6951. Oxotremorine

Nomenclature

CAS number: 70-22-4
1-[4-(1-Pyrrolidinyl)-2-butynyl]-2-pyrrolidinone; 1-(2-oxo-1-pyrrolidinyl)-4-(1-pyrrolidinyl)-2-butyne.
C12H18N2O; mol wt 206.28.
C 69.87%, H 8.80%, N 13.58%, O 7.76%.

Description and references

Active metabolite of tremorine, q.v.: Cho et al., Biochem. Biophys. Res. Commun. 5, 276 (1961). Synthesis: Bebbington, Shakeshaft, J. Med. Chem. 8, 274 (1965); Nau, US 3444185 (1969 to Soc. Civile Auguil). Cholinergic agent, used experimentally as convulsant in study of parkinsonism: Cho et al., Proc. 2nd Int. Pharmacol. Meet. 2, 75 (1964).

Chemical structure

Properties

Pale yellow liquid. bp0.6 150-155°; bp0.1 124°. nD25 1.5156.

Derivative

Picrolonate.
C22H26N6O6; mol wt 470.48.
C 56.16%, H 5.57%, N 17.86%, O 20.40%.

Properties

Crystals from acetone, mp 157-159°.

Use

Pharmacological tool.