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CAS NO.177834-92-3
competitive price Eletriptan hydrobroMide manufacturer in China
Uses
Eletriptan hydrobromide is a second generation triptan drug used in the treatment of migraine headaches.
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.
Eletriptan hydrobromide (cas 177834-92-3) is a selective 5-HT receptor agonist that stimulates intracranial blood vessels (including arteriovenous anastomosis) and sympathetic nerves of the trigeminal nervous system5 -HTIB / ID receptor, which causes intracranial vasoconstriction and inhibits the release of pro-inflammatory neuropeptides. For the treatment of adult aura or non-aura migraine.
Alias Elertriptan Hydrobromide; (R) -3-[(1-methyl-2-pyrrolidinyl) methyl] -5- [2- (benzenesulfonyl) ethyl] -1H-indole Hydrobromide
Catalog number AP0703
CAS # 177834-92-3
Molecular formula C22H27BrN2O2S
Molecular weight 463.43
Structural formula
Product introduction
CAS 177834-92-3
| M. Wt | 463.43 |
| Formula | C22H26N2O2S.HBr |
| Storage | Desiccate at RT |
| Purity | ≥99% (HPLC) |
| CAS Number | 177834-92-3 |
| PubChem ID | 656631 |
| InChI Key | UTINOWOSWSPFLJ-FSRHSHDFSA-N |
| Smiles | CN1[C@@H](CC3=CNC2=CC=C(CCS(=O)(C4=CC=CC=C4)=O)C=C23)CCC1.Br |