Mepivacaine

Base Information

• Chemical Name: Mepivacaine
• CAS No.: 96-88-8
• Deprecated CAS: 22801-44-1
• Molecular Formula: C15H22N2O
• Molecular Weight: 246.352
• Hs Code.: 2933399090
• European Community (EC) Number: 202-543-0
• UNII: B6E06QE59J
• DSSTox Substance ID: DTXSID9023259
• Nikkaji Number: J4.726K
• Wikipedia: Mepivacaine
• Wikidata: Q416760
• NCI Thesaurus Code: C61831
• RXCUI: 6759
• Pharos Ligand ID: S3ZQAA66PNHS
• Metabolomics Workbench ID: 43217
• ChEMBL ID: CHEMBL1087
• Mol file: 96-88-8.mol

Synonyms:Carboca?ne;Carbocaine;Isocaine;Isogaine;Meaverin;Mecain;Mepihexal;Mepivacain Injektopas;Mepivacain-Injektopas;Mepivacaina Braun;Mepivacaine;Mepivacaine Hydrochloride;Mepivacaine Monohydrochloride;Mepivastesin;Polocaine;Scandicain;Scandicaine;Scandinibsa;Scandonest

Chemical Property of Mepivacaine

Chemical Property:

• Melting Point: 150.5 °C
• Refractive Index: 1.6280 (estimate)
• Boiling Point: 383.062 °C at 760 mmHg
• PKA: 14.85±0.70(Predicted)
• Flash Point: 185.47 °C
• PSA: 32.34000
• Density: 1.077 g/cm³
• LogP: 2.73710
• Water Solubility.: 2.217g/L(25 oC)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 246.173213330
• Heavy Atom Count: 18
• Complexity: 282

Purity/Quality:

≥95% ^*data from raw suppliers

Mepivacaine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C)NC(=O)C2CCCCN2C
• Recent ClinicalTrials: Femoral Peri-arterial Local Anesthetic Injection Via Peri-arterial Perineural Catheter Reverses Tourniquet Associated Ischemic Hypertension
• Recent EU Clinical Trials: PAIN CONTROL WITH THE USE OF WALANT IN TOTAL TRAPEZECTOMY. RANDOMIZED CLINICAL TRIAL
• Recent NIPH Clinical Trials: The effect of sympathetic blockade time by stellate ganglion block on the treatment effect of trigeminal neuropathy
• Uses: Anesthetic (local).
• Therapeutic Function: Local anesthetic

Technology Process of Mepivacaine

There total 11 articles about Mepivacaine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-pyridine-carboxamide-N-(2,6-dimethylphenyl) (39627-98-0) → mepivacaine (96-88-8,22801-44-1,24358-84-7,34811-66-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; acetic acid; In methanol; water; at 50 ℃;

DOI:10.1002/ejoc.201700824

Reference yield: 53.0%

N-methylcyclohexylamine (626-67-5) + 2,5-dimethylphenyl isocyanate (40397-98-6) → N-(2,6-dimethylphenyl)-1-(2-(2,6-dimethylphenylamino)-2-oxoethyl)piperidine-2-carboxamide + N2,N6-bis(2,6-dimethylphenyl)-1-methylpiperidine-2,6-dicarboxamide + mepivacaine (96-88-8,22801-44-1,24358-84-7,34811-66-0) + N-(2,6-dimethylphenyl)-2-(piperidin-1-yl)acetamide (13327-12-3)

Guidance literature:

With triethyl borane; oxygen; at 20 ℃; for 37h; Further byproducts.;

DOI:10.1021/ol7023295

Reference yield:

methanol (67-56-1) + 2-pyridine-carboxamide-N-(2,6-dimethylphenyl) (39627-98-0) → 2',6'-pipecoloxylidide (15883-20-2,27262-40-4,27262-43-7,78341-12-5) + mepivacaine (96-88-8,22801-44-1,24358-84-7,34811-66-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; acetic acid; at 70 ℃; under 37503.8 Torr; Temperature;

DOI:10.1002/ejoc.201700824

upstream raw materials:

2-(2,6-dimethyl-phenylcarbamoyl)-1-methyl-pyridinium; iodide

dimethyl sulfate

N-methylcyclohexylamine

2,5-dimethylphenyl isocyanate

Refernces

• 1、 Yoshimitsu, Takehiko,Matsuda, Kenichi,Nagaoka, Hiroto,Tsukamoto, Koji,Tanaka, Tetsuaki. "Radical fixation of functionalized carbon resources: α-sp 3C - H carbamoylation of tertiary amines with aryl isocyanates". . p. 5115 - 5118. Retrieved 2008/03/28.