Proheptazine

Proheptazine is an opioid analgesic from the phenazepine family. It was invented in the 1960s.[1]

Proheptazine
Clinical data
ATC code
  • none
Legal status
Legal status
  • AU: S9 (Prohibited substance)
  • CA: Schedule I
  • DE: Anlage I (Authorized scientific use only)
  • US: Schedule I
Identifiers
IUPAC name
  • 1,3-dimethyl-4-phenylazepan-4-yl propionate
CAS Number
PubChem CID
ChemSpider
UNII
ECHA InfoCard100.000.916
Chemical and physical data
FormulaC17H25NO2
Molar mass275.392 g·mol−1
3D model (JSmol)
SMILES
  • O=C(OC2(c1ccccc1)CCCN(C)CC2C)CC
InChI
  • InChI=1S/C17H25NO2/c1-4-16(19)20-17(15-9-6-5-7-10-15)11-8-12-18(3)13-14(17)2/h5-7,9-10,14H,4,8,11-13H2,1-3H3 Y
  • Key:ZXWAUWBYASJEOE-UHFFFAOYSA-N Y
  (verify)

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

In the United States it is a Schedule I Narcotic controlled substance with an ACSCN of 9643 and a 2013 annual aggregate manufacturing quota of zero. The salts in use are the citrate (free base conversion ratio 0.589), hydrobromide (0.773), and hydrochloride (0.883).[2][3]

References
  1. Diamond J, Bruce WF, Tyson FT (January 1964). "Synthesis and Properties of the Analgesic DL-α-1,3-dimethyl-4-phenyl-4-propionoxyazacycloheptane (Proheptazine)". Journal of Medicinal Chemistry. 7: 57–60. doi:10.1021/jm00331a013. PMID 14186026.
  2. "Quotas - 2014". Diversion Control Division. Drug Enforcement Agency, U.S. Department of Justice.
  3. "Conversion Factors for Controlled Substances". Diversion Control Division. Drug Enforcement Agency, U.S. Department of Justice.



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