Norpipanone

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Norpipanone
Norpipanone.svg
Systematic (IUPAC) name
4,4-diphenyl-6-(1-piperidinyl)-3-hexanone
Legal status
Legal status
Identifiers
CAS Number 561-48-8
ATC code None
PubChem CID 22391
ChemSpider 21015
UNII 127X8DJ74M YesY
Synonyms Herchst 10495, NIH-7557
Chemical data
Formula C23H29NO
Molar mass 335.483 g/mol

Norpipanone (INN, BAN; Hexalgon) is an opioid analgesic related to methadone which was developed in Germany and distributed in Hungary, Argentina, and other countries.[1][2] 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.[1][2] 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[edit]

Norpipanone synthesis:[3][4]

See also[edit]

References[edit]

  1. ^ a b John B Buckingham (December 1995). Dictionary of Organic Compounds. CRC Press. p. 2883. ISBN 978-0-412-54090-5. Retrieved 11 May 2012. 
  2. ^ a b David S. Patterson (12 March 2002). Foreign Relations of the United States, 1961-1963, Volume XXV: Organization of Foreign Policy; Information Policy; United Nations; Scientific Matters. Government Printing Office. pp. 766–767. ISBN 978-0-16-050885-1. Retrieved 11 May 2012. 
  3. ^ Duprè, D. J.; Elks, J.; Hems, B. A.; Speyer, K. N.; Evans, R. M. (1949). "113. Analgesics. Part I. Esters and ketones derived from α-amino-ω-cyano-ωωdiarylalkanes". Journal of the Chemical Society (Resumed). Chemical Society: 500. doi:10.1039/JR9490000500. 
  4. ^ Bockmühl, M.; Ehrhart, G. (1949). "Über eine neue Klasse von spasmolytisch und analgetisch wirkenden Verbindungen, I". Justus Liebigs Annalen der Chemie. 561: 52. doi:10.1002/jlac.19495610107.