Naratriptan HCl (GR-85548A HCl)

Alias: GR-85548A; Naratriptan HCl; Naratriptan Hydrochloride; GR 85548A; GR85548A; Amerge; Naramig

Cat No.:V1028 Purity: ≥98%

COA Product Data Instructions for use SDS

Naratriptan HCl (GR-85548A HCl) Chemical Structure CAS No.: 143388-64-1
Product category: 5-HT Receptor

This product is for research use only, not for human use. We do not sell to patients.

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Other Forms of Naratriptan HCl (GR-85548A HCl):

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J Am Chem Soc 2022,144:21831-21836.

Cell 2020,183:1202-1218.e25.

Science Adv 2022:8,eabm9427.

Nature 2021,597(7874):119-125.

Cell 2020,183:1202-1218.e25.

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Purity & Quality Control Documentation

Current batch：

Purity: ≥98%

COA

MSDS

Instructions

Product Description
Bioactivity & Protocols
Physicochemical Properties
Solubility Data
Calculators
Clinical Trial Information
Biological Data

Product Description

Naratriptan HCl (GR-85548A; GR85548A; Amerge; Naramig), the hydrochloride salt of naratriptan, is a triptan class of selective 5-HT₁ receptor subtype agonist used for the treatment of migraine headaches. was created and distributed by GSK, and tablets containing 2.5 mg are available. Naratriptan functions as a selective agonist of the 5-HT1 receptor subtype as its mode of action. Naratriptan is used to treat acute migraine attacks as well as the symptoms of migraine, which include intense, throbbing headaches that can occasionally be accompanied by light or sound sensitivity and nausea.

Biological Activity I Assay Protocols (From Reference)

Targets

5-HT₁ Receptor

ln Vitro

In vitro activity: Naratriptan is a triptan medication that is sold by GlaxoSmithKline and is intended to treat migraine headaches. Tablets containing 2.5 mg of naraptan are obtainable. It is an agonist of the specific 5-HT1 receptor subtype. Naratriptan is used to treat acute migraine attacks as well as the symptoms of migraine, which include intense, throbbing headaches that can occasionally be accompanied by light or sound sensitivity and nausea.

ln Vivo

Animal Protocol

References

[1]. J Headache Pain.2011 Aug;12(4):399-403.

These protocols are for reference only. InvivoChem does not independently validate these methods.

Physicochemical Properties

Molecular Formula

C17H26CLN3O2S

Molecular Weight

371.93

Exact Mass

371.14

Elemental Analysis

C, 54.90; H, 7.05; Cl, 9.53; N, 11.30; O, 8.60; S, 8.62

CAS #

143388-64-1

Related CAS #

Naratriptan; 121679-13-8; Naratriptan-d3 hydrochloride; 1190021-64-7

Appearance

Solid powder

SMILES

CNS(=O)(=O)CCC1=CC2=C(C=C1)NC=C2C3CCN(CC3)C.Cl

InChi Key

AWEZYKMQFAUBTD-UHFFFAOYSA-N

InChi Code

InChI=1S/C17H25N3O2S.ClH/c1-18-23(21,22)10-7-13-3-4-17-15(11-13)16(12-19-17)14-5-8-20(2)9-6-14;/h3-4,11-12,14,18-19H,5-10H2,1-2H3;1H

Chemical Name

N-methyl-2-[3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]ethanesulfonamide;hydrochloride

Synonyms

GR-85548A; Naratriptan HCl; Naratriptan Hydrochloride; GR 85548A; GR85548A; Amerge; Naramig

HS Tariff Code

2935.90.6000

Storage

Powder -20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition

Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Solubility Data

Solubility (In Vitro)

DMSO: ~74 mg/mL (~199.0 mM)

Water: ~22 mg/mL (~59.2 mM)

Ethanol: <1 mg/mL

Solubility (In Vivo)

5%DMSO + 40%PEG300 + 5%Tween 80 + 50%ddH2O: 3.7mg/ml (9.95mM) (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.6887 mL	13.4434 mL	26.8868 mL
	5 mM	0.5377 mL	2.6887 mL	5.3774 mL
	10 mM	0.2689 mL	1.3443 mL	2.6887 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Mass

Concentration

Volume

Molecular Weight*

Calculate Reset

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

Calculate the Mass of a compound required to prepare a solution of known volume and concentration
Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume

See Example

An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?

Enter 350.26 in the Molecular Weight (MW) box
Enter 10 in the Concentration box and choose the correct unit (mM)
Enter 5 in the Volume box and choose the correct unit (mL)
Click the “Calculate” button
The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Concentration (Start)

Volume (Start)

Concentration (End)

Volume (End)

Calculate Reset

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:

Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
Enter 25 into the Concentration (End) box and select the correct unit (mM)
Enter 25 into the Volume (End) box and choose the correct unit (mL)
Click the “Calculate” button
The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box

Molecular formula

Total molecular weight

g/mol

Calculate Reset

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4 c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:

To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.

Definitions of molecular mass, molecular weight, molar mass and molar weight:

Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.

Volume (to add to vial)

Mass (in vial)

Desired Reconstitution Concentration

Calculate Reset

Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
Click the “Calculate” button
The answer appears in the Volume (to add to vial) box

In vivo Formulation Calculator (Clear solution)

Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)

Dosage mg/kg

Average weight of animals g

Dosing volume per animal μL

Number of animals

Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)

% DMSO

% Tween 80

% ddH₂O

Calculate Reset

Calculation results

Working concentration： mg/mL；

Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH₂O，mix and clarify.

Note： (1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.

Clinical Trial Information

NCT Number	Recruitment	interventions	Conditions	Sponsor/Collaborators	Start Date	Phases
NCT01161667	Completed	Drug: naratriptan hydrochloride	Migraine	Roxane Laboratories	September 2007	Not Applicable
NCT01161654	Completed	Drug: naratriptan hydrochoride	Migraine	Roxane Laboratories	August 2007	Not Applicable
NCT01332383	Completed	Drug: Naratriptan	Migraine Disorders	GlaxoSmithKline	May 2009	N/A
NCT01376193	Completed	Drug: Naratriptan	Migraine Disorders	GlaxoSmithKline	April 2009	N/A

Biological Data

The mean headache relief for sumatriptan 100 mg, placebo, and naratriptan 2.5 mg up to 4 h in one not-fully published RCT []. *p < 0.05 for difference between naratriptan versus sumatriptan.J Headache Pain.2011Aug;12(4):399-403.

The mean headache relief for sumatriptan 100 mg, placebo, and naratriptan 10 mg up to 4 h in one RCT [].J Headache Pain.2011Aug;12(4):399-403.