Lorazepam

Lorazepam Basic information
Product Name:Lorazepam
Synonyms:8133 CB;7-Chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepine-2-one;Lorazepam CIV (200 mg);Acetonitrile( Test Lorazepam, 1.0 mg/mL );LorazepaM (CIV), USP;(+-)-lorazepammethanolsolution;1,4-benzodiazepin-2-one,7-chloro-5-(o-chlorophenyl)-1,3-dihydro-3-hydroxy-2;2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(o-chlorophenyl)-1,3-dihydro-3-hydroxy-
CAS:846-49-1
MF:C15H10Cl2N2O2
MW:321.16
EINECS:212-687-6
Product Categories:API's;Intermediates & Fine Chemicals;Pharmaceuticals;Isotope Labeled Compounds
Mol File:846-49-1.mol
Lorazepam Structure
Lorazepam Chemical Properties
Melting point 166-168°C
Boiling point 533.8±50.0 °C(Predicted)
density 1.4835 (rough estimate)
refractive index 1.6070 (estimate)
Fp 11 °C
storage temp. −20°C
solubility Practically insoluble in water, sparingly soluble in ethanol (96 per cent), sparingly soluble or slightly soluble in methylene chloride.
pkapK1 1.3; pK2 11.5(at 25℃)
Water Solubility 54mg/L(temperature not stated)
BCS Class1
Stability:hygroscopic
CAS DataBase Reference846-49-1(CAS DataBase Reference)
NIST Chemistry ReferenceLorazepam(846-49-1)
EPA Substance Registry SystemLorazepam (846-49-1)
Safety Information
Hazard Codes Xn,T,F
Risk Statements 63-39/23/24/25-23/24/25-11-36-20/21/22
Safety Statements 36/37-45-16
RIDADR UN 1230 3/PG 2
WGK Germany 3
RTECS DF0350000
HS Code 2933910000
ToxicityLD50 in mice, rats (mg/kg): 3178, >5000 orally (Owen)
Lorazepam Usage And Synthesis
Chemical PropertiesWhite Crystalline Solid
OriginatorTavor,Wyeth,Italy,1972
UsesAn anxiolytic, and anticonvulsant. Controlled substance (depressant)
DefinitionChEBI: Lorazepam is a benzodiazepine.
Manufacturing ProcessThe starting material was 2-amino-2',5-dichlorobenzophenone which was reacted with hydroxylamine and then with chloroacetyl chloride. The intermediate thus obtained is reacted with methylamine and then with acetic anhydride.
To a slightly warm suspension of 3-acetoxy-7-chloro-5-(o-chlorophenyl)-1,3- dihydro-2H-1,4-benzodiazepin-2-one thus obtained was added 4N sodium hydroxide solution with stirring. All the solid dissolved and soon a thick white solid precipitated out. The solid was filtered, washed well with water and recrystallized from ethanol. The product was isolated as a solvate with 1 mol of ethanol. When heated it loses the ethanol of solvation and melts at 166°C to 168°C.
Brand nameAtivan (Baxter Healthcare); Ativan (Biovail); Loraz (Quantum Pharmics).
Therapeutic FunctionTranquilizer
General DescriptionLorazepam, 7-chloro-5-(2-chlorophenyl)-3-dihydro-3-hydroxy-2H-1,4-benzodiazepine-2-one(Ativan), is the 2'-chloro derivative of oxazepam. In keepingwith overall SARs, the 2'-chloro substituent increases activity.As with oxazepam, metabolism is relatively rapid anduncomplicated because of the 3-hydroxyl group in the compound.Thus, it also has short half-life (2–6 hours) and similarpharmacological activity.
Biological ActivityLigand at the GABA A receptor benzodiazepine modulatory site. Anxiolytic, anticonvulsant and sedative/hypnotic agent.
(R)-Lorazepam LORAZEPAM-D4,100/MLINACETONITRILE,LORAZEPAM-D4 LORAZEPAM GLUCURONIDE lorazepam acetate,Lorazepam 3-acetate 3-(4-acetamido)-butyrril-lorazepam LORAZEPAM RELATED COMPOUND C (25 MG) (6-CHLORO-4-(O-CHLOROPHENYL)-2-QUINAZOLINECARBOX-ALDEHYDE) (S)-Lorazepam LORAZEPAM [CONTROLLED SUBSTANCE] (S)-Lorazepam acetate lorazepam hemisuccinate LORAZEPAM,1.0MG/MLINACETONITRILE LORAZEPAM FOR SYSTEM SUITABILITY LORAZEPAM IMP. C (EP): 7-CHLORO-5-(2-CHLOROPHENYL)-1,3-DIHYDRO-4-OXIDE-2H-1,4-BENZODIAZEPIN-2-ONE CHLOROPHOSPHONAZO III LORAZEPAM RELATED COMPOUND D (25 MG) (6-CHLORO-4-(O-CHLOROPHENYL)-2-QUINAZOLINECAR-BOXYLIC ACID) LORAZEPAM - * PSY LORAZEPAM IMP. E (EP): [6-CHLORO-4-(2-CHLOROPHENYL)-2-QUINAZOLIN]CARBOXALDEHYDE Lorazepam7-Chloro-2-Oxo-5-(2-Chlorohenyl)-1,4-Benzodiazepine-4-Oxide

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