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Benoxinate HCl

Cat No.:V12391 Purity: ≥98%
Oxybuprocaine HCl (Benoxinate HCl) reversibly blocks sodium channels and prevents the transmission of impulses from pain nerves in the cornea, conjunctiva and sclera.
Benoxinate HCl
Benoxinate HCl Chemical Structure CAS No.: 5987-82-6
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Other Forms of Benoxinate HCl:

  • Oxybuprocaine
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Oxybuprocaine HCl (Benoxinate HCl) reversibly blocks sodium channels and prevents the transmission of impulses from pain nerves in the cornea, conjunctiva and sclera. Oxybuprocaine HCl is designed for use in ophthalmology and otolaryngology.
Biological Activity I Assay Protocols (From Reference)
ln Vivo
Rats treated with subcutaneous injection of benoxinate hydrochloride (27.6, 51.7, 103.5, 413.9 μg) exhibit a dose-dependent blocking effect on acupuncture [1]. 100% sensory/nociceptive blockage is produced by oxbuvacaine hydrochloride (27.6 μg) [1].
Animal Protocol
Animal/Disease Models: Male SD (SD (Sprague-Dawley)) rat (203-253 g) [1]
Doses: 27.6, 51.7, 103.5, 413.9 μg
Route of Administration: SC
Experimental Results: Provides dose-dependent blockade of acupuncture.
References

[1]. The Addition of Epinephrine to Proxymetacaine or Oxybuprocaine Solution Increases the Depth and Duration of Cutaneous Analgesia in Rats. Reg Anesth Pain Med. 2016 Sep-Oct;41(5):601-6.

[2]. Adding Dopamine to Proxymetacaine or Oxybuprocaine Solutions Potentiates and Prolongs the Cutaneous Antinociception in Rats. Anesth Analg. 2018 May;126(5):1721-1728.

[3]. Safety, efficacy, and patient acceptability of lidocaine hydrochloride ophthalmic gel as a topicalocular anesthetic for use in ophthalmic procedures. Clin Ophthalmol. 2009;3:601-9. Epub 2009 Nov 2.

Additional Infomation
Oxybuprocaine is a benzoate ester in which 4-amino-3-butoxybenzoic acid and 2-(diethylamino)ethanol have combined to form the ester bond; an ester-based local anaesthetic (ester "caine") used especially in ophthalmology and otolaryngology. It has a role as a local anaesthetic, a topical anaesthetic and a drug allergen. It is a benzoate ester, a tertiary amino compound, a substituted aniline and an amino acid ester. It is functionally related to a 2-diethylaminoethanol.
Oxybuprocaine (also known as Benoxinate) is a local anesthetic, which is used especially in ophthalmology and otolaryngology. Oxybuprocaine binds to sodium channels and reversibly stabilizes the neuronal membrane which decreases its permeability to sodium ions.
See also: Benoxinate Hydrochloride (annotation moved to).
Drug Indication
Used to temporarily numb the front surface of the eye so that the eye pressure can be measured or a foreign body removed.
Mechanism of Action
Oxybuprocaine binds to sodium channel and reversibly stabilizes the neuronal membrane which decreases its permeability to sodium ions. Depolarization of the neuronal membrane is inhibited thereby blocking the initiation and conduction of nerve impulses.
Pharmacodynamics
Oxybuprocaine is a local anaesthetic. It may be less irritating than tetracaine, and the onset and duration of action are similar to tetracaine.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C17H29CLN2O3
Molecular Weight
344.8768
Exact Mass
344.186
CAS #
5987-82-6
Related CAS #
Oxybuprocaine;99-43-4
PubChem CID
4633
Appearance
White to off-white solid powder
Boiling Point
446.9ºC at 760 mmHg
Melting Point
158 - 162ºC
Flash Point
224.1ºC
LogP
4.329
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
11
Heavy Atom Count
22
Complexity
308
Defined Atom Stereocenter Count
0
InChi Key
CMHHMUWAYWTMGS-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H28N2O3/c1-4-7-11-21-16-13-14(8-9-15(16)18)17(20)22-12-10-19(5-2)6-3/h8-9,13H,4-7,10-12,18H2,1-3H3
Chemical Name
2-(diethylamino)ethyl 4-amino-3-butoxybenzoate
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, 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)
H2O : ≥ 100 mg/mL (~289.96 mM)
DMSO : ~100 mg/mL (~289.96 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.25 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 25.0 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: ≥ 2.5 mg/mL (7.25 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 25.0 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: ≥ 2.5 mg/mL (7.25 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 25.0 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 2.8996 mL 14.4978 mL 28.9956 mL
5 mM 0.5799 mL 2.8996 mL 5.7991 mL
10 mM 0.2900 mL 1.4498 mL 2.8996 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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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.

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