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Phenadoxone



Phenadoxone
Systematic (IUPAC) name
6-morpholin-4-yl-4,4-diphenyl-heptan-3-one
Identifiers
CAS number 467-84-5
ATC code  ?
PubChem 10089
Chemical data
Formula C23H29NO2 
Mol. mass 351.482g/mol
Physical data
Melt. point 75.5 °C (168 °F)
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.

?

Legal status

Schedule I(US)

Routes  ?

Phenadoxone (Heptalgin®, Heptazone) is an opioid analgesic of the open chain class (methadone and relatives) invented in Germany in 1947. It is one of a handful of useful synthetic analgesics which were used in the United States for various lengths of time in the 20 or so years after the end of the Second World War but which were withdrawn from the market for various or no known reason and which now are mostly in Schedule I of the United States' Controlled Substances Act of 1970, or (like phenazocine and bezitramide) in Schedule II but not produced or marketed in the US. Others on this list are ketobemidone (Ketogin®), dextromoramide (Dimorlin®, Palfium® and others), phenazocine (Narphen® and Prinadol®), dipipanone (Diconal®, Pipadone® and Wellconal®), piminodine (Alvodine®), propiram (Algeril®), anileridine (Leritine®) and alphaprodine (Nisentil®).

Phenadoxone is generally considered to be a strong opioid analgesic and is regulated in much the same way as morphine where it is used. The usual starting dose is 10-20 mg and it has a duration of analgesic effect of 1 to 4 hours. By comparison, methadone has an analgesic effect lasting from 3 to 6 hours although for use in opioid maintenance the dose is different from that used for analgesia and the sought effect of suppressing withdrawal symptoms and part of the rush of heroin can last for 24 to 72 hours. Phenadoxone is not used at this time for purposes other than pain relief.

Worldwide consumption of phenadoxone has actually increased slightly in recent years according a recent report from the World Health Organisation. Like its drug subcategory prototype methadone, phenadoxone can be used as the opioid analgesic in Brompton Mixture, aka Brompton cocktail. Phenadoxone is most used at the current time in Denmark and various countries in eastern Europe.

References

  • Merck Index 2000 edition, entry for phenadoxone.
  • Physicians' Desk Reference 1957, 1960, 1965
v • d • e
Opioids
Opiate derivatives

6-Methyldihydromorphine • 6-Methylenedihydrodesoxymorphine • 14-Methoxymetopon • Acetylcodeine • Acetyldihydrocodeine • Acetyldihydrocodeinone • Acetylmorphone • Benzylmorphine • β-4-morpholinylethylmorphine • Codeine • Codeine-N-Oxide • Codeinone • Codoxime • Desomorphine • Diacetyldihydromorphine • Dihydrocodeine • Dihydrocodeinone enol acetate • Dihydrohydroxycodeinone • Dihydrodesoxymorphine • Dihydroheroin • Dihydroisocodeine • Dihydromorphine • Dipropanoylmorphine • Ethylmorphine • Heroin (Diamorphine) • Heterocodeine • Hydrocodone • Hydromorphinol • Hydromorphone • Laudanum • Methyldesorphine • Methyldihydromorphine • Methylnaltrexone • Metopon • Monoacetylmorphine • Morphine-N-Oxide • Morphine • Morphinone • Morphine-6-glucuronide • Myrophine • Nalbuphine • Nalmefene • Nalorphine • Naloxone • Naltrexone • Naltrindole • Nicocodeine • Nicodicodeine • Nicomorphine • Norcodeine • Normorphine • Omnopon • Opium • Oripavine • Oxycodone • Oxymorphone • Pantopon • Papaveretum • Paregoric • Pholcodeine • Pseudomorphine • Poppy Straw • Poppy Tea • Semorphone • Tetrapon • Thebacon • Thebaine

Morphinans

Butorphanol • Cyclorphan • Dextro-3-hydroxy-N-allylmorphinan • Dextrorphan • Drotebanol • Levargorphan • Levallorphan • Levorphanol • Levorphan • Levophenacylmorphan • Levomethorphan • Norlevorphanol • Oxilorphan • Phenomorphan • Racemethorphan • Racemorphan

Benzomorphans

Bremazocine • Cyclazocine • Dezocine • Ethylketocyclazocine • Ketazocine • Metazocine • Pentazocine • Phenazocine

4-Phenylpiperidines
Pethidines (Meperidines)

Anileridine • Benzethidine • Carperidine • Difenoxin • Diphenoxylate • Etoxeridine (Carbetidine) • Furethidine • Hydroxypethidine (Bemidone) • Morpheridine • Oxpheneridine (Carbamethidine) • Pethidine (Meperidine) • Pethidine Intermediate A • Pethidine Intermediate B (Norpethidine) • Pethidine Intermediate C (Pethidinic Acid) • Pheneridine • Phenoperidine • Piminodine • Properidine (Ipropethidine) • Sameridine • WIN-7681

Prodines

Allylprodine • α-meprodine • α-prodine • β-meprodine • β-prodine • Meprodine • MPPP • PEPAP • Prodine • Prosidol • Trimeperidine

Ketobemidones

Acetoxyketobemidone • Ketobemidone • Methylketobemidone • Propylketobemidone

Others Alvimopan • Loperamide • Picenadol
Open Chain Opioids
Amidones

Dextromethadone • Dipipanone • Isomethadone • Levomethadone • Methadone • Methadone Intermediate • Norpipanone • Phenadoxone  (Heptazone) • Pipidone

Methadols

Acetylmethadol • α-methadol • α-acetylmethadol • β-methadol • β-acetylmethadol • Dimepheptanol • Levo-α-acetylmethadol • Noracymethadol

Moramides

Dextromoramide • Levomoramide • Moramide Intermediate • Racemoramide

Thiambutenes

Diethylthiambutene • Dimethylthiambutene • Ethylmethylthiambutene

Phenalkoxams

Dextropropoxyphene • Dimenoxadol • Dioxaphetyl Butyrate • Levopropoxyphene • Propoxyphene

Ampromides

Diampromide • Phenampromide • Propiram

Others Lefetamine
Anilidopiperidines

3-allylfentanyl • 3-methylfentanyl • 3-methylthiofentanyl • Alfentanil • α-methylacetylfentanyl • α-methylfentanyl • α-methylthiofentanyl • Benzylfentanyl • β-hydroxyfentanyl • β-hydroxythiofentanyl • β-methylfentanyl • Brifentanil • Carfentanil • Fentanyl • Lofentanil • Ohmefentanyl • Parafluorofentanyl • Phenaridine • Remifentanil • Sufentanil • Thenylfentanyl • Thiofentanyl • Trefentanil

Oripavine derivatives

7-PET • Acetorphine • Alletorphine • Buprenorphine • Cyprenorphine • Dihydroetorphine • Diprenorphine • Etorphine • N-cyclopropyl-methylnoretorphine

Phenazepines

Ethoheptazine • Meptazinol • Metheptazine • Metethoheptazine • Proheptazine

Pirinitramides

Bezitramide • Piritramide

Benzimidazoles

Clonitazene • Etonitazene

Others

Ciramadol • Faxeladol • Herkinorin • Methopholine • Narcotine • O-Desmethyltramadol • SNC-80 • Tapentadol • Tilidine • Tramadol • Zipeprol

 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Phenadoxone". A list of authors is available in Wikipedia.
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