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Substance Name: Nitrazepam [USAN:INN:BAN:JAN]
RN: 146-22-5
UNII: 9CLV70W7HS
InChIKey: KJONHKAYOJNZEC-UHFFFAOYSA-N

Note

  • A benzodiazepine derivative used as an anticonvulsant and hypnotic.

Molecular Formula

  • C15-H11-N3-O3

Molecular Weight

  • 281.2699
 

Classification Codes

Classification Codes

  • Anti-Anxiety Agents
  • Anticonvulsant
  • Anticonvulsants
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • GABA Agents
  • GABA Modulators
  • Hypnotics and Sedatives
  • Mutation Data
  • Neurotransmitter Agents
  • Psychotropic Drugs
  • Reproductive Effect
  • Sedative-Hypnotic
  • Tranquilizing Agents

Superlist Classification Code

  • DEA Schedule IV
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Names and Synonyms

Name of Substance

  • Nitrazepam
  • Nitrazepam [USAN:INN:BAN:JAN]

MeSH Heading

  • Nitrazepam

Synonyms

  • 1,3-Dihydro-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-one
  • 2,3-Dihydro-7-nitro-5-phenyl-1H-1,4-benzodiazepin-2-on
  • 5-24-04-00344 (Beilstein Handbook Reference)
  • 7-Nitro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one
  • 7-Nitro-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one
  • Apodorm
  • Atempol
  • Benzalin
  • BRN 0757185
  • Calsmin
  • CCRIS 1931
  • Cerson
  • Dormicum
  • Dormicum (anticonvulsant)
  • Dormin-5
  • Dormo-Puren
  • Dumolid
  • Eatan N
  • EINECS 205-665-2
  • Epibenzalin
  • Epinelbon
  • Eunoctin
  • Gerson
  • Hipnax
  • Hipsal
  • Ibrovek
  • Imeson
  • Imesont
  • LA 1
  • LA 1 (VAN)
  • Mitidin
  • Mogadon
  • N-Desmethylnimetazepam
  • Nelbon
  • Nelmat
  • Neozepam
  • Neuchlonic
  • Nitrados
  • Nitrazepam
  • Nitrazepamum
  • Nitrazepamum [INN-Latin]
  • Nitrenpax
  • NSC 58775
  • NSC-58775
  • Paxisyn
  • Pelson
  • Persopit
  • Radedorm
  • Relact
  • Remnos
  • Ro 4-5360
  • Ro 5-3059
  • S 2000
  • Somitran
  • Sonebon
  • Sonnolin
  • Surem
  • Trazenin
  • UNII-9CLV70W7HS
  • Unisomnia

Systematic Names

  • 2H-1,4-Benzodiazepin-2-one, 1,3-dihydro-7-nitro-5-phenyl-
  • Nitrazepam

Superlist Names

  • DEA No. 2834
  • Nitrazepam

Registry Numbers

CAS Registry Number

  • 146-22-5

FDA UNII

  • 9CLV70W7HS

System Generated Number

  • 0000146225

Structure Descriptors

InChI

1S/C15H11N3O3/c19-14-9-16-15(10-4-2-1-3-5-10)12-8-11(18(20)21)6-7-13(12)17-14/h1-8H,9H2,(H,17,19)

InChIKey

KJONHKAYOJNZEC-UHFFFAOYSA-N

Smiles

c12C(=NCC(=O)Nc1ccc(c2)[N+](=O)[O-])c1ccccc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 11mg/kg (11mg/kg) BEHAVIORAL: EXCITEMENT

VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 38, Pg. 2597, 1996.
mouse LD50 intraperitoneal 275mg/kg (275mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 165, 1972.
mouse LD50 intravenous 130mg/kg (130mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01434,
mouse LD50 oral 550mg/kg (550mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT
Vsesoyuznyi Institut Nauchnoi i Tekhnicheskoi Informatsii Vol. #3206-79,
mouse LD50 subcutaneous > 400mg/kg (400mg/kg) BEHAVIORAL: EXCITEMENT Schweizerische Medizinische Wochenschrift. Vol. 95, Pg. 334, 1965.
rabbit LD50 intravenous 520mg/kg (520mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 165, 1972.
rabbit LD50 oral 520mg/kg (520mg/kg)   Schweizerische Medizinische Wochenschrift. Vol. 95, Pg. 334, 1965.
rat LD50 intraperitoneal 733mg/kg (733mg/kg) BEHAVIORAL: ANTICONVULSANT Journal of Medicinal Chemistry. Vol. 20, Pg. 952, 1977.
rat LD50 oral 825mg/kg (825mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 225 deg C   EXP
log P (octanol-water) 2.25 (none)   EXP
Water Solubility 76.9 mg/L 25 EST
Vapor Pressure 4.78E-10 mm Hg 25 EST
Henry's Law Constant 9.47E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 6.86E-12 cm3/molecule-sec 25 EST

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