Aniracetam | Ampamet | Ro-13-5057 | CAS#72432-10-1 | Pyrrolidinone-Type Cognition Enhancer

MedKoo Cat#: 329316 | Name: Aniracetam

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Description:

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

Aniracetam, also known as Ampamet and Ro-13-5057, is a pyrrolidinone-type cognition enhancer that has been clinically used in the treatment of behavioral and psychological symptoms of dementia following stroke and in Alzheimer's disease. Aniracetam appears to positively modulate metabotropic glutamate receptors and alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA)-sensitive glutamate receptors, and may facilitate cholinergic transmission, effects which are possibly related to its mechanism of action.

Chemical Structure

Aniracetam

CAS#72432-10-1

Theoretical Analysis

MedKoo Cat#: 329316

Name: Aniracetam

CAS#: 72432-10-1

Chemical Formula: C12H13NO3

Exact Mass: 219.0895

Molecular Weight: 219.24

Elemental Analysis: C, 65.74; H, 5.98; N, 6.39; O, 21.89

Price and Availability

Size	Price	Availability
5g	USD 350.00	2 Weeks
10g	USD 550.00	2 Weeks
25g	USD 950.00	2 Weeks
100g	USD 1,850.00	2 Weeks
500g	USD 3,650.00	2 Weeks

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Related CAS #

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Synonym

Aniracetam; Ampamet; Ro-13-5057; Ro 13 5057; Ro135057; Draganon; Sarpul

IUPAC/Chemical Name

1-(4-methoxybenzoyl)pyrrolidin-2-one

InChi Key

ZXNRTKGTQJPIJK-UHFFFAOYSA-N

InChi Code

InChI=1S/C12H13NO3/c1-16-10-6-4-9(5-7-10)12(15)13-8-2-3-11(13)14/h4-7H,2-3,8H2,1H3

SMILES Code

O=C1N(C(C2=CC=C(OC)C=C2)=O)CCC1

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

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 219.24 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.

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

1: Elston TW, Pandian A, Smith GD, Holley AJ, Gao N, Lugo JN. Aniracetam does not alter cognitive and affective behavior in adult C57BL/6J mice. PLoS One. 2014 Aug 6;9(8):e104443. doi: 10.1371/journal.pone.0104443. PubMed PMID: 25099639; PubMed Central PMCID: PMC4123976. 2: Koliaki CC, Messini C, Tsolaki M. Clinical efficacy of aniracetam, either as monotherapy or combined with cholinesterase inhibitors, in patients with cognitive impairment: a comparative open study. CNS Neurosci Ther. 2012 Apr;18(4):302-12. doi: 10.1111/j.1755-5949.2010.00244.x. PubMed PMID: 22070796. 3: Shao X, Li Y, Li F, Liu Y, Song Z. Subnanogram determination of aniracetam in pharmaceutical preparations and biofluids by flow injection analysis with chemiluminescence detection based on its enhancement of the myoglobin-luminol reaction. J AOAC Int. 2011 Sep-Oct;94(5):1461-6. PubMed PMID: 22165010. 4: Li Y, Hu D, Sun Y. Content determination of aniracetam in aniracetam inclusion complex by HPLC. Artif Cells Blood Substit Immobil Biotechnol. 2009;37(3):143-5. doi: 10.1080/10731190902908387. PubMed PMID: 19412824. 5: Tian Y, Zhang JJ, Feng SD, Zhang ZJ, Chen Y. Pharmacokinetics and bioequivalence study of aniracetam after single-dose administration in healthy Chinese male volunteers. Arzneimittelforschung. 2008;58(10):497-500. doi: 10.1055/s-0031-1296547. PubMed PMID: 19025058. 6: Baranova AI, Whiting MD, Hamm RJ. Delayed, post-injury treatment with aniracetam improves cognitive performance after traumatic brain injury in rats. J Neurotrauma. 2006 Aug;23(8):1233-40. PubMed PMID: 16928181. 7: Rial D, Takahashi RN, Morato GS. Aniracetam and DNQX affect the acquisition of rapid tolerance to ethanol in mice. Pharmacol Biochem Behav. 2009 Mar;92(1):32-8. doi: 10.1016/j.pbb.2008.10.006. PubMed PMID: 18992274. 8: Wijayawardhane N, Shonesy BC, Vaglenova J, Vaithianathan T, Carpenter M, Breese CR, Dityatev A, Suppiramaniam V. Postnatal aniracetam treatment improves prenatal ethanol induced attenuation of AMPA receptor-mediated synaptic transmission. Neurobiol Dis. 2007 Jun;26(3):696-706. PubMed PMID: 17493826. 9: Papandreou G, Zorpas K, Archontaki H. Development and validation of a liquid chromatographic method for the simultaneous determination of aniracetam and its related substances in the bulk drug and a tablet formulation. J Pharm Biomed Anal. 2011 Nov 1;56(3):615-22. doi: 10.1016/j.jpba.2011.06.005. PubMed PMID: 21742456. 10: Li Y, Wang JJ, Cai JX. Aniracetam restores the effects of amyloid-beta protein or ageing on membrane fluidity and intracellular calcium concentration in mice synaptosomes. J Neural Transm (Vienna). 2007;114(11):1407-11. PubMed PMID: 17557127. 11: Wijayawardhane N, Shonesy BC, Vaithianathan T, Pandiella N, Vaglenova J, Breese CR, Dityatev A, Suppiramaniam V. Ameliorating effects of preadolescent aniracetam treatment on prenatal ethanol-induced impairment in AMPA receptor activity. Neurobiol Dis. 2008 Jan;29(1):81-91. PubMed PMID: 17916430. 12: Zhang J, Liang J, Tian Y, Zhang Z, Chen Y. Sensitive and selective liquid chromatography-tandem mass spectrometry method for the quantification of aniracetam in human plasma. J Chromatogr B Analyt Technol Biomed Life Sci. 2007 Oct 15;858(1-2):129-34. PubMed PMID: 17826366. 13: Gabryel B, Pudelko A, Malecki A. Erk1/2 and Akt kinases are involved in the protective effect of aniracetam in astrocytes subjected to simulated ischemia in vitro. Eur J Pharmacol. 2004 Jun 28;494(2-3):111-20. PubMed PMID: 15212964. 14: Gabryel B, Chalimoniuk M, Małecki A, Strosznajder J. Effect of aniracetam on phosphatidylinositol transfer protein alpha in cytosolic and plasma membrane fractions of astrocytes subjected to simulated ischemia in vitro. Pharmacol Rep. 2005 Sep-Oct;57(5):664-9. PubMed PMID: 16227651. 15: Vaglenova J, Pandiella N, Wijayawardhane N, Vaithianathan T, Birru S, Breese C, Suppiramaniam V, Randal C. Aniracetam reversed learning and memory deficits following prenatal ethanol exposure by modulating functions of synaptic AMPA receptors. Neuropsychopharmacology. 2008 Apr;33(5):1071-83. PubMed PMID: 17609677.