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N-Phenylacetyl-L-Prolylglycine ethyl ester

Item No. 14496

Synonyms
Synonyms
  • GVS-111
  • Noopept
  • SGS 111
Technical Information
Formal Name
1-(2-phenylacetyl)-L-prolyl-glycine, ethyl ester
CAS Number
157115-85-0
Molecular Formula
C17H22N2O4
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 25 mg/mlDMSO: 25 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
O=C(CC1=CC=CC=C1)N2[C@H](C(NCC(OCC)=O)=O)CCC2
InChi Code
InChI=1S/C17H22N2O4/c1-2-23-16(21)12-18-17(22)14-9-6-10-19(14)15(20)11-13-7-4-3-5-8-13/h3-5,7-8,14H,2,6,9-12H2,1H3,(H,18,22)/t14-/m0/s1
InChi Key
PJNSMUBMSNAEEN-AWEZNQCLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    N-Phenylacetyl-L-prolylglycine ethyl ester is a synthetic dipeptide that has been shown to produce positive nootropic and cognitive effects in animal models (0.01-0.8 mg/kg) by a mechanism similar to other related racetam compounds.1 It can rescue neuroblastoma SH-SY5Y cells from amyloid-induced cytotoxicity, indicating a potential application in the treatment of neurodegenerative diseases.2 It also demonstrates antioxidant and anti-inflammatory effects, which have been examined in the context of an anti-diabetic agent.3 This compound was recently identified in illegal designer herbal products distributed in Japan and is intended for research and forensic purposes only.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gudasheva, T.A., Voronins, T.A., Ostrovskaya, R.U., et alSynthesis and antiamnesic activity of a series of IV-acylprolyl-containing dipeptides. Eur. J. Med. Chem. 31(2), 151-157 (1996).

    2. Jia, X., Gharibyan, A.L., Öhman, A., et alNeuroprotective and nootropic drug noopept rescues α-synuclein amyloid cytotoxicity. J. Mol. Biol. 414(5), 699-712 (2011).

    3. Ostrovskaya, R.U., Ozerova, I.V., Gudascheva, T.A., et alEfficiency of noopept in streptozotocin-induced diabetes in rats. Bull. Exp. Biol. Med. 154(3), 334-338 (2013).

    4. Uchiyama, N., Matsuda, S., Kawamura, M., et alIdentification of two new-type designer drugs, piperazine derivative MT-45 (I-C6) and synthetic peptide Noopept (GVS-111), with synthetic cannabinoid A-834735, cathinone derivative 4-methoxy-α-PVP, and phenethylamine derivative 4-methylbuphedrine from illegal products. Forensic Toxicol. 32, 9-18 (2014).