Morazone (Novartrina, Orsimon, Rosimon-Neu, Tarcuzate) is a nonsteroidal anti-inflammatory drug (NSAID), originally developed by the German pharmaceutical company Ravensberg in the 1950s, which is used as an analgesic.[1][2][3] It produces phenmetrazine as a major metabolite and has been reported to have been abused as a recreational drug in the past.[4][5][6][7]

Morazone
Clinical data
Routes of
administration
Oral, SC, IM[1]
ATC code
  • none
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
  • 1,5-dimethyl-4-[(3-methyl-2-phenylmorpholin-4-yl)methyl]-2-phenyl-1,2-dihydro-3H-pyrazol-3-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.026.771 Edit this at Wikidata
Chemical and physical data
FormulaC23H27N3O2
Molar mass377.488 g·mol−1
3D model (JSmol)
  • c1ccccc1N2N(C)C(C)=C(C2=O)CN3CCOC(C3C)c4ccccc4
  • InChI=1S/C23H27N3O2/c1-17-21(23(27)26(24(17)3)20-12-8-5-9-13-20)16-25-14-15-28-22(18(25)2)19-10-6-4-7-11-19/h4-13,18,22H,14-16H2,1-3H3 checkY
  • Key:OOGNFQMTGRZRAB-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

See also

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References

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  1. ^ a b Seyffart G (1991). Drug dosage in Renal Insufficiency. Boston: Kluwer Academic Publishers. p. 399. ISBN 978-0-7923-0964-2.
  2. ^ US patent 2943022, Siemer, H. & Doppstadt, A., "Substituted 1-phenyl-2,3-dimethyl-4-morpholino methyl pyrazolone-(5) Compounds and Process of Making Same", issued 1960-06-28, assigned to Ravensberg 
  3. ^ Buckingham J, ed. (1996). Dictionary of Organic Compounds. Vol. 7. London: Chapman & Hall. p. 4659. ISBN 978-0-412-54090-5.
  4. ^ Bohn G, Rücker G, Kröger H (June 1976). "[Investigations of the decomposition and detection of morazone by thin-layer- and gas-liquid-chromatography]". Archives of Toxicology. 35 (3): 213–20. doi:10.1007/bf00293569. PMID 989292. S2CID 23956851.
  5. ^ Neugebauer M (1984). "Some new urinary metabolites of famprofazone and morazone in man". Journal of Pharmaceutical and Biomedical Analysis. 2 (1): 53–60. doi:10.1016/0731-7085(84)80089-8. PMID 16867765.
  6. ^ Kingreen JC, Breger G (May 1984). "[Pellagra in morazone abuse]". Zeitschrift für Hautkrankheiten. 59 (9): 573–7. PMID 6145264.
  7. ^ Daunderer M, Janzen W (1972). "[ROSIMON-NEU--a non-prescription analgesic on the adolescent drug scene]". Beiträge zur Gerichtlichen Medizin. 29: 138–43. PMID 5081964.