Isobucaine
Chemical compound
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Formula | C15H23NO2 |
Molar mass | 249.354 g·mol−1 |
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Isobucaine is a local anesthetic.[1]
Synthesis
The reductive amination between aminomethyl propanol (1) and isobutanal [78-84-2] (2) afforded N-Isobutyl-1,1-dimethyl-2-hydroxyethanamine, CID:18315986 (3). Acylation of the amine with benzoyl chloride [98-88-4] hypothetically goes initially to the amide (4'). The acid catalysis used in the reaction leads to an N to O acyl migration to afford isobucaine (5).
See also
References
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Local anesthetics (primarily sodium channel blockers) (N01B)
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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