BUTACAINE Property

Melting point:

25°C

Boiling point:

bp0.11 178-182°

Density 

1.0593 (rough estimate)

refractive index 

1.5700 (estimate)

storage temp. 

−20°C

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

pKa 8.96 (Uncertain)

form 

Solid

color 

White to Pale Orange

Stability:

Light Sensitive

EPA Substance Registry System

Butacaine (149-16-6)

Safety

RIDADR 

3249

WGK Germany 

3

RTECS 

UB0875000

HazardClass 

6.1(b)

PackingGroup 

III

Hazard and Precautionary Statements (GHS)

BUTACAINE Chemical Properties,Usage,Production

Originator

Butelline,ALK-Abello

Uses

radioopaque agent

Uses

Butacaine is an human glutathione transferase P1-1 (GST P1-1).

Definition

ChEBI: 4-aminobenzoic acid 3-(dibutylamino)propyl ester is a benzoate ester.

Manufacturing Process

40 g p-nitro-gamma-bromo-propylbenzoate and 40 g dibutylamine are heated together at 60°C, for four hours. The excess dibutyl amine is removed by washing the product with water and then steam distilling the residue. The material remaining in the flask is taken up in benzene and treated with aqueous hydrochloric acid. Part of the p-nitrobenzoyl-gamma-di-nbutylamminopropanol hydrochloride thus formed goes into the water layer, while most of it separates as a heavy oily layer. This, together with the water layer, is separated from the benzene layer, made alkaline, and the resulting base taken up in benzene. Upon removal of the solvent, the desired pnitrobenzoyl- gamma-di-n-butylamminopropanol is obtained.
The p-nitrobenzoyl-gamma-di-n-butylamminopropanol is reduced by warming to about 60°C with an excess of iron filings and a small amount of hydrochloric acid for four hours. The material is then allowed to cool, neutralized with dilute sodium hydroxide solution, and extracted with ether. Upon the removal of the ether, the free base, para-aminobenzoyl-gamma-din- butylaminopropanol, remains behind as an oil. It is exactly neutralized with aqueous hydrochloric acid and the resulting solid salt purified by recrystallization from water or a suitable organic solvent. It melts at 151°- 152°C (corr.) after drying at 100°C.

brand name

Butyn (Abbott).

Therapeutic Function

Local anesthetic