Eletriptan HBr

Alias: UK-116044 HBr; Eletriptan; UK 116044; UK-116,044; UK-116,044-04; UNII-22QOO9B8KI

Cat No.:V0995 Purity: ≥98%

COA Product Data Instructions for use SDS

Eletriptan (formerly UK 116044; UK-116,044; UK-116,044-04; trade name Relpax), a triptan class of medication used for treatment of migraine headaches, is a potent and selective 5-HT1B and 5-HT1D receptor agonist with Ki of 0.92 nM and 3.14 nM, respectively.

Eletriptan HBr Chemical Structure CAS No.: 177834-92-3
Product category: 5-HT Receptor

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

Size	Price	Stock	Qty
25mg
50mg
100mg
250mg
500mg
1g
Other Sizes

ADD TO CART CHECKOUT BULK INQUIRY

1-708-310-1919 sales@invivochem.com

Other Forms of Eletriptan HBr:

Official Supplier of:

Top Publications Citing lnvivochem Products

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

Cell 2020,183:1202-1218.e25.

Science Adv 2022: 8, eabm9427.

Nature 597, 119–125 (2021)

Cell Stem Cell 2020,26(6):845-861.e12.

Science Trans Med 2023,15(701):eadd7872.

STTT 2023,8(1):91.

Cell Reports 2023,42(4):112313

Science Trans Med 2023, 15: eadd7872.

Cancer Cell 2021,39(4):529-547.e7.

Cancer Discov 2022,12(4):1106-1127.

Immunity 2023,56(3):620-634.e11.

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.

PNAS Nexus 2022,1(3):pgac063.

ACS Nano 2023,17(10):9110-9125.

Biomaterial 2023 Sep16:302:122333.

Purity & Quality Control Documentation

Current batch：

Purity: ≥98%

COA

MSDS

NMR

Instructions

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

Product Description

Biological Activity I Assay Protocols (From Reference)

Targets

5-HT1B ( Ki = 0.92 nM ); 5-HT1D ( Ki = 3.14 nM )

ln Vitro

In vitro activity: [³H]Eletriptan has a total number of binding sites (B_max) of 1576 fmol/mg and 2478 fmol/mg for 5-HT1B and 5-HT1D, respectively. [³H]Eletriptan exhibits a notably faster association rate (K(on) 0.249/min/nM) in comparison to [³H]sumatriptan (K(on) 0.024/min/nM), as well as a notably slower off-rate (K(off) 0.027/min in contrast to [³H]sumatriptan's 0.037/min).[1] Eletriptan causes the meningeal artery, coronary artery, and saphenous vein to contract in response to concentration. Eletriptan's potency in the meningeal artery is greater than that of the coronary artery (86-fold) or saphenous vein (66-fold). Meningeal artery contractions predicted by sumatriptan (100 mg) and eletriptan (40 mg and 80 mg) at free C(max) are comparable to those seen in clinical trials. [2]

ln Vivo

Eletriptan (<1000 mg/kg, i.v.) causes a dose-dependent decrease in carotid arterial blood flow in the anaesthetised dog. Eletriptan decreases coronary artery diameter with ED50 value of 63 mg/kg in the anaesthetised dog. In dura mater rats, eletriptan (<300 mg/kg, i.v.) induces a dose-related and total inhibition of plasma protein extravasation before electrical stimulation of the trigeminal ganglion. In rat dura mater, eletriptan (100 mg/kg, i.v.) completely inhibits plasma protein extravasation.[3] Headache response rates are 24% for placebo; 54% for Eletriptan (20 mg);65% for Eletriptan (40 mg);and 77% for Eletriptan (80 mg) at the primary endpoint (2 hours after dosing) in patients with migraine. At the primary endpoint, which is two hours after dosing, in migraine patients, the percentage of patients who report not having a headache is 6% for placebo, 29% for etriptan (40 mg), and 37% for it (80 mg). The majority of adverse events in migraine patients who take elotriminan are mild to moderate in severity and temporary.[4] Eletriptan iontophoretic ejection at 50 nA suppresses 75% of cells' response and has an average effect of 42% on cats' cell firing suppression.[5]

Animal Protocol

<1000 mg/kg, i.v.

