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MedKoo Cat#: 319828 | Name: Phenotropil
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Phenotropil, also known as BRN 5030440, Phenylpiracetam and Fonturacetam, is a phenylated analog of the drug piracetam which was developed in 1983 in Russia where it is available as a prescription drug. Research on animals has indicated that phenylpiracetam may have anti-amnesic, antidepressant, anticonvulsant, antipsychotic, anxiolytic, and memory enhancement effects.

Chemical Structure

Phenotropil
Phenotropil
CAS#77472-70-9

Theoretical Analysis

MedKoo Cat#: 319828

Name: Phenotropil

CAS#: 77472-70-9

Chemical Formula: C12H14N2O2

Exact Mass: 218.1055

Molecular Weight: 218.26

Elemental Analysis: C, 66.04; H, 6.47; N, 12.84; O, 14.66

Price and Availability

Size Price Availability Quantity
10mg USD 250.00
100mg USD 450.00
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Related CAS #
No Data
Synonym
Carphedon; Carphedone; Fonturacetam; Karfedon; Phenylpiracetam and Phenotropil.
IUPAC/Chemical Name
2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide
InChi Key
LYONXVJRBWWGQO-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H14N2O2/c13-11(15)8-14-7-10(6-12(14)16)9-4-2-1-3-5-9/h1-5,10H,6-8H2,(H2,13,15)
SMILES Code
O=C(N)CN1C(CC(C2=CC=CC=C2)C1)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Phenotropil, also known as BRN 5030440, Phenylpiracetam and Fonturacetam, is a phenylated analog of the drug piracetam.
In vitro activity:
TBD
In vivo activity:
To clarify the neuroprotective and anti-inflammatory effects of R-PhP, this study used a lipopolysaccharide (LPS)-induced endotoxaemia mouse model characterized by reduced body temperature and overexpression of inflammatory genes in the brain. In addition, the antinociceptive and anti-inflammatory effects of R-PhP were tested using carrageenan-induced paw oedema and formalin-induced paw-licking tests. R-PhP (50 mg/kg) reached the brain tissue 15 min after intraperitoneal (ip) and peroral (po) injections. A single ip injection of R-PhP significantly attenuated the LPS-induced body temperature reduction and the overexpression of inflammatory genes, such as tumour necrosis factor-α (TNF-α), interleukin 1 beta (IL-1β) and inducible nitric oxide synthase (iNOS). Seven-day po pretreatment with R-PhP dose-dependently reduced paw oedema and the antinociceptive response, as shown by the carrageenan-induced paw oedema test. Reference: Inflammopharmacology. 2020 Oct;28(5):1283-1292. https://pubmed.ncbi.nlm.nih.gov/32279140/
Solvent mg/mL mM comments
Solubility
DMF 20.0 91.64
DMSO 57.0 261.16
Ethanol 16.0 73.31
PBS (pH 7.2) 10.0 45.82
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 218.26 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Zvejniece L, Zvejniece B, Videja M, Stelfa G, Vavers E, Grinberga S, Svalbe B, Dambrova M. Neuroprotective and anti-inflammatory activity of DAT inhibitor R-phenylpiracetam in experimental models of inflammation in male mice. Inflammopharmacology. 2020 Oct;28(5):1283-1292. doi: 10.1007/s10787-020-00705-7. Epub 2020 Apr 11. PMID: 32279140. 2. Tyurenkov IN, Samotrueva MA, Tsibizova AA, Yasenyavskaya AL. [PHENOTROPIL AS MODULATOR OF CYTOKINE LEVEL UNDER CONDITIONS OF EXPERIMENTAL IMMUNOPATHOLOGY]. Eksp Klin Farmakol. 2015;78(12):15-7. Russian. PMID: 27051922.
