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Substance Name: Apazone [USAN]
RN: 13539-59-8
UNII: K2VOT966ZI
InChIKey: MPHPHYZQRGLTBO-UHFFFAOYSA-N

Note

  • An anti-inflammatory agent used in the treatment of rheumatoid arthritis. It also has uricosuric properties and has been used to treat gout.

Molecular Formula

  • C16-H20-N4-O2

Molecular Weight

  • 300.36
 

Classification Codes

  • Analgesics
  • Analgesics, Non-Narcotic
  • Anti-Inflammatory
  • Anti-Inflammatory Agents
  • Anti-Inflammatory Agents, Non-Steroidal
  • Antirheumatic Agents
  • Drug / Therapeutic Agent
  • Gout Suppressants
  • Human Data
  • Peripheral Nervous System Agents
  • Renal Agents
  • Sensory System Agents
  • Uricosuric Agents
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Names and Synonyms

Name of Substance

  • Apazone
  • Apazone [USAN]
  • Azapropazone [INN]

MeSH Heading

  • Apazone

Synonyms

  • 1,2-Dihydro-3-dimethylamino-7-methyl-1,2-(propylmalonyl)-1,2,4-benzotriazine
  • 1H-Pyrazolo(1,2-a)(1,2,4)benzotriazine-1,3(2H)-dione, 5-(dimethylamino)-9-methyl-2-propyl-
  • 3-Dimethylamino-7-methyl-1,2-(n-propylmalonyl)-1,2-dihydro-1,2,4-benzotriazine
  • 5-(Dimethylamino)-9-methyl-2-propyl-1H-pyrazolo(1,2-a)(1,2,4)benzotriazine-1,3(2H)-dione
  • AHR 3018
  • AHR-3018
  • Apazone
  • Azapropazon
  • Azapropazon [German]
  • Azapropazona
  • Azapropazona [INN-Spanish]
  • Azapropazone
  • Azapropazone (anhydrous)
  • Azapropazonum
  • Azapropazonum [INN-Latin]
  • BRN 0623763
  • Cinnamin
  • Cinnopropazone
  • EINECS 236-913-8
  • MI 85
  • Mi-85
  • Mitrolan
  • NSC 102824
  • NSC-102824
  • Prolix
  • Prolixan
  • Prolixan 300
  • Rheumox
  • Sinnamin
  • UNII-K2VOT966ZI
  • Xani

Systematic Names

  • 1H-Pyrazolo(1,2-a)(1,2,4)benzotriazine-1,3(2H)-dione, 5-(dimethylamino)-9-methyl-2-propyl-
  • Azapropazone

Registry Numbers

CAS Registry Number

  • 13539-59-8

FDA UNII

  • K2VOT966ZI

Related Registry Number

  • 22304-30-9 (di-hydrate)

System Generated Number

  • 0013539598

Structure Descriptors

InChI

1S/C16H20N4O2/c1-5-6-11-14(21)19-13-9-10(2)7-8-12(13)17-16(18(3)4)20(19)15(11)22/h7-9,11H,5-6H2,1-4H3

InChIKey

MPHPHYZQRGLTBO-UHFFFAOYSA-N

Smiles

CCCC1C(=O)N2c3cc(ccc3N=C(N2C1=O)N(C)C)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 intravenous 500mg/kg (500mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Current Medical Research and Opinion. Vol. 4, Pg. 17, 1976.
mouse LD50 intraperitoneal 920mg/kg (920mg/kg)   Current Medical Research and Opinion. Vol. 4, Pg. 17, 1976.
mouse LD50 intravenous 680mg/kg (680mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Current Medical Research and Opinion. Vol. 4, Pg. 17, 1976.
mouse LD50 oral 1080mg/kg (1080mg/kg)   Current Medical Research and Opinion. Vol. 4, Pg. 17, 1976.
rat LD50 intraperitoneal 650mg/kg (650mg/kg)   Current Medical Research and Opinion. Vol. 4, Pg. 17, 1976.
rat LD50 intravenous 660mg/kg (660mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Current Medical Research and Opinion. Vol. 4, Pg. 17, 1976.
rat LD50 oral 1800mg/kg (1800mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 15, Pg. 41, 1978.
women TDLo oral 52560mg/kg/3Y (52560mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" British Medical Journal. Vol. 292, Pg. 97, 1986.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 247 deg C   EXP
log P (octanol-water) -0.030 (none)   EST
Water Solubility 147 mg/L 35 EXP
Atmospheric OH Rate Constant 1.17E-10 cm3/molecule-sec 25 EST

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