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Substance Name: Lorazepam [USAN:USP:INN:BAN:JAN]
RN: 846-49-1
UNII: O26FZP769L
InChIKey: DIWRORZWFLOCLC-UHFFFAOYSA-N

Note

  • A benzodiazepine used as an anti-anxiety agent with few side effects. It also has hypnotic, anticonvulsant, and considerable sedative properties and has been proposed as a preanesthetic agent.

Molecular Formula

  • C15-H10-Cl2-N2-O2

Molecular Weight

  • 321.162
 

Classification Codes

Classification Codes

  • Anti-Anxiety Agents
  • Anticonvulsants
  • Antiemetics
  • Autonomic Agents
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • GABA Agents
  • GABA Modulators
  • Gastrointestinal Agents
  • Human Data
  • Hypnotics and Sedatives
  • Neurotransmitter Agents
  • Peripheral Nervous System Agents
  • Psychotropic Drugs
  • Reproductive Effect
  • Tranquilizer (Minor)
  • Tranquilizing Agents

Superlist Classification Code

  • DEA Schedule IV

Names and Synonyms

Name of Substance

  • Lorazepam
  • Lorazepam [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Lorazepam

Synonyms

  • (+-)-7-Chloro-5-(o-chlorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepin-2-one
  • 2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-, (+-)-
  • 5-25-02-00248 (Beilstein Handbook Reference)
  • 7-Chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepin-2-one
  • 7-Chloro-5-(2-chlorophenyl)-3-hydroxy-1H-1,4-benzodiazepin-2(3H)-one
  • 7-Chloro-5-(o-chlorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepin-2-one
  • Almazine
  • Anxiedin
  • Anxira
  • Anzepam
  • Aplacasse
  • Aplacassee
  • Apo-Lorazepam
  • Aripax
  • Ativan
  • Azurogen
  • Bonatranquan
  • Bonton
  • BRN 0759084
  • Delormetazepam
  • Demethyllormetazepam
  • Donix
  • Duralozam
  • Efasedan
  • EINECS 212-687-6
  • Emotion
  • Emotival
  • Equitam
  • Idalprem
  • Kalmalin
  • Larpose
  • Laubeel
  • Lomesta
  • Lopam
  • Lorabenz
  • Lorafen
  • Loram
  • Lorans
  • Lorapam
  • Lorat
  • Lorax
  • Loraz
  • Lorazene
  • Lorazep
  • Lorazepam
  • Lorazepam Fabra
  • Lorazepam Genericon
  • Lorazepam intensol
  • Lorazepam Lannacher
  • Lorazepam Medical
  • Lorazepam preservative free
  • Lorazepam-Efeka
  • Lorazepamum
  • Lorazepamum [INN-Latin]
  • Lorazepan Chobet
  • Lorazepan Richet
  • Lorazin
  • Lorazon
  • Lorenin
  • Loridem
  • Lorivan
  • Lorsedal
  • Lorzem
  • Lozepam
  • Max Pax
  • Merlit
  • Nervistop L
  • Nervistopl
  • NIC
  • Norlormetazepam
  • Novhepar
  • Novolorazem
  • NSC 289758
  • Nu Loraz
  • o-Chlorooxazepam
  • o-Chloroxazepam
  • Orfidal
  • Punktyl
  • Quait
  • Renaquil
  • Rocosgen
  • Sedatival
  • Sedizepan
  • Sidenar
  • Silence
  • Sinestron
  • Stapam
  • Tavor
  • Temesta
  • Titus
  • Tolid
  • Tranqipam
  • Trapax
  • UNII-O26FZP769L
  • Upan
  • Vigiten
  • WY 4036
  • Wy-4036
  • Wypax

Systematic Names

  • 2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-
  • Lorazepam

Superlist Names

  • DEA No. 2885
  • Lorazepam

Registry Numbers

CAS Registry Number

  • 846-49-1

FDA UNII

  • O26FZP769L

System Generated Number

  • 0000846491

Structure Descriptors

InChI

1S/C15H10Cl2N2O2/c16-8-5-6-12-10(7-8)13(19-15(21)14(20)18-12)9-3-1-2-4-11(9)17/h1-7,15,21H,(H,18,20)

InChIKey

DIWRORZWFLOCLC-UHFFFAOYSA-N

Smiles

C1(=NC(C(=O)Nc2c1cc(cc2)Cl)O)c1ccccc1Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo oral 71ug/kg (0.071mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: GENERAL ANESTHETIC

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
Toxicology Letters. Vol. 2, Pg. 109, 1978.
child TDLo oral 1208ug/kg (1.208mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

LUNGS, THORAX, OR RESPIRATION: PLEURAL THICKENING
Pediatric Emergency Care. Vol. 11, Pg. 32, 1995.
dog LD50 intramuscular > 25mg/kg (25mg/kg) BEHAVIORAL: ATAXIA

GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 1065, 1971.
dog LD50 oral > 2gm/kg (2000mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: ATAXIA
Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 1065, 1971.
human TDLo oral 21ug/kg (0.021mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ALTERATION OF CLASSICAL CONDITIONING
Clinical Pharmacology and Therapeutics Vol. 39, Pg. 526, 1986.
human TDLo oral 28ug/kg (0.028mg/kg) BEHAVIORAL: CHANGES IN PSYCHOPHYSIOLOGICAL TESTS Journal of Clinical Psychiatry. Vol. 46, Pg. 137, 1985.
mouse LD50 intramuscular 70mg/kg (70mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 1065, 1971.
mouse LD50 intraperitoneal 1810mg/kg (1810mg/kg)   Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. Vol. 1, Pg. 5, 1974.
mouse LD50 oral 1850mg/kg (1850mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 680, 1977.
mouse LD50 subcutaneous > 10gm/kg (10000mg/kg)   Jitchuken Zenrinsho Kenkyuho. Central Institute for Experimental Animals, Research Reports. Vol. 1(1), Pg. 5, 1974.
rat LD50 intramuscular 59mg/kg (59mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 1065, 1971.
rat LD50 intraperitoneal 870mg/kg (870mg/kg)   Pharmacology: International Journal of Experimental and Clinical Pharmacology. Vol. 10, Pg. 345, 1973.
rat LD50 oral 4500mg/kg (4500mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 680, 1977.
rat LD50 subcutaneous > 10gm/kg (10000mg/kg)   Yakkyoku. Pharmacy. Vol. 28, Pg. 1475, 1977.
women TDLo oral 380ug/kg/19D- (0.38mg/kg) BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE

BLOOD: APLASTIC ANEMIA
British Medical Journal. Vol. 296, Pg. 1332, 1988.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 167 deg C   EXP
pKa Dissociation Constant 13 (none)   EXP
log P (octanol-water) 2.39 (none)   EXP
Water Solubility 80 mg/L   EXP
Vapor Pressure 7.95E-13 mm Hg 25 EST
Henry's Law Constant 4.10E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.12E-11 cm3/molecule-sec 25 EST

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