3031. Dibucaine

Nomenclature

CAS number: 85-79-0
2-Butoxy-N-[2-(diethylamino)ethyl]-4-quinolinecarboxamide; 2-butoxy-N-(2-diethylaminoethyl)cinchoninamide; cinchocaine.
C20H29N3O2; mol wt 343.46.
C 69.94%, H 8.51%, N 12.23%, O 9.32%.

Description and references

Prepn: Miescher, US 1825623 (1931 to Ciba). Comprehensive description: G. R. Padmanabhan, Anal. Profiles Drug Subs. 12, 105-134 (1983). Spectrometric determn in pharmaceutical formulations: N. T. Abdel-Ghani et al., Farmaco 60, 419 (2005).

Chemical structure

Properties

White to off-white powder; slight characteristic odor. mp 64°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 61-12-1
Nupercainal (Novartis).
C20H29N3O2.HCl; mol wt 379.92.
C 63.23%, H 7.96%, N 11.06%, O 8.42%, Cl 9.33%.

Properties

Hygroscopic crystals. Dec 90-98°. uv max (1N HCl): 247, 320 nm (ε 24700, 8810). Sol in 0.5 part water; freely sol in alcohol, acetone, chloroform; slightly sol in benzene, ethyl acetate and toluene (on warming); insol in ether and in oils. The aq soln, about 1 in 20, is faintly alkaline to litmus.

Therapeutic Category

Anesthetic (local).

Keywords

Anesthetic (Local)