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{{Short description|NSAID analgesic medication}}
{{Drugbox
{{Drugbox
| IUPAC_name = 1-methyl-5-{[methyl(1-phenylpropan-2-yl)amino]methyl}-2-phenyl-4-(propan-2-yl)-1,2-dihydro-3''H''-pyrazol-3-one
| IUPAC_name = 1-methyl-5-{[methyl(1-phenylpropan-2-yl)amino]methyl}-2-phenyl-4-(propan-2-yl)-1,2-dihydro-3''H''-pyrazol-3-one
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| metabolism =
| metabolism =
| elimination_half-life =
| elimination_half-life =
| excretion =
| excretion =


<!--Identifiers-->
<!--Identifiers-->
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| UNII_Ref = {{fdacite|correct|FDA}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = HN0NCX453C
| UNII = HN0NCX453C
| ChEMBL = 1475693


<!--Chemical data-->
<!--Chemical data-->
| C=24 | H=31 | N=1
| C=24 | H=31 | N=3 | O=1
| molecular_weight = 377.52 g/mol
| smiles = O=C2\C(=C(/N(N2c1ccccc1)C)CN(C(C)Cc3ccccc3)C)C(C)C
| smiles = O=C2\C(=C(/N(N2c1ccccc1)C)CN(C(C)Cc3ccccc3)C)C(C)C
}}
}}


'''Famprofazone''' ('''Gewodin''', '''Gewolen''') is a [[non-steroidal anti-inflammatory agent]] (NSAID) of the [[pyrazolone]] series which is available [[over-the-counter]] in some countries such as [[Taiwan]].<ref name="isbn3-88763-075-0">{{cite book | author = Swiss Pharmaceutical Society | title = Index Nominum 2000: International Drug Directory (Book with CD-ROM) | publisher = Medpharm Scientific Publishers | location = Boca Raton | year = 2000 | pages = 1932 | isbn = 3-88763-075-0 | oclc = | doi = | url = http://books.google.com/books?id=5GpcTQD_L2oC&lpg=PA426&dq=famprofazone&pg=PA426#v=onepage&q=famprofazone&f=false}}</ref><ref name="isbn0-7514-0499-3">{{cite book | author = Hall, Judith A.; Morton, Ian | title = Concise dictionary of pharmacological agents: properties and synonyms | publisher = Kluwer Academic | location = | year = 1999 | pages = 342 | isbn = 0-7514-0499-3 | oclc = | doi = | url = http://books.google.com/books?id=mqaOMOtk61IC&lpg=PA118&dq=famprofazone&pg=PA118#v=onepage&q=famprofazone&f=false}}</ref><ref name="pmid20663288">{{cite journal | author = Chan KH, Hsu MC, Tseng CY, Chu WL | title = Famprofazone use can be misinterpreted as methamphetamine abuse | journal = Journal of Analytical Toxicology | volume = 34 | issue = 6 | pages = 347–53 | year = 2010 | pmid = 20663288 | doi = | url = http://openurl.ingenta.com/content/nlm?genre=article&issn=0146-4760&volume=34&issue=6&spage=347&aulast=Chan}}</ref> It has [[analgesic]], [[anti-inflammatory]], and [[antipyretic]] effects.<ref name="isbn3-88763-075-0"/><ref name="isbn0-7514-0499-3"/> Famprofazone has been known to produce [[methamphetamine]] as an [[activity (chemistry)|active]] [[metabolite]], with 15-20% of an oral dose being converted to it.<ref name="pmid1496827">{{cite journal | author = Oh ES, Hong SK, Kang GI | title = Plasma and urinary concentrations of methamphetamine after oral administration of famprofazone to man | journal = Xenobiotica | volume = 22 | issue = 3 | pages = 377–84 | year = 1992 | month = March | pmid = 1496827 | doi = 10.3109/00498259209046649 | url = http://informahealthcare.com/doi/abs/10.3109/00498259209046649}}</ref><ref name="pmid9491970">{{cite journal | author = Shin HS, Park BB, Choi SN, Oh JJ, Hong CP, Ryu H | title = Identification of new urinary metabolites of famprofazone in humans | journal = Journal of Analytical Toxicology | volume = 22 | issue = 1 | pages = 55–60 | year = 1998 | pmid = 9491970 | doi = | url = http://openurl.ingenta.com/content/nlm?genre=article&issn=0146-4760&volume=22&issue=1&spage=55&aulast=Shin}}</ref> As a result, famprofazone has occasionally been implicated in causing false positives on [[drug test]]s for [[substituted amphetamine|amphetamine]]s.<ref name="pmid20663288"/>
'''Famprofazone''' ('''Gewodin''', '''Gewolen''') is a [[nonsteroidal anti-inflammatory agent]] (NSAID) of the [[pyrazolone]] series which is available [[over-the-counter]] in some countries such as [[Taiwan]].<ref name="isbn3-88763-075-0">{{cite book | author = Swiss Pharmaceutical Society | title = Index Nominum 2000: International Drug Directory (Book with CD-ROM) | publisher = Medpharm Scientific Publishers | location = Boca Raton | year = 2000 | pages = 1932 | isbn = 3-88763-075-0 | url = https://books.google.com/books?id=5GpcTQD_L2oC&q=famprofazone&pg=PA426}}</ref><ref name="isbn0-7514-0499-3">{{cite book | vauthors = Hall JA, Morton I | title = Concise dictionary of pharmacological agents: properties and synonyms | publisher = Kluwer Academic | year = 1999 | pages = 342 | isbn = 0-7514-0499-3 | url = https://books.google.com/books?id=mqaOMOtk61IC&q=famprofazone&pg=PA118}}</ref><ref name="pmid20663288">{{cite journal | vauthors = Chan KH, Hsu MC, Tseng CY, Chu WL | title = Famprofazone use can be misinterpreted as methamphetamine abuse | journal = Journal of Analytical Toxicology | volume = 34 | issue = 6 | pages = 347–353 | year = 2010 | pmid = 20663288 | doi = 10.1093/jat/34.6.347 | doi-access = }}</ref> It has [[analgesic]], [[anti-inflammatory]], and [[antipyretic]] effects.<ref name="isbn3-88763-075-0"/><ref name="isbn0-7514-0499-3"/> Famprofazone has been known to produce [[methamphetamine]] as an [[activity (chemistry)|active]] [[metabolite]], with 15–20% of an oral dose being converted to it.<ref name="pmid1496827">{{cite journal | vauthors = Oh ES, Hong SK, Kang GI | title = Plasma and urinary concentrations of methamphetamine after oral administration of famprofazone to man | journal = Xenobiotica; the Fate of Foreign Compounds in Biological Systems | volume = 22 | issue = 3 | pages = 377–384 | date = March 1992 | pmid = 1496827 | doi = 10.3109/00498259209046649 }}</ref><ref name="pmid9491970">{{cite journal | vauthors = Shin HS, Park BB, Choi SN, Oh JJ, Hong CP, Ryu H | title = Identification of new urinary metabolites of famprofazone in humans | journal = Journal of Analytical Toxicology | volume = 22 | issue = 1 | pages = 55–60 | year = 1998 | pmid = 9491970 | doi = 10.1093/jat/22.1.55 | doi-access = free }}</ref> As a result, famprofazone has occasionally been implicated in causing positives on [[drug test]]s for [[substituted amphetamine|amphetamine]]s.<ref name="pmid20663288"/>


