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146-22-5

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Basic Information
CAS No.: 146-22-5
Name: Nitrazepam
Article Data: 56
Molecular Structure:
Molecular Structure of 146-22-5 (Nitrazepam)
Formula: C15H11N3O3
Molecular Weight: 281.271
Synonyms: 1,3-Dihydro-7-nitro-5-phenyl-2H-1,4-benzodiazepine-2-one;7-Nitro-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one;Benzalin;Calsmin;Dormicum;Dormicum (anticonvulsant);Dormin 5;Eatan;Epibenzalin;Epinelbon;Eunoctin;Hipnax;Hipsal;Imeson;Insomin;Ipersed;LA 1;Megadon;Mogadan;Mogadon;Mogadone;N-Desmethylnimetazepam;NSC 58775;Nelbon;Neozepam;Neuchlonic;Nipam;Nitrados;Nitravet;Nitrazepam;Nitrenpax;Nitrosun;Noctesed;Paxisyn;Pelson;Radedorm;Relact;Remnos;Ro 4-5360;Ro 5-3059;Somitran;Somnased;Somnibel;Somnite;Sonebon;Sonnolin;Surem;Unisomnia;Xiaoxipan;2H-1,4-Benzodiazepin-2-one,1,3-dihydro-7-nitro-5-phenyl-;
EINECS: 205-665-2
Density: 1.4 g/cm3
Melting Point: 226-229 ºC
Boiling Point: 497 ºC at 760 mmHg
Flash Point: 254.4 ºC
Solubility: 76.9 mg/L 25 °C in water
Appearance: Pink Solid
Hazard Symbols:
Risk Codes: R22   
Safety: Poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion. Experimental reproductive effects. Mutation data reported. An anticonvulsant and hypnotic agent. When heated to decomposition it emits toxic fumes of NOx. See also DIAZEPAM.
PSA: 87.28000
LogP: 2.48110
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Chemistry

Molecular Structure of 1,3-Dihydro-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-one (CAS NO.146-22-5):

IUPAC Name: 7-Nitro-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one
Canonical SMILES: C1C(=O)NC2=C(C=C(C=C2)[N+](=O)[O-])C(=N1)C3=CC=CC=C3
InChI: 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
Molecular Weight: 281.26614 [g/mol]
Molecular Formula: C15H11N3O3
XLogP3: 2.2
H-Bond Donor: 1
H-Bond Acceptor: 4 
EINECS: 205-665-2 
Index of Refraction: 1.689
Molar Refractivity: 76.64 cm3
Molar Volume: 200.6 cm3
Surface Tension: 60.6 dyne/cm
Density: 1.4 g/cm3
Flash Point: 254.4 °C
Enthalpy of Vaporization: 76.49 kJ/mol
Boiling Point: 497 °C at 760 mmHg
Vapour Pressure: 5.15E-10 mmHg at 25 °C
Appearance: Pink Solid
Melting Point: 225 °C
Water Solubility: 76.9 mg/L 25 °C
Classification Code: 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

Uses

 1,3-Dihydro-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-one (CAS NO.146-22-5) is used as an anticonvulsant and hypnotic and it is used to controlled substance (depressant).

Toxicity Data With Reference

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.

Consensus Reports

EPA Genetic Toxicology Program.

Safety Profile

Poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion. Experimental reproductive effects. Mutation data reported. An anticonvulsant and hypnotic agent. When heated to decomposition it emits toxic fumes of NOx.
Safety Information of 1,3-Dihydro-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-one (CAS NO.146-22-5):
Hazard Codes: HarmfulXn
Risk Statements: 22 
R22:Harmful if swallowed.
Safety Statements: 36/37/39 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: 3249
WGK Germany: 3
RTECS: DF2450000
HazardClass: 6.1(b)
PackingGroup: III 

Specification

  1,3-Dihydro-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-one (CAS NO.146-22-5), its Synonyms are 2,3-Dihydro-7-nitro-5-phenyl-1H-1,4-benzodiazepin-2-on ; 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 ; Cerson ; Dormicum ; Dormicum (anticonvulsant) ; Dormin-5 ; Dormo-Puren ; Dumolid ; Mogadon ; N-Desmethylnimetazepam ; Nitrazepam .