Rats

References

[1]. Eur J Pharmacol . 1999 Mar 5;368(2-3):259-68.

[2]. Neurology . 2000 Nov 28;55(10):1524-30.

[3]. Eur J Pharmacol . 2000 Jun 9;398(1):73-81.

[4]. Neurology . 2000 Jan 11;54(1):156-63.

[5]. Brain Res . 2004 Feb 13;998(1):91-9.

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

Physicochemical Properties

Molecular Formula

C22H27BRN2O2S

Molecular Weight

463.43

Exact Mass

462.1

Elemental Analysis

C, 57.02; H, 5.87; Br, 17.24; N, 6.04; O, 6.90; S, 6.92

CAS #

177834-92-3

Related CAS #

Eletriptan; 143322-58-1; Eletriptan-d3; 1287040-94-1

Appearance

Solid powder

SMILES

CN1CCC[C@@H]1CC2=CNC3=C2C=C(C=C3)CCS(=O)(=O)C4=CC=CC=C4.Br

InChi Key

UTINOWOSWSPFLJ-FSRHSHDFSA-N

InChi Code

InChI=1S/C22H26N2O2S.BrH/c1-24-12-5-6-19(24)15-18-16-23-22-10-9-17(14-21(18)22)11-13-27(25,26)20-7-3-2-4-8-20;/h2-4,7-10,14,16,19,23H,5-6,11-13,15H2,1H3;1H/t19-;/m1./s1

Chemical Name

5-[2-(benzenesulfonyl)ethyl]-3-[[(2R)-1-methylpyrrolidin-2-yl]methyl]-1H-indole;hydrobromide

Synonyms

UK-116044 HBr; Eletriptan; UK 116044; UK-116,044; UK-116,044-04; UNII-22QOO9B8KI

HS Tariff Code

2934.99.9001

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: 93~110 mg/mL (200.7~237.4 mM)

Water: <1 mg/mL

Ethanol: <1 mg/mL

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.75 mg/mL (5.93 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 27.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.75 mg/mL (5.93 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 27.5 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

View More

Solubility in Formulation 3: ≥ 2.75 mg/mL (5.93 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 27.5 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

(Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.1578 mL	10.7891 mL	21.5782 mL
	5 mM	0.4316 mL	2.1578 mL	4.3156 mL
	10 mM	0.2158 mL	1.0789 mL	2.1578 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
NCT00385008	Completed	Drug: RELPAX(eletriptan) 40mg Tablet Drug: Combination Product (sumatriptan succinate / naproxen sodium)	Migraine Disorders	GlaxoSmithKline	September 13, 2006	Phase 3
NCT01859481	Completed	Drug: Placebo Drug: Eletriptan HBr 40 mg	Migraine Without Aura Migraine With Aura	Pfizer's Upjohn has merged with Mylan to form Viatris Inc.	March 2000	Phase 3
NCT00259649	Completed	Drug: eletriptan	Migraine	University of Pittsburgh	August 2004	Phase 4
NCT01139515	Completed	Drug: Eletriptan commercial tablet	Healthy	Pfizer's Upjohn has merged with Mylan to form Viatris Inc.	July 2010	Phase 1
NCT00871806	Completed	Drug: ODT #1 without water Drug: ODT #2 without water	Healthy Volunteers	Pfizer's Upjohn has merged with Mylan to form Viatris Inc.	April 2009	Phase 1

Biological Data

Proportion of patients reporting satisfaction as ‘good-to-excellent’: comparison of eletriptan 40 mg with previous migraine treatment (total sample, n = 437).Int J Clin Pract. 2007 Oct; 61(10): 1677–1685.

Eletriptan HBr — Subgroup analysis: proportion of patients reporting ‘fair-to-very poor’ response to previous migraine treatment who reported satisfaction as ‘good-to-excellent’ when switched to eletriptan 40 mg.Int J Clin Pract. 2007 Oct; 61(10): 1677–1685.