ALMITRINE

ALMITRINE Basic information
Product Name:ALMITRINE
Synonyms:ALMITRINE;1-[2,4-Bis(allylamino)-1,3,5-triazin-6-yl]-4-[bis(4-fluorophenyl)methyl]piperazine;2,4-Bis(allylamino)-6-[4-[bis(p-fluorophenyl)methyl]-1-piperazinyl]-s-triazine;6-[4-[Bis(4-fluorophenyl)methyl]-1-piperazinyl]-N,N'-di(2-propenyl)-1,3,5-triazine-2,4-diamine;S-2620;AlMitrine Mesylate;Almitrine dimethanesulfonic acid;1,3,5-Triazine-2,4-diamine, 6-[4-[bis(4-fluorophenyl)methyl]-1-piperazinyl]-N2,N4-di-2-propen-1-yl-
CAS:27469-53-0
MF:C26H29F2N7
MW:477.55
EINECS:248-475-5
Product Categories:
Mol File:27469-53-0.mol
ALMITRINE Structure
ALMITRINE Chemical Properties
Melting point 181°
density 1.2278 (estimate)
form Solid
Safety Information
ToxicityLD50 ipr-mus: 390 mg/kg DRFUD4 3,717,78
MSDS Information
ALMITRINE Usage And Synthesis
OriginatorArmanor ,Les Laboratoires Servier
UsesRespiratory stimulant.
DefinitionChEBI: A triamino-1,3,5-triazine compound having allylamino substituents at the 2- and 4-positions and a 4-(bis(p-fluorophenyl)methyl)-1-piperazinyl group at the 6-position.
Manufacturing ProcessA solution of 4,6-bis(allylamino)-2-chloro-s-triazine, melting point 204°C (Kofler) and dihydrochloride of 1-p,p'-difluorobenzhydryl piperazine, melting point 178°-180°C (capillary) in anhydrous dimethylformamide are heated under reflux. On completion of this operation the solvent is removed under vacuum and the residue taken up in a mixture of chloroform and of water (1:1). The organic phase is separated, and repeatedly extracted with aqueous N-methanesulphonic acid and the aqueous acidic layers separated. The aforementioned acidic solutions are then combined and rendered alkaline (pH 10) with dilute aqueous sodium hydroxide, the base extracted with ether, the extract dried over anhydrous potassium carbonate, and filtered. The etheral filtrate, upon evaporation yields the 2,4-bis(allylamino)-6-(4-(bis(pfluorophenyl) methyl)-1-piperazinyl)-s-triazine, melting point 175°-180°C.
Brand nameVectarion (Oril S.A., France).
Therapeutic FunctionRespiratory stimulant
World Health Organization (WHO)Peripheral neuropathy has been reported in a few patients receiving almitrine for long periods. The indications for treatment have consequently been restricted in the Federal Republic of Germany. Some other countries have advised doctors to maintain patients under close supervision throughout treatment and to restrict dosage to two out of every three months.
PharmacologyAlmitrine, like doxapram, increases the rate and depth of respiration. In addition, it is believed that it redistributes pulmonary blood circulation, increasing it in alveoli, which leads to relatively better pulmonary ventilation. It has a more prolonged effect than doxapram.
Safety ProfilePoison by intraperitoneal andintravenous routes. When heated to decomposition itemits very toxic fumes of F?? and NOx.
SynthesisAlmitrine, 2,4-bis (allylamino)-6-[4-[bis-(p-fluorophenyl)methyl]-1-piperazinyl]-s-triazine (8.2.6), is synthesized by reacting 1-[bis-(p-fluorophenyl)methyl]piperazine with cyanuric chloride, which gives 2,4-dichloro-6-[4-[bis-(p-fluorophenyl) methyl]-1-piperazinyl]-s-trazine (8.2.5). Reacting this with allylamine gives almitrine (8.2.6) [19¨C22].

Synthesis_27469-53-0

ALMITRINE Preparation Products And Raw materials
Raw materialsSodium hydroxide
TRIAZINONE 1-[1-(4-FLUORO-PHENYL)-ETHYL]-PIPERAZINE (R)-1-(4-Fluorophenyl)ethylamine TRIETAZINE-ETHYLAMINO ALMITRINE BISMESYLATE,ALMITRINE DIMESYLATE,ALMITRINE DIMESILATE 4,4'-Difluorobenzhydrylpiperazine 1-(4-FLUORO-ALPHA-PHENYLBENZYL)PIPERAZINE 1-(4-FLUOROBENZYL)PIPERAZINE (R)-N-METHYL-1-(4-FLUOROPHENYL)ETHYLAMINE (4-fluorophenyl)(phenyl)methylamine ALMITRINE (S)-1-(4-FLUOROPHENYL)ETHYLAMINE (S)-N-METHYL-1-(4-FLUOROPHENYL)ETHYLAMINE almitrine-raubasine Melamine hydrogen flouride 1-(1,3,5-TRIAZIN-2-YL)PIPERAZINE

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