1-((4-Chlorphenyl)phenylmethyl)-4-((3-methyl-phenyl)methyl)piperazin

Bezeichnung:1-((4-Chlorphenyl)phenylmethyl)-4-((3-methyl-phenyl)methyl)piperazin

CAS-Nr569-65-3

Englisch Name:Meclozine

CBNumberCB2753083

SummenformelC25H27ClN2

Molgewicht390.95

MOL-Datei569-65-3.mol

Synonyma

Meclozin

1-((4-Chlorphenyl)phenylmethyl)-4-((3-methyl-phenyl)methyl)piperazin

1-((4-Chlorphenyl)phenylmethyl)-4-((3-methyl-phenyl)methyl)piperazin physikalisch-chemischer Eigenschaften

Siedepunkt	bp2 230°
Dichte	1.0318 (rough estimate)
Brechungsindex	1.5940 (estimate)
storage temp.	2-8°C
pka	pKa 2.05(H2O,t =25,I=0.0051(NaCl)) (Uncertain)
BCS Class	2
CAS Datenbank	569-65-3(CAS DataBase Reference)
NIST chemische Informationen	Meclizine(569-65-3)
EPA chemische Informationen	Meclizine (569-65-3)

Sicherheit

Giftige Stoffe Daten

569-65-3(Hazardous Substances Data)

Meclozine Chemische Eigenschaften,Einsatz,Produktion Methoden

Originator
Antivert,Roerig,US,1957
Verwenden
Meclizine actively affects the vomiting center and is used for vomiting and diarrhea. Synonyms of this drug are antivert, bonine, lamin, roclizin, and vertol.
Verwenden
Anti-emetic.
Definition
ChEBI: Meclizine is a diarylmethane.
Manufacturing Process
32.3 g of 1-p-chlorobenzhydryl-4-benzyl-piperazine, dissolved in 300 cm3 of alcohol are heated in an autoclave vessel, in the presence of Raney nickel, under a pressure of 100 kg H2, at about 150°C for 6 hours. The catalyst is filtered, the solvent is evaporated and the residue is fractionated under a high vacuum. p-Chlorobenzylhydryl-piperazine (BP 180° to 185°C/1 mm Hg) is isolated with a yield of 75%. Then finely ground NaNH2 is added. The mixture is heated under reflux for 1 hour, the mass is cooled and a molar equivalent of m-methyl benzyl chloride is added.
The solvent is evaporated and the residue is dissolved in chloroform. This solution is washed with a saturated solution of K2CO3 and dried on K2CO3. The solvent is evaporated and the residue is distilled under high vacuum. The product of the condensation distills near 230°C at 2 mm Hg pressure and the corresponding dihydrochloride melts at 217° to 224°C.
Trademarks
Antivert (Pfizer);Ancoloxine;Bonamina;Bonamine;Calmonal;Chiclida;Cobinamide;Diadril;Dradril;Duremesan;Itinerol;Mecazine;Navicalm;Neo-istafenc;Neo-istafene;Peremesin;Postafene;Premesin;Rovert-m;Ru-vert-m;Sea-leg;Supermesin;Superminal;Suprimal;Taizerl;V-cline;Veritab;Vertizine;Vomaxine;Vomisseis.
Therapeutic Function
Antinauseant
Weltgesundheitsorganisation (WHO)
Meclozine, an antihistamine with antiemetic activity, was introduced in 1953 for the treatment of nausea. The action taken in Indonesia in 1963 resulted from concern regarding its possible teratogenic potential. Subsequent epidemiological studies have been widely accepted, however, as dispelling this suspicion. Meclozine remains widely available in both prescription only and over-the-counter preparations and in some countries the licensed indications include management of nausea of pregnancy.
Synthese
Meclizine, 1-[(4-chlorphenyl)methyl]-4-[(3-methylphenyl)phenyl]piperazine (16.1.16), is synthesized by reductive amination of a mixture of 3-methylbenzaldehyde with 1-(4-chlorbenzhydryl)piperazine using hydrogen over Raney nickel.

Meclozine Upstream-Materialien And Downstream Produkte

1-((4-Chlorphenyl)phenylmethyl)-4-((3-methyl-phenyl)methyl)piperazin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

569-65-3, Meclozine Verwandte Suche:

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