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Substance Name: Zoxazolamine [INN:BAN:NF]
RN: 61-80-3
UNII: 9DOW362Q29
InChIKey: YGCODSQDUUUKIV-UHFFFAOYSA-N

Note

  • A uricosuric and muscle relaxant. Zoxazolamine acts centrally as a muscle relaxant, but the mechanism of its action is not understood.

Molecular Formula

  • C7-H5-Cl-N2-O

Molecular Weight

  • 168.5825
 

Classification Codes

  • Antirheumatic Agents
  • Central Nervous System Agents
  • Drug / Therapeutic Agent
  • Gout Suppressants
  • Human Data
  • Muscle Relaxants, Central
  • Neuromuscular Agents
  • Peripheral Nervous System Agents
  • Renal Agents
  • Uricosuric Agents
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Names and Synonyms

Name of Substance

  • Zoxazolamine
  • Zoxazolamine [INN:BAN:NF]

MeSH Heading

  • Zoxazolamine

Synonyms

  • 2-Amino-5-chlorobenzoxazole
  • 5-Chloro-2-benzoxazolamine
  • AI3-63120
  • Contrazole
  • Deflexol
  • EINECS 200-519-4
  • Flexilon
  • Flexin
  • McN-485
  • NSC 24995
  • UNII-9DOW362Q29
  • USAF MA-12
  • Zossazolamina
  • Zossazolamina [DCIT]
  • Zoxamin
  • Zoxazolamina
  • Zoxazolamina [INN-Spanish]
  • Zoxazolamine
  • Zoxazolaminum
  • Zoxazolaminum [INN-Latin]
  • Zoxine

Systematic Names

  • 2-Amino-5-chlorobenzoxazole
  • 2-Benzoxazolamine, 5-chloro- (9CI)
  • Benzoxazole, 2-amino-5-chloro-
  • Zoxazolamine

Registry Numbers

CAS Registry Number

  • 61-80-3

FDA UNII

  • 9DOW362Q29

System Generated Number

  • 0000061803

Structure Descriptors

InChI

1S/C7H5ClN2O/c8-4-1-2-6-5(3-4)10-7(9)11-6/h1-3H,(H2,9,10)

InChIKey

YGCODSQDUUUKIV-UHFFFAOYSA-N

Smiles

c1cc2c(cc1Cl)nc(o2)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 117mg/kg (117mg/kg) AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)" Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 16, Pg. 319, 1957.
hamster LD50 intraperitoneal 268mg/kg (268mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: ATAXIA

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Journal of Pharmacology and Experimental Therapeutics. Vol. 129, Pg. 75, 1960.
hamster LD50 oral 670mg/kg (670mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: MUSCLE WEAKNESS
Journal of Pharmacology and Experimental Therapeutics. Vol. 129, Pg. 75, 1960.
human TDLo oral 14mg/kg/D (14mg/kg) BEHAVIORAL: STIFFNESS JAMA, Journal of the American Medical Association. Vol. 160, Pg. 745, 1956.
man TDLo oral 1607mg/kg/34W (1607mg/kg) LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED" JAMA, Journal of the American Medical Association. Vol. 176, Pg. 874, 1961.
mouse LD50 intraperitoneal 100mg/kg (100mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 intravenous 376mg/kg (376mg/kg)   "Principles of Medicinal Chemistry," Foye, W.O., et al., eds., Philadelphia, Lea & Febiger, 1974Vol. -, Pg. 246, 1974.
mouse LD50 oral 540mg/kg (540mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ATAXIA
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 128, Pg. 112, 1960.
rat LD50 intraperitoneal 102mg/kg (102mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Journal of Pharmacology and Experimental Therapeutics. Vol. 129, Pg. 75, 1960.
rat LD50 oral 782mg/kg (782mg/kg) AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)" Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 16, Pg. 319, 1957.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 184.5 deg C   EXP
log P (octanol-water) 2.46 (none)   EXP
Water Solubility 495 mg/L 25 EST
Vapor Pressure 4.62E-04 mm Hg 25 EST
Henry's Law Constant 1.80E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.88E-11 cm3/molecule-sec 25 EST

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