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Mepivacaine information


Mepivacaine
Clinical data
AHFS/Drugs.comConsumer Drug Information
MedlinePlusa603026
Pregnancy
category
  • C, use w/ caution, may cause fetal bradycardia
ATC code
  • N01BB03 (WHO)
Identifiers
IUPAC name
  • (RS)-N-(2,6-dimethylphenyl)- 1-methyl-piperidine-2-carboxamide
CAS Number
  • 96-88-8 checkY
PubChem CID
  • 4062
IUPHAR/BPS
  • 7224
DrugBank
  • DB00961 checkY
ChemSpider
  • 3922 checkY
UNII
  • B6E06QE59J
KEGG
  • D08181 checkY
ChEBI
  • CHEBI:6759 checkY
ChEMBL
  • ChEMBL1087 checkY
CompTox Dashboard (EPA)
  • DTXSID9023259 Edit this at Wikidata
ECHA InfoCard100.002.313 Edit this at Wikidata
Chemical and physical data
FormulaC15H22N2O
Molar mass246.354 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C(Nc1c(cccc1C)C)C2N(C)CCCC2
InChI
  • InChI=1S/C15H22N2O/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) checkY
  • Key:INWLQCZOYSRPNW-UHFFFAOYSA-N checkY
  (verify)

Mepivacaine /mɛˈpɪvəkn/ is a local anesthetic[1] of the amide type. Mepivacaine has a reasonably rapid onset (less rapid than that of procaine) and medium duration of action (longer than that of procaine)[2][3] and is marketed under various trade names including Carbocaine and Polocaine.

Mepivacaine became available in the United States in the 1960s.

Mepivacaine is used in any infiltration and local anesthesia.

It is supplied as the hydrochloride salt of the racemate,[4] which consists of R(-)-mepivacaine and S(+)-mepivacaine in equal proportions. These two enantiomers have markedly different pharmacokinetic properties.[4]

Mepivacaine was originally synthesized in Sweden at the laboratory of Bofors Nobelkrut in 1956.[5]

  1. ^ Porto GG, Vasconcelos BC, Gomes AC, Albert D (January 2007). "Evaluation of lidocaine and mepivacaine for inferior third molar surgery" (PDF). Medicina oral, patología oral y cirugía bucal. 12 (1): E60–4. PMID 17195831.
  2. ^ "Procaine". go.drugbank.com. Retrieved 2023-06-27.
  3. ^ "Mepivacaine". go.drugbank.com. Retrieved 2023-06-27.
  4. ^ a b Burm AG, Cohen IM, van Kleef JW, Vletter AA, Olieman W, Groen K (January 1997). "Pharmacokinetics of the enantiomers of mepivacaine after intravenous administration of the racemate in volunteers". Anesthesia & Analgesia. 84 (1): 85–9. doi:10.1097/00000539-199701000-00016. PMID 8989005. S2CID 22363370.
  5. ^ Castrén, J.A. (1963). "A clinical evaluation of mepivacaine (Carbocain) in ocular surgery". Acta Ophthalmologica. 41 (3): 262–9. doi:10.1111/j.1755-3768.1963.tb02436.x. PMID 14047466. S2CID 32119846.

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Mepivacaine

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Mepivacaine /mɛˈpɪvəkeɪn/ is a local anesthetic of the amide type. Mepivacaine has a reasonably rapid onset (less rapid than that of procaine) and medium...

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ATC code N01

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Tetracaine, combinations N01BB01 Bupivacaine N01BB02 Lidocaine N01BB03 Mepivacaine N01BB04 Prilocaine N01BB05 Butanilicaine N01BB06 Cinchocaine N01BB07...

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Corbadrine

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States, (usually in a pre-mixed solution with local anesthetics, such as mepivacaine). Corbadrine is also a metabolite of the antihypertensive drug methyldopa...

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Ketamine

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Dimethocaine Diphenhydramine Etidocaine Hexylcaine Iontocaine Lidocaine Mepivacaine Meprylcaine Metabutoxycaine Orthocaine Piperocaine Prilocaine Procaine...

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Anesthetic

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Cinchocaine(INN/BAN)/Dibucaine(USAN) Etidocaine Levobupivacaine Lidocaine Mepivacaine Prilocaine Ropivacaine Local anesthetic agents prevent the transmission...

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Nerve block

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procaine, tetracaine, and chloroprocaine. The amides include lidocaine, mepivacaine, prilocaine, bupivacaine, ropivacaine, and levobupivacaine. Chloroprocaine...

