4-fluoro-4- (4-methyl-piperidino) butyrophenone
|Molecular formula||C 16 H 22 FNO|
|External identifiers / databases|
|Mechanism of action||
Blockade of postsynaptic D2 receptors in the mesolimbic or mesocortical system
|Molar mass||263.35 g · mol -1|
|As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .|
Melperon is a neuroleptic from the class of butyrophenones . Pharmacologically , it is assigned to the typical neuroleptics. The antipsychotic potency (reference is chlorpromazine ) is inferior to the sedative component. It is mainly used for states of excitement, tension and sleep disorders. Melperon has a very low incidence of so-called EPS ( extrapyramidal disorders ), compared with other medium- and low-potency neuroleptics , it has a low impact on the cardiovascular system and a very low delirium- inducing effect, so that it is often used in gerontopsychiatric patients.
As already mentioned, Melperon v. a. Use for excitement, tension and sleep disorders (doses of 10–100 mg / day or at night), but it is also used for states of confusion and alcoholic delirium (doses of 50–200 mg / day). Another indication is an additional medication for anxious-depressive patients with possible sleep disorders (doses 25–75 mg / day or at night). An antipsychotic ( counteracting positive symptoms ) effect is only achieved with high doses (approx. 200–400 mg / day), but Melperon is rarely used in this indication.
Melperon has a relatively weak antidopaminergic effect by blocking postsynaptic D 2 receptors in the mesolimbic or mesocortical areas; Medium to high affinity and binding only for a short time (so-called “hit-and-run effect”); In the nigrostriatal region, the D 2 antagonism is even lower, hence the low incidence of EPS. Serotonin blockade also contributes to the effect.
Melperon is rapidly and almost completely absorbed after oral administration and is subject to a high first-pass effect. c max is reached within 1–3 hours; Distribution volume V d = approx. 7–10 l · kg −1 , plasma protein binding approx. 50%, half-life T β (1/2) = approx. 6–8 hours (steady state). Melperon is rapidly and almost completely metabolised in the liver. The elimination occurs primarily renally (through the kidneys ), mostly as metabolites (intensive metabolism).
The synthesis takes place from 4-methylpiperidine and 4-chloro-4'-fluorobutyrophenone by a nucleophilic substitution .
Buronil (A), Melneurin (D), Eunerpan (D), numerous generics (D), Bunil (P)
- The Merck Index : An Encyclopedia of Chemicals, Drugs, and Biologicals , 14th Edition (Merck & Co., Inc.), Whitehouse Station, NJ, USA, 2006; P. 1006, ISBN 978-0-911910-00-1 .
- Registration dossier on 1- (4-fluorophenyl) -4- (4-methylpiperidin-1-yl) butan-1-one ( GHS section ) at the European Chemicals Agency (ECHA), accessed on July 7, 2020.
- information for Melperon. Retrieved January 8, 2018 .
- Torsten Kratz, Albert Diefenbacher: Psychopharmacotherapy in old age. Avoidance of drug interactions and polypharmacy. In: Deutsches Ärzteblatt. Volume 116, Issue 29 f. (July 22) 2019, pp. 508-517, p. 511.
- Axel Kleemann , Jürgen Engel, Bernd Kutscher and Dietmar Reichert: Pharmaceutical Substances , 4th edition (2000), 2 volumes published by Thieme-Verlag Stuttgart, ISBN 978-1-58890-031-9 ; online since 2003 with biannual additions and updates.