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Substance Name: Flunitrazepam [USAN:INN:BAN:JAN]
RN: 1622-62-4
UNII: 620X0222FQ
InChIKey: PPTYJKAXVCCBDU-UHFFFAOYSA-N

Note

  • A benzodiazepine with pharmacologic actions similar to those of DIAZEPAM that can cause ANTEROGRADE AMNESIA. Some reports indicate that it is used as a date rape drug and suggest that it may precipitate violent behavior. The United States Government has banned the importation of this drug.

Molecular Formula

  • C16-H12-F-N3-O3

Molecular Weight

  • 313.2868
 

Classification Codes

Classification Codes

  • Anti-Anxiety Agents
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • GABA Agents
  • GABA Modulators
  • Human Data
  • 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

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

MeSH Heading

  • Flunitrazepam

Synonyms

  • 1,3-Dihydro-5-(o-fluorophenyl)-1-methyl-7-nitro-2H-1,4-benzodiazepin-2-one
  • 1-Methyl-7-nitro-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2(1H)-one
  • 5-(o-Fluorophenyl)-1,3-dihydro-1-methyl-7-nitro-2H-1,4-benzodiazepin-2-one
  • 5-24-04-00350 (Beilstein Handbook Reference)
  • BRN 0702691
  • CCRIS 5287
  • EINECS 216-597-8
  • Fluninoc
  • Flunipam
  • Flunitrazepam
  • Flunitrazepamum
  • Flunitrazepamum [INN-Latin]
  • HSDB 6960
  • Narcozep
  • Primun
  • Ro 5-4200
  • RO54200
  • Rohypnol
  • Roipnol
  • Silece
  • UNII-620X0222FQ

Systematic Names

  • 2H-1,4-Benzodiazepin-2-one, 1,3-dihydro-5-(2-fluorophenyl)-1-methyl-7-nitro-
  • 2H-1,4-Benzodiazepin-2-one, 5-(2-fluorophenyl)-1,3-dihydro-1-methyl-7-nitro-
  • Flunitrazepam

Superlist Names

  • DEA No. 2763
  • Flunitrazepam

Registry Numbers

CAS Registry Number

  • 1622-62-4

FDA UNII

  • 620X0222FQ

System Generated Number

  • 0001622624

Structure Descriptors

InChI

1S/C16H12FN3O3/c1-19-14-7-6-10(20(22)23)8-12(14)16(18-9-15(19)21)11-4-2-3-5-13(11)17/h2-8H,9H2,1H3

InChIKey

PPTYJKAXVCCBDU-UHFFFAOYSA-N

Smiles

c12C(=NCC(=O)N(c1ccc(c2)[N+](=O)[O-])C)c1c(cccc1)F

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 3478ug/kg (3.478mg/kg) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BEHAVIORAL: COMA

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION
Critical Care Medicine. Vol. 17, Pg. 1355, 1989.
human LDLo oral 430ug/kg (0.43mg/kg)   Journal of Analytical Toxicology. Vol. 11, Pg. 278, 1987.
human TDLo oral 184ug/kg (0.184mg/kg) BEHAVIORAL: COMA Journal of Analytical Toxicology. Vol. 11, Pg. 278, 1987.
infant TDLo oral 222ug/kg (0.222mg/kg) SENSE ORGANS AND SPECIAL SENSES: MIOSIS (PUPILLARY CONSTRICTION): EYE

BEHAVIORAL: GENERAL ANESTHETIC

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 38, Pg. 2597, 1996.
mouse LD50 intramuscular > 2gm/kg (2000mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 1277, 1985.
mouse LD50 intraperitoneal 1050mg/kg (1050mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 1277, 1985.
mouse LD50 oral 1200mg/kg (1200mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 1277, 1985.
mouse LD50 subcutaneous > 4gm/kg (4000mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 1277, 1985.
rat LD50 intramuscular > 2gm/kg (2000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: TREMOR
Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 1277, 1985.
rat LD50 intraperitoneal 1060mg/kg (1060mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 1277, 1985.
rat LD50 oral 415mg/kg (415mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE
Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 1277, 1985.
rat LD50 subcutaneous > 4gm/kg (4000mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Kiso to Rinsho. Clinical Report. Vol. 19, Pg. 1277, 1985.
women TDLo oral 127ug/kg (0.127mg/kg) BEHAVIORAL: COMA Archives of Internal Medicine. Vol. 145, Pg. 663, 1985.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 166-167 deg C   EXP
log P (octanol-water) 2.06 (none)   EXP
Water Solubility 72.8 mg/L 25 EST
Vapor Pressure 2.54E-09 mm Hg 25 EST
Henry's Law Constant 2.26E-11 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 6.05E-12 cm3/molecule-sec 25 EST

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