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Dimiracetam: Difference between revisions

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{{chembox {{chembox
| Verifiedfields = changed | Watchedfields = changed
⚫ | verifiedrevid = 437142907
⚫ | UNII_Ref = {{fdacite|changed|FDA}}
⚫ | ImageFile = Dimiracetam.svg
⚫ | UNII = 4AW7F70MZO
| ImageName = Chemical structure of dimiracetam
⚫ | verifiedrevid = 414429126
⚫ | ImageSize=150px
⚫ | ImageFile = Dimiracetam.png
⚫ | IUPACName = (''RS'')-3,6,7,7a-Tetrahydro-1''H''-pyrroloimidazole-2,5-dione
| imagename = 1 : 1 mixture (racemate)
⚫ | width = 150px
⚫ | IUPACName = (''RS'')-3,6,7,7a-tetrahydro-1H-pyrroloimidazole-2,5-dione
| OtherNames = | OtherNames =
| Section1 = {{Chembox Identifiers |Section1={{Chembox Identifiers
⚫ | UNII_Ref = {{fdacite|correct|FDA}}
⚫ | UNII = 4AW7F70MZO
| PubChem = 65955 | PubChem = 65955
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = XTXXOHPHLNROBN-UHFFFAOYSA-N | StdInChIKey = XTXXOHPHLNROBN-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|??}}
| CASNo =126100-97-8 | CASNo =126100-97-8
| ATCCode_prefix =
| ATCCode_suffix =
| SMILES= C1CC(=O)N2C1NC(=O)C2 }} | SMILES= C1CC(=O)N2C1NC(=O)C2 }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| Formula = | C=6 | H=8 | N=2 | O=2 | Formula =
| C=6 | H=8 | N=2 | O=2
| MolarMass = 140.140 g/mol
| Appearance = | Appearance =
| Density = | Density =
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| BoilingPt = | BoilingPt =
| Solubility = }} | Solubility = }}
| Section5 = {{Chembox Pharmacology |Section5={{Chembox Pharmacology
| AdminRoutes = | AdminRoutes =
| Bioavail = | Bioavail =
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| Legal_US = | Legal_US =
| Legal_UK = | Legal_UK =
| Legal_AU = | Legal_AU = S4
| Legal_CA = | Legal_CA =
| PregCat = | Pregnancy_category =
| PregCat_AU = | Pregnancy_AU =

| PregCat_US = }}
}}
}} }}


'''Dimiracetam''' is a ] drug of the ] family,<ref>{{cite journal | last1 = Pinza | first1 = M | last2 = Farina | first2 = C | last3 = Cerri | first3 = A | last4 = Pfeiffer | first4 = U | last5 = Riccaboni | first5 = MT | last6 = Banfi | first6 = S | last7 = Biagetti | first7 = R | last8 = Pozzi | first8 = O | last9 = Magnani | first9 = M | title = Synthesis and pharmacological activity of a series of dihydro-1H-pyrrolo1,2-aimidazole-2,5(3H,6H)-diones, a novel class of potent cognition enhancers | journal = Journal of medicinal chemistry | volume = 36 | issue = 26 | pages = 4214–20 | year = 1993 | pmid = 8277504 }}</ref> derivatives of which may have application in the treatment of ].<ref>{{cite journal | last1 = Farina | first1 = C | last2 = Gagliardi | first2 = S | last3 = Ghelardini | first3 = C | last4 = Martinelli | first4 = M | last5 = Norcini | first5 = M | last6 = Parini | first6 = C | last7 = Petrillo | first7 = P | last8 = Ronzoni | first8 = S | title = Synthesis and biological evaluation of novel dimiracetam derivatives useful for the treatment of neuropathic pain | journal = Bioorganic & medicinal chemistry | volume = 16 | issue = 6 | pages = 3224–32 | year = 2008 | pmid = 18171618 | doi = 10.1016/j.bmc.2007.12.015 }}</ref> '''Dimiracetam''' is a ] drug of the ] family,<ref>{{cite journal | vauthors = Pinza M, Farina C, Cerri A, Pfeiffer U, Riccaboni MT, Banfi S, Biagetti R, Pozzi O, Magnani M, Dorigotti L | display-authors = 6 | title = Synthesis and pharmacological activity of a series of dihydro-1H-pyrroloimidazole-2,5(3H,6H)-diones, a novel class of potent cognition enhancers | journal = Journal of Medicinal Chemistry | volume = 36 | issue = 26 | pages = 4214–20 | date = December 1993 | pmid = 8277504 | doi = 10.1021/jm00078a011 }}</ref> derivatives of which may have application in the treatment of ].<ref>{{cite journal | vauthors = Farina C, Gagliardi S, Ghelardini C, Martinelli M, Norcini M, Parini C, Petrillo P, Ronzoni S | display-authors = 6 | title = Synthesis and biological evaluation of novel dimiracetam derivatives useful for the treatment of neuropathic pain | journal = Bioorganic & Medicinal Chemistry | volume = 16 | issue = 6 | pages = 3224–32 | date = March 2008 | pmid = 18171618 | doi = 10.1016/j.bmc.2007.12.015 }}</ref>


==References== == Legality ==
=== Australia ===
<references/>
Dimiracetam is a schedule 4 substance in Australia under the ].<ref name="Poisons Stanrard">. comlaw.gov.au</ref> A schedule 4 substance is classified as "Prescription Only Medicine, or Prescription Animal Remedy – Substances, the use or supply of which should be by or on the order of persons permitted by State or Territory legislation to prescribe and should be available from a pharmacist on prescription."<ref name="Poisons Stanrard" />

== References ==
{{reflist}}


{{Racetams}} {{Racetams}}
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{{nervous-system-drug-stub}} {{nervous-system-drug-stub}}

]

Latest revision as of 19:12, 2 June 2021

Dimiracetam
Chemical structure of dimiracetam
Names
IUPAC name (RS)-3,6,7,7a-Tetrahydro-1H-pyrroloimidazole-2,5-dione
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C6H8N2O2/c9-5-3-8-4(7-5)1-2-6(8)10/h4H,1-3H2,(H,7,9)Key: XTXXOHPHLNROBN-UHFFFAOYSA-N
  • InChI=1/C6H8N2O2/c9-5-3-8-4(7-5)1-2-6(8)10/h4H,1-3H2,(H,7,9)Key: XTXXOHPHLNROBN-UHFFFAOYAX
SMILES
  • C1CC(=O)N2C1NC(=O)C2
  • O=C2NC1N(C(=O)CC1)C2
Properties
Chemical formula C6H8N2O2
Molar mass 140.142 g·mol
Pharmacology
Legal status
  • AU: S4 (Prescription only)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Dimiracetam is a nootropic drug of the racetam family, derivatives of which may have application in the treatment of neuropathic pain.

Legality

Australia

Dimiracetam is a schedule 4 substance in Australia under the Poisons Standard (February 2020). A schedule 4 substance is classified as "Prescription Only Medicine, or Prescription Animal Remedy – Substances, the use or supply of which should be by or on the order of persons permitted by State or Territory legislation to prescribe and should be available from a pharmacist on prescription."

References

  1. Pinza M, Farina C, Cerri A, Pfeiffer U, Riccaboni MT, Banfi S, et al. (December 1993). "Synthesis and pharmacological activity of a series of dihydro-1H-pyrroloimidazole-2,5(3H,6H)-diones, a novel class of potent cognition enhancers". Journal of Medicinal Chemistry. 36 (26): 4214–20. doi:10.1021/jm00078a011. PMID 8277504.
  2. Farina C, Gagliardi S, Ghelardini C, Martinelli M, Norcini M, Parini C, et al. (March 2008). "Synthesis and biological evaluation of novel dimiracetam derivatives useful for the treatment of neuropathic pain". Bioorganic & Medicinal Chemistry. 16 (6): 3224–32. doi:10.1016/j.bmc.2007.12.015. PMID 18171618.
  3. ^ Poisons Standard February 2020. comlaw.gov.au
Racetams
Racetams
Phenylpiracetams
Racetam-like


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