7776. Proheptazine

Nomenclature

CAS number: 77-14-5
Hexahydro-1,3-dimethyl-4-phenyl-1H-azepin-4-ol propanoate (ester); dl-α-1,3-dimethyl-4-phenyl-4-propionoxyazacycloheptane; 1,3-dimethyl-4-phenyl-4-propionoxyhexamethylenimine; 4-phenyl-4-propionoxy-1,3-dimethylazacycloheptane; 4-propionoxy-1,3-dimethyl-4-phenylhexamethylenimine; dimepheprimine; Wy-757.
C17H25NO2; mol wt 275.39.
C 74.14%, H 9.15%, N 5.09%, O 11.62%.

Description and references

Opioid analgesic. Prepn: Diamond, Bruce, US 2775589 (1956 to American Home Prod.). Structure and synthesis: Diamond et al., J. Med. Chem. 7, 57 (1964).

Chemical structure

Properties

Liquid, bp0.3 126°. nD28 1.5182. nD21 1.5215.

Derivative

Hydrobromide.
C17H26BrNO2; mol wt 356.30.
C 57.31%, H 7.36%, Br 22.43%, N 3.93%, O 8.98%.

Properties

Crystals from acetone + methanol, dec 207-207.5°. Soly in water at 25°: 1-2%.

Derivative

Hydrochloride.
C17H26ClNO2; mol wt 311.85.
C 65.47%, H 8.40%, Cl 11.37%, N 4.49%, O 10.26%.

Properties

Crystals, dec 207°.

Note

This is a controlled substance (opiate): 21 CFR, 1308.11.