In vitro protocol:
TBD
In vivo protocol:
1. Zvejniece L, Zvejniece B, Videja M, Stelfa G, Vavers E, Grinberga S, Svalbe B, Dambrova M. Neuroprotective and anti-inflammatory activity of DAT inhibitor R-phenylpiracetam in experimental models of inflammation in male mice. Inflammopharmacology. 2020 Oct;28(5):1283-1292. doi: 10.1007/s10787-020-00705-7. Epub 2020 Apr 11. PMID: 32279140. 2. Tyurenkov IN, Samotrueva MA, Tsibizova AA, Yasenyavskaya AL. [PHENOTROPIL AS MODULATOR OF CYTOKINE LEVEL UNDER CONDITIONS OF EXPERIMENTAL IMMUNOPATHOLOGY]. Eksp Klin Farmakol. 2015;78(12):15-7. Russian. PMID: 27051922.
1: Jędrejko K, Catlin O, Stewart T, Anderson A, Muszyńska B, Catlin DH. Unauthorized ingredients in "nootropic" dietary supplements: A review of the history, pharmacology, prevalence, international regulations, and potential as doping agents. Drug Test Anal. 2023 Aug;15(8):803-839. doi: 10.1002/dta.3529. Epub 2023 Jun 25. PMID: 37357012. 2: Borodkina LE, Smolnyakova YA, Muzyko EA, Tyurenkov IN. Izmenenie psikhoemotsional'nogo sostoyaniya pod vliyaniem proizvodnykh neiroaktivnykh aminokislot u krys posle khronicheskoi alkogol'noi intoksikatsii [Changes in the psychoemotional state under the influence of derivatives of neuroactive amino acids of rats after chronic alcohol intoxication]. Zh Nevrol Psikhiatr Im S S Korsakova. 2022;122(4):112-116. Russian. doi: 10.17116/jnevro2022122041112. PMID: 35485072. 3: Zvejniece L, Zvejniece B, Videja M, Stelfa G, Vavers E, Grinberga S, Svalbe B, Dambrova M. Neuroprotective and anti-inflammatory activity of DAT inhibitor R-phenylpiracetam in experimental models of inflammation in male mice. Inflammopharmacology. 2020 Oct;28(5):1283-1292. doi: 10.1007/s10787-020-00705-7. Epub 2020 Apr 11. PMID: 32279140. 4: Zvejniece L, Svalbe B, Vavers E, Makrecka-Kuka M, Makarova E, Liepins V, Kalvinsh I, Liepinsh E, Dambrova M. S-phenylpiracetam, a selective DAT inhibitor, reduces body weight gain without influencing locomotor activity. Pharmacol Biochem Behav. 2017 Sep;160:21-29. doi: 10.1016/j.pbb.2017.07.009. Epub 2017 Jul 22. PMID: 28743458. 5: Drachouv IS, Bykov VN, Seleznev AB. [Administration of Palonosetron and Phenotropil for Prophylaxis of the N-V-D Stage of Acute Radiation Syndrome]. Radiats Biol Radioecol. 2016 Jan-Feb;56(1):64-72. Russian. PMID: 27245006. 6: Zhiliuk VI, Mamchur VI, Pavlov SV. [Role of functional state of neuronal mitochondria of cerebral cortex in mechanisms of nootropic activity of neuroprotectors in rats with alloxan hyperglycemia]. Eksp Klin Farmakol. 2015;78(2):10-4. Russian. PMID: 25898541. 7: Grebeniuk OV, Zhukova NG, Alifirova VM. Éffektivnost' dopolnitel'noĭ terapii fenotropilom pri lokal'no-obuslovlennoĭ épilepsii u vzroslykh [The efficacy of add-on treatment with phenotropil in adult patients with locally-induced epilepsy]. Zh Nevrol Psikhiatr Im S S Korsakova. 