Basic information Safety Supplier Related

LOFEPRAMINE HYDROCHLORIDE

Basic information Safety Supplier Related

LOFEPRAMINE HYDROCHLORIDE Basic information

Product Name:
LOFEPRAMINE HYDROCHLORIDE
Synonyms:
  • N-(4-CHLOROBENZOYLMETHYL)-3-(10,11-DIHYDRO-5H-DIBENZ[B,F]AZEPIN-5-YL)-N-METHYLPROPYLAMINE HYDROCHLORIDE
  • LOFEPRAMINE HCL
  • LOFEPRAMINE HYDROCHLORIDE
  • 4’-chloro-2-((3-(10,11-dihydro-5h-dibenz(b,f)azepin-5-yl)propyl)methylamino)
  • acetophenone,4’-chloro-2-((3-(10,11-dihydro-5h-dibenz(b,f)azepin-5-yl)propyl)m
  • acetophenonehcl
  • clopepraminehydrochloride
  • db-2182
CAS:
26786-32-3
MF:
C26H28Cl2N2O
MW:
455.42
EINECS:
248-002-2
Mol File:
26786-32-3.mol
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LOFEPRAMINE HYDROCHLORIDE Chemical Properties

Melting point:
152-154°
Flash point:
9℃
storage temp. 
2-8°C
solubility 
DMSO: ~24 mg/mL
form 
solid
color 
off-white
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-37-53
Safety Statements 
22-24/25-26-28-36/37/39-38
RIDADR 
UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 
2
RTECS 
AM6485000
Toxicity
LD50 in mice, rats (mg/kg): >2500, >1000 orally; 920, >1000 i.p.; >1000, >1000 s.c. (Eriksoo, Rohte)

MSDS

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LOFEPRAMINE HYDROCHLORIDE Usage And Synthesis

Originator

Gamonil,E. Merck

Uses

Monoamine reuptake inhibitor; tricyclic antidepressant.

Uses

Lofepramine Hydrochloride is a tricyclic anti-depressent drug. Potent inhibitor of noradenaline uptake.

Definition

ChEBI: Lofepramine hydrochloride is a hydrochloride. It has a role as an antidepressant. It contains a lofepramine.

Manufacturing Process

9.8 parts of 10,11-dihydro-5H-dibenzo[b,f]azepine are dissolved in 10 parts of dry toluene and 3.1 parts of sodium amide are added and the mixture is refluxed and stirred for four hours. A solution of 13.5 parts of 1-(4- chlorophenyl)-2-[(3-chloropropyl)methylamino]ethanone in 20 parts of dry toluene is added dropwise and the mixture is stirred and refluxed for eight hours.
After cooling to room temperature water is carefully added to the reaction mixture and the toluene solution is extracted with water to which hydrochloric acid is added so that the aqueous phase obtains the pH-value of 5. The aqueous extract is discarded and the toluene phase is evaporated to dryness in vacuum. The residue is dissolved in 50 parts of methanol. Hydrogen gas is introduced to give the crystalline hydrochloride 1-(4-chlorophenyl)-2-((3- (10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl)methylamino)ethanone; MP: 154°-156°C. The hydrochloride may be removed by adding an equivalent of any base (triethyl amine, sodium hydroxide and so on).

Therapeutic Function

Antidepressant

LOFEPRAMINE HYDROCHLORIDESupplier

LGM Pharma
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