ChemicalBook > CAS DataBase List > Naratriptan Hydrochloride

Naratriptan Hydrochloride

Product Name: Naratriptan Hydrochloride
CAS No.: 143388-64-1
Chemical Name: Naratriptan Hydrochloride
Synonyms: Naramig;Amerge.;GR-85548A;Nariptan Hydrochloride;GR-85548A hydrochloride;Naratriptan Nitrate USP;Naratriptan Hydrochloride;Naratryptan hydrochloride;Naratriptan monohydrochloride;Naratriptan HCl (GR-85548A HCl)
CBNumber: CB4500391
Molecular Formula: C17H25N3O2S.ClH
Formula Weight: 371.93
MOL File: 143388-64-1.mol

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Naratriptan Hydrochloride Property

Melting point:: 234-236°C
storage temp.: -20°C Freezer
solubility: H2O: ≥10mg/mL
form: powder
color: white to off-white
Water Solubility: H2O: ≥10mg/mL
InChIKey: AWEZYKMQFAUBTD-UHFFFAOYSA-N

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Safety

Hazard Codes: Xi
Risk Statements: 36
Safety Statements: 26
WGK Germany: 3
HS Code: 2935904000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Warning
Hazard statements: H319Causes serious eye irritation
Precautionary statements: P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: N1415
Product name: Naratriptan hydrochloride
Purity: ≥98% (HPLC)
Packaging: 10mg
Price: $88.4
Updated: 2025/07/31

Sigma-Aldrich

Product number: 1457469
Product name: Naratriptan hydrochloride
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 125mg
Price: $550
Updated: 2025/07/31

TCI Chemical

Product number: N1153
Product name: Naratriptan Hydrochloride
Packaging: 50MG
Price: $157
Updated: 2025/07/31

TCI Chemical

Product number: N1153
Product name: Naratriptan Hydrochloride
Packaging: 250MG
Price: $468
Updated: 2025/07/31

Cayman Chemical

Product number: 23754
Product name: Naratriptan (hydrochloride)
Purity: ≥95%
Packaging: 5mg
Price: $34
Updated: 2024/03/01

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Naratriptan Hydrochloride Chemical Properties,Usage,Production

Description

Naramig was launched in Germany, Sweden and the UK for use in migraine. It is chemically available via a number of related synthetic routes all having about three steps starting from 5-bromoindole. It is a new serotonin 5-HT_1B/1D receptor antagonist with modest affinity for 5-HT_1a, and very weak affinity for 5-HT₃ receptors. It has little or no affinity for a wide range of non-serotonin receptors including a- and padrenoceptors, dopamine, neurokinin NK₁, and opiate receptors. It mediates vasoconstriction in cerebral vasculature (extra cerebral intracranial vessels), reduces neurogenic inflammation, and inhibits responses mediated by the trigeminal nerves. It has a 6- and 3-fold greater affinity for 5-HT_1B, and 5-HT_1D, receptors, respectively, than sumatriptan which translates to a 2-3 fold increase in potency. The reoccurance of headache was less compared to sumatriptan, zolmitriptan and rizatriptan. Naramig had no clinical effects on blood pressure or heart rate, had a long duration of action with very good tolerability, and has high oral bioavailability.

Chemical Properties

Beige Solid

Originator

Glaxo Wellcome (UK)

Uses

Naratriptan Hydrochloride is a triptan drug that is used for the treatment of migraine headaches. It is a selective 5-hydroxytryptamine1 receptor subtype agonist

Uses

Naratriptan Hydrochloride is a triptan drug and is used for the treatment of migraine headaches

Uses

laxative

brand name

Amerge (GlaxoSmithKline).

