Skip to content

Ruri Kikura-Hanajiri

22 papers in the library · 348 citations · publishing 2008-2026

Papers

Sort Most recent Most cited

Identification and Analysis of Lysergic Acid Diethylamide Analogs, 4‐Benzoyl‐ N,N ‐Diethyl‐7‐Methyl‐4,6,6a,7,8,9‐Hexahydroindolo[4,3‐ fg ]quinoline‐9‐Carboxamide (1Bz‐LSD) and N , N ‐Diethyl‐7‐Methyl‐4‐(4‐(Trimethylsilyl)Benzoyl)‐4,6,6a,7,8,9‐Hexahydroindolo[4,3‐ fg ]quinoline‐9‐Carboxamide (1‐TMSBz‐LSD), in tablet or paper sheet products available online in Japan

Drug Testing and Analysis February 18, 2026 Rie Tanaka, Maiko Kawamura, Michiho Ito et al.

Recently, many lysergic acid diethylamide (LSD) analogs have emerged as designer drugs worldwide. In Japan, these compounds are distributed as paper sheet or tablet products and are available online. Even after these compounds were regulated, new compounds with modified structures continued to appear. In the present study, two LSD analogs were identified from tablet or paper sheet products. Gas...

Identification of two lysergic acid diethylamide analogs, 1-(3-(trimethylsilyl) propionyl) lysergic acid diethylamide (1S-LSD) and 1-(2-thienoyl)-6-allyl-nor-d-lysergic acid diethylamide (1T-AL-LAD), in paper sheet products distributed on the internet.

Forensic Toxicology April 3, 2025 Rie Tanaka, Maiko Kawamura, Michiho Ito et al. 3 citations

Recently, numerous lysergic acid diethylamide (LSD) analogs have emerged as designer drugs globally. These compounds are mainly distributed as sheet products. In this study, two new LSD analogs were identified from sheet products. The structures of the compounds were determined by gas chromatography-mass spectrometry, liquid chromatography-photodiode array-mass spectrometry, liquid...

Structural analysis of an lysergic acid diethylamide (LSD) analogue N-methyl-N-isopropyllysergamide (MiPLA): Insights from Rotamers in NMR spectra.

Drug Testing and Analysis June 1, 2024 Takuji Shoda, Genichiro Tsuji, Maiko Kawamura et al. 1 citation

Lysergic acid diethylamide (LSD) is a hallucinogenic compound that binds to and activates the serotonin 2A receptor and is classified as a controlled narcotic in Japan. Recently, MiPLA, an N-methyl-N-isopropyl derivative of LSD, has been detected in paper-sheet products in several countries. This study focuses on the synthesis of MiPLA and includes a comprehensive analysis involving structural...

Identification of LSD analogs, 1cP-AL-LAD, 1cP-MIPLA, 1V-LSD and LSZ in sheet products.

Forensic Toxicology July 1, 2023 Rie Tanaka, Maiko Kawamura, Sakumi Mizutani et al. 18 citations

Many analogs of lysergic acid diethylamide (LSD) have recently appeared as designer drugs around the world. These compounds are mainly distributed as sheet products. In this study, we identified three more newly distributed LSD analogs from paper sheet products. The structures of the compounds were determined by gas chromatography-mass spectrometry (GC-MS), liquid chromatography-photodiode...

Derivatives of methoxetamine and major methoxetamine metabolites potently block NMDA receptors.

Journal of Pharmacological Sciences December 1, 2022 Tomohiko Irie, Yuta Yanase, Yosuke Demizu et al. 2 citations

N-Methyl-D-aspartate receptors (NMDARs) in the brain are influenced by psychoactive drugs such as 2-(2-chlorophenyl)-2-(methylamino)cyclohexan-1-one (ketamine) and its analog 2-(ethylamino)-2-(3-methoxyphenyl)-cyclohexanone (methoxetamine). The recreational methoxetamine use can cause several toxicities and methoxetamine-related deaths have also been reported. Therefore, it has been banned in...

[Identification of Three Arylcyclohexylamines (MXPr, MXiPr, and DMXE) in Illegal Products].

Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 2022 Rie Tanaka, Maiko Kawamura, Sakumi Mizutani et al. 3 citations

Arylcyclohexylamines are a category of substances to which the anesthetic ketamine belongs. The arylcyclohexylamines have been reported to act as antagonists of the N-methyl-d-aspartate (NMDA) receptor. An analog of ketamine, 2-(ethylamino)-2-(3-methoxyphenyl)-cyclohexanone (methoxetamine; MXE), has been controlled as a narcotic in Japan and overdoses of MXE have been reported to cause health...

Derivatization-assisted enzyme-linked immunosorbent assay for identifying hallucinogenic mushrooms with enhanced sensitivity.

Analytical methods : advancing methods and applications September 16, 2021 Izumi Morita, Yuki Kiguchi, Hiroyuki Oyama et al. 3 citations

A sensitive immunochemical method for identifying hallucinogenic mushrooms (magic mushrooms) is required for regulating their illicit use. We have previously generated a monoclonal antibody (mAb) that targets psilocin (Psi), the major psychoactive compound in hallucinogenic mushrooms, and developed an enzyme-linked immunosorbent assay (ELISA). However, this ELISA failed to achieve the expected...

Identification of LSD Derivatives, 1cP-LSD, MIPLA and 1B-LSD in Illegal Products as Paper Sheet

YAKUGAKU ZASSHI October 31, 2020 Rie Tanaka, Maiko Kawamura, Takashi Hakamatsuka et al. 15 citations

Lysergic acid diethylamide (LSD) is a hallucinogen, synthesized from ergot alkaloid, and controlled as a narcotic in Japan. Recently, LSD derivatives have appeared as designer drugs, all over the world. In previous study, we reported identification and analysis of four LSD derivatives in four paper sheet products. In this study, we detected three additional LSD derivatives from three paper...

Immunochemical monitoring of psilocybin and psilocin to identify hallucinogenic mushrooms

Journal of Pharmaceutical and Biomedical Analysis July 21, 2020 Izumi Morita, Hiroyuki Oyama, Yuki Kiguchi et al. 17 citations

Development of rapid and reliable immunochemical methods for monitoring psilocybin (4-phosphoryloxy-N,N-dimethyltryptamine; Pyb) and psilocin (dephosphorylated metabolite; Psi), the psychoactive compounds contained within hallucinogenic mushrooms (magic mushrooms), is desirable in order to identify these mushrooms and regulate their illicit use. Because no antibody was publicly available for...

Identification and Analysis of LSD Derivatives in Illegal Products as Paper Sheet

YAKUGAKU ZASSHI April 30, 2020 Rie Tanaka, Maiko Kawamura, Takashi Hakamatsuka et al. 15 citations

To prevent the abuse of new psychoactive substances (NPS), a total of 2372 substances and two plants are controlled as "Designated Substances" in Japan as of September 2019. Although the distribution of these substances has decreased for the past three years, newly-emerged NPS are still being found. In this study, we detected four lysergic acid diethylamide (LSD) derivatives as designer drugs...

Assessment of NMDA receptor inhibition of phencyclidine analogues using a high-throughput drebrin immunocytochemical assay.

Journal of pharmacological and toxicological methods September 1, 2019 Toshinari Mitsuoka, Kenji Hanamura, Noriko Koganezawa et al.

INTRODUCTION In recent years, new psychoactive substances (NPS) have been widely distributed for abuse purposes. Effective measures to counter the spread of NPS are to promptly legislate them through the risk assessment. Phencyclidine analogues having inhibitory effects toward NMDA receptor (NMDAR) have recently emerged in Japan. Therefore, it is important to establish a high-throughput system...

The psychoactive drug 25B-NBOMe recapitulates rhabdomyolysis in zebrafish larvae

Forensic Toxicology July 1, 2017 Genri Kawahara, Hideyuki Maeda, Ruri Kikura-Hanajiri et al. 17 citations

N -Benzyl-substituted 2C class phenethylamines (NBOMes) are psychoactive designer drugs, with strong hallucinogenic and stimulant effects, even at low doses. The designer drug, 2-(4-bromo-2, 5-dimethoxyphenyl)- N -(2-methoxybenzyl) ethanamine (25B-NBOMe) is considered to be one of the most potent agonists of the serotonin-2A (5-HT_2A) receptor. Recently, we reported the first lethal case of...

