12-06172. Methyl N-Methylnipecotate [Archived]

Nomenclature

CAS number: 1690-72-8
1-Methyl-3-piperidinecarboxylic acid methyl ester; N-methylnipecotic acid methyl ester; dihydroarecoline.
C8H15NO2; mol wt 157.21.
C 61.12%, H 9.62%, N 8.91%, O 20.35%.

Description and references

Prepn: Stoll et al., Helv. Chim. Acta 33, 375 (1950); Sperber et al., J. Am. Chem. Soc. 81, 704 (1959). Electron distribution and dissociation constants: E. Mutschler et al., Arzneim.-Forsch. 17, 833 (1967). Pharmacologic studies: O. Nieschulz, ibid. 22, 804 (1972). Structure-conformation activity study: G. Lambrecht, E. Mutschler, ibid. 24, 1725 (1974).

Chemical structure

Properties

Oil, bp12 83-84°. nD25 1.4520. pKa (20°): 8.66.

Derivative

Methobromide.

Nomenclature

CAS number: 60296-01-7
Adipsin (Heilmittelwerke).
C9H18BrNO2; mol wt 252.15.
C 42.87%, H 7.20%, Br 31.69%, N 5.55%, O 12.69%.

Therapeutic Category

Sialagogue.

Status

This monograph has been retired and is no longer subject to revision or update.