Synthesis

121679-20-7

143388-64-1

General procedure for the synthesis of N-methyl-2-(3-(1-methylpiperidin-4-yl)-1H-indol-5-yl)ethane-1-sulfonamide hydrochloride from N-methyl-3-(1,2,3,6-tetrahydro-1-methyl-4-pyridinyl)-1H-indole-5-ethane sulfonamide: 1. Compound VIII (50 g, 1501 mmol) was dissolved in a mixed solvent of methanol and acetic acid (0.2L:0.2L) and 2.5 g of platinum oxide catalyst was added. The hydrogenation reaction was carried out at 50 to 60°C for 6 to 8 hours under 5 kg/cm2 hydrogen pressure. After completion of the reaction, the reaction mixture was filtered and distilled to remove the solvent to obtain an oily product. 2. The above oily product was vaporized with isopropanol, followed by addition of 125 ml of ethanolic hydrochloric acid solution and refluxing the reaction mixture for 1 hour. The solid was stirred at 5 to 20°C for 1 hr to precipitate, filtered and washed with cold ethanol to give N-methyl-2-(3-(1-methylpiperidin-4-yl)-1H-indol-5-yl)ethane-1-sulfonamide hydrochloride (I). [Yield 50 g, 89.76%]. 3. Compound I (50 g, 1347 mmol) was dissolved in a mixed solvent of 400 ml of ethanol and 100 ml of water and 2 g of activated carbon was added. It was refluxed at 78-80°C for half an hour. After completion of the reaction, it was filtered through hyflow and washed with 100 ml of ethanol. The filtrate was stirred at 5 to 20°C for half an hour to precipitate a solid, filtered, washed with cold ethanol and dried. [Yield 42.5 g, 85%]. Purity: 99.8%.

References

[1] Patent: WO2009/118753, 2009, A2. Location in patent: Page/Page column 28
[2] Patent: WO2011/21000, 2011, A2

Naratriptan Hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Naratriptan Hydrochloride manufacturers

Career Henan Chemical Co

Product: NARATRIPTAN HYDROCHLORIDE (125 MG)F0C3600.998MG/MG(AI) 143388-64-1
Price: US $2.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2018-12-24

143388-64-1, Naratriptan HydrochlorideRelated Search:

Sumatriptan succinate Levetiracetam Sumatriptan CYCLAZOSIN HYDROCHLORIDE Varenicline tartrate Lenalidomide Lopinavir D-Glutamine 5,5-Diphenylhydantoin PLERIXAFOR Ethanesulfonamide Naratriptan Naratriptan Hydrochloride Naratriptan N-Methyl-1H-Indole-5-EthaneSulphonamide 5-METHYL-3-PIPERIDIN-4-YL-1H-INDOLE HCL

NARATRIPTAN HYDROCHLORIDE (125 MG)F0C3600.998MG/MG(AI)

Amerge.

Naramig

Naratriptan Hydrochloride

N-Methyl-2-[3-(1-methyl-4-piperidyl)-1H-indol-5-yl]-ethanesulfonamide Hydrochloride

GR-85548A hydrochloride

N-Methyl-3-(1-methylpiperidin-4-yl)-1H-indole-5-ethanesulfonamide hydrochloride

Naratriptan monohydrochloride

Naratriptan Hydrochloride (125 mg)

1H-Indole-5-ethanesulfonaMide,N-Methyl-3-(1-Methyl-4-piperidinyl

N-Methyl-2-(3-(1-Methylpiperidin-4-yl)-1H-indol-5-yl)ethanesulfonaMide hydrochloride

Nariptan Hydrochloride

Naratriptan Nitrate USP

1H-Indole-5-ethanesulfonaMide,N-Methyl-3-(1-Methyl-4-piperidinyl)-, hydrochloride (1:1)

GR-85548A

N-Methyl-3-(1-methyl-4-piperidinyl)-1H-indole-5-ethanesulfonamide hydrochloride

1H-Indole-5-ethanesulfonamide,N-methyl-3-(1-methyl-4-piperidinyl)-,hydrochloride

NARATRIPTAN HYDROCHLORIDE (125 MG)F0C36099%8MG/MG(AI)

Naratriptan Hydrochloride USP/EP/BP

Naratryptan hydrochloride

Naratriptan HCl (GR-85548A HCl)

Naratriptan HydrochlorideQ: What is Naratriptan Hydrochloride Q: What is the CAS Number of Naratriptan Hydrochloride Q: What is the storage condition of Naratriptan Hydrochloride

Naratriptan Hydrochloride (1457469)

N-Methyl-2-(3-(1-methylpiperidin-4-yl)-1H-indol-5-yl)ethane-1-sulfonamide hydrochloride

2-[3-(1-Methyl- piperidin-4-yl) -1H-indol-5-yl]- ethanesulfonic acid methylamide. Hydrochloride, USP

Naratriptan hydrochloride, 10 mM in DMSO

143388-64-1

C17H25N3O2SHCl

C17H25N3O2SClH

C17H26ClN3O2S

Amerge, Naramig

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