TRAVOPROST

Alias: Fluprostenol isopropyl ester; AL6221; Flu-Ipr; Travatan; Travatan Z; Travoprost
Cat No.:V4396 Purity: ≥98%
Travoprost (also known as Fluprostenol isopropyl ester; AL6221; Flu-Ipr; brand name Travatan) is medication used to treat high pressure inside the eye including glaucoma.
TRAVOPROST Chemical Structure CAS No.: 157283-68-6
Product category: Prostaglandin Receptor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
25mg
50mg
100mg
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Travoprost (also known as Fluprostenol isopropyl ester; AL6221; Flu-Ipr; brand name Travatan) is medication used to treat high pressure inside the eye including glaucoma. It is specifically used in cases where other agents are insufficient for open angle glaucoma. It's applied as an ocular drop. In most cases, effects happen in two hours.

Biological Activity I Assay Protocols (From Reference)
Targets
FP
ln Vitro
Travoprost has affinity for the IP, TP, DP, EP1, EP3, and EP4 receptors that is sub-micromolar[1].
ln Vivo
At a dose of 1 μg, travoprost causes less ocular irritation in the New Zealand albino (NZA) rabbit than PGF20 isopropyl ester. Travoprost applied topically to the eyes causes a noticeable miotic effect in cats after doses of 0.01, 0.03, and 0.1 μg. Applying 0.1 and 0.3 μg of travoprost orally every day resulted in a peak reduction of 22.7% and 28.6% in intraocular pressure (IOP) in the ocular hypertensive monkey. Travoprost applied topically to rabbits, cats, and monkeys did not result in ocular irritation or discomfort at doses up to 1 μg[1].
References

[1]. Preclinical efficacy of travoprost, a potent and selective FP prostaglandin receptor agonist. J Ocul Pharmacol Ther. 2001 Oct;17(5):421-32.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C26H35F3O6
Molecular Weight
500.5477
Exact Mass
500.24
Elemental Analysis
C, 62.39; H, 7.05; F, 11.39; O, 19.18
CAS #
157283-68-6
Related CAS #
5,6-trans-Travoprost; 1563176-59-9
Appearance
Solid powder
SMILES
CC(C)OC(=O)CCC/C=C\C[C@H]1[C@H](C[C@H]([C@@H]1/C=C/[C@H](COC2=CC=CC(=C2)C(F)(F)F)O)O)O
InChi Key
MKPLKVHSHYCHOC-AHTXBMBWSA-N
InChi Code
InChI=1S/C26H35F3O6/c1-17(2)35-25(33)11-6-4-3-5-10-21-22(24(32)15-23(21)31)13-12-19(30)16-34-20-9-7-8-18(14-20)26(27,28)29/h3,5,7-9,12-14,17,19,21-24,30-32H,4,6,10-11,15-16H2,1-2H3/b5-3-,13-12+/t19-,21-,22-,23+,24-/m1/s1
Chemical Name
propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-enyl]cyclopentyl]hept-5-enoate
Synonyms
Fluprostenol isopropyl ester; AL6221; Flu-Ipr; Travatan; Travatan Z; Travoprost
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)
Ethanol: ~60 mg/mL (~119.9 mM)
DMSO: ≥ 41.67 mg/mL (~83.3 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (4.16 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 20.8 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: ≥ 2.08 mg/mL (4.16 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 20.8 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.

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Solubility in Formulation 3: ≥ 2.08 mg/mL (4.16 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 20.8 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 1.9978 mL 9.9890 mL 19.9780 mL
5 mM 0.3996 mL 1.9978 mL 3.9956 mL
10 mM 0.1998 mL 0.9989 mL 1.9978 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

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

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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)
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

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
g/mol

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

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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.)
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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.

(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
NCT05335122 Active
Recruiting
Drug: OTX-TIC low dose
Travoprost Intracameral
Implant
Drug: OTX-TIC high dose
Travoprost Intracameral
Implant
Open Angle Glaucoma
Ocular Hypertension
Ocular Therapeutix, Inc. March 16, 2022 Phase 2
NCT03868124 Active
Recruiting
Combination Product: G2-TR
intraocular implant containing
travoprost
Drug: Sham surgery + active
-comparator eye drops
Glaucoma, Open-Angle
Ocular Hypertension
Messoud Ashina, MD June 30, 2022 Phase 4
NCT03519386 Active
Recruiting
Combination Product: G2-TR
intraocular implant containing
Drug: Sham surgery + active-comparator eye drops
Glaucoma, Open-Angle
Ocular Hypertension
Glaukos Corporation July 26, 2018 Phase 3
NCT02390284 Active
Recruiting
Drug: Latanoprost
Drug: Bimatoprost
Drug: Travoprost
Glaucoma University of Miami September 2015 Phase 3
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