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846-49-1

846-49-1 Structure

846-49-1 Structure
IdentificationMore
[Name]

Lorazepam
[CAS]

846-49-1
[Synonyms]

7-CHLORO-5-[2-CHLOROPHENYL]-1,3-DIHYDRO-3-HYDROXY-2H-1,4-BENZODIAZEPIN-2-ONE
ATIVAN
AURORA KA-7219
EMOTIVAL
LORAX
(+/-)-LORAZEPAM
LORAZEPAM
LORSILAN
WY 4036
(+-)-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
demethyllormetazepam
norlormetazepam
o-Chlorooxazepam
[EINECS(EC#)]

212-687-6
[Molecular Formula]

C15H10Cl2N2O2
[MDL Number]

MFCD00063406
[Molecular Weight]

321.16
[MOL File]

846-49-1.mol
Chemical PropertiesBack Directory
[Appearance]

White Crystalline Solid
[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.
[pka]

pK1 1.3; pK2 11.5(at 25℃)
[Water Solubility ]

54mg/L(temperature not stated)
[Usage]

An anxiolytic, and anticonvulsant. Controlled substance (depressant)
[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]

846-49-1(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn,T,F
[Risk Statements ]

R63:Possible risk of harm to the unborn child.
R39/23/24/25:Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R11:Highly Flammable.
[Safety Statements ]

S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S16:Keep away from sources of ignition-No smoking .
[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)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Chloroacetyl chloride-->2,5-Dichlorobenzophenone-->Sodium hydroxide-->Methylamine-->HYDROXYLAMINE-->Acetic anhydride-->5-dichlorobenzophenone
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

7-Chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepin-2-one(846-49-1).msds
Hazard InformationBack Directory
[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.
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