CUMYL-3TMS-PRINACA

Last updated
CUMYL-3TMS-PRINACA
CUMYL-3TMS-PRINACA structure.png
Identifiers
  • N-(2-phenylpropan-2-yl)-1-(3-(trimethylsilyl)propyl)-1H-indazole-3-carboxamide
Chemical and physical data
Formula C23H31N3OSi
Molar mass 393.606 g·mol−1
3D model (JSmol)
  • C[Si](C)(C)CCCn1nc(C(=O)NC(C)(C)c2ccccc2)c2ccccc12
  • InChI=1S/C23H31N3OSi/c1-23(2,18-12-7-6-8-13-18)24-22(27)21-19-14-9-10-15-20(19)26(25-21)16-11-17-28(3,4)5/h6-10,12-15H,11,16-17H2,1-5H3,(H,24,27)
  • Key:BFLYAEBVCZMSPK-UHFFFAOYSA-N

CUMYL-3TMS-PRINACA is an indazole-3-carboxamide based synthetic cannabinoid receptor agonist that has been sold as a designer drug, first identified in Sweden in May 2023. Along with the related compound ADMB-3TMS-PRINACA that was reported several months earlier, CUMYL-3TMS-PRINACA is one of the only psychoactive drugs ever reported that contains a silicon atom. [1]

Contents

Legality

CUMYL-3TMS-PRINACA is illegal in Germany and Italy and has been recommended for control in Sweden. [2] [3]

See also

Related Research Articles

A designer drug is a structural or functional analog of a controlled substance that has been designed to mimic the pharmacological effects of the original drug, while avoiding classification as illegal and/or detection in standard drug tests. Designer drugs include psychoactive substances that have been designated by the European Union, Australia, and New Zealand, as new psychoactive substances (NPS) as well as analogs of performance-enhancing drugs such as designer steroids.

<span class="mw-page-title-main">Phenibut</span> CNS depressant medication

Phenibut, sold under the brand names Anvifen, Fenibut, and Noofen among others, is a central nervous system depressant with anxiolytic effects, and is used to treat anxiety, insomnia, and for a variety of other indications. It is usually taken by mouth as a tablet, but may be given intravenously.

<span class="mw-page-title-main">3-MeO-PCP</span> Chemical compound

3-Methoxyphencyclidine (3-MeO-PCP) is a dissociative hallucinogen of the arylcyclohexylamine class related to phencyclidine (PCP) which has been sold online as a designer drug. It has been used across Europe and the United States. In some cases, consumption has been known to be fatal. It acts mainly as an NMDA receptor antagonist, though it has also been found to interact with the sigma σ1 receptor and the serotonin transporter. The drug does not possess any opioid activity nor does it act as a dopamine reuptake inhibitor.

<span class="mw-page-title-main">6-APB</span> Psychoactive drug

6-APB is an empathogenic psychoactive compound of the substituted benzofuran and substituted phenethylamine classes. 6-APB and other compounds are sometimes informally called "Benzofury" in newspaper reports. It is similar in structure to MDA, but differs in that the 3,4-methylenedioxyphenyl ring system has been replaced with a benzofuran ring. 6-APB is also the unsaturated benzofuran derivative of 6-APDB. It may appear as a tan grainy powder. While the drug never became particularly popular, it briefly entered the rave and underground clubbing scene in the UK before its sale and import were banned. It falls under the category of research chemicals, sometimes called "legal highs." Because 6-APB and other substituted benzofurans have not been explicitly outlawed in some countries, they are often technically legal, contributing to their popularity.

<span class="mw-page-title-main">Methoxetamine</span> Dissociative drug

Methoxetamine, abbreviated as MXE, is a dissociative hallucinogen that has been sold as a designer drug. It differs from many dissociatives such as ketamine and phencyclidine (PCP) that were developed as pharmaceutical drugs for use as general anesthetics in that it was designed specifically to increase the antidepressant effects of ketamine.

