Famprofazone - CAS 22881-35-2
Catalog number: 22881-35-2
Category: Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C24H31N3O
Molecular Weight:
377.52
COA:
Inquire
Targets:
Others
Description:
Famprofazone, known to metabolize to Methamphetamine and Amphetamine, is a non-steroidal anti-inflammatory agent (NSAID).
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Appearance:
Solid powder
Synonyms:
1-methyl-5-[[methyl(1-phenylpropan-2-yl)amino]methyl]-2-phenyl-4-propan-2-ylpyrazol-3-one 4-isopropyl-2-methyl-3-(N-methyl-N-(alpha-methylphenylethyl)aminomethyl)-1-phenyl-3-pyrazolin-5-one famprofazone famprofazone hydrochloride
Solubility:
Soluble in DMSO
Storage:
Store in a cool and dry place and at 0 - 4℃ for short term (days to weeks) or -90℃ for long term (months to years).
MSDS:
Inquire
Application:
Famprofazone, which is known to metabolize to Methamphetamine (M258795) and Amphetamine (A634248) and is included in the prohibited list of the World Anti-Doping Agency.
Shelf Life:
2 years
InChIKey:
GNUXVOXXWGNPIV-UHFFFAOYSA-N
InChI:
1S/C24H31N3O/c1-18(2)23-22(17-25(4)19(3)16-20-12-8-6-9-13-20)26(5)27(24(23)28)21-14-10-7-11-15-21/h6-15,18-19H,16-17H2,1-5H3
Canonical SMILES:
CC(C)C1=C(N(N(C1=O)C2=CC=CC=C2)C)CN(C)C(C)CC3=CC=CC=C3
1.Identification of new urinary metabolites of famprofazone in humans.
Shin HS1, Park BB, Choi SN, Oh JJ, Hong CP, Ryu H. J Anal Toxicol. 1998 Jan-Feb;22(1):55-60.
Urinary metabolites of famprofazone following oral administration in humans were identified by gas chromatography-mass spectrometry with electron impact-ionization and comparison with the spectra and retention times of authentic standards. The metabolites were determined following selective derivatization with N-methyl-bis-trifluoroacetamide (MBTFA) and N-methyl-N-trimethyl silyl trifluoroacetamide (MSTFA). Famprofazone was rapidly and extensively metabolized by N-dealkylation, beta-hydroxylation, and p-hydroxylation. The major metabolite, representing approximately 15% of the dose, was methamphetamine. The other metabolites, which were present in minor amounts, were amphetamine, norephedrine, norpseudoephedrine, ephedrine, pseudoephedrine, p-hydroxyamphetamine, p-hydroxymethamphetamine, and p-hydroxydemethyl famprofazone.
2.Famprofazone as the source of methamphetamine and amphetamine in urine specimen collected during sport competition.
Tseng YL1, Lin CT, Wang SM, Liu RH. J Forensic Sci. 2007 Mar;52(2):479-86.
During a sport competition event in Taiwan, one urine specimen was found positive for both methamphetamine (2688 ng/mL) and amphetamine (462 ng/mL). The specimen donor claimed that she had taken Gewolen (a nonprescription drug manufactured in Taiwan) for treating abdominal pain and the medication was presented. Laboratory investigation confirmed that Gewolen contains famprofazone, which is known to metabolize to methamphetamine and amphetamine and is included in the prohibited list of the World Anti-Doping Agency. Study on the excretion profiles of three volunteers ingesting 50 mg famprofazone produced the following patterns similar to that observed in the case specimen: (a) the ratio of methamphetamine to amphetamine was approximately 6 to 1; (b) d- and l-enantiomers of both methamphetamine and amphetamine were present, while the amount of l-methamphetamine was 3-4-fold greater than its counterpart. The data suggested that famprofazone (as the ingredient of Gewolen) was likely the source of the prohibited drugs found in the case specimen.
3.Famprofazone use can be misinterpreted as methamphetamine abuse.
Chan KH1, Hsu MC, Tseng CY, Chu WL. J Anal Toxicol. 2010 Jul-Aug;34(6):347-53.
Famprofazone, a major ingredient of Gewolen, is an analgesic that has been demonstrated to be metabolized to methamphetamine (MA) and amphetamine (AM) following administration. Therefore, a famprofazone user may be interpreted as an illicit MA abuser in Taiwan because the user's urine tested positive for MA. The purpose of this study was to investigate whether the concentration of MA metabolized from a single dose of Gewolen users would offend the official controlled substance regulation and be identified as MA-positive. Subjects (n = 6) received 25 mg of famprofazone and collected all urine specimens at certain timed intervals for 48 h after drug administration. The urine specimens were screened by immunoassay and then confirmed by gas chromatography-mass spectrometry (GC-MS). The highest concentration of amphetamines by immunoassay was 1954 ng/mL, and 18.8% of the urine specimens' amphetamines concentrations exceeded 500 ng/mL. The MA and AM concentrations by GC-MS analysis of these urine specimens ranged from 901 to 2670 ng/mL and 208 to 711 ng/mL, respectively.
4.Metabolic profile of famprofazone following multidose administration.
Rodriguez AT1, Valtier S, Cody JT. J Anal Toxicol. 2004 Sep;28(6):432-8.
One of the 14 different drugs known to be metabolized to methamphetamine and/or amphetamine is famprofazone, a component in the multi-ingredient formulation Gewodin. Because of its conversion to methamphetamine and amphetamine, which can result in positive drug-testing results, the excretion pattern of these metabolites is critical for proper interpretation of drug-testing results. Multiple doses of famprofazone were administered to healthy volunteers with no previous history of methamphetamine, amphetamine, or famprofazone use. Following administration, urine samples were collected ad lib for nine days, and pH, specific gravity, and creatinine values were determined. To determine the methamphetamine and amphetamine excretion profile, samples were extracted, derivatized, and analyzed by gas chromatography-mass spectrometry (GC-MS). Peak concentrations of methamphetamine ranged from 5327 to 14,155 ng/mL and from 833 to 3555 ng/mL for amphetamine and were reached between 12:22 and 48:45 h post initial dose.
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Chemical Structure

CAS 22881-35-2 Famprofazone

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