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| | 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 | | Product Categories: | | | Mol File: | 26786-32-3.mol |  |
| | LOFEPRAMINE HYDROCHLORIDE Chemical Properties |
| Melting point | 152-154° | | Fp | 9℃ | | storage temp. | 2-8°C | | solubility | DMSO: ~24 mg/mL | | form | solid | | color | off-white |
| 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) |
| | 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 HYDROCHLORIDE Preparation Products And Raw materials |
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