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Mepivacaine Hydrochloride

Cat No.:V10571 Purity: ≥98%
Mepivacaine HCl binds to specific voltage-gated sodium channels on neuronal cell membranes, inhibiting sodium influx and membrane depolarization.
Mepivacaine Hydrochloride
Mepivacaine Hydrochloride Chemical Structure CAS No.: 1722-62-9
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
1g
5g
Other Sizes

Other Forms of Mepivacaine Hydrochloride:

  • Dexivacaine
  • Mepivacaine
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Mepivacaine HCl binds to specific voltage-gated sodium channels on neuronal cell membranes, inhibiting sodium influx and membrane depolarization.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Mepivacaine hydrochloride inhibits sodium influx and membrane depolarization by binding to particular voltage-gated sodium channels in the membranes of neuronal cells. This leads to reversible sensory loss and a blockage in the beginning and conduction of nerve impulses. This medication acts more quickly and lasts for a moderate amount of time when compared to other local anesthetics [2]. Compared to procaine, mepivacaine hydrochloride acts more quickly at first and for a longer amount of time in the middle [3]. Preferential usage-dependent blockage of Na(v)1.8 is demonstrated by mepivacaine hydrochloride, while TTX Na(+) channels are preferred by S(-)-bupivacaine [4].
Toxicity/Toxicokinetics
Effects During Pregnancy and Lactation
◉ Summary of Use during Lactation
No information is available on the use of mepivacaine during breastfeeding. Based on the low excretion of other local anesthetics into breastmilk, a single dose of mepivacaine during breastfeeding is unlikely to adversely affect the breastfed infant. However, an alternate drug may be preferred, especially while nursing a newborn or preterm infant.
Mepivacaine given during labor as a local anesthetic to the mother has been reported to interfere with initial nursing behavior of some infants, but not weight gain during the first 5 days postpartum. Although not well studied specifically with mepivacaine, it appears that with good breastfeeding support, epidural local anesthetics with or without fentanyl or one of its derivatives has little or no adverse effect on breastfeeding success. Labor pain medication may delay the onset of lactation. More study is required to clarify the effect of mepivacaine during labor on breastfeeding outcome.
◉ Effects in Breastfed Infants
Relevant published information was not found as of the revision date.
◉ Effects on Lactation and Breastmilk
In a study that compared extradural administration of mepivacaine, bupivacaine and lidocaine for analgesia during normal childbirth, no differences were found in weight changes over the first 5 days after delivery among the breastfed infants of the 3 groups. Overall weight gain was within normal limits for all groups.
Of 6 infants whose mothers received a pudendal block with mepivacaine within the hour before delivery, 4 took longer to begin nursing behavior and nursed less initially than 10 infants whose mothers received no anesthesia during labor. The long-term consequences of these differences were not reported.
A national survey of women and their infants from late pregnancy through 12 months postpartum compared the time of lactogenesis II in mothers who did and did not receive pain medication during labor. Categories of medication were spinal or epidural only, spinal or epidural plus another medication, and other pain medication only. Women who received medications from any of the categories had about twice the risk of having delayed lactogenesis II (>72 hours) compared to women who received no labor pain medication.
References

[1]. ECMO for Cardiac Rescue after Accidental Intravenous Mepivacaine Application. Case Rep Pediatr. 2012;2012:491692.

[2]. mepivacaine hydrochloride.

[3]. Pharmacokinetics of the enantiomers of mepivacaine after intravenous administration of the racemate in volunteers. Anesth Analg, 1997. 84(1): p. 85-9.

[4]. Leffler, A., J. Reckzeh, and C. Nau, Block of sensory neuronal Na+ channels by the secreolytic ambroxol is associated with an interaction with local anesthetic binding sites. Eur J Pharmacol, 2010. 630(1-3): p. 19-28.

Additional Infomation
Mepivacaine hydrochloride is the hydrochloride salt of mepivacaine. It is used as a local anaesthetic. It has a role as a local anaesthetic. It is a piperidinecarboxamide and a hydrochloride. It is functionally related to a mepivacaine.
Mepivacaine Hydrochloride is the hydrochloride salt form of mepivacaine, an amide derivative with local anesthetic properties. At the injection site, mepivacaine hydrochloride acts by binding to specific membrane sodium ion channels in the neuronal cell membranes, thereby inhibiting sodium influx. This leads to a blockage of nerve impulse conduction and results in a loss of sensation.
A local anesthetic that is chemically related to BUPIVACAINE but pharmacologically related to LIDOCAINE. It is indicated for infiltration, nerve block, and epidural anesthesia. Mepivacaine is effective topically only in large doses and therefore should not be used by this route. (From AMA Drug Evaluations, 1994, p168)
See also: Mepivacaine (has active moiety); Levonordefrin; Mepivacaine Hydrochloride (component of).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H23CLN2O
Molecular Weight
282.8089
Exact Mass
282.149
CAS #
1722-62-9
Related CAS #
(+)-Mepivacaine;24358-84-7;Mepivacaine;96-88-8
PubChem CID
66070
Appearance
White to off-white solid powder
Boiling Point
383.1ºC at 760 mmHg
Melting Point
255-257ºC (dec.)
Flash Point
185.5ºC
Vapour Pressure
4.52E-06mmHg at 25°C
LogP
3.539
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
2
Heavy Atom Count
19
Complexity
282
Defined Atom Stereocenter Count
0
InChi Key
RETIMRUQNCDCQB-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H22N2O.ClH/c1-11-7-6-8-12(2)14(11)16-15(18)13-9-4-5-10-17(13)3;/h6-8,13H,4-5,9-10H2,1-3H3,(H,16,18);1H
Chemical Name
N-(2,6-dimethylphenyl)-1-methylpiperidine-2-carboxamide;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 and light.
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 (~353.59 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (353.59 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.5359 mL 17.6797 mL 35.3594 mL
5 mM 0.7072 mL 3.5359 mL 7.0719 mL
10 mM 0.3536 mL 1.7680 mL 3.5359 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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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)
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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
NCT04561921 Unknown status Drug: Magnesium sulfate
Drug: Mepivacaine-Levonordefrin Hydrochloride
Success of Inferior Alveolar Nerve Block Cairo University 2020-10-22 Not Applicable
NCT03725579 Unknown status Drug: mepivicane hydrochloride
Drug: articane hydrochloride
Symptomatic Irreversible Pulpitis Cairo University 2018-09-15 Phase 2
Phase 3
NCT04822415 Completed Drug: Mepivacaine
Drug: Articaine
Symptomatic Irreversible Pulpitis Cairo University 2014-12 Not Applicable
NCT04947267 Completed Drug: 3% Mepivacaine Hydrochloride
Drug: 2% Mepivacaine with 1:100,000 epinephrine
LOCAL ANESTHESIA Afshan Amjad Ali 2018-05-30 Phase 2
NCT05765682 Completed Other: Mepivacaine Spinal
Other: Bupivacaine Spinal
Total Knee Replacement Medical University of South Carolina 2023-03-13 Not Applicable
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