics. Vol. 40, Pg. 469, 1990.
mouse LD50 subcutaneous 502mg/kg (502mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Oyo Yakuri. Pharmacometrics. Vol. 40, Pg. 469, 1990.
rat LD50 intraperitoneal 100mg/kg (100mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 40, Pg. 469, 1990.
rat LD50 intraperitoneal 100mg/kg (100mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Oyo Yakuri. Pharmacometrics. Vol. 40, Pg. 469, 1990.
rat LD50 oral 94mg/kg (94mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Oyo Yakuri. Pharmacometrics. Vol. 40, Pg. 469, 1990.
rat LD50 subcutaneous 113mg/kg (113mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 40, Pg. 469, 1990.
rat LD50 subcutaneous 113mg/kg (113mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Oyo Yakuri. Pharmacometrics. Vol. 40, Pg. 469, 1990.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 146.5 deg C   EXP
log P (octanol-water) 3.930 (none)   EST
Atmospheric OH Rate Constant 2.18E-10 cm3/molecule-sec 25 EST

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