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Details

Stereochemistry ACHIRAL
Molecular Formula C14H27N3O2.H2O4S
Molecular Weight 367.462
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRAMIRACETAM SULFATE

SMILES

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

InChI

InChIKey=ACSROKXFXFNERX-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Molecular Formula C14H27N3O2
Molecular Weight 269.3831
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula H2O4S
Molecular Weight 98.078
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including http://www.braintropic.com/nootropics/pramiracetam/

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

Curator's Comment: pramiracetam penetrates the central nervous system (CNS) poorly

Originator

Curator's Comment: by scientists at Parke-Davis in the late 1970’s.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: high affinity choline uptake (HACU)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
PRAMISTAR

Approved Use

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).
PubMed

PubMed

TitleDatePubMed
Therapeutic approaches to age-associated neurocognitive disorders.
2001 Sep
[Experience in the application of pramistar, a new nootropic preparation, in the treatment of memory disorders in patients with cerebrovascular pathology].
2003 Dec
Brahmi rasayana improves learning and memory in mice.
2006 Mar
[Application of nootropic agents in complex treatment of patients with concussion of the brain].
2007 Jul-Sep
Diisoprop-yl{2-[2-(2-oxopyrrolidin-1-yl)acetamido]eth-yl}ammonium hydrogen sulfate.
2008 May 30
Piracetam and piracetam-like drugs: from basic science to novel clinical applications to CNS disorders.
2010 Feb 12

Sample Use Guides

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
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:23:36 GMT 2023
Edited
by admin
on Fri Dec 15 15:23:36 GMT 2023
Record UNII
OP7O7MNS9P
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PRAMIRACETAM SULFATE
MART.   MI   USAN   WHO-DD  
USAN  
Official Name English
PRAMIRACETAM SULPHATE
Common Name English
PRAMIRACETAM SULFATE [USAN]
Common Name English
1-PYRROLIDINEACETAMIDE, N-(2-(BIS(1-METHYLETHYL)AMINO)ETHYL)-2-OXO, SULFATE (1:1)
Common Name English
PRAMIRACETAM SULFATE [MART.]
Common Name English
N-[2-(Diisopropylamino)ethyl]-2-oxo-1-pyrrolidineacetamide sulfate (1:1)
Systematic Name English
1-PYRROLIDINEACETAMIDE, N-(2-(BIS(1-METHYLETHYL)AMINO)ETHYL)-2-OXO, SULPHATE (1:1)
Common Name English
PRAMIRACETAM SULFATE [MI]
Common Name English
AMACETAM SULFATE
Common Name English
N-(2-(DIISOPROPYLAMINO)ETHYL)-2-OXO-1-PYRROLIDINEACETAMIDE SULPHATE (1:1)
Systematic Name English
Pramiracetam sulfate [WHO-DD]
Common Name English
AMACETAM SULPHATE
Common Name English
CI-879
Code English
Classification Tree Code System Code
FDA ORPHAN DRUG 61691
Created by admin on Fri Dec 15 15:23:36 GMT 2023 , Edited by admin on Fri Dec 15 15:23:36 GMT 2023
NCI_THESAURUS C1509
Created by admin on Fri Dec 15 15:23:36 GMT 2023 , Edited by admin on Fri Dec 15 15:23:36 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID50223166
Created by admin on Fri Dec 15 15:23:36 GMT 2023 , Edited by admin on Fri Dec 15 15:23:36 GMT 2023
PRIMARY
CAS
72869-16-0
Created by admin on Fri Dec 15 15:23:36 GMT 2023 , Edited by admin on Fri Dec 15 15:23:36 GMT 2023
PRIMARY
MESH
C038438
Created by admin on Fri Dec 15 15:23:36 GMT 2023 , Edited by admin on Fri Dec 15 15:23:36 GMT 2023
PRIMARY
EVMPD
SUB04006MIG
Created by admin on Fri Dec 15 15:23:36 GMT 2023 , Edited by admin on Fri Dec 15 15:23:36 GMT 2023
PRIMARY
SMS_ID
100000085480
Created by admin on Fri Dec 15 15:23:36 GMT 2023 , Edited by admin on Fri Dec 15 15:23:36 GMT 2023
PRIMARY
PUBCHEM
51711
Created by admin on Fri Dec 15 15:23:36 GMT 2023 , Edited by admin on Fri Dec 15 15:23:36 GMT 2023
PRIMARY
FDA UNII
OP7O7MNS9P
Created by admin on Fri Dec 15 15:23:36 GMT 2023 , Edited by admin on Fri Dec 15 15:23:36 GMT 2023
PRIMARY
NCI_THESAURUS
C84103
Created by admin on Fri Dec 15 15:23:36 GMT 2023 , Edited by admin on Fri Dec 15 15:23:36 GMT 2023
PRIMARY
MERCK INDEX
m9096
Created by admin on Fri Dec 15 15:23:36 GMT 2023 , Edited by admin on Fri Dec 15 15:23:36 GMT 2023
PRIMARY Merck Index
ChEMBL
CHEMBL159776
Created by admin on Fri Dec 15 15:23:36 GMT 2023 , Edited by admin on Fri Dec 15 15:23:36 GMT 2023
PRIMARY
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