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SML0816

Sigma-Aldrich

Pramiracetam

≥98% (HPLC)

Synonym(s):

Amacetam, N-[2-(Diisopropylamino)ethyl]-2-(2-oxopyrrolidin-1-yl)acetamide, N-[2-[Bis(1-methylethyl)amino]ethyl]-2-oxo-1-pyrrolidineacetamide, Vinpotropil

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About This Item

Empirical Formula (Hill Notation):
C14H27N3O2
CAS Number:
68497-62-1
Molecular Weight:
269.38
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 10 mg/mL, clear

storage temp.

2-8°C

SMILES string

[S](=O)(=O)([O-])O.[N+H](C(C)C)(C(C)C)CCNC(=O)CN1CCCC1=O

InChI

1S/C14H27N3O2.H2O4S/c1-11(2)17(12(3)4)9-7-15-13(18)10-16-8-5-6-14(16)19;1-5(2,3)4/h11-12H,5-10H2,1-4H3,(H,15,18);(H2,1,2,3,4)

InChI key

ACSROKXFXFNERX-UHFFFAOYSA-N

Biochem/physiol Actions

Pramiracetam is a potent nootropic agent that is a member of the racetam drug family. Pramiracetam improves cognitive deficits associated with traumatic brain injuries. Also, pramiracetam is a specific inhibitor of prolyl endopeptidase.
Pramiracetam is a potent nootropic agent.
Pramiracetam plays an important role in spatial learning and memory in rats. It is considered as a memory enhancing agent and is stronger than piracetam.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000185778
0000185779
103M4721V

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J J Claus et al.
Neurology, 41(4), 570-574 (1991-04-01)
The cognitive-enhancing effects of pramiracetam in animal models of learning and memory are characterized by an inverted U-shaped dose-response curve. We evaluated antidementia efficacy of this drug in 10 patients with probable Alzheimer's disease employing a 2-phase, placebo-controlled, enrichment-type trial
A J Gower et al.
Neuropharmacology, 25(10), 1161-1166 (1986-10-01)
Rats were tested for tail-flick responses and then immediately subjected to footshock for 30 sec. This procedure induced analgesia, i.e. prolonged the latency of the tail-flick response, which was maximal immediately after the shock and decayed to normal levels within
L A Dziak et al.
Likars'ka sprava, (8)(8), 67-72 (2004-02-18)
Morbidity rise of cerebrovascular pathology is followed by remarkable cognitive decline. Chronic cerebral blood insufficiency and stroke consequences compose a group of the diseases which lead to different types of memory deterioration, consecutive memory decline and as a result to
T Chang et al.
Journal of clinical pharmacology, 25(4), 291-295 (1985-05-01)
The pharmacokinetics of pramiracetam, a new, investigational, cognition activator, were assessed in normal male volunteers as part of a clinical tolerance study. In a double-blind, randomized design, two groups of six subjects each received alternating placebo and single 400, 800
A Auteri et al.
International journal of clinical pharmacology research, 12(3), 129-132 (1992-01-01)
The pharmacokinetics of pramiracetam was assessed using an HPLC method after oral administration of two different formulations of 600 mg (a solution and a tablet) of pramiracetam to 11 fasting volunteers. The mean kinetic parameters were: t1 = 4.7 +/-
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