Butanilicaine
Title: Butanilicaine
CAS Registry Number: 3785-21-5
CAS Name: 2-(Butylamino)-N-(2-chloro-6-methylphenyl)acetamide
Additional Names: 2-(butylamino)-6¢-chloro-o-acetotoluidide; w-n-butylaminoacetic acid 2-methyl-6-chloroanilide; 1-(butylaminoacetylamino)-2-chloro-6-methylbenzene; N-(butylaminoacetyl)-6-chloro-o-toluidine
Molecular Formula: C13H19ClN2O
Molecular Weight: 254.76
Percent Composition: C 61.29%, H 7.52%, Cl 13.92%, N 11.00%, O 6.28%
Literature References: Prepn: Häussler, Ther, Arzneim.-Forsch. 3, 609 (1953); GB 726080 (1955 to Polymer Corp.); GB 759744 (1956 to Cilag); GB 782971; G. Ehrhart et al., US 2912460 (1957, 1959 both to Hoechst); Epstein, Kaminsky, J. Am. Chem. Soc. 80, 1892 (1958). Structure activity study: P. P. Koelzer, K. H. Wehr, Arzneim.-Forsch. 8, 181 (1958).
Properties: Crystals, mp 45-46°. bp0.001 145°. bp0.5 166-167°.
Melting point: mp 45-46°
Boiling point: bp0.001 145°; bp0.5 166-167°
 
Derivative Type: Hydrochloride
CAS Registry Number: 6027-28-7
Molecular Formula: C13H19ClN2O.HCl
Molecular Weight: 291.22
Percent Composition: C 53.62%, H 6.92%, Cl 24.35%, N 9.62%, O 5.49%
Properties: Crystals from ethanol, mp 232°, also reported as mp 236-239° (Epstein, Kaminsky). Soluble in water. Aq soln is neutral.
Melting point: mp 232°; mp 236-239° (Epstein, Kaminsky)
 
Derivative Type: Phosphate
CAS Registry Number: 2081-65-4
Trademarks: Hostacain (Hoechst)
Molecular Formula: C13H19ClN2O.H3PO4
Molecular Weight: 352.75
Percent Composition: C 44.26%, H 6.29%, Cl 10.05%, N 7.94%, O 22.68%, P 8.78%
Properties: Crystals, mp 126-127°. LD50 in mice (mg/20 g): 11.4 s.c.; in mice (mg/kg): 30 i.v., 363 i.p.; in rats (mg/kg): 259 i.p. (Koelzer, Wehr).
Melting point: mp 126-127°
Toxicity data: LD50 in mice (mg/20 g): 11.4 s.c.; in mice (mg/kg): 30 i.v., 363 i.p.; in rats (mg/kg): 259 i.p. (Koelzer, Wehr)
 
Therap-Cat: Anesthetic (local).
Keywords: Anesthetic (Local).
 
 
Status: This monograph has been retired and is no longer subject to revision or update.

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