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LOFEPRAMINE

Product Name
LOFEPRAMINE
CAS No.
23047-25-8
Chemical Name
LOFEPRAMINE
Synonyms
Amplit;Gamanil;Leo 640;Lopramine;LOFEPRAMINE;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]-;1-(4-Chlorophenyl)-2-[[3-(10,11-dihydro-5H-dibenz(Z)[b,f]azepin-5-yl)propyl]methylamino]ethanone
CBNumber
CB7799244
Molecular Formula
C26H27ClN2O
Formula Weight
418.96
MOL File
23047-25-8.mol
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LOFEPRAMINE Property

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
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Safety

Hazardous Substances Data
23047-25-8(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H335May cause respiratory irritation

H413May cause long lasting harmful effects to aquatic life

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
20813
Product name
Lofepramine
Purity
≥95%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
20813
Product name
Lofepramine
Purity
≥95%
Packaging
5mg
Price
$100
Updated
2024/03/01
Cayman Chemical
Product number
20813
Product name
Lofepramine
Purity
≥95%
Packaging
10mg
Price
$139
Updated
2024/03/01
Cayman Chemical
Product number
20813
Product name
Lofepramine
Purity
≥95%
Packaging
50mg
Price
$533
Updated
2024/03/01
Tocris
Product number
2545
Product name
Lofepramine
Purity
≥99%(HPLC)
Packaging
50
Price
$605
Updated
2021/12/16
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LOFEPRAMINE Chemical Properties,Usage,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

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LOFEPRAMINE Suppliers

J & K SCIENTIFIC LTD.
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010-82848833 400-666-7788
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3B Pharmachem (Wuhan) International Co.,Ltd.
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Shanghai Chaolan Chemical Technology Center
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Amadis Chemical Company Limited
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Shenzhen Polymeri Biochemical Technology Co., Ltd.
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Energy Chemical
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23047-25-8, LOFEPRAMINERelated Search:


  • 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
  • 23047-25-8
  • C26H27ClN2O
  • C26H27N2OCl
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals