1869. Carticaine

Nomenclature

CAS number: 23964-58-1
4-Methyl-3-[[1-oxo-2-(propylamino)propyl]amino]-2-thiophenecarboxylic acid methyl ester; 3-propylamino-α-propionylamino-2-carbomethoxy-4-methylthiophene; methyl 4-methyl-3-(2-propylaminopropionamido)thiophene-2-carboxylate; articaine.
C13H20N2O3S; mol wt 284.37.
C 54.91%, H 7.09%, N 9.85%, O 16.88%, S 11.28%.

Description and references

Prepn: H. Ruschig et al., ZA 6804265; eidem, US 3855243 (1969, 1974 both to Farbwerke Hoechst). Pharmacological studies: R. Muschaweck, R. Rippel, Prakt. Anaesth. 9, 135 (1974); H. Hofer et al., ibid. 157; A. Den Hertog, Eur. J. Pharmacol. 26, 175 (1974). Toxicity studies: C. Baeder et al., Prakt. Anaesth. 9, 147 (1974). Mechanism of action: U. Borchard, H. Drouin, Eur. J. Pharmacol. 62, 73 (1980). Review: H. Schneider, Schweiz. Monatsschr. Zahnheilkd. 86, 1188-1194 (1976).

Chemical structure

Properties

bp0.3 162-167°.

Derivative

Hydrochloride.

Nomenclature

CAS number: 23964-57-0
HOE-045; HOE-40045; Ultracain (HMR).
C13H20N2O3S.HCl; mol wt 320.84.
C 48.67%, H 6.60%, N 8.73%, O 14.96%, S 9.99%, Cl 11.05%.

Properties

White, fine crystals, mp 177-178°. LD50 i.v. in mice: 37 mg/kg (Muschaweck, Rippel).

Therapeutic Category

Anesthetic (local).

Keywords

Anesthetic (Local)