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Temgicoluril

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(Redirected fromMebicar)
Anxiolytic medication

Pharmaceutical compound
Temgicoluril
Clinical data
Trade namesAdaptol, Mebicar
Other namesAdaptol; Mebicar; Mebicarum; Mebikar; Tetramethylglycoluril; 1,3,4,6-Tetramethylglycoluril
ATC code
Legal status
Legal status
Pharmacokinetic data
MetabolismGastrointestinal tract: 77–80%
Eliminationhalf-life3 hours[1]
ExcretionUrine: 55–70%
Identifiers
  • 1,3,4,6-Tetramethyltetrahydroimidazo[4,5-d]imidazole-2,5(1H,3H)-dione
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC8H14N4O2
Molar mass198.226 g·mol−1
3D model (JSmol)
  • CN1C2C(N(C1=O)C)N(C(=O)N2C)C
  • InChI=1S/C8H14N4O2/c1-9-5-6(11(3)7(9)13)12(4)8(14)10(5)2/h5-6H,1-4H3
  • Key:XIUUSFJTJXFNGH-UHFFFAOYSA-N

Temgicoluril (INNTooltip International Nonproprietary Name),[2] also known astetramethylglycoluril and sold under the brand namesAdaptol andMebicar, is ananxiolytic medication produced by Latvian pharmaceutical companyOlainfarm and sold inLatvia andRussia.[3]

Thechemical structure of temgicoluril is somewhat similar touric acid and it doesn't interact with acids, alkali, oxidants and reducing agents. It seems to affect all majorneurotransmitter systems.[4]

Temgicoluril has an effect on the structure oflimbicreticular activity, particularly onhypothalamus emotional zone, as well as on all several basic neuromediator systems – γaminobutyric acid (GABA),choline,serotonin, and adrenergic activity. It decreases brainnorepinephrine levels and increases brain serotonin levels without modulatingdopaminergic systems orcholinergic systems.[5]

Temgicoluril purportedly has anti-anxiety (anxiolytic) properties.[5][6][7][8][9] It is also used to aid smoking cessation.[3] In addition, temgicoluril may be useful in the treatment ofADHD symptoms.[10] In contrast with typical anxiolytic medications such as benzodiazepines, temgicoluril is non-habit forming, non-sedating, and does not impair motor function.[6][3]

It can be prepared by condensation of1,3-dimethylurea with glyoxal. One publication described such a procedure. They combined dimethylurea and glyoxal with a catalytic amount of phosphoric acid anhydride in an aqueous solution at room temperature and after sufficient time temgicoluril was conveniently isolated by filtration. The filtrate can be re-used by adding more dimethylurea and glyoxal (no additional catalyst is needed) and obtaining respectable yields, although this requires a longer reaction time.[11]

As of 2021, temgicoluril has not been evaluated outside of Latvia and Russia.

Medical uses

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Temgicoluril is used in Latvia and Russia, as apharmaceutical drug to treatanxiety and to prevent or reduce anxiety, unrest, fear,internal emotional tension andirritability, reduceneuroses andneurotic disorders, heartburns of non-coronary heart disease origin. These effects are not accompanied with relaxation ofmuscle tone and impaired coordination of movement, suppression of mental and physical activity, so the drug can be used without interruption of work or school.

Temgicoluril does not have a direct effect on sleep, however, it enhances the effectiveness of sleep medicines and normalizes the course of disturbed sleep. Temgicoluril alleviates or eliminates the manifestations ofnicotine dependence that occur aftersmoking cessation. Although temgicoluril does not causemood swings oreuphoria, habituation, nor addiction, withdrawal syndrome has been observed.[contradictory]

Side effects

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Possible and rareside effects may includedizziness,hypotension,indigestion,allergic reactions (itchy skin) after high doses,hypothermia, fatigue. And loweredblood pressure and/orbody temperature decreased by 1 to 1.5 °C. Blood pressure and body temperature return to normal after completion of treatment.[12]

See also

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References

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  1. ^US 20110070305, Schwarz J, Weisspapir M, "Sustained release pharmaceutical composition containing mebicar", published 2011-03-24, assigned to Alpharx Inc. 
  2. ^"International Nonproprietary Names for Pharmaceutical Substances (INN)"(PDF).WHO Drug Information.34 (3). 2020.
  3. ^abc"Adaptol product summary".JSC Olainfarm. Latvia. Archived fromthe original on 2013-10-13. Retrieved2013-05-29.
  4. ^"Clinical Overview ADAPTOL"(PDF).JSC Olainfarm. Latvia.Archived(PDF) from the original on 8 September 2021.
  5. ^abVal'dman AV, Zaikonnikova IV, Kozlovskaia MM, Zimakova IE (May 1980). "[Characteristics of the psychotropic spectrum of action of mebicar]".Biulleten' Eksperimental'noi Biologii I Meditsiny.89 (5):568–570.PMID 6104993.
  6. ^abVal'dman AV, Zaikonnikova IV, Kozlovskaya MM, Zimakova IE (1980). "A study of the spectrum of psychotropic action of mebicar".Bulletin of Experimental Biology and Medicine.89 (5):621–624.doi:10.1007/BF00835799.S2CID 11343572.
  7. ^Mkrtchian VR, Kozhokova LZ (2012). "[Adaptol--verges of possible]".Likars'ka Sprava (5):125–133.PMID 23534281.
  8. ^Chutko LS, Rozhkova AV, Sidorenko VA, Surushkina SI, Tursunova KB (2012). "[Generalized anxiety disorder: psychosomatic aspects and treatment approaches]".Zhurnal Nevrologii I Psikhiatrii imeni S.S. Korsakova.112 (1):40–44.PMID 22678674.
  9. ^Chutko LS, Surushkina SI, Nikishena IS, Iakovenko EA, Anisimova TI, Kuzovenkova MP (2010). "[Asthenic disorders in children]".Zhurnal Nevrologii I Psikhiatrii imeni S.S. Korsakova.110 (11 Pt 1):26–29.PMID 21183919.
  10. ^Chutko LS, Surushkina SI, Nikishena IS, Iakovenko EA, Anisimova TI, Sergeev AV (2009). "[Adaptol in the treatment of ADHD]".Zhurnal Nevrologii I Psikhiatrii imeni S.S. Korsakova.109 (8):45–48.PMID 19738569.
  11. ^Micheletti G, Delpivo C, Baccolini G (2013-06-01)."A green synthesis of glycoluril derivatives in aqueous solution with recycle of the waste".Green Chemistry Letters and Reviews.6 (2):135–139.Bibcode:2013GCLR....6..135M.doi:10.1080/17518253.2012.718803.ISSN 1751-8253.S2CID 96318579.
  12. ^"Adaptol (Mebicarum) - Summary of product characteristics".State Agency of Medicines of Latvia (in Latvian).Archived from the original on 7 August 2021.
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