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LOFEPRAMINE

CAS No.
23047-25-8
Chemical Name:
LOFEPRAMINE
Synonyms
Amplit;Gamanil;Leo 640;Lopramine;LOFEPRAMINE;Lofepramine in methanol;Inhibitor,inhibit,Lofepramine;4'-Chloro-2-[[3-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl-methylamino]acetophenone;1-(4-Chlorophenyl)-2-[[3-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl]methylamino]ethanone;Ethanone, 1-(4-chlorophenyl)-2-[[3-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl]methylamino]-
CBNumber:
CB7799244
Molecular Formula:
C26H27ClN2O
Molecular Weight:
418.96
MDL Number:
MFCD00865465
MOL File:
23047-25-8.mol
Last updated:2024-11-19 15:53:33

LOFEPRAMINE Properties

Melting point 103-105°C
vapor pressure 0Pa at 25℃
storage temp. Store at +4°C
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
color Light Yellow to Light Beige
Water Solubility 2.04mg/L at 25℃
Stability Unstable in Solution
FDA UNII OCA4JT7PAW
ATC code N06AA07

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H335-H413
Precautionary statements  P261-P264-P273-P304+P340+P312-P403+P233-P501

LOFEPRAMINE price More Price(16)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 20813 Lofepramine ≥95% 23047-25-8 1mg $32 2024-03-01 Buy
Cayman Chemical 20813 Lofepramine ≥95% 23047-25-8 5mg $100 2024-03-01 Buy
Cayman Chemical 20813 Lofepramine ≥95% 23047-25-8 10mg $139 2024-03-01 Buy
Cayman Chemical 20813 Lofepramine ≥95% 23047-25-8 50mg $533 2024-03-01 Buy
Tocris 2545 Lofepramine ≥99%(HPLC) 23047-25-8 50 $605 2021-12-16 Buy
Product number Packaging Price Buy
20813 1mg $32 Buy
20813 5mg $100 Buy
20813 10mg $139 Buy
20813 50mg $533 Buy
2545 50 $605 Buy

LOFEPRAMINE Chemical Properties,Uses,Production

Description

Lofepramine is a first generation tricyclic antidepressant that is extensively metabolized to desipramine. It potently inhibits serotonin and norepinephrine transporters (Kds = 70 and 5.4 nM, respectively) and less potently antagonizes serotonin, histamine, and muscarinic receptors.

Chemical Properties

Light Yellow Solid

Originator

Gamonil,E. Merck

Uses

Psychotropic drug related to imipramine. Antidepressant.

Definition

ChEBI: Lofepramine is a dibenzoazepine, a member of monochlorobenzenes, a tertiary amino compound and an aromatic ketone. It has a role as an antidepressant.

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

Biological Activity

Serotonin and noradrenalin re-uptake inhibitor (SNRI) that is metabolized to desipramine. Produces inhibition of liver tryptophan pyrollase activity in vitro and displays antidepressant properties in vivo .

Mechanism of action

Lofepramine differs from imipramine by the attachment of a p-chlorophenacyl moiety to the N-aminopropyl side chain. This change confers enhanced lipophilicity and the potential of more rapid distribution into the CNS with greater in vitro affinity and selectivity for NET. Its mechanism of antidepressant action is attributed to its rapid metabolism to the secondary amine metabolite, desipramine, which selectively inhibits the neuronal uptake of NE.

LOFEPRAMINE Preparation Products And Raw materials

Raw materials

Preparation Products

LOFEPRAMINE Suppliers

Global( 47)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32165 58
Hangzhou MolCore BioPharmatech Co.,Ltd.
+86-057181025280; +8617767106207 sales@molcore.com China 49734 58
Jilin Chinese Academy of Sciences-yanshen Technology
+undefined18143011203 info@chemextension.com China 42056 58
Aladdin Scientific
+1-+1(833)-552-7181 sales@aladdinsci.com United States 57505 58
Amadis Chemical Company Limited
571-89925085 sales@amadischem.com China 131957 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 94657 76
3B Pharmachem (Wuhan) International Co.,Ltd. 821-50328103-801 18930552037 3bsc@sina.com China 15839 69
LGM Pharma 1-(800)-881-8210 inquiries@lgmpharma.com United States 2123 70
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32321 50
Shanghai Lollane Biological Technology Co.,Ltd. 021-52996696,15000506266 15000506266 China 4512 55

View Lastest Price from LOFEPRAMINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Lofepramine pictures 2024-11-19 Lofepramine
23047-25-8
US $66.00-188.00 / mg 98.38% 10g TargetMol Chemicals Inc.
  • Lofepramine pictures
  • Lofepramine
    23047-25-8
  • US $66.00-188.00 / mg
  • 98.38%
  • TargetMol Chemicals Inc.
LOFEPRAMINE Gamanil 1-(4-Chlorophenyl)-2-[[3-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl]methylamino]ethanone 4'-Chloro-2-[[3-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl-methylamino]acetophenone Amplit Leo 640 Lopramine 1-(4-Chlorophenyl)-2-[[3-(10,11-dihydro-5H-dibenz(Z)[b,f]azepin-5-yl)propyl]methylamino]ethanone Ethanone, 1-(4-chlorophenyl)-2-[[3-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl]methylamino]- 1-(4-Chlorophenyl)-2-((3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)propyl)(methyl)amino)ethan-1-one Inhibitor,inhibit,Lofepramine 2-[(3-{2-azatricyclo[9.4.0.03,?]pentadeca-1(11),3,5,7,12,14-hexaen-2-yl}propyl)(methyl)amino]-1-(4-chlorophenyl)ethan-1-one Lofepramine in methanol 23047-25-8 C26H27ClN2O C26H27N2OCl Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals