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Details

Stereochemistry ACHIRAL
Molecular Formula C14H27N3O2
Molecular Weight 269.3831
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRAMIRACETAM

SMILES

CC(C)N(CCNC(=O)CN1CCCC1=O)C(C)C

InChI

InChIKey=ZULJGOSFKWFVRX-UHFFFAOYSA-N
InChI=1S/C14H27N3O2/c1-11(2)17(12(3)4)9-7-15-13(18)10-16-8-5-6-14(16)19/h11-12H,5-10H2,1-4H3,(H,15,18)

HIDE SMILES / InChI

Description

Scientists at Parke-Davis first synthesized Pramiracetam (brand name Pramistar) in the late 1970’s. It was first tested with Alzheimer’s patients. Seeing mixed results, the company tried it with major depressive disorder and licensed it as an orphan drug to Menarini. Pramiracetam is a central nervous system stimulant and nootropic agent belonging to the racetam family of drugs. Pramistar is used for the treatment of concentration and memory disturbances caused by the degeneration of brain cells or to diseases of the blood vessels supplying the brain, conditions that arise both in elderly patients (aged over 65 years). By stimulating choline uptake, pramiracetam indirectly modulates the release of acetylcholine and stimulates increased activity in the hippocampus. Because this part of the brain is absolutely crucial to the memory function, the general stimulation that pramiracetam creates can improve both the formation of new memories and the retention of reference or long-term memories. The increased activity in the hippocampus also increases cerebral blood flow, which enhances alertness and improves cognitive abilities in general. Pramiracetam may have other mechanisms of action as well. Researchers have hypothesized that in addition to its action in the brain, pramiracetam acts outside the brain in peripheral sites that rely on the adrenal glands. Animal studies suggest that pramiracetam may also increase or restore brain membrane fluidity, which facilitates cell signaling. Unlike many other racetam class nootropics, pramiracetam does not appear to strongly alter either wakefulness or emotional states. This can be explained by pramiracetam’s very limited influence on the production and release of serotonin, GABA and dopamine, the neurotransmitters that have the greatest effect on mood and anxiety levels.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
PRAMISTAR

Cmax

ValueDoseCo-administeredAnalytePopulation
2.71 μg/mL
400 mg single, oral
PRAMIRACETAM plasma
Homo sapiens
5.4 μg/mL
800 mg single, oral
PRAMIRACETAM plasma
Homo sapiens
6.13 μg/mL
1200 mg single, oral
PRAMIRACETAM plasma
Homo sapiens
8.98 μg/mL
1600 mg single, oral
PRAMIRACETAM plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
20.99 μg × h/mL
400 mg single, oral
PRAMIRACETAM plasma
Homo sapiens
40.09 μg × h/mL
800 mg single, oral
PRAMIRACETAM plasma
Homo sapiens
63.18 μg × h/mL
1200 mg single, oral
PRAMIRACETAM plasma
Homo sapiens
87.56 μg × h/mL
1600 mg single, oral
PRAMIRACETAM plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
5 h
400 mg single, oral
PRAMIRACETAM plasma
Homo sapiens
4.7 h
800 mg single, oral
PRAMIRACETAM plasma
Homo sapiens
6.5 h
1200 mg single, oral
PRAMIRACETAM plasma
Homo sapiens
4.5 h
1600 mg single, oral
PRAMIRACETAM plasma
Homo sapiens

Doses

PubMed

Sample Use Guides

In Vivo Use Guide
is one tablet of 600 mg twice a day, morning and evening. Swallow the tablets with a drink of water. Do not exceed the daily dose of 1,200 mg.
Route of Administration: Oral
In Vitro Use Guide
Unknown