2750. Cyclorphan

Nomenclature

CAS number: 4163-15-9
17-(Cyclopropylmethyl)morphinan-3-ol; (-)-3-hydroxy-N-cyclopropylmethylmorphinan.
C20H27NO; mol wt 297.43.
C 80.76%, H 9.15%, N 4.71%, O 5.38%.

Description and references

Prepn: Gates, Montzka, J. Med. Chem. 7, 127 (1964); Gates, US 3285922 (1966 to Res. Corp.). Pharmacology: Harris et al., Arch. Int. Pharmacodyn. Ther. 165, 112 (1967).

Chemical structure

Properties

Crystals from ethyl acetate, mp 187.5-189°. [α]D30 -120° (c = 2.26). LD50 in mice, rats (mg/kg): 24, 23 i.v. (Gates, 1966).