Temgicoluril

Overview

Temgicoluril (INN (International Nonproprietary Name)), also known as tetramethylglycoluril and sold under the brand names Adaptol and Mebicar, is an anxiolytic medication produced by Latvian pharmaceutical company Olainfarm and sold in Latvia and Russia.[1][2] WP

The chemical structure of temgicoluril is somewhat similar to uric acid and it doesn't interact with acids, alkali, oxidants and reducing agents. It seems to affect all major neurotransmitter systems.[3] WP

Temgicoluril has an effect on the structure of limbic–reticular activity, particularly on hypothalamus emotional zone, as well as on all several basic neuromediator systems – γ aminobutyric acid (GABA), choline, serotonin, and adrenergic activity. It decreases brain norepinephrine levels and increases brain serotonin levels without modulating dopaminergic systems or cholinergic systems.[4] WP

Temgicoluril purportedly has anti-anxiety (anxiolytic) properties. It is also used to aid smoking cessation. In addition, temgicoluril may be useful in the treatment of ADHD symptoms. In contrast with typical anxiolytic medications such as benzodiazepines, temgicoluril is non-habit forming, non-sedating, and does not impair motor function.[2][4–9] WP

It can be prepared by condensation of 1,3-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.[10] WP

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

Uses, dosage and effects

Medical uses

Temgicoluril is used in Latvia and Russia, as a pharmaceutical drug to treat anxiety and to prevent or reduce anxiety, unrest, fear, internal emotional tension and irritability, reduce neuroses and neurotic disorders, heartburns of non-coronary heart disease origin. These effects are not accompanied with relaxation of muscle tone and impaired coordination of movement, suppression of mental and physical activity, so the drug can be used without interruption of work or school. WP

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 of nicotine dependence that occur after smoking cessation. Although temgicoluril does not cause mood swings or euphoria, habituation, nor addiction, withdrawal syndrome has been observed. WP

Risks and side effects

Side effects

Possible and rare side effects may include dizziness, hypotension, indigestion, allergic reactions (itchy skin) after high doses, hypothermia, fatigue. And lowered blood pressure and/or body temperature decreased by 1 to 1.5 °C. Blood pressure and body temperature return to normal after completion of treatment.[11] WP

Chemistry

Formula

C8H14N4O2 PC

CAS number

10095-06-4 PC

Molar mass (g/mol)

198.22 PC

IUPAC name (computed by PubChem)

1,3,4,6-tetramethyl-3a,6a-dihydroimidazo[4,5-d]imidazole-2,5-dione PC

SMILES

CN1C2C(N(C1=O)C)N(C(=O)N2C)C PC

InChIKey

XIUUSFJTJXFNGH-UHFFFAOYSA-N PC

PubChem CID

122282

IUPAC name

1,3,4,6-Tetramethyltetrahydroimidazo WP

Harm reduction information

No harm reduction data is on file for this compound yet. That means no dose, timing or combination data from PsychonautWiki or TripSit. Please don't guess a dose from similar compounds. If you have taken it and feel unwell, contact emergency services or a poison control center.

User reports

Pop culture

No references added yet.

Sources

1. Journal / agency International Nonproprietary Names for Pharmaceutical Substances (INN). WHO Drug Information. 2020
2. Other Adaptol product summary
3. Other Clinical Overview ADAPTOL
4. Journal / agency Val'dman AV, Zaikonnikova IV, Kozlovskaia MM, Zimakova IE. Characteristics of the psychotropic spectrum of action of mebicar. Biulleten' Eksperimental'noi Biologii I Meditsiny. May 1980. PMID 6104993
5. Journal / agency Val'dman AV, Zaikonnikova IV, Kozlovskaya MM, Zimakova IE. A study of the spectrum of psychotropic action of mebicar. Bulletin of Experimental Biology and Medicine. 1980. doi:10.1007/BF00835799
6. Journal / agency Mkrtchian VR, Kozhokova LZ. Adaptol--verges of possible. Likars'ka Sprava. 2012. PMID 23534281
7. Journal / agency Chutko LS, Rozhkova AV, Sidorenko VA, Surushkina SI, Tursunova KB. Generalized anxiety disorder: psychosomatic aspects and treatment approaches. Zhurnal Nevrologii I Psikhiatrii imeni S.S. Korsakova. 2012. PMID 22678674
8. Journal / agency Chutko LS, Surushkina SI, Nikishena IS, Iakovenko EA, Anisimova TI, Kuzovenkova MP. Asthenic disorders in children. Zhurnal Nevrologii I Psikhiatrii imeni S.S. Korsakova. 2010. PMID 21183919
9. Journal / agency Chutko LS, Surushkina SI, Nikishena IS, Iakovenko EA, Anisimova TI, Sergeev AV. Adaptol in the treatment of ADHD. Zhurnal Nevrologii I Psikhiatrii imeni S.S. Korsakova. 2009. PMID 19738569
10. Journal / agency Micheletti G, Delpivo C, Baccolini G. A green synthesis of glycoluril derivatives in aqueous solution with recycle of the waste. Green Chemistry Letters and Reviews. 2013-06-01. doi:10.1080/17518253.2012.718803
11. Other Adaptol (Mebicarum) - Summary of product characteristics

Text and values on this page are quoted from Wikipedia (CC BY-SA 4.0), PubChem (public domain). Each value links to the exact revision it came from.