Meprylcaine

Chemical compound From Wikipedia, the free encyclopedia

Meprylcaine (also known as Epirocaine and Oracaine) is a local anesthetic with stimulant properties that is structurally related to dimethocaine.[1]

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Meprylcaine
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Identifiers
  • benzoic acid (2-methyl-2-propylaminopropyl) ester
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC14H21NO2
Molar mass235.327 g·mol−1
3D model (JSmol)
  • CC(COC(C1=CC=CC=C1)=O)(C)NCCC
  • InChI=1S/C14H21NO2/c1-4-10-15-14(2,3)11-17-13(16)12-8-6-5-7-9-12/h5-9,15H,4,10-11H2,1-3H3
  • Key:VXJABHHJLXLNMP-UHFFFAOYSA-N
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Meprylcaine has a relatively potent inhibitory action on the monoamine transporter and inhibits the reuptake of dopamine, norepinephrine and serotonin.[2][3]

Synthesis

Thieme Synthesis:[4] Patents:[5][6]

The 2-methyl-2-(propylamino)propan-1-ol [55968-10-0] (1) is treated with base and then with Benzoyl chloride (2), completing the synthesis of Meprycaine (3).

References

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