List of designer drugs

Last updated

An assortment of several designer drugs. Designerdrugs.jpg
An assortment of several designer drugs.

Designer drugs are structural or functional analogues of controlled substances that are designed to mimic the pharmacological effects of the parent drug while avoiding detection or classification as illegal. Many of the older designer drugs (research chemicals) are structural analogues of psychoactive tryptamines or phenethylamines but there are many other chemically unrelated new psychoactive substances that can be considered part of the designer drug group. [1] [2] [3] [4] Designer drugs can also include substances that are not psychoactive in effect, such as analogues of controlled anabolic steroids and other performance and image enhancing drugs (PIEDs), including nootropics, weight loss drugs and erectile dysfunction medications. The pharmaceutical activities of these compounds might not be predictable based strictly upon structural examination. Many of the substances have common effects while structurally different or different effects while structurally similar due to SAR paradox. As a result of no real official naming for some of these compounds, as well as regional naming, this can all lead to potentially hazardous mix ups for users. [5] The following list is not exhaustive.

Contents

Androgens

Androgenic anabolic steroids have approved medical uses as well as illicit use as performance-enhancing drugs to build muscle mass and strength. Anabolic steroids that have been designed to evade detection in sport doping tests are known as "designer steroids". [6] [7]

DHT based

Estranes

SARMs

Selective androgen receptor modulators (SARMs) are a novel class of androgen receptor ligands. They are intended to maintain the desirable muscle building effects of anabolic steroids while reducing undesirable androgenic actions (e.g., increased risk of prostate cancer). SARMs that are more selective in their action could potentially be used for a broader range of clinical indications other than the relatively limited legitimate uses that anabolic steroids are currently approved for. [8]

Testosterone based

Empathogens

Empathogens are a class of psychoactive drugs that produce distinctive emotional and social effects similar to those of MDMA. Users of empathogens say the drugs often produce feelings of empathy, love, and emotional closeness to others.

Amphetamines

Substituted amphetamines are a chemical class of stimulants, entactogens, hallucinogens, and other drugs. They feature a phenethylamine core with a methyl group attached to the alpha carbon resulting in amphetamine, along with additional substitutions.

  • 4-BA, 4-Bromoamphetamine, PBA
  • 4-CA, 4-Chloroamphetamine, PCA
  • 4-CMA, 4-Chloromethamphetamine, PCMA
  • 4-FA, 4-Fluoroamphetamine, PFA
  • 4-FMA, 4-Fluoromethamphetamine, PFMA
  • 4-Fluoroselegiline, 4F-Deprenyl
  • 4-MA, 4-Methylamphetamine, PAL-313
  • 4-MeOA, 4-Methoxyamphetamine, PMA, 4-MeO-A, "Death"
  • 4-MeOMA, 4-Methoxymethamphetamine, PMMA, 4-MeO-MA
  • 4-MTA, 4-Methylthioamphetamine
  • Methamnetamine, N-Methyl-PAL-287, Methylnaphetamine, MNT, MNA
  • MMA, 3-Methoxy-4-Methylamphetamine
  • 3-FEA, 3F-Ethamphetamine, 3-Fluoroethamphetamine

Benzofurans

Benzofurans are similar in structure to MD(M)A but differ in that the methylenedioxy groups have been modified, removing one of the two oxygens in the methylenedioxy ring to render a benzofuran ring.

MDxx

Substituted methylenedioxyphenethylamines (MDxx) are a large chemical class of derivatives of the phenethylamines, which includes many psychoactive drugs that act as entactogens, psychedelics, and/or stimulants, as well as entheogens.

Phenethylamines

Drugs containing the phenethylamine moiety bear close structural resemblance to dopamine but substitution on the benzene ring gives rise to drugs with a much higher affinity for serotonin receptors.

Miscellaneous polycyclic phenethylamines

Indane and tetralin-type phenethylamines are vaguely related to their amphetamine analogues.

Only one non-tryptamine indole has been sold, 5-IT. It shows strong MAOI activity.

Tryptamines

Drugs containing the tryptamine moiety are typically substrates for the serotonin receptors, in keeping with their close structural resemblance to serotonin, a neurotransmitter.

  • αET, α-Ethyltryptamine, "Monase"
  • 5-MeO-αET, α,O-Diethylserotonin
  • αMT, α-Methyltryptamine, "Indopan"
  • 5-MeO-αMT, α,O-Dimethylserotonin

Dissociatives

Dissociatives are a class of hallucinogens which distort perceptions of sight and sound and produce feelings of detachment - dissociation - from the environment and self. This is done through reducing or blocking signals to the conscious mind from other parts of the brain. Although many kinds of drugs are capable of such action, dissociatives are unique in that they do so in such a way that they produce hallucinogenic effects, which may include sensory deprivation, dissociation, hallucinations, and dream-like states or trances. Some, which are nonselective in action and affect the dopamine and/or opioid systems, may be capable of inducing euphoria. Many dissociatives have general depressant effects and can produce sedation, respiratory depression, analgesia, anesthesia, and ataxia, as well as cognitive and memory impairment and amnesia.

