Ethoheptazine

Ethoheptazine
Clinical data
Trade names	Equagesic
Other names	Zactane
Routes of; administration	Oral
ATC code	none;
Legal status
Legal status	US: Schedule V;
Identifiers
	IUPAC name Ethyl 1-methyl-4-phenylazepane-4-carboxylate;
CAS Number	77-15-6 ;
PubChem CID	6469;
ChemSpider	6225 ;
UNII	3A4G3A848U;
ChEMBL	ChEMBL170797 ;
CompTox Dashboard (EPA)	DTXSID7023017 ;
ECHA InfoCard	100.000.917
Chemical and physical data
Formula	C16H23NO2
Molar mass	261.36 g/mol g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(OCC)C2(c1ccccc1)CCN(C)CCC2;
	InChI InChI=1S/C16H23NO2/c1-3-19-15(18)16(14-8-5-4-6-9-14)10-7-12-17(2)13-11-16/h4-6,8-9H,3,7,10-13H2,1-2H3 ; Key:WGJHHMKQBWSQIY-UHFFFAOYSA-N ;
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Ethoheptazine^[1] (trade name Zactane) is an opioid analgesic from the phenazepine family. It was invented in the 1950s^[2] and is related to other drugs such as proheptazine and pethidine.^[3]

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]

Its no longer sold in the United States however ever may be sold again if the law is changed to remove the drug from the CSD.

References

^ ES Patent 310184
^ Batterman RC, Golbey M, Grossman AJ, Leifer P. Analgesic effectiveness of orally administered ethoheptazine in man. American Journal of Medical Sciences. 1957 Oct;234(4):413-9.
^ 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.
^ 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.
^ 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.

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[1] ES Patent 310184

[2] Batterman RC, Golbey M, Grossman AJ, Leifer P. Analgesic effectiveness of orally administered ethoheptazine in man. American Journal of 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.

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