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Saving copy of the {{drugbox}} taken from revid 477037262 of page Pramiracetam for the Chem/Drugbox validation project (updated: 'CAS_number').
 
Oro Temp (talk | contribs)
m Pramiracetam is not referred to as a stimulant in any scientific publications.
 
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{{short description|Chemical compound}}
{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid [{{fullurl:Pramiracetam|oldid=477037262}} 477037262] of page [[Pramiracetam]] with values updated to verified values.}}
{{Drugbox
{{Drugbox
| Verifiedfields = changed
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 464213066
| verifiedrevid = 477172019
| IUPAC_name = ''N''-[2-(diisopropylamino)ethyl]-2-(2-oxopyrrolidin-1-yl)acetamide
| IUPAC_name = ''N''-[2-(Diisopropylamino)ethyl]-2-(2-oxopyrrolidin-1-yl)acetamide
| image = Pramiracetam.svg
| image = Pramiracetam.svg
| width = 150px
| width = 150px
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<!--Clinical data-->
<!--Clinical data-->
| tradename = Neupramir, Pramistar, Remen
| tradename = Pramistar
| Drugs.com = {{drugs.com|international|pramistar}}
| Drugs.com = {{drugs.com|international|pramistar}}
| pregnancy_category =
| pregnancy_category =
| legal_AU = S4
| legal_status = Unscheduled (US)
| legal_US = Not FDA approved
| routes_of_administration = Oral
| routes_of_administration = Oral


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| bioavailability =
| bioavailability =
| metabolism =
| metabolism =
| elimination_half-life = 4.5-6.5 hours
| elimination_half-life =
| excretion =
| excretion =


<!--Identifiers-->
<!--Identifiers-->
| CAS_number_Ref = {{cascite|changed|??}}
| CAS_number_Ref = {{cascite|changed|??}}
| CAS_number = <!-- blanked - oldvalue: 68497-62-1 -->
| CAS_number = 68497-62-1
| ATC_prefix = N06
| ATC_prefix = N06
| ATC_suffix = BX16
| ATC_suffix = BX16
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<!--Chemical data-->
<!--Chemical data-->
| C=14 | H=27 | N=3 | O=2
| C=14 | H=27 | N=3 | O=2
| molecular_weight = 269.383 g/mol
| smiles = O=C1N(CC(=O)NCCN(C(C)C)C(C)C)CCC1
| smiles = O=C1N(CC(=O)NCCN(C(C)C)C(C)C)CCC1
| InChI = 1/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)
| InChIKey = ZULJGOSFKWFVRX-UHFFFAOYAB
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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)
| StdInChI = 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)
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| StdInChIKey = ZULJGOSFKWFVRX-UHFFFAOYSA-N
| StdInChIKey = ZULJGOSFKWFVRX-UHFFFAOYSA-N
}}
}}

'''Pramiracetam''' is a [[nootropic]] agent belonging to the [[racetam]] family of drugs. It is marketed by [[Menarini]] under the brand name '''Pramistar''' as a treatment for memory and attention deficits in aging people with neurodegenerative and vascular dementias in Italy and some Eastern European countries.<ref>AIFA [https://farmaci.agenziafarmaco.gov.it/bancadatifarmaci/farmaco?farmaco=028021 Pramistar authorizations in the Agenzia Italiana del Farmaco Database] Page accessed August 2, 2015. [https://farmaci.agenziafarmaco.gov.it/aifa/servlet/PdfDownloadServlet?pdfFileName=footer_000211_028021_FI.pdf&retry=0&sys=m0b1l3 Italian Label], linked from that site]</ref><ref>Drugs.com [https://www.drugs.com/international/pramiracetam.html Drugs.com International listings for pramiracetam] Page accessed August 2, 2015</ref><ref>Italian marketing authorization for the brand name Remen has been revoked per the [https://farmaci.agenziafarmaco.gov.it/bancadatifarmaci/farmaco?farmaco=027908 AIFA database], as has the marketing authorization for the brand name Neupramir, per the [https://farmaci.agenziafarmaco.gov.it/bancadatifarmaci/farmaco?farmaco=028029 AIFA database], each checked on August 2, 2015. Main page at AIFA for pramiracetam is [https://farmaci.agenziafarmaco.gov.it/bancadatifarmaci/cerca-per-principio-attivo?princ_att=Pramiracetam here]</ref>

Pramiracetam was discovered by scientists at [[Parke-Davis]], at that time a division of [[Warner-Lambert]], in the late 1970s; patents expired in 1996. Warner-Lambert conducted clinical trials in Alzheimer's Disease and abandoned that indication after Phase II trials showed mixed results; it then began to develop it as an [[orphan drug]] as an adjunct to [[electroconvulsive therapy]] for [[major depressive disorder]], in part to take advantage of the administrative exclusivity provided by the orphan status. It licensed European rights to [[Menarini]] which continued developing it for dementias, and in 1991 it licensed US and other non-European rights to Cambridge Neuroscience, Inc, (CNI) which pursued the ECT indication, as well as a use in restoring cognitive function after stroke or [[traumatic brain injury]].<ref name=Pink>Staff, The Pink Sheet. May 27, 1991 [https://www.pharmamedtechbi.com/publications/the-pink-sheet/53/021/cambridge-neuroscience-developing-warnerlamberts-pramiracetam Cambridge Neuroscience Developing Warner-Lambert's Pramiracetam]</ref> CNI obtained the orphan designation for the ECT use from the FDA in 1991, which was later withdrawn when CNI abandoned the drug.<ref>FDA [http://www.accessdata.fda.gov/scripts/opdlisting/oopd/OOPD_Results_2.cfm?Index_Number=061691 Orphan Drug Designations and Approvals Database] Page accessed August 2, 2015</ref>

CNI conducted a [[clinical trial]] in four people who had cognitive problems following a head injury. Trials conducted by or on behalf of Menarini and Warner-Lambert included two small trials conducted in [[Ukraine]], one in people with [[cerebrovascular disease]] and another in people with [[concussion]]. Another small trial was performed in Italy, on healthy people in whom amnesia was induced with [[Hyoscine hydrobromide|scopolamine]].<ref>{{cite journal | vauthors = Malykh AG, Sadaie MR | title = Piracetam and piracetam-like drugs: from basic science to novel clinical applications to CNS disorders | journal = Drugs | volume = 70 | issue = 3 | pages = 287–312 | date = February 2010 | pmid = 20166767 | doi = 10.2165/11319230-000000000-00000 }}</ref>

== See also ==
* [[Piracetam]]

== References ==
{{Reflist|2}}

{{Racetams}}
{{Ionotropic glutamate receptor modulators}}

[[Category:Racetams]]
[[Category:AMPA receptor positive allosteric modulators]]
[[Category:Acetamides]]
[[Category:Diisopropylamino compounds]]