Erratum to: The psychoactive drug 25B-NBOMe recapitulates rhabdomyolysis in zebrafish larvae

Forensic Toxicology 2017 Genri Kawahara, Hideyuki Maeda, Ruri Kikura-Hanajiri et al. correction

N-Benzyl-substituted 2C class phenethylamines (NBOMes) are psychoactive designer drugs, with strong hallucinogenic and stimulant effects, even at low doses. The designer drug, 2-(4-bromo-2, 5-dimethoxyphenyl)-N-(2methoxybenzyl) ethanamine (25B-NBOMe) is considered to be one of the most potent agonists of the serotonin-2A (5HT2A) receptor. Recently, we reported the first lethal case of 25B-NBOMe...

A fatal case of poisoning related to new cathinone designer drugs, 4-methoxy PV8, PV9, and 4-methoxy PV9, and a dissociative agent, diphenidine.

Legal medicine (Tokyo, Japan) September 1, 2015 Keiko Kudo, Yosuke Usumoto, Ruri Kikura-Hanajiri et al.

A woman in her thirties was found dead on a bed. Considerable amounts of "aroma liquid" and "bath salt" products and hypnotic drug tablets were scattered beside the bed. Autopsy showed pulmonary congestion and edema. Gas chromatography-mass spectrometry (GC-MS) and liquid chromatography-mass spectrometry (LC-MS) analyses of "aroma liquid" and "bath salt" products showed the presence of new...

Methylone and Monoamine Transporters: Correlation with Toxicity

Current Neuropharmacology March 1, 2011 Chiharu Sogawa, Norio Sogawa, Kazumi Ohyama et al. 50 citations

Methylone (2-methylamino-1-[3,4-methylenedioxyphenyl]propane-1-one) is a synthetic hallucinogenic amphetamine analog, like MDMA (3,4-methylenedioxy- methamphetamine), considered to act on monoaminergic systems. However, the psychopharmacological profile of its cytotoxicity as a consequence of monoaminergic deficits remains unclear. We examined here the effects of methylone on the transporters...

Analysis of Newly Distributed Designer Drugs Detected in the Products Purchased in Fiscal Year 2008

YAKUGAKU ZASSHI February 1, 2010 Nahoko Uchiyama, Norimasa Miyazawa, Maiko Kawamura et al. 16 citations

Thirty-two psychotropic substances were listed as designated substances (Shitei-Yakubutsu, 31 compounds and 1 plant) in Japan by the Pharmaceutical Affairs Law in April 2007 for preventing the abuse of these substances. Subsequently, other psychoactive compounds were also added to this category, 40 substances (classified as 12 tryptamines, 17 phenethylamines, 3 piperazines, 6 alkyl nitrites, 1...

Effects ofPsilocybe argentipeson Marble-Burying Behavior in Mice

Bioscience Biotechnology and Biochemistry August 23, 2009 Yoshihiro Matsushima, Osamu Shirota, Ruri Kikura-Hanajiri et al. 77 citations

Psilocybe argentipes is a hallucinogenic mushroom. The present study examined the effects of P. argentipes on marble-burying behavior, which is considered an animal model of obsessive-compulsive disorder. P. argentipes significantly inhibited marble-burying behavior without affecting locomotor activity as compared with the same dose of authentic psilocybin. These findings suggest that P....

[Chemical and DNA analyses for the products of a psychoactive plant, Voacanga africana].

Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan August 1, 2009 Ruri Kikura-Hanajiri, Takuro Maruyama, Akinori Miyashita et al. 15 citations

Voacanga africana (Apocynaceae) is a small tropical African tree. The root bark and seeds of this tree contain a number of alkaloids, including ibogaine (a hallucinogenic/aphrodisiac compound in bark), tabersonine (a major constituteent of seeds) and other voacanga alkaloids, traditionally used in Africa for religious purposes. Recently, some kinds of products containing this plant (root bark...

Simple and Rapid Screening for Psychotropic Natural Products Using Direct Analysis in Real Time (DART)-TOFMS

YAKUGAKU ZASSHI June 1, 2009 Maiko Kawamura, Yukihiro Goda, