Metheptazine - Misplaced Pages

Group of stereoisomers Pharmaceutical compound

Metheptazine
Clinical data


Other names	Metheptazine
ATC code	none
Identifiers
IUPAC name methyl 1,2-dimethyl-4-phenylazepane-4-carboxylate
CAS Number	469-78-3
PubChem CID	3047717
ChemSpider	2310051
UNII	93X4R66P5A
ChEMBL	ChEMBL2104520
CompTox Dashboard (EPA)	DTXSID10861967
Chemical and physical data
Formula	C₁₆H₂₃NO₂
Molar mass	261.365 g·mol
3D model (JSmol)	Interactive image
SMILES O=C(OC)C2(c1ccccc1)CC(N(C)CCC2)C
InChI InChI=1S/C16H23NO2/c1-13-12-16(15(18)19-3,10-7-11-17(13)2)14-8-5-4-6-9-14/h4-6,8-9,13H,7,10-12H2,1-3H3 Key:RAAFYFKWMRWOIT-UHFFFAOYSA-N
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Metheptazine is an opioid analgesic from the phenazepane family. It was developed by American Home Products in the 1950s.

Metheptazine produces similar effects to other opioids, including analgesia, sedation, dizziness and nausea.

Metheptazine is not listed as a controlled substance under the Controlled Substances Act 1970 in the United States. The Canadian Controlled Drugs and Substances Act specifically excludes the Phenazepine opioids Metheptazine, Ethoheptazine, and Metethoheptazine from control.

References

US 3316244, Bell SC, Childress SJ, "Process for the preparation of hexahydro-1,3-dimethyl-4-phenylazepine-4-carboxylic acid, ethyl ester", issued 25 April 1967, assigned to American Home Products Corporation.
"Conversion Factors for Controlled Substances". U.S. Department of Justice, Drug Enforcement Administration, Diversion Control Division.