2014;114(11 Pt 2):27-31. Russian. doi: 10.17116/jnevro201411411227-31. PMID: 25591651. 8: Tyurenkov IN, Samotrueva MA, Tsibizova AA, Yasenyavskaya AL. [PHENOTROPIL AS MODULATOR OF CYTOKINE LEVEL UNDER CONDITIONS OF EXPERIMENTAL IMMUNOPATHOLOGY]. Eksp Klin Farmakol. 2015;78(12):15-7. Russian. PMID: 27051922. 9: Medvedev VE, Frolova VI, Epifanov AV. [New possibilities of pharmacotherapy in cardiovascular patients with mental disorders]. Zh Nevrol Psikhiatr Im S S Korsakova. 2014;114(9):30-7. Russian. PMID: 25403298. 10: Liubimov AV. [The use of phenotropil in vertebrobasilar insufficiency]. Zh Nevrol Psikhiatr Im S S Korsakova. 2013;113(12):94-6. Russian. PMID: 24430043. 11: Fedin AI, Solov'eva ÉI, Mironova OP, Fedotova AV. [Treatment of asthenic syndrome in patients with chronic brain ischemia: results of the non- interventional observational program TRIUMPH]. Zh Nevrol Psikhiatr Im S S Korsakova. 2014;114(12):104-111. Russian. doi: 10.17116/jnevro2014114121104-111. PMID: 25726789. 12: Akhapkina VI, Akhapkin RV. [Identification and evaluation of the neuroleptic activity of phenotropil]. Zh Nevrol Psikhiatr Im S S Korsakova. 2013;113(7):42-6. Russian. PMID: 23994920. 13: Savenkov AA, Badalian OL, Avakian GN. [Nootropics and antioxidants in the complex therapy of symptomatic posttraumatic epilepsy]. Zh Nevrol Psikhiatr Im S S Korsakova. 2013;113(6):26-34. Russian. PMID: 23887448. 14: Tiurenkov IN, Samotrueva MA, Priluchnyĭ SV. [Psychomodulating activity of phenotropil in experimental hyperthyroidism]. Eksp Klin Farmakol. 2013;76(4):18-21. Russian. PMID: 23762984. 15: Vasil'eva EV, Salimov RM, Kovalev GI. [Effects of nootropic drugs on behavior of BALB/c and C57BL/6 mice in the exploratory cross-maze test]. Eksp Klin Farmakol. 2012;75(7):3-7. Russian. PMID: 23025044. 16: Samotrueva MA, Tyurenkov IN, Teplyi DL, Serezhnikova TK, Khlebtsova EB. Psychoimmunomodulatory effect of phenotropil in animals with immune stress. Bull Exp Biol Med. 2011 May;151(1):51-4. doi: 10.1007/s10517-011-1257-4. PMID: 22442801. 17: Samotrueva MA, Magomedov MM, Khlebtsova EB, Tiurenkov IN. [Influence of GABA derivatives on some indices of lipid peroxidation in immunocompetent organs under experimental immunopathology conditions]. Eksp Klin Farmakol. 2011;74(8):32-6. Russian. PMID: 22232912. 18: Samotrueva MA, Tiurenkov IN, Teplyĭ DL, Serezhnikova TK, Berestovitskaia VM, Vasil'eva OS, Luzhnova SA. [Phenotropyl succinate as the means for correction of neuroimmune disturbances under conditions of informational-physical stress]. Ross Fiziol Zh Im I M Sechenova. 2011 May;97(5):492-7. Russian. PMID: 21874860. 19: Zvejniece L, Svalbe B, Veinberg G, Grinberga S, Vorona M, Kalvinsh I, Dambrova M. Investigation into stereoselective pharmacological activity of phenotropil. Basic Clin Pharmacol Toxicol. 2011 Nov;109(5):407-12. doi: 10.1111/j.1742-7843.2011.00742.x. Epub 2011 Jul 20. PMID: 21689376. 20: Firstova IuIu, Vasil'eva EV, Kovalev GI. [Studying specific effects of nootropic drugs on glutamate receptors in the rat brain]. Eksp Klin Farmakol. 2011;74(1):6-10. Russian. PMID: 21476267.