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Dipivefrin hydrochloride

Alias: Dipivefrin hydrochloride
Cat No.:V9116 Purity: ≥98%
Dipivefrin HCl (Dipivefrine HCl) is an antiglaucoma frontoactive molecule that is hydrolyzed by esterases in the cornea to its active compound epinephrine.
Dipivefrin hydrochloride
Dipivefrin hydrochloride Chemical Structure CAS No.: 64019-93-8
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
50mg
100mg
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Other Forms of Dipivefrin hydrochloride:

  • Dipivefrin
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Dipivefrin HCl (Dipivefrine HCl) is an antiglaucoma frontoactive molecule that is hydrolyzed by esterases in the cornea to its active compound epinephrine.
Biological Activity I Assay Protocols (From Reference)
ln Vivo
Memory enhancement via central beta-adrenergic systems is induced by dipifurine hydrochloride (0.3-10 μg/kg; i.p.); alpha-adrenergic mechanisms are not involved [3].
Animal Protocol
Animal/Disease Models: Male 60-day-old CFW mice (23-28 g) [3]
Doses: 0.3 μg/kg, 1.0 μg/kg, 3.0 μg/kg, 10 μg/kg
Route of Administration: intraperitoneal (ip) injection; results after training
Experimental Results: Dramatically enhances retention of inhibitory avoidance and Y-maze discrimination tasks in a dose-dependent manner.
References

[1]. Effects of dipivefrin and pilocarpine on pupil diameter, automated perimetry and LogMAR acuity. Graefes Arch Clin Exp Ophthalmol. 1999 Feb;237(2):117-24.

[2]. Effects of echothiophate on enzymatic hydrolysis of dipivefrin. Arch Ophthalmol. 1984 Jun;102(6):913-6.

[3]. Memory-enhancing effects of post-training dipivefrin and epinephrine: involvement of peripheral and central adrenergic receptors. Brain Res. 1992 Feb 14;572(1-2):81-6.

Additional Infomation
Dipivefrin hydrochloride is the hydrochloride salt of dipivefrin. It is used topically as eye drops to reduce intra-ocular pressure in the treatment of open-angle glaucoma or ocular hypertension. It has a role as an adrenergic agonist, a sympathomimetic agent and an antiglaucoma drug. It contains a dipivefrin(1+).
Dipivefrin Hydrochloride is an ester with sympathomimetic activities. Dipivefrin hydrochloride is a prodrug of epinephrine that, due to its greater lipophilicity, allows for better penetration into the anterior chamber. Once inside the eye, dipivefrin hydrochloride is converted by hydrolysis to epinephrine. Epinephrine enhances the outflow of aqueous humor and decreases the production of aqueous humor by vasoconstriction. This leads to a reduction in intraocular pressure.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H30CLNO5
Molecular Weight
387.9
Exact Mass
387.181
CAS #
64019-93-8
Related CAS #
Dipivefrin;52365-63-6;Dipivefrin-d6 hydrochloride
PubChem CID
71486
Appearance
White to off-white solid powder
Boiling Point
473.7ºC at 760 mmHg
Melting Point
158-159°
Flash Point
240.3ºC
LogP
4.035
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
9
Heavy Atom Count
26
Complexity
463
Defined Atom Stereocenter Count
0
SMILES
CC(C)(C)C(=O)OC1=C(C=C(C=C1)C(CNC)O)OC(=O)C(C)(C)C.Cl
InChi Key
VKFAUCPBMAGVRG-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H29NO5.ClH/c1-18(2,3)16(22)24-14-9-8-12(13(21)11-20-7)10-15(14)25-17(23)19(4,5)6/h8-10,13,20-21H,11H2,1-7H31H
Chemical Name
(1)-4-(1-Hydroxy-2-(methylamino)ethyl)-1,2-phenylene dipivalate hydrochloride
Synonyms
Dipivefrin hydrochloride
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

Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
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 : ~250 mg/mL (~644.50 mM)
H2O : ≥ 100 mg/mL (~257.80 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (5.36 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 (5.36 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 (5.36 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 2.5780 mL 12.8899 mL 25.7798 mL
5 mM 0.5156 mL 2.5780 mL 5.1560 mL
10 mM 0.2578 mL 1.2890 mL 2.5780 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.

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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?
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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:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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
NCT00459303 COMPLETEDWITH RESULTS Device: aspherical intraocular lens
Device: spherical intraocular lens
Cataract National Taiwan University Hospital 2005-10 Phase 4
NCT03049163 UNKNOWN STATUS Drug: vitrectomy under topical anesthesia
[Proparacaine HCL (Alcaine®)]
Perioperative Pain Experiences Lin Zhong 2016-10 Not Applicable
NCT03049163 UNKNOWN STATUS Drug: vitrectomy under topical anesthesia
[Proparacaine HCL (Alcaine®)]
Perioperative Pain Experiences Lin Zhong 2016-10 Not Applicable
NCT02251613 COMPLETEDWITH RESULTS Drug: Olopatadine HCl ophthalmic solution, 0.1%
Drug: Epinastine HCl ophthalmic solution, 0.05%
Allergic Conjunctivitis Alcon Research 2013-12 Phase 4
NCT02322216 COMPLETEDWITH RESULTS Drug: Olopatadine Hydrochloride Ophthalmic Solution 0.2%
Drug: Olopatadine Hydrochloride Ophthalmic Solution 0.1%
Drug: Olopatadine 0.2% Vehicle
Allergic Conjunctivitis Alcon Research 2014-12 Phase 3
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