| Identification | Back Directory | [Name]
Eletriptan hydrobromide | [CAS]
177834-92-3 | [Synonyms]
Relert
Uk 116044-04
ELETRIPTAN HBR
Eletriptan HCl
Unii-m41W832ta3
Eletriptan Base
Eletriptan-d3 HBr
QR-2008082103-ELCPT
etriptan hydrobromide
eletriptan hydrobromide
Relpax
Also see: E505000
Eletriptan hydrobromide USP/EP/BP
Eletriptan hydrobromide (Eletriptan HBr)
Eletriptan hydrobromide, 99%, a selective 5-HT1B/1D receptor agonist
(R)-3-((1-Methylpyrrolidin-2-yl)Methyl)-5-(2-(phenylsulfonyl)ethyl)-1H-indole hydrobroMide
(R)-5-[2-(Benzenesulfonyl)ethyl]-3-[(N-Methylpyrrolidin-2-yl)Methyl]-1H-indole hydrobroMide
3-(((2r)-1-methyl-2-pyrrolidinyl))methyl)-5-(2-(phenylsulfonyl)ethyl)-1h-indole hydrobromide
1H-Indole,3-[[(2R)-1-methyl-2-pyrrolidinyl]methyl]-5-[2-(phenylsulfonyl)ethyl]-,hydrobromide
5-[2-(benzenesulfonyl)ethyl]-3-[[(2R)-1-methyl-2-pyrrolidinyl]methyl]-1H-indole hydrobromide
1H-Indole, 3-(((2R)-1-methyl-2-pyrrolidinyl))methyl)-5-(2-(phenylsulfonyl)ethyl)-, monohydrobromide | [EINECS(EC#)]
639-688-8 | [Molecular Formula]
C22H26N2O2S | [MDL Number]
MFCD18642857 | [MOL File]
177834-92-3.mol | [Molecular Weight]
382.519 |
| Chemical Properties | Back Directory | [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 | [InChIKey]
PWVXXGRKLHYWKM-IBGZPJMESA-N |
| Hazard Information | Back Directory | [Chemical Properties]
Eletriptan hydrobromide is Tan Solid
| [Originator]
Relpax,Pfizer | [Uses]
antibiotic | [Uses]
Eletriptan hydrobromide is a second generation triptan drug used in the treatment of migraine headaches.
| [Definition]
ChEBI: 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 Process]
A 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 name]
Relpax (Pfizer). | [Therapeutic Function]
Serotonin agonist | [Biological Activity]
Orally active, selective 5-HT 1B/1D receptor agonist. Produces a dose-dependent reduction in carotid artery blood flow in vivo . Displays antimigraine activity. | [storage]
room temperature (desiccate) |
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