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Lorazepam

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Lorazepam Basic information

Product Name:
Lorazepam
Synonyms:
  • (±)-Lorazepam solution
  • 8133 CB
  • 7-chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-1,4-benzodiazepin-2-one
  • 7-Chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepine-2-one
  • Lorazepam CIV (200 mg)I1D4040.998mg/mg(ai)
  • Lorazepam CIV (200 mg)
  • Acetonitrile( Test Lorazepam, 1.0 mg/mL )
  • LorazepaM (CIV), USP
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
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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)
Flash point:
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.
pka
pK1 1.3; pK2 11.5(at 25℃)
Water Solubility 
54mg/L(temperature not stated)
BCS Class
1
Stability:
hygroscopic
CAS DataBase Reference
846-49-1(CAS DataBase Reference)
NIST Chemistry Reference
Lorazepam(846-49-1)
EPA Substance Registry System
Lorazepam (846-49-1)
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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
Toxicity
LD50 in mice, rats (mg/kg): 3178, >5000 orally (Owen)

MSDS

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Lorazepam Usage And Synthesis

Chemical Properties

White Crystalline Solid

Originator

Tavor,Wyeth,Italy,1972

Uses

An anxiolytic, and anticonvulsant. Controlled substance (depressant)

Definition

ChEBI: Lorazepam is a benzodiazepine.

Manufacturing Process

The 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 name

Ativan (Baxter Healthcare); Ativan (Biovail); Loraz (Quantum Pharmics).

Therapeutic Function

Tranquilizer

General Description

Lorazepam, 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 Activity

Ligand at the GABA A receptor benzodiazepine modulatory site. Anxiolytic, anticonvulsant and sedative/hypnotic agent.

Lorazepam Preparation Products And Raw materials

Raw materials

LorazepamSupplier