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	77-14-5
PubChem CID	60969
ChemSpider	54931^Y
UNII	S23189WW7E
ECHA InfoCard	100.000.916
Chemical and physical data
Formula	C17H25NO2
Molar mass	275.392 g·mol^−1
3D model (JSmol)	Interactive image
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
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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. 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.
2. http://www.deadiversion.usdoj.gov/fed_regs/quotas/2014/fr0825.htm
3. http://www.deadiversion.usdoj.gov/quotas/conv_factor/index.html