<span class="mw-page-title-main">Psychoactive drug</span> Chemical substance that alters nervous system function

A psychoactive drug, mind-altering drug, or consciousness-altering drug is a chemical substance that changes brain function and results in alterations in perception, mood, consciousness, cognition, or behavior. This category of drugs includes psychotropic drugs and narcotic drugs. These substances may be used medically; recreationally; to purposefully improve performance or alter one's consciousness; as entheogens for ritual, spiritual, or shamanic purposes; or for research, including psychedelic therapy. Some categories of psychoactive drugs, which have therapeutic value, are prescribed by physicians and other healthcare practitioners. Examples include anesthetics, analgesics, anticonvulsant and antiparkinsonian drugs as well as medications used to treat neuropsychiatric disorders, such as antidepressants, anxiolytics, antipsychotics, and stimulant medications. Some psychoactive substances may be used in the detoxification and rehabilitation programs for persons dependent on or addicted to other psychoactive drugs.

A temporary class drug is a relatively new status for controlled drugs, which has been adopted in some jurisdictions, notably New Zealand and the United Kingdom, to attempt to bring newly synthesised designer drugs under legal control. The controlled drug legislation in these jurisdictions requires drug scheduling decisions to follow an evidence-based process, where the harms of the drug are assessed and reviewed so that an appropriate legal status can be assigned. Since many designer drugs sold in recent years have had little or no published research that could help inform such a decision, they have been widely sold as "legal highs", often for months, before sufficient evidence accumulates to justify placing them on the controlled drug schedules.

<span class="mw-page-title-main">CUMYL-PICA</span> Chemical compound

CUMYL-PICA (SGT-56) is an indole-3-carboxamide based synthetic cannabinoid. It is the α,α-dimethylbenzyl analogue of SDB-006. It was briefly sold in New Zealand during 2013 as an ingredient of at the time legal synthetic cannabis products, but the product containing CUMYL-BICA and CUMYL-PICA was denied an interim licensing approval under the Psychoactive Substances regulatory scheme, due to reports of adverse events in consumers. CUMYL-PICA acts as an agonist for the cannabinoid receptors, with Ki values of 59.21 nM at CB1 and 136.38 nM at CB2 and EC50 values of 11.98 nM at CB1 and 16.2 nM at CB2.

<span class="mw-page-title-main">5F-CUMYL-PINACA</span> Chemical compound

5F-CUMYL-PINACA (also known as SGT-25 and sometimes sold in e-cigarette form as C-Liquid) is an indazole-3-carboxamide based synthetic cannabinoid. 5F-CUMYL-PINACA acts as a potent agonist for the cannabinoid receptors, with the original patent claiming approximately 4x selectivity for CB1, having an EC50 of <0.1 nM for human CB1 receptors and 0.37 nM for human CB2 receptors. In more recent assays using different techniques, 5F-CUMYL-PINACA was variously found to have an EC50 of 0.43 nM at CB1 and 11.3 nM at CB2, suggesting a somewhat higher CB1 selectivity of 26 times, or alternatively 15.1 nM at CB1 and 34.8 nM at CB2 with only 2.3 times selectivity, however these figures cannot be directly compared due to the different assay techniques used in each case.

<span class="mw-page-title-main">MDMB-FUBINACA</span> Chemical compound

MDMB-FUBINACA (also known as MDMB(N)-Bz-F and FUB-MDMB) is an indazole-based synthetic cannabinoid that is a potent agonist for the cannabinoid receptors, with Ki values of 1.14 nM at CB1 and 0.1228 nM at CB2 and EC50 values of 0.2668 nM at CB1 and 0.1411 nM at CB2, and has been sold online as a designer drug. Its benzyl analogue (instead of 4-fluorobenzyl) has been reported to be a potent agonist for the CB1 receptor (Ki = 0.14 nM, EC50 = 2.42 nM). The structure of MDMB-FUBINACA contains the amino acid, 3-methylvaline or tert-leucine methyl ester.

<span class="mw-page-title-main">CUMYL-4CN-BINACA</span> Chemical compound

CUMYL-4CN-BINACA (also known as CUMYL-CYBINACA or SGT-78) is an indazole-3-carboxamide based synthetic cannabinoid that has been sold online as a designer drug. It is a potent agonist for cannabinoid receptors CB1 and CB2, with in vitro EC50 values of 0.58 nM and 6.12 nM, respectively. In mice, CUMYL-4CN-BINACA produces hypothermic and pro-convulsant effects via the CB1 receptor, and anecdotal reports suggest it has an active dose of around 0.1 mg in humans.

