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Lorazepam

CAS No.
846-49-1
Chemical Name:
Lorazepam
Synonyms
ATIVAN;(±)-Lorazepam solution;Lorazepam CIV (200 mg)I1D4040.998mg/mg(ai);7-chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-1,4-benzodiazepin-2-one;Quait;Tavor;Wypax;LORAX;Wy-403;8133 CB
CBNumber:
CB9393402
Molecular Formula:
C15H10Cl2N2O2
Molecular Weight:
321.16
MDL Number:
MFCD00063406
MOL File:
846-49-1.mol
Last updated:2023-06-08 09:03:07

Lorazepam 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)
FDA UNII O26FZP769L
NCI Dictionary of Cancer Terms lorazepam
NCI Drug Dictionary Ativan
ATC code N05BA06,N05BA56
Proposition 65 List Lorazepam
NIST Chemistry Reference Lorazepam(846-49-1)
EPA Substance Registry System Lorazepam (846-49-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Warning
Hazard statements  H361
Precautionary statements  P201-P202-P280-P308+P313-P405-P501
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)
NFPA 704
3
2 0

Lorazepam Chemical Properties,Uses,Production

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

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- 7-Chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-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 delormetazepam AURORA KA-7219 EMOTIVAL (+/-)-LORAZEPAM LORAZEPAM WY 4036 (+-)-lorazepam--dea schedule iv item Wy-403 LORAZEPAM,USP Alzapam 9-chloro-6-(2-chlorophenyl)-4-hydroxy-2,5-diazabicyclo[5.4.0]undeca-5,8,10,12-tetraen-3-one demethyllormetazepam norlormetazepam o-Chlorooxazepam o-Chloroxazepam Punktyl Quait Securit Sedatival Sedazin Somagerol Tavor Temesta Wypax 7-CHLORO-5-[2-CHLOROPHENYL]-1,3-DIHYDRO-3-HYDROXY-2H-1,4-BENZODIAZEPIN-2-ONE LORSILAN LORAX Lorazepam (CRM) 7-chloro-5-(2-chlorophenyl)-3-hydroxy-1H-benzo[e][1,4]diazepin-2(3H)-one Lorazepam USP/EP/BP Lorazepam tablets (2.5 mg) (±)-Lorazepam solution 7-chloro-5-(2-chlorophenyl)-3-hydroxy-1,3-dihydro-1,4-benzodiazepin-2-one Lorazepam CIV (200 mg)I1D4040.998mg/mg(ai) ATIVAN 846-49-1 C15H10C12N2O2 C1313C2H10Cl2N15NO2 API's Intermediates & Fine Chemicals Pharmaceuticals Isotope Labeled Compounds