Eletriptan hydrobromide

Eletriptan hydrobromide Basic information
Product Name:Eletriptan hydrobromide
Synonyms:Unii-m41W832ta3;Relpax Also see: E505000;Eletriptan HCl;1H-Indole,3-[[(2R)-1-methyl-2-pyrrolidinyl]methyl]-5-[2-(phenylsulfonyl)ethyl]-,hydrobromide;(R)-5-[2-(Benzenesulfonyl)ethyl]-3-[(N-Methylpyrrolidin-2-yl)Methyl]-1H-indole hydrobroMide;Relert;(R)-3-((1-Methylpyrrolidin-2-yl)Methyl)-5-(2-(phenylsulfonyl)ethyl)-1H-indole hydrobroMide;eletriptan hydrobromide
CAS:177834-92-3
MF:C22H27BrN2O2S
MW:463.43
EINECS:639-688-8
Product Categories:Aromatics;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pfizer compounds;Pharmaceuticals
Mol File:177834-92-3.mol
Eletriptan hydrobromide Structure
Eletriptan hydrobromide Chemical Properties
Melting point 169-171?C
storage temp. Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility DMSO: >10mg/mL
form powder
color off-white to light tan
InChIKeyPWVXXGRKLHYWKM-IBGZPJMESA-N
Safety Information
Hazard Codes Xi
Risk Statements 36
Safety Statements 26
WGK Germany 3
HS Code 29339900
MSDS Information
Eletriptan hydrobromide Usage And Synthesis
Chemical PropertiesEletriptan hydrobromide is Tan Solid
OriginatorRelpax,Pfizer
UsesRelpax is a second generation triptan drug used in the treatment of migraine headaches.
Usesantibiotic
UsesEletriptan hydrobromide is a second generation triptan drug used in the treatment of migraine headaches.
DefinitionChEBI: Eletriptan hydrobromide is a hydrobromide. It has a role as a serotonergic agonist, a vasoconstrictor agent and a non-steroidal anti-inflammatory drug. It contains an eletriptan(1+).
Manufacturing ProcessA mixture of the appropriate phenyl vinyl sulfone, tri-o-tolylphosphine, palladium (II) acetate, triethlamine and (R)-5-bromo-3-(Nmethylpyrrolidinylmethyl)-1H-indole in anhydrous acetonitrle was heated at reflux under nitrogen. The resultant reaction mixture was evaporated under reduced pressure, and the residue was column chromatographed using silica gel and elution with methylene chloride/absolute ethanol/ammonia to afford the (R )-5-trans-(2-phenylsulfonylethenyl)-3-(N-methylpyrrolidin-2-ylmethyl)- 1H-indole.
A solution of (R)-5-trans-(2-phenylsulfonylethenyl)-3-(N-methylpyrrolidin-2- ylmethyl)-1H-indole and 10% Pd/C in ethanolic hydrogen chloride (prepared from absolute ethanol and acetyl chloride and N,N-dimethylformamide was shaken under a hydrogen atmosphere at room temperature). The resultant reaction mixture was filtered through diatomaceous earth (Celite trademark), washed with absolute ethanol, and the combined filtrates were evaporated under reduced pressure. The residue was partitioned between ethyl acetate and water. The organic phase was separated, washed with water, brine, dried(Na2SO4), and evaporated under reduced pressure to afford a oil product. Column chromatography of this product using silica gel and elution with methylene chloride/absolute ethanol/ammonia afforded the appropriate (R)-5- (2-phenylsulfonylethyl)-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole.
The salt eletriptan hydrobromide may be produced by reaction of the (R)-5- (2-phenylsulfonylethyl)-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole with hydrobromic acid.

Brand nameRelpax (Pfizer).
Therapeutic FunctionSerotonin agonist
Biological ActivityOrally active, selective 5-HT 1B/1D receptor agonist. Produces a dose-dependent reduction in carotid artery blood flow in vivo . Displays antimigraine activity.
storageroom temperature (desiccate)
Methylparaben Methyl Eletriptan Galantamine Hydrobromide Bensulfuron methyl Citalopram hydrobromide DEXTROMETHORPHAN HYDROBROMIDE Zolmitriptan Parathion-methyl Eletriptan hydrobromide Dextromethorphan hydrobromide monohydrate Kresoxim-methyl Hydrogen bromide Thiophanate-methyl Methyl salicylate Methyl acetate Methyl bromide Scopolamine hydrobromide

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