== See also ==
== See also ==
* [[Difenamizole]]
* [[Morazone]]
* [[Morazone]]


== References ==
== References ==
{{Reflist}}
{{reflist|30em}}


{{Anti-inflammatory products}}
{{Anti-inflammatory products}}
{{Analgesics}}
{{Analgesics}}
{{Monoamine releasing agents}}
{{Adrenergics}}
{{Xenobiotic-sensing receptor modulators}}
{{Dopaminergics}}
{{Phenethylamines}}
{{Phenethylamines}}


[[Category:Amines]]
[[Category:Amines]]
[[Category:Non-steroidal anti-inflammatory drugs]]
[[Category:Nonsteroidal anti-inflammatory drugs]]
[[Category:Pyrazolones]]
[[Category:Pyrazolones]]
[[Category:Stimulants]]
[[Category:Stimulants]]
[[Category:Norepinephrine-dopamine releasing agents]]
[[Category:Isopropyl compounds]]

Latest revision as of 08:34, 23 December 2023

Famprofazone
Clinical data
Routes of
administration		Oral
ATC code
  • none
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
  • 1-methyl-5-{[methyl(1-phenylpropan-2-yl)amino]methyl}-2-phenyl-4-(propan-2-yl)-1,2-dihydro-3H-pyrazol-3-one
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.041.153 Edit this at Wikidata
Chemical and physical data
FormulaC24H31N3O
Molar mass377.532 g·mol−1
3D model (JSmol)
  • O=C2\C(=C(/N(N2c1ccccc1)C)CN(C(C)Cc3ccccc3)C)C(C)C

Famprofazone (Gewodin, Gewolen) is a nonsteroidal anti-inflammatory agent (NSAID) of the pyrazolone series which is available over-the-counter in some countries such as Taiwan.[1][2][3] It has analgesic, anti-inflammatory, and antipyretic effects.[1][2] Famprofazone has been known to produce methamphetamine as an active metabolite, with 15–20% of an oral dose being converted to it.[4][5] As a result, famprofazone has occasionally been implicated in causing positives on drug tests for amphetamines.[3]

See also

[edit]

References

[edit]
  1. ^ a b Swiss Pharmaceutical Society (2000). Index Nominum 2000: International Drug Directory (Book with CD-ROM). Boca Raton: Medpharm Scientific Publishers. p. 1932. ISBN 3-88763-075-0.
  2. ^ a b Hall JA, Morton I (1999). Concise dictionary of pharmacological agents: properties and synonyms. Kluwer Academic. p. 342. ISBN 0-7514-0499-3.
  3. ^ a b Chan KH, Hsu MC, Tseng CY, Chu WL (2010). "Famprofazone use can be misinterpreted as methamphetamine abuse". Journal of Analytical Toxicology. 34 (6): 347–353. doi:10.1093/jat/34.6.347. PMID 20663288.
  4. ^ Oh ES, Hong SK, Kang GI (March 1992). "Plasma and urinary concentrations of methamphetamine after oral administration of famprofazone to man". Xenobiotica; the Fate of Foreign Compounds in Biological Systems. 22 (3): 377–384. doi:10.3109/00498259209046649. PMID 1496827.
  5. ^ Shin HS, Park BB, Choi SN, Oh JJ, Hong CP, Ryu H (1998). "Identification of new urinary metabolites of famprofazone in humans". Journal of Analytical Toxicology. 22 (1): 55–60. doi:10.1093/jat/22.1.55. PMID 9491970.
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