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Substance Name: Nimorazole [INN:BAN]
RN: 6506-37-2
UNII: 469ULX0H4G
InChIKey: MDJFHRLTPRPZLY-UHFFFAOYSA-N

Note

  • An antitrichomonal agent which is effective either topically or orally and whose urinary metabolites are also trichomonicidal.

Molecular Formula

  • C9-H14-N4-O3

Molecular Weight

  • 226.235
 

Classification Codes

  • Anti-Infective Agents
  • Antiparasitic Agents
  • Antiprotozoal Agents
  • Antitrichomonal Agents
  • Mutation Data
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Nimorazole
  • Nimorazole [INN:BAN]

MeSH Heading

  • Nimorazole

Synonyms

  • 1-(2-N-Morpholinylethyl)-5-nitroimidazole
  • 1-(beta-Morpholinoethyl)-5-nitroimidazole
  • 1-(N-p-Ethylmorpholine)-5-nitroimidazole
  • 4-(2-(5-Nitroimidazol-1-yl)ethyl)-morpholine
  • 4-(2-(5-Nitroimidazol-1-yl)ethyl)morpholine
  • Acterol
  • Acterol forte
  • BRN 0533758
  • EINECS 229-394-4
  • Esclama
  • K 1900
  • K-1900
  • N-2-Morpholinoethyl-5-nitroimidazole
  • Naxofem
  • Naxogin
  • Nimorazol
  • Nimorazol [INN-Spanish]
  • Nimorazole
  • Nimorazolo
  • Nimorazolo [DCIT]
  • Nimorazolum
  • Nimorazolum [INN-Latin]
  • Nitrimidazine
  • NSC 107524
  • Nulogyl
  • Sirledi
  • UNII-469ULX0H4G

Systematic Names

  • 4-(2-(5-Nitroimidazol-1-yl)ethyl)morpholine
  • Morpholine, 4-(2-(5-nitro-1H-imidazol-1-yl)ethyl)- (9CI)
  • Morpholine, 4-(2-(5-nitroimidazol-1-yl)ethyl)-
  • Nimorazole

Registry Numbers

CAS Registry Number

  • 6506-37-2

FDA UNII

  • 469ULX0H4G

System Generated Number

  • 0006506372

Structure Descriptors

InChI

1S/C9H14N4O3/c14-13(15)9-7-10-8-12(9)2-1-11-3-5-16-6-4-11/h7-8H,1-6H2

InChIKey

MDJFHRLTPRPZLY-UHFFFAOYSA-N

Smiles

n1(c(cnc1)[N+](=O)[O-])CCN1CCOCC1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1200mg/kg (1200mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 1408, 1971.
mouse LD50 oral 1530mg/kg (1530mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Journal of Medicinal Chemistry. Vol. 21, Pg. 781, 1978.
mouse LD50 subcutaneous 1140mg/kg (1140mg/kg) SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 1408, 1971.
rat LD50 intraperitoneal 1200mg/kg (1200mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 1403, 1971.
rat LD50 oral 1540mg/kg (1540mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 1403, 1971.
rat LD50 subcutaneous 1090mg/kg (1090mg/kg) BEHAVIORAL: EXCITEMENT Kiso to Rinsho. Clinical Report. Vol. 5, Pg. 1403, 1971.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 110-111 deg C   EXP
log P (octanol-water) 0.07 (none)   EXP
Water Solubility 1.15E+05 mg/L 25 EST
Vapor Pressure 8.82E-07 mm Hg 25 EST
Henry's Law Constant 1.43E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.57E-10 cm3/molecule-sec 25 EST

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