3743. Ethoheptazine

Nomenclature

CAS number: 77-15-6
Hexahydro-1-methyl-4-phenyl-1H-azepine-4-carboxylic acid ethyl ester; 4-carbethoxy-1-methyl-4-phenylhexamethylenimine; 4-carbethoxy-1-methyl-4-phenylazacycloheptane; ethyl heptazine; Wy-401.
C16H23NO2; mol wt 261.36.
C 73.53%, H 8.87%, N 5.36%, O 12.24%.

Description and references

Synthetic opioid analgesic. Prepn: J. Diamond, W. F. Bruce, US 2666050 (1954 to Am. Home Prod.); J. Diamond et al., J. Org. Chem. 22, 399 (1957). GC determn in blood and tissue samples: R. H. Drost et al., J. Chromatogr. 277, 352 (1983). Clinical trial in post-operative dental pain: L. Winter, Jr. et al., Curr. Ther. Res. 15, 383 (1973).

Chemical structure

Properties

Liquid. d426 1.038. bp1 133-134°; bp0.5 127-129°; bp0.3 128-130°. nD26 1.5210; nD28 1.5220.

Derivative

Hydrochloride.

Nomenclature

CAS number: 5982-61-6
C16H23NO2.HCl; mol wt 297.82.
C 64.53%, H 8.12%, N 4.70%, O 10.74%, Cl 11.90%.

Properties

Recrystallized from ethyl acetate + ether, mp 151-153°.

Derivative

Citrate.

Nomenclature

CAS number: 6700-56-7
C16H23NO2.C6H8O7; mol wt 453.48.
C 58.27%, H 6.89%, N 3.09%, O 31.75%.

Description and references

Component of Equagesic.

Therapeutic Category

Analgesic.

Keywords

Analgesic; Opioids