Ethoheptazine

Ethoheptazine[1] (trade name Zactane) is an opioid analgesic from the phenazepane family. It was invented in the 1950s[2] and is related to other drugs such as proheptazine and pethidine.[3]

Ethoheptazine
Clinical data
Trade namesEquagesic
Other namesZactane
Routes of
administration		Oral
ATC code
  • none
Legal status
Legal status
  • US: Schedule IV (Some preparations)
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.000.917
Chemical and physical data
FormulaC16H23NO2
Molar mass261.36 g/mol g·mol−1
3D model (JSmol)
 NY (what is this?)  (verify)

Ethoheptazine produces similar effects to other opioids, including analgesia, sedation, dizziness and nausea.[4] It was sold by itself as Zactane, and is still available as a combination product with acetylsalicylic acid and meprobamate as Equagesic, which is used for the treatment of conditions where both pain and anxiety are present.[5] It was also investigated for use as an antitussive.[6]

It is no longer prescribed, as it is no longer FDA approved, and not available for United States' Pharmacy Processing. Revocation of FDA Approved Medications Status stems from a combination of efficacy vs. toxicity, and the more-varied and historically safer Benzodiazepines Class. Only reversal of the FDA's decision, allows removing the drug from the CSD. Ethoheptazine is not listed as a controlled substance under the Controlled Substances Act, 1970 in the United States.[7] The controlled status (Schedule IV) of Equagesic was due to the meprobamate content.[8][9] Regulation elsewhere varies.

References
  1. ES Patent 310184
  2. Batterman RC, Golbey M, Grossman AJ, Leifer P. Analgesic effectiveness of orally administered ethoheptazine in man. American Journal of the Medical Sciences. 1957 Oct;234(4):413-9.
  3. Diamond J, Bruce WF, Tyson FT. Synthesis and Properties of the Analgesic DL-α-1,3-dimethyl-4-phenyl-4-propionoxyazacycloheptane (Proheptazine). Journal of Medicinal Chemistry. 1964 Jan;7:57-60.
  4. Cinelli P, Zucchini M. Current pharmaco-therapeutic possibilities in the treatment of pain. Experiments with ethoeptazine. (Italian). Minerva Medica. 1962 Mar 3;53:637-42.
  5. Scheiner JJ, Richards DJ. Treatment of musculoskeletal pain and associated anxiety with an ethoheptazine-aspirin-meprobamate combination (equagesic): a controlled study. Current Therapeutic Research, Clinical and Experimental. 1974 Sep;16(9):928-36.
  6. J Pharmacol Exp Ther November 1979 211:401-408
  7. http://www.deadiversion.usdoj.gov/quotas/conv_factor/index.html
  8. PDR 1978, pp 1618
  9. http://www.deadiversion.usdoj.gov/quotas/conv_factor/index.html


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