Arylcyclohexylamines

Arylcyclohexylamines are the oldest and most widely used dissociatives. The class includes the well known anaesthetic, ketamine.

1,2-Diarylethylamines

1,2-Diarylethylamines began to appear on grey markets only as recently as 2013.

Misc

Nootropics

Central nervous system stimulants

Systematic reviews and meta-analyses of clinical research using low doses of certain central nervous system stimulants found that these drugs may enhance cognition in healthy people. [13] [14] [15] In particular, the classes of stimulants that demonstrate possible cognition-enhancing effects in humans have evidence in vitro as direct agonists or indirect agonists of dopamine receptor D1 or adrenoceptor α2. [13] [14] [16] [17] Relatively high doses of stimulants cause cognitive deficits. [16] [17]

Cholinergics

Some supposed nootropic substances are compounds and analogues of choline, a precursor of acetylcholine (a neurotransmitter) and phosphatidylcholine (a structural component of cell membranes).

Racetams

Racetams, such as piracetam, oxiracetam, phenylpiracetam, and aniracetam, are often marketed as cognitive enhancers and sold over the counter. [27] [28] A 2019 study found that piracetam supplements sold in the United States were inaccurately labeled. [28] Racetams are often referred to as nootropics, but this property is not well established in humans, and nootropics are not consistently found in all racetams. [29] The racetams have poorly understood mechanisms, although piracetam and aniracetam are known to act as positive allosteric modulators of AMPA receptors and appear to modulate cholinergic systems. [30] Similar compounds, such as noopept and aloracetam, do not meet the chemical definition for being a racetam, though they are considered "racetam-like" due to their high similarity. [31]

According to the FDA,

Piracetam is not a vitamin, mineral, amino acid, herb or other botanical, or dietary substance for use by humans to supplement the diet by increasing the total dietary intake. Further, piracetam is not a concentrate, metabolite, constituent, extract or combination of any such dietary ingredient. [...] Accordingly, these products are drugs, under section 201(g)(1)(C) of the Act, 21 U.S.C. § 321(g)(1)(C), because they are not foods and they are intended to affect the structure or any function of the body. Moreover, these products are new drugs as defined by section 201(p) of the Act, 21 U.S.C. § 321(p), because they are not generally recognized as safe and effective for use under the conditions prescribed, recommended, or suggested in their labeling. [32]

Examples

PDE5 inhibitors

PDE5 inhibitors are typically used to treat pulmonary hypertension and erectile dysfunction. [33]

Peptides

GHRH analogues

GHRH analogues stimulate the release of growth hormone.

Growth hormone secretagogue receptor agonists

Agonists of the growth hormone secretagogue receptor stimulate the release of growth hormone through the ghrelin receptor.

Others

Piperazines

Piperazine containing designer drugs have effects similar to MDMA (ecstasy). This class of drugs are mimics of serotonin that activate 5-HT receptor subtypes that release norepinephrine and dopamine.

Psychedelics

A psychedelic substance is a psychoactive drug whose primary action is to alter cognition and perception. Psychedelics tend to affect and explore the mind in ways that result in the experience being qualitatively different from those of ordinary consciousness. The psychedelic experience is often compared to non-ordinary forms of consciousness such as trance, meditation, yoga, religious ecstasy, dreaming and even near-death experiences.

Benzofurans

2C-x

2C-x class of psychedelics are 2,5-dimethoxy-phenethylamine derivatives.

DOx

The DOx family of psychedelics are also known as "substituted amphetamines" as they contain the amphetamine backbone but are substituted on the benzene ring. This gives rise to serotonin agonists similar to the 2C-X class but more resistant to elimination in the body.

NBxx

NNxx

Lysergamides

Lysergamides are amide derivatives of the alkaloid lysergic acid.

Tryptamines

Drugs containing the tryptamine moiety are typically substrates for the serotonin receptors, in keeping with their close structural resemblance to serotonin, a neurotransmitter.

Sedatives

Sedatives are substances that induces sedation by reducing irritability or excitement. At higher doses they may result in slurred speech, staggering gait, poor judgment, and slow, uncertain reflexes. Doses of sedatives such as benzodiazepines, when used as a hypnotic to induce sleep, tend to be higher than amounts used to relieve anxiety, whereas only low doses are needed to provide a peaceful effect. Sedatives can be misused to produce an overly-calming effect. In the event of an overdose or if combined with another sedative, many of these drugs can cause unconsciousness and even death.

Alcohols

Benzodiazepines

Thienodiazepines

GHB analogues

Methaqualone analogues

Opioids

Opioids have pharmacologic actions resembling morphine and other components of opium.

Benzimidazole opioids

Nitazenes

N-(2C)-fentanyl

Misc

Stimulants

Stimulants produce a variety of different kinds of effects by enhancing the activity of the central and peripheral nervous systems. Common effects, which vary depending on the substance and dosage in question, may include enhanced alertness, awareness, wakefulness, endurance, productivity, and motivation, increased arousal, locomotion, heart rate, and blood pressure, and the perception of a diminished requirement for food and sleep.