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Local anesthesia

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hypertension or local vasoconstriction, with the exception of Ropivacaine and Mepivacaine that do produce weak vasoconstriction. Unlike other forms of anesthesia...

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Sufentanil

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such as Sufenta and Sufentil. Sufentanil with and without lidocaine or mepivacaine is available as a transdermal patch similar to Duragesic in Europe under...

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Cocaine

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Dimethocaine Diphenhydramine Etidocaine Hexylcaine Iontocaine Lidocaine Mepivacaine Meprylcaine Metabutoxycaine Orthocaine Piperocaine Prilocaine Procaine...

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Bupivacaine

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Unlike lidocaine, the terminal amino portion of bupivacaine (as well as mepivacaine, ropivacaine, and levobupivacaine) is contained within a piperidine ring;...

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Procaine

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as lidocaine (Xylocaine) exist. Like other local anesthetics (such as mepivacaine, and prilocaine), procaine is a vasodilator, thus is often coadministered...

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Dental anesthesia

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bupivacaine (a long-acting anesthetic), prilocaine (also called Citanest), and mepivacaine (also called Carbocaine or Polocaine). Different types of local anaesthetic...

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Crack cocaine

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tetracaine, lidocaine, procaine, hexylcaine, bupivacaine, benoxinate, mepivacaine, prilocaine, etidocaine, benzocaine, chloroprocaine, propoxycaine, dyclonine...

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Lidocaine

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neurological symptoms. Low quality evidence suggests that 2‐chloroprocaine and mepivacaine when used for spinal anesthetic have a similar risk of the person developing...

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Gabapentin

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Dimethocaine Diphenhydramine Etidocaine Hexylcaine Iontocaine Lidocaine Mepivacaine Meprylcaine Metabutoxycaine Orthocaine Piperocaine Prilocaine Procaine...

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Topiramate

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Dimethocaine Diphenhydramine Etidocaine Hexylcaine Iontocaine Lidocaine Mepivacaine Meprylcaine Metabutoxycaine Orthocaine Piperocaine Prilocaine Procaine...

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Lorazepam

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Dimethocaine Diphenhydramine Etidocaine Hexylcaine Iontocaine Lidocaine Mepivacaine Meprylcaine Metabutoxycaine Orthocaine Piperocaine Prilocaine Procaine...

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Pregabalin

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Dimethocaine Diphenhydramine Etidocaine Hexylcaine Iontocaine Lidocaine Mepivacaine Meprylcaine Metabutoxycaine Orthocaine Piperocaine Prilocaine Procaine...

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Benzocaine

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Dimethocaine Diphenhydramine Etidocaine Hexylcaine Iontocaine Lidocaine Mepivacaine Meprylcaine Metabutoxycaine Orthocaine Piperocaine Prilocaine Procaine...

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Calcium channel blocker

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Dimethocaine Diphenhydramine Etidocaine Hexylcaine Iontocaine Lidocaine Mepivacaine Meprylcaine Metabutoxycaine Orthocaine Piperocaine Prilocaine Procaine...

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Buprenorphine

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Dimethocaine Diphenhydramine Etidocaine Hexylcaine Iontocaine Lidocaine Mepivacaine Meprylcaine Metabutoxycaine Orthocaine Piperocaine Prilocaine Procaine...

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Chlorphenamine

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Dimethocaine Diphenhydramine Etidocaine Hexylcaine Iontocaine Lidocaine Mepivacaine Meprylcaine Metabutoxycaine Orthocaine Piperocaine Prilocaine Procaine...

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Amitriptyline

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Dimethocaine Diphenhydramine Etidocaine Hexylcaine Iontocaine Lidocaine Mepivacaine Meprylcaine Metabutoxycaine Orthocaine Piperocaine Prilocaine Procaine...

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Barbiturate

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Dimethocaine Diphenhydramine Etidocaine Hexylcaine Iontocaine Lidocaine Mepivacaine Meprylcaine Metabutoxycaine Orthocaine Piperocaine Prilocaine Procaine...

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Diphenhydramine

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Dimethocaine Diphenhydramine Etidocaine Hexylcaine Iontocaine Lidocaine Mepivacaine Meprylcaine Metabutoxycaine Orthocaine Piperocaine Prilocaine Procaine...

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Promethazine

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Dimethocaine Diphenhydramine Etidocaine Hexylcaine Iontocaine Lidocaine Mepivacaine Meprylcaine Metabutoxycaine Orthocaine Piperocaine Prilocaine Procaine...

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