This is an overview of the legality of ibogaine by country. Ibogaine is not included on the UN International Narcotics Control Board's Green List, or List of Psychoactive Substances under International Control. However, since 1989, it has been on the list of doping substances banned by the International Olympic Committee and the International Union of Cyclists because of its stimulant properties.

<span class="mw-page-title-main">MDMB-4en-PINACA</span> Chemical compound

MDMB-4en-PINACA is an indazole-based synthetic cannabinoid that has been sold online as a designer drug. MDMB-4en-PINACA was first identified in Europe in 2017. In 2021, MDMB-4en-PINACA was the most common synthetic cannabinoid identified by the Drug Enforcement Administration in the United States. MDMB-4en-PINACA differs from 5F-MDMB-PINACA due to replacement of 5-fluoropentyl with a pent-4-ene moiety (4-en).

<span class="mw-page-title-main">CUMYL-CBMINACA</span> Chemical compound

CUMYL-CBMINACA (SGT-277) is an indazole-3-carboxamide based synthetic cannabinoid receptor agonist that has been sold as a designer drug, first being identified in Germany in February 2020. It is illegal in Finland.

<span class="mw-page-title-main">ZDCM-04</span> Chemical compound

ZDCM-04 is a recreational designer drug with psychedelic effects. It is a phenethylamine derivative which is thought to act as a prodrug for DOC and theophylline in the same way in which fenethylline acts as a prodrug for amphetamine and theophylline. ZDCM-04 was made illegal in Italy in March 2020. and has reportedly been identified from seized drug samples in Thailand.

<span class="mw-page-title-main">PTI-3</span> Chemical compound

PTI-3 is an indole-3-thiazole based synthetic cannabinoid which has been sold as a designer drug. It was first identified in Hungary in 2020, and was made illegal in Italy in June 2021.

<span class="mw-page-title-main">4-Cl-3-MMC</span> Chemical compound

4-Chloro-3-Methylmethcathinone (4-Cl-3-MMC) is a chemical compound from the substituted cathinone family. It has stimulant effects, and has been sold as a designer drug. It was first identified in Sweden in 2021. It is illegal in Italy and Finland, as well as under generic legislation in various other jurisdictions.

<span class="mw-page-title-main">CUMYL-NBMINACA</span> Chemical compound

CUMYL-NBMINACA is a synthetic cannabinoid compound first reported in a 2013 patent, but not identified as a designer drug until 2021, being identified by a forensic laboratory in Germany in February 2021.

<span class="mw-page-title-main">ADB-5'Br-BUTINACA</span> Chemical compound

ADB-5'Br-BUTINACA (ADB-B-5Br-INACA) is an indazole-3-carboxamide based synthetic cannabinoid receptor agonist which has been sold as a designer drug, first detected in Philadelphia in the US in May 2022, and subsequently found in South Korea, Portugal and Sweden. It is specifically listed as an illegal drug in Italy, South Korea and several states in the US, and controlled under analogue legislation in various other jurisdictions.

<span class="mw-page-title-main">ADMB-3TMS-PRINACA</span> Chemical compound

ADMB-3TMS-PRINACA (ADB-3TMS-PRINACA) is an indazole-3-carboxamide based synthetic cannabinoid receptor agonist that has been sold as a designer drug, first identified in Germany in March 2023. It is the first psychoactive drug ever reported that contains a silicon atom.

References

  1. "New psychoactive substances - the current situation in Europe" (PDF). European Drug Report. European Union Drugs Agency (EUDA). 2024.
  2. Terp G (26 May 2023). "Yttrande enligt 13 § Lag (2011:111) om förstörande av vissa hälsofarliga missbrukssubstanser" [Opinion according to § 13 Act (2011:111) re destruction of certain health hazards substances of abuse](PDF). Folkhälsomyndigheten (The Public Health Authority) (in Swedish).
  3. "DECRETO 12 dicembre 2023". Gazzetta Ufficiale (in Italian). 12 December 2023. Update of the tables containing the indication of narcotic and psychotropic substances, pursuant to the decree of the President of the Republic of 9 October 1990, n. 309 and subsequent amendments and additions. Inclusion in Table I of the specific indication of the substances: MDMB-BINACA; N-sec-butyl-pentedrone; CUMIL-3TMS-PRINACA. (23A06995) (GU General Series n.300 of 27-12-2023)