Amphetamines

Amphetamines are a chemical class of stimulants, entactogens, hallucinogens, and other drugs. They feature a phenethylamine core with a methyl group attached to the alpha carbon resulting in amphetamine, along with additional substitutions.

Cathinones

Cathinones include some stimulants and entactogens, which are derivatives of cathinone. They feature a phenethylamine core with an alkyl group attached to the alpha carbon, and a ketone group attached to the beta carbon, along with additional substitutions.

Oxazolidines

Oxazolidines are a five-membered ring compounds consisting of three carbons, a nitrogen, and an oxygen. The oxygen and NH are the 1 and 3 positions, respectively. In oxazolidine derivatives, there is always a carbon between the oxygen and the nitrogen.

Phenylmorpholines

Phenylmorpholines are a class of stimulants containing a phenethylamine skeleton in which the terminal amine is incorporated into a morpholine ring.

Piperidines and tropanes

Tropane alkaloids occur in plants of the families erythroxylaceae (including coca). Piperidine and its derivatives are ubiquitous building blocks in the synthesis of many pharmaceuticals and fine chemicals.

Pyrrolidines and Pyrrolidinophenones

Pyrrolidines are amphetamines with a pyrrolidine group. Pyrrolidinophenones (also called Pyrovalerones) are cathinones (βk-amphetamines) with a pyrrolidine group.

Thiophenes

Thiophenes are stimulant drugs which are analogues of amphetamine or cathinone where the phenyl ring has been replaced by thiophene.

Misc

Synthetic cannabinoids

Agonists of the central cannabinoid receptor type 1 mimic the behavioral effects of cannabis.

Classical cannabinoids

Cyclohexeylphenol cannabinoids

Indazole based

Indazole containing cannabinoid receptor agonists include:

Indole based

Indole containing cannabinoid receptor agonists include:

Adamantoylindoles

Benzoylindoles

Naphthoylindoles

Phenylacetylindoles

Quinolinylindoles

Miscellaneous cannabinoids

Others

See also

References

  1. "EMCDDA–Europol 2013 Annual Report on the information exchange, risk assessment and control of new psychoactive substances (implementation of Council Decision 2005/387/JHA)". EMCDDA. July 2014. Retrieved 8 August 2014.
  2. "EMCDDA–Europol 2012 Annual Report on the implementation of Council Decision 2005/387/JHA (New drugs in Europe, 2012)". EMCDDA. May 2013. Retrieved 8 August 2014.
  3. "EMCDDA–Europol 2011 Annual Report on the (information exchange, risk assessment and control of new psychoactive substances) implementation of Council Decision 2005/387/JHA". EMCDDA. April 2012. Retrieved 8 August 2014.
  4. "EMCDDA–Europol 2010 Annual Report on the implementation of Council Decision 2005/387/JHA". EMCDDA. May 2011. Retrieved 8 August 2014.
  5. Shimizu E, Watanabe H, Kojima T, Hagiwara H, Fujisaki M, Miyatake R, et al. (January 2007). "Combined intoxication with methylone and 5-MeO-MIPT". Progress in Neuro-Psychopharmacology & Biological Psychiatry. 31 (1): 288–291. doi:10.1016/j.pnpbp.2006.06.012. PMID   16876302. S2CID   29089303.
  6. Kazlauskas R (2009). "Designer Steroids". Doping in Sports. Handbook of Experimental Pharmacology. Vol. 195. pp. 155–85. doi:10.1007/978-3-540-79088-4_7. ISBN   978-3-540-79087-7. PMID   20020364.
  7. Abushareeda W, Fragkaki A, Vonaparti A, Angelis Y, Tsivou M, Saad K, et al. (March 2014). "Advances in the detection of designer steroids in anti-doping". Bioanalysis. 6 (6): 881–896. doi:10.4155/bio.14.9. PMID   24702116.
  8. Zhang X, Sui Z (February 2013). "Deciphering the selective androgen receptor modulators paradigm". Expert Opinion on Drug Discovery. 8 (2): 191–218. doi:10.1517/17460441.2013.741582. PMID   23231475. S2CID   2584722.
  9. "N-[1-(2,3-Dihydro-1,4-benzodioxin-6-yl)propan-2-yl]-N-methylhydroxylamine". PubChem. U.S. National Library of Medicine.
  10. 1 2 Uchiyama N, Shimokawa Y, Kikura-Hanajiri R, Demizu Y, Goda Y, Hakamatsuka T (1 July 2015). "A synthetic cannabinoid FDU-NNEI, two 2H-indazole isomers of synthetic cannabinoids AB-CHMINACA and NNEI indazole analog (MN-18), a phenethylamine derivative N-OH-EDMA, and a cathinone derivative dimethoxy-α-PHP, newly identified in illegal products". Forensic Toxicology. 33 (2): 244–259. doi:10.1007/s11419-015-0268-7. PMC   4525202 . PMID   26257833.
  11. "2-FDCK". VBCHEMICALS LTD. 2023. Archived from the original on May 21, 2024. Retrieved 21 May 2024.
  12. Morris H, Wallach J (2014). "From PCP to MXE: a comprehensive review of the non-medical use of dissociative drugs". Drug Testing and Analysis. 6 (7–8): 614–632. doi:10.1002/dta.1620. PMID   24678061.
  13. 1 2 3 4 Spencer RC, Devilbiss DM, Berridge CW (June 2015). "The cognition-enhancing effects of psychostimulants involve direct action in the prefrontal cortex". Biological Psychiatry. 77 (11): 940–950. doi:10.1016/j.biopsych.2014.09.013. PMC   4377121 . PMID   25499957.
  14. 1 2 3 4 Ilieva IP, Hook CJ, Farah MJ (June 2015). "Prescription Stimulants' Effects on Healthy Inhibitory Control, Working Memory, and Episodic Memory: A Meta-analysis" . Journal of Cognitive Neuroscience. 27 (6): 1069–1089. doi:10.1162/jocn_a_00776. PMID   25591060. S2CID   15788121.
  15. 1 2 3 4 5 Bagot KS, Kaminer Y (April 2014). "Efficacy of stimulants for cognitive enhancement in non-attention deficit hyperactivity disorder youth: a systematic review". Addiction. 109 (4): 547–557. doi:10.1111/add.12460. PMC   4471173 . PMID   24749160.
  16. 1 2 3 4 Wood S, Sage JR, Shuman T, Anagnostaras SG (January 2014). "Psychostimulants and cognition: a continuum of behavioral and cognitive activation". Pharmacological Reviews. 66 (1): 193–221. doi:10.1124/pr.112.007054. PMC   3880463 . PMID   24344115.
  17. 1 2 3 4 5 Malenka RC, Nestler EJ, Hyman SE, Holtzman DM (2015). "14: Higher Cognitive Function and Behavioral Control". Molecular Neuropharmacology: A Foundation for Clinical Neuroscience (3 ed.). New York: McGraw-Hill Medical. ISBN   9780071827706.
  18. Camfield DA, Stough C, Farrimond J, Scholey AB (August 2014). "Acute effects of tea constituents L-theanine, caffeine, and epigallocatechin gallate on cognitive function and mood: a systematic review and meta-analysis". Nutrition Reviews. 72 (8): 507–522. doi: 10.1111/nure.12120 . PMID   24946991.
