Wikipedia:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and Mepivacaine: Difference between pages
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Saving copy of the {{drugbox}} taken from revid 456864545 of page Mepivacaine for the Chem/Drugbox validation project (updated: 'DrugBank'). |
m Moving Category:AstraZeneca brands to Category:Drugs developed by AstraZeneca per Wikipedia:Categories for discussion/Log/2023 December 9#Category:AstraZeneca brands |
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{{Short description|Local anaesthetic}} |
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{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid [{{fullurl:Mepivacaine|oldid=456864545}} 456864545] of page [[Mepivacaine]] with values updated to verified values.}} |
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{{Drugbox |
{{Drugbox |
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| Verifiedfields = changed |
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| IUPAC_name = (''RS'')-''N''-(2,6-dimethylphenyl)- 1-methyl-piperidine-2-carboxamide |
| IUPAC_name = (''RS'')-''N''-(2,6-dimethylphenyl)- 1-methyl-piperidine-2-carboxamide |
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| image = Mepivacaine. |
| image = Mepivacaine.svg |
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<!--Clinical data--> |
<!--Clinical data--> |
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| tradename = |
| tradename = |
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| Drugs.com = {{drugs.com|CDI|mepivacaine}} |
| Drugs.com = {{drugs.com|CDI|mepivacaine}} |
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| MedlinePlus = a603026 |
| MedlinePlus = a603026 |
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| pregnancy_category = C, use w/ caution, may cause fetal bradycardia |
| pregnancy_category = C, use w/ caution, may cause fetal [[bradycardia]] |
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| legal_status = |
| legal_status = |
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| routes_of_administration = |
| routes_of_administration = |
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<!--Pharmacokinetic data--> |
<!--Pharmacokinetic data--> |
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| bioavailability = |
| bioavailability = |
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| metabolism = |
| metabolism = |
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| elimination_half-life = |
| elimination_half-life = |
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<!--Identifiers--> |
<!--Identifiers--> |
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| IUPHAR_ligand = 7224 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CAS_number_Ref = {{cascite|correct|??}} |
| CAS_number_Ref = {{cascite|correct|??}} |
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| CAS_number = 96-88-8 |
| CAS_number = 96-88-8 |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = D08181 |
| KEGG = D08181 |
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| ChEBI_Ref = {{ebicite| |
| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 6759 |
| ChEBI = 6759 |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 1087 |
| ChEMBL = 1087 |
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<!--Chemical data--> |
<!--Chemical data--> |
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| C=15 | H=22 | N=2 | O=1 |
| C=15 | H=22 | N=2 | O=1 |
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| molecular_weight = 246.348 g/mol |
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| smiles = O=C(Nc1c(cccc1C)C)C2N(C)CCCC2 |
| smiles = O=C(Nc1c(cccc1C)C)C2N(C)CCCC2 |
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| InChI = 1/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) |
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| InChIKey = INWLQCZOYSRPNW-UHFFFAOYAD |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 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) |
| StdInChI = 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) |
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| StdInChIKey = INWLQCZOYSRPNW-UHFFFAOYSA-N |
| StdInChIKey = INWLQCZOYSRPNW-UHFFFAOYSA-N |
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}} |
}} |
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'''Mepivacaine''' {{IPAc-en|m|ɛ|ˈ|p|ɪ|v|ə|k|eɪ|n}} is a [[local anesthetic]]<ref name="pmid17195831">{{cite journal |vauthors=Porto GG, Vasconcelos BC, Gomes AC, Albert D |title=Evaluation of lidocaine and mepivacaine for inferior third molar surgery |journal=Medicina oral, patología oral y cirugía bucal |volume=12 |issue=1 |pages=E60–4 |date=January 2007 |pmid=17195831 |url=http://www.medicinaoral.com/medoralfree01/v12i1/medoralv12i1p60.pdf}}</ref> 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)<ref>{{Cite web |title=Procaine |url=https://go.drugbank.com/drugs/DB00721 |access-date=2023-06-27 |website=go.drugbank.com}}</ref><ref>{{Cite web |title=Mepivacaine |url=https://go.drugbank.com/drugs/DB00961 |access-date=2023-06-27 |website=go.drugbank.com}}</ref> and is marketed under various [[trade name]]s including '''Carbocaine''' and '''Polocaine'''. |
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Mepivacaine became available in the [[United States]] in the 1960s. |
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Mepivacaine is used in any infiltration and [[local anesthesia]]. |
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It is supplied as the hydrochloride salt of the [[racemate]],<ref name="pmid8989005">{{cite journal |vauthors=Burm AG, Cohen IM, van Kleef JW, Vletter AA, Olieman W, Groen K |title=Pharmacokinetics of the enantiomers of mepivacaine after intravenous administration of the racemate in volunteers |journal=Anesthesia & Analgesia |volume=84 |issue=1 |pages=85–9 |date=January 1997 |pmid=8989005 |doi= 10.1097/00000539-199701000-00016 |doi-access=free|s2cid=22363370 }}</ref> which consists of R(-)-mepivacaine and S(+)-mepivacaine in equal proportions. These two enantiomers have markedly different pharmacokinetic properties.<ref name="pmid8989005" /> |
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Mepivacaine was originally synthesized in Sweden at the laboratory of [[Bofors Nobelkrut]] in 1956.<ref name="Castrén 1963">{{cite journal |last1=Castrén |first1=J.A. |title=A clinical evaluation of mepivacaine (Carbocain) in ocular surgery |journal=Acta Ophthalmologica |date=1963 |volume=41 |issue=3 |pages=262–9 |doi=10.1111/j.1755-3768.1963.tb02436.x |pmid=14047466|s2cid=32119846 }}</ref> |
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==References== |
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{{Reflist}} |
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==External links== |
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*[https://web.archive.org/web/20020220205035/http://www.rxlist.com/cgi/generic2/mepivacaine.htm Mepivacaine at RxList] |
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{{Local anesthetics}} |
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[[Category:Local anesthetics]] |
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[[Category:Piperidines]] |
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[[Category:Anilides]] |
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[[Category:Drugs developed by AstraZeneca]] |
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{{nervous-system-drug-stub}} |
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