Norpipanone

Norpipanone

Systematic (IUPAC) name
4,4-diphenyl-6-(1-piperidinyl)-3-hexanone
Clinical data
Legal status	AU: S9 (Prohibited) CA: Schedule I DE: Anlage I (Controlled) US: Schedule I
Identifiers
CAS Number	561-48-8
ATC code	None
PubChem	CID: 22391
ChemSpider	21015
UNII	127X8DJ74M Y
Synonyms	Herchst 10495, NIH-7557
Chemical data
Formula	C23H29NO
Molecular mass	335.483 g/mol
SMILES O=C(C(c1ccccc1)(c2ccccc2)CCN3CCCCC3)CC
InChI InChI=1S/C23H29NO/c1-2-22(25)23(20-12-6-3-7-13-20,21-14-8-4-9-15-21)16-19-24-17-10-5-11-18-24/h3-4,6-9,12-15H,2,5,10-11,16-19H2,1H3 Key:WCDSHELZWCOTMI-UHFFFAOYSA-N

Norpipanone (INN, BAN; Hexalgon) is an opioid analgesic related to methadone which was developed in Germany and distributed in Hungary, Argentina, and other countries. It had originally not been under international control but upon observation of case reports of addiction it was reviewed and shortly thereafter became a controlled substance. In the United States, it is a Schedule I controlled substance (ACSCN 9636, zero annual manufacturing quota as of 2014). The salts in use are the hydrobromide (free base conversion ratio 0.806) and hydrochloride (0.902).

Synthesis

File:Norpipanone synthesis.png

Norpipanone synthesis:

See also

• Dipipanone
• Normethadone