  19. Battleday RM, Brem AK (November 2015). "Modafinil for cognitive neuroenhancement in healthy non-sleep-deprived subjects: A systematic review". European Neuropsychopharmacology. 25 (11): 1865–1881. doi:10.1016/j.euroneuro.2015.07.028. PMID   26381811. S2CID   23319688.
  20. Mohamed AD (2017). "Does modafinil improve cognitive functioning in healthy individuals?". In ter Meulen R, Hall W, Mohammed AD (eds.). Rethinking Cognitive Enhancement. Oxford University Press. p. 116. ISBN   9780198727392.
  21. Urban KR, Gao WJ (2014). "Performance enhancement at the cost of potential brain plasticity: neural ramifications of nootropic drugs in the healthy developing brain". Frontiers in Systems Neuroscience. 8: 38. doi: 10.3389/fnsys.2014.00038 . PMC   4026746 . PMID   24860437.
  22. Heishman SJ, Kleykamp BA, Singleton EG (July 2010). "Meta-analysis of the acute effects of nicotine and smoking on human performance". Psychopharmacology. 210 (4): 453–469. doi:10.1007/s00213-010-1848-1. PMC   3151730 . PMID   20414766.
  23. Pasetes, Sarah V.; Ling, Pamela M.; Apollonio, Dorie E. (January 2020). "Cognitive performance effects of nicotine and industry affiliation: a systematic review". Substance Abuse: Research and Treatment. 14: 117822182092654. doi:10.1177/1178221820926545. ISSN   1178-2218. PMC   7271274 . PMID   32547048.
  24. Lippelt DP, van der Kint S, van Herk K, Naber M (June 24, 2016). "No Acute Effects of Choline Bitartrate Food Supplements on Memory in Healthy, Young, Human Adults". PLOS ONE. 11 (6): e0157714. Bibcode:2016PLoSO..1157714L. doi: 10.1371/journal.pone.0157714 . PMC   4920398 . PMID   27341028.{{cite journal}}: CS1 maint: article number as page number (link)
  25. Fioravanti M, Buckley AE (September 2006). "Citicoline (Cognizin) in the treatment of cognitive impairment". Clinical Interventions in Aging. 1 (3): 247–251. doi: 10.2147/ciia.2006.1.3.247 . PMC   2695184 . PMID   18046877.
  26. Franco-Maside A, Caamaño J, Gómez MJ, Cacabelos R (October 1994). "Brain mapping activity and mental performance after chronic treatment with CDP-choline in Alzheimer's disease". Methods and Findings in Experimental and Clinical Pharmacology. 16 (8): 597–607. PMID   7760585.
  27. Cohen PA, Avula B, Wang YH, Zakharevich I, Khan I (June 2021). "Five Unapproved Drugs Found in Cognitive Enhancement Supplements". Neurology. Clinical Practice. 11 (3): e303 –e307. doi:10.1212/CPJ.0000000000000960. PMC   8382366 . PMID   34484905.
  28. 1 2 Cohen PA, Zakharevich I, Gerona R (March 2020). "Presence of Piracetam in Cognitive Enhancement Dietary Supplements". JAMA Internal Medicine. 180 (3): 458–459. doi:10.1001/jamainternmed.2019.5507. PMC   6902196 . PMID   31764936.
  29. Malenka RC, Nestler EJ, Hyman SE (2009). Sydor A, Brown RY (eds.). Molecular Neuropharmacology: A Foundation for Clinical Neuroscience (2 ed.). New York: McGraw-Hill Medical. p. 454. ISBN   9780071481274.
  30. Gualtieri F, Manetti D, Romanelli MN, Ghelardini C (2002). "Design and study of piracetam-like nootropics, controversial members of the problematic class of cognition-enhancing drugs". Current Pharmaceutical Design. 8 (2): 125–138. doi:10.2174/1381612023396582. PMID   11812254.
  31. The use of stems in the selection of International Nonproprietary Names (INN) for pharmaceutical substances. Geneva: World Health Organization; 2018 (WHO/EMP/RHT/TSN/2018.1).
  32. John Gridley (30 August 2010). "FDA Warning Letter: Unlimited Nutrition". Office of Compliance, Center for Food Safety and Applied Nutrition, Inspections, Compliance, Enforcement, and Criminal Investigations, US Food and Drug Administration. Archived from the original on 12 January 2017. Retrieved 5 April 2016.
  33. Dhaliwal, Armaan; Gupta, Mohit (2023), "PDE5 Inhibitors", StatPearls, Treasure Island (FL): StatPearls Publishing, PMID   31751033 , retrieved 2023-10-24
  34. "Public Notification: "RigiRx Plus" Contains Undeclared Drug Ingredient". US FDA. 20 April 2012. Archived from the original on April 27, 2012. Retrieved 15 August 2014.
  35. "Difluoromethylenedioxybenzylpiperazine". PubChem. U.S. National Library of Medicine.
  36. Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine Von der Struktur zur Funktion. Nachtschatten Verlag AG. ISBN   978-3-03788-700-4.
  37. Glennon RA, Bondarev ML, Khorana N, Young R, May JA, Hellberg MR, et al. (November 2004). "Beta-oxygenated analogues of the 5-HT2A serotonin receptor agonist 1-(4-bromo-2,5-dimethoxyphenyl)-2-aminopropane". Journal of Medicinal Chemistry. 47 (24): 6034–6041. doi:10.1021/jm040082s. PMID   15537358.
