Butacaine

Butacaine
Names
Preferred IUPAC name
3-(Dibutylamino)propyl 4-aminobenzoate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.005.214 Edit this at Wikidata
UNII
  • InChI=1/C18H30N2O2/c1-3-5-12-20(13-6-4-2)14-7-15-22-18(21)16-8-10-17(19)11-9-16/h8-11H,3-7,12-15,19H2,1-2H3
    Key: HQFWVSGBVLEQGA-UHFFFAOYAZ
  • O=C(OCCCN(CCCC)CCCC)c1ccc(N)cc1
Properties
C18H30N2O2
Molar mass 306.443 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Butacaine is a white crystalline ester used as a local anesthetic.

Synthesis

Thieme Synthesis: Patents: γ-di-n-butylaminopropanol:

The addition of metallic sodium is added to a mixture of allyl alcohol (1) and N,N-dibutylamine (2) gives the conjugate addition product and hence 3-dibutylamino-1-propanol [2050-51-3] (3). Esterification of this intermediate with para-nitrobenzoyl chloride [122-04-3] (4) gives CID:4588466 (5). The reduction of the nitro group completed the synthesis of butacaine (6).

See also


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