  38. Beta-hydroxyphenylalkylamines and their use for treating glaucoma
  39. Brandt SD, Kavanagh PV, Westphal F, Pulver B, Schwelm HM, Whitelock K, et al. (August 2022). "Analytical profile, in vitro metabolism and behavioral properties of the lysergamide 1P-AL-LAD". Drug Testing and Analysis. 14 (8): 1503–1518. doi:10.1002/dta.3281. PMC   9546273 . PMID   35524430.
  40. "4-HO-DALT". Isomerdesign.
  41. "5-MeO-NiPT". Isomerdesign.
  42. "N-[2-(1H-Indol-3-yl)ethyl]-N-methylcyclopropanamine". PubChem. U.S. National Library of Medicine.
  43. Trigg S, Wells JM, McGann J, Bock S, Holman A, Harrison SM, et al. (September 2022). "The alprazolam analogue 4'-chloro deschloroalprazolam identified in seized capsules". Drug Testing and Analysis. 14 (9): 1672–1680. doi:10.1002/dta.3325. PMID   35666014. S2CID   249382539.
  44. "ChemIDplus - 7-Bromo-5-phenyl-1,2-dihydro-2H-1,4-benzodiazepin-2-one". chem.nlm.nih.gov.
  45. Andronati SA, Zin'kovskiĭ VG, Totrova MI, Golovenko NI, Stankevich EA, Zhuk OV (January 1992). "[Biokinetics of a new prodrug gidazepam and its metabolite]". Biulleten' Eksperimental'noi Biologii I Meditsiny. 113 (1): 45–47. PMID   1356504.
  46. Vandeputte MM, Cannaert A, Stove CP (November 2020). "In vitro functional characterization of a panel of non-fentanyl opioid new psychoactive substances". Archives of Toxicology. 94 (11): 3819–3830. Bibcode:2020ArTox..94.3819V. doi:10.1007/s00204-020-02855-7. hdl: 1854/LU-8687070 . PMID   32734307. S2CID   220881657.
  47. Oldenhof S, Ten Pierick A, Bruinsma J, Eustace S, Hulshof J, van den Berg J, Hoitink M (January 2020). "Identification of a novel fentanyl analog: p-Hydroxy-butyrylfentanyl". Drug Testing and Analysis. 12 (1): 152–155. doi: 10.1002/dta.2695 . PMID   31518047.
  48. Blanckaert P, Balcaen M, Vanhee C, Risseeuw M, Canfyn M, Desmedt B, et al. (September 2021). "Analytical characterization of "etonitazepyne," a new pyrrolidinyl-containing 2-benzylbenzimidazole opioid sold online". Drug Testing and Analysis. 13 (9): 1627–1634. doi:10.1002/dta.3113. hdl: 1854/LU-8737722 . PMID   34145779. S2CID   235479893.
  49. Krotulski AJ, Mohr AL, Papsun DM, Logan BK (January 2018). "Metabolism of novel opioid agonists U-47700 and U-49900 using human liver microsomes with confirmation in authentic urine specimens from drug users". Drug Testing and Analysis. 10 (1): 127–136. doi: 10.1002/dta.2228 . PMID   28608586.
  50. "2-(3,4-Dichlorophenyl)-N-[(1S,2S)-2-(dimethylamino)cyclohexyl]-N-methylacetamide". ChemSpider.
  51. "Explore N-(2C-B)-Fentanyl | PiHKAL · info". isomerdesign.com.
  52. "Explore N-(2C-C)-Fentanyl | PiHKAL · info". isomerdesign.com.
  53. "Explore N-(2C-D)-Fentanyl | PiHKAL · info". isomerdesign.com.
  54. "Explore N-(2C-E)-Fentanyl | PiHKAL · info". isomerdesign.com.
  55. "Explore N-(2C-G)-Fentanyl | PiHKAL · info". isomerdesign.com.
  56. "Explore N-(2C-H)-Fentanyl | PiHKAL · info". isomerdesign.com.
  57. "Explore N-(2C-I)-Fentanyl | PiHKAL · info". isomerdesign.com.
  58. "Explore N-(2C-IP)-Fentanyl | PiHKAL · info". isomerdesign.com.
  59. "Explore N-(2C-N)-Fentanyl | PiHKAL · info". isomerdesign.com.
  60. "Explore N-(2C-P) fentanyl | PiHKAL · info". isomerdesign.com.
  61. "Explore N-(2C-T)-Fentanyl | PiHKAL · info". isomerdesign.com.
  62. "Explore N-(2C-T-2)-Fentanyl | PiHKAL · info". isomerdesign.com.
  63. "Explore N-(2C-T-4)-Fentanyl | PiHKAL · info". isomerdesign.com.
  64. "Explore N-(2C-T-7)-Fentanyl | PiHKAL · info". isomerdesign.com.
  65. "Explore N-(2C-TFM)-Fentanyl | PiHKAL · info". isomerdesign.com.
  66. "2-FMC" (PDF). SWGDRUG. 2013. Retrieved 19 August 2014.
  67. "2-Methylethcathinone". Cayman Chemical. Retrieved 6 September 2015.
  68. "2,4-Dimethylethcathinone". PubChem. U.S. National Library of Medicine.
  69. "2,4-Dimethylmethcathinone". PubChem. U.S. National Library of Medicine.
  70. 1 2 3 4 5 6 Kaizaki-Mitsumoto A, Noguchi N, Yamaguchi S, Odanaka Y, Matsubayashi S, Kumamoto H, et al. (January 2016). "Three 25-NBOMe-type drugs, three other phenethylamine-type drugs (25I-NBMD, RH34, and escaline), eight cathinone derivatives, and a phencyclidine analog MMXE, newly identified in ingredients of drug products before they were sold on the drug market". Forensic Toxicology. 34 (1): 108–114. doi:10.1007/s11419-015-0293-6. ISSN   1860-8965. S2CID   45890497.
  71. "3-Ethylethcathinone". Cayman Chemical. Retrieved 29 September 2015.
  72. "3-MeOMC". Cayman Chemical. Retrieved 27 December 2014.
  73. "3-MEC" (PDF). SWGDRUG. 2013. Retrieved 19 August 2014.
  74. "3-MMC Powder". VBCHEMICALS LTD. 2023. Archived from the original on May 21, 2024. Retrieved 5 May 2024.
  75. "CID 82100370". PubChem. U.S. National Library of Medicine.
  76. Harm S (11 April 1967). "US Patent 3313687 - Appetite-suppressing and weight reducing composition".
  77. "4F-IVP". Cayman Chemical. Retrieved 29 September 2015.
  78. "4-FPD". Cayman Chemical. Retrieved 7 April 2015.
  79. 1 2 3 4 5 Uchiyama N, Matsuda S, Kawamura M, Shimokawa Y, Kikura-Hanajiri R, Aritake K, et al. (October 2014). "Characterization of four new designer drugs, 5-chloro-NNEI, NNEI indazole analog, α-PHPP and α-POP, with 11 newly distributed designer drugs in illegal products". Forensic Science International. 243: 1–13. doi:10.1016/j.forsciint.2014.03.013. PMID   24769262.
  80. "4-methyl-N,N-DMC". Cayman Chemical. Retrieved 7 April 2015.
  81. Weiß JA, Taschwer M, Kunert O, Schmid MG (March 2015). "Analysis of a new drug of abuse: cathinone derivative 1-(3,4-dimethoxyphenyl)-2-(ethylamino)pentan-1-one". Journal of Separation Science. 38 (5): 825–828. doi:10.1002/jssc.201401052. PMID   25545103.
  82. "N-Isopropylpentedrone". PubChem. U.S. National Library of Medicine.
  83. "1-(2,3-Dihydro-1H-inden-5-yl)-2-(ethylamino)pentan-1-one". PubChem. U.S. National Library of Medicine.
  84. "5-Methyl-2-phenylmorpholine". PubChem. U.S. National Library of Medicine.
  85. "3-Fluorophenetrazine Hydrochloride". www.trc-canada.com.
  86. "4-Ethyl-3-methyl-2-phenylmorpholine". PubChem. U.S. National Library of Medicine.
  87. "3-Ethyl-2-phenylmorpholine". PubChem. U.S. National Library of Medicine.
  88. Gaspar H, Bronze S, Ciríaco S, Queirós CR, Matias A, Rodrigues J, et al. (July 2015). "4F-PBP (4'-fluoro-α-pyrrolidinobutyrophenone), a new substance of abuse: Structural characterization and purity NMR profiling". Forensic Science International. 252: 168–176. doi:10.1016/j.forsciint.2015.05.003. PMID   26005857.
  89. Shintani-Ishida K, Nakamura M, Tojo M, Idota N, Ikegaya H (May 2015). "Identification and quantification of 4′-methoxy-α-pyrrolidinobutiophenone (4-MeOPBP) in human plasma and urine using LC–TOF-MS in an autopsy case". Forensic Toxicology. 33 (2): 348–354. doi:10.1007/s11419-015-0281-x. S2CID   24716021.
  90. "1-(2,3-Dihydro-1H-inden-5-yl)-2-pyrrolidin-1-ylbutan-1-one". PubChem. U.S. National Library of Medicine.
  91. "α-PBT". Cayman Chemical. Retrieved 27 December 2014.
  92. "1-(2,3-Dihydro-1H-inden-5-yl)-2-pyrrolidin-1-ylhexan-1-one". PubChem. U.S. National Library of Medicine.
  93. "3,4-MDPHP". Cayman Chemical. Retrieved 7 April 2015.
  94. "PV-8". Forendex. Southern Association of Forensic Scientists. Retrieved 13 August 2014.
  95. "4-MeO-PV-9". Cayman Chemical. Retrieved 27 December 2014.
  96. "PV-10". Cayman Chemical. Retrieved 7 April 2015.
  97. Power JD, Scott KR, Gardner EA, Curran McAteer BM, O'Brien JE, Brehon M, et al. (January 2014). "The syntheses, characterization and in vitro metabolism of nitracaine, methoxypiperamide and mephtetramine". Drug Testing and Analysis. 6 (7–8): 668–675. doi:10.1002/dta.1616. PMID   24574100.
  98. Odoardi S, Mestria S, Biosa G, Arfè R, Tirri M, Marti M, Strano Rossi S (August 2021). "Metabolism study and toxicological determination of mephtetramine in biological samples by liquid chromatography coupled with high-resolution mass spectrometry". Drug Testing and Analysis. 13 (8): 1516–1526. doi: 10.1002/dta.3044 . PMC   8453881 . PMID   33835674.
  99. "2-[Bis(4-fluorophenyl)methylsulfinyl]-N-methylacetamide". PubChem. U.S. National Library of Medicine.
  100. Krotulski AJ, Mohr AL, Kacinko SL, Fogarty MF, Shuda SA, Diamond FX, et al. (September 2019). "4F-MDMB-BINACA: A New Synthetic Cannabinoid Widely Implicated in Forensic Casework". Journal of Forensic Sciences. 64 (5): 1451–1461. doi:10.1111/1556-4029.14101. PMID   31260580. S2CID   195770459.
  101. Haschimi B, Mogler L, Halter S, Giorgetti A, Schwarze B, Westphal F, et al. (September 2019). "Detection of the recently emerged synthetic cannabinoid 4F-MDMB-BINACA in "legal high" products and human urine specimens". Drug Testing and Analysis. 11 (9): 1377–1386. doi:10.1002/dta.2666. PMID   31228224. S2CID   195260495.
  102. "5-Chloro AKB48". PubChem. U.S. National Library of Medicine.
  103. "5F-MN-18". Forendex. Southern Association of Forensic Scientists. Retrieved 12 August 2014.
  104. "5F-NPB-22". Cayman Chemical. Retrieved 9 May 2015.
  105. "5F-SDB-005". Forendex. Southern Association of Forensic Scientists. Retrieved 13 August 2014.
  106. "AMB". Forendex. Southern Association of Forensic Scientists. Retrieved 13 August 2014.
  107. Krotulski AJ, Mohr AL, Diamond FX, Logan BK (January 2020). "Detection and characterization of the new synthetic cannabinoid APP-BINACA in forensic casework". Drug Testing and Analysis. 12 (1): 136–144. doi: 10.1002/dta.2698 . PMID   31788963.
  108. Nakajima JI, Takahashi M, Uemura N, Seto T, Fukaya H, Suzuki J, et al. (November 2014). "Identification of N,N-bis(1-pentylindol-3-yl-carboxy)naphthylamine (BiPICANA) found in an herbal blend product in the Tokyo metropolitan area and its cannabimimetic effects evaluated by in vitro [35S]GTPγS binding assays". Forensic Toxicology. 33: 84–92. doi:10.1007/s11419-014-0253-6. S2CID   25165289.
  109. Pulver B, Schönberger T, Weigel D, Köck M, Eschenlohr Y, Lucas T, et al. (August 2022). "Structure elucidation of the novel synthetic cannabinoid Cumyl-Tosyl-Indazole-3-Carboxamide (Cumyl-TsINACA) found in illicit products in Germany". Drug Testing and Analysis. 14 (8): 1387–1406. doi:10.1002/dta.3261. PMID   35338591. S2CID   247713676.
  110. Pulver, Benedikt; Fischmann, Svenja; Gallegos, Ana; Christie, Rachel (March 2023). "EMCDDA framework and practical guidance for naming synthetic cannabinoids". Drug Testing and Analysis. 15 (3): 255–276. doi:10.1002/dta.3403. PMID   36346325.
  111. "Ethyl (2S)-2-[[1-[(4-fluorophenyl)methyl]indazole-3-carbonyl]amino]-3-methylbutanoate". PubChem. U.S. National Library of Medicine.
  112. "FUB-NPB-22". Cayman Chemical. Retrieved 9 May 2015.
  113. "NPB-22". Cayman Chemical. Retrieved 9 May 2015.
  114. Banister SD, Moir M, Stuart J, Kevin RC, Wood KE, Longworth M, et al. (September 2015). "Pharmacology of Indole and Indazole Synthetic Cannabinoid Designer Drugs AB-FUBINACA, ADB-FUBINACA, AB-PINACA, ADB-PINACA, 5F-AB-PINACA, 5F-ADB-PINACA, ADBICA, and 5F-ADBICA". ACS Chemical Neuroscience. 6 (9): 1546–1559. doi:10.1021/acschemneuro.5b00112. PMID   26134475.
  115. "[1-(5-Fluoropentyl)indol-3-yl]-pyrrolidin-1-ylmethanone". PubChem. U.S. National Library of Medicine.
  116. Qian Z, Hua Z, Liu C, Jia W (January 2016). "Four types of cannabimimetic indazole and indole derivatives, ADB-BINACA, AB-FUBICA, ADB-FUBICA, and AB-BICA, identified as new psychoactive substances". Forensic Toxicology. 34 (1): 133–143. doi:10.1007/s11419-015-0297-2. PMC   4705129 . PMID   26793280.
  117. 1 2 3 Qian Z, Jia W, Li T, Hua Z, Liu C (January 2017). "Identification and analytical characterization of four synthetic cannabinoids ADB-BICA, NNL-1, NNL-2, and PPA(N)-2201". Drug Testing and Analysis. 9 (1): 51–60. doi:10.1002/dta.1990. PMID   27239006.
  118. Deventer MH, Van Uytfanghe K, Vinckier IM, Reniero F, Guillou C, Stove CP (September 2022). "A new cannabinoid receptor 1 selective agonist evading the 2021 "China ban": ADB-FUBIATA". Drug Testing and Analysis. 14 (9): 1639–1644. doi:10.1002/dta.3285. hdl: 1854/LU-01GQ757043ZZ4MNSKMZ52FAKJ1 . PMID   35570246. S2CID   248812121.
  119. Pasin D, Nedahl M, Mollerup CB, Tortzen C, Reitzel LA, Dalsgaard PW (September 2022). "Identification of the synthetic cannabinoid-type new psychoactive substance, CH-PIACA, in seized material". Drug Testing and Analysis. 14 (9): 1645–1651. doi:10.1002/dta.3333. PMC   9544820 . PMID   35687099.
  120. "CBL-018". Cayman Chemical. Retrieved 26 October 2015.
  121. Wiley JL, Lefever TW, Cortes RA, Marusich JA (September 2014). "Cross-substitution of Δ9-tetrahydrocannabinol and JWH-018 in drug discrimination in rats". Pharmacology, Biochemistry, and Behavior. 124: 123–128. doi:10.1016/j.pbb.2014.05.016. PMC   4150816 . PMID   24887450.
  122. "EG-2201". Cayman Chemical. Retrieved 27 October 2015.
  123. 1 2 Mogler L, Franz F, Wilde M, Huppertz LM, Halter S, Angerer V, et al. (September 2018). "Phase I metabolism of the carbazole-derived synthetic cannabinoids EG-018, EG-2201, and MDMB-CHMCZCA and detection in human urine samples". Drug Testing and Analysis. 10 (9): 1417–1429. doi:10.1002/dta.2398. PMID   29726116.
  124. "Methyl (S)-2-(9-(cyclohexylmethyl)-9H-carbazole-3-carboxamido)-3,3-dimethylbutanoate". PubChem. U.S. National Library of Medicine.
  125. Takayama K, Noguchi Y, Aoki S, Takayama S, Yoshida M, Asari T, et al. (February 2015). "Identification of the minimum peptide from mouse myostatin prodomain for human myostatin inhibition". Journal of Medicinal Chemistry. 58 (3): 1544–1549. doi:10.1021/jm501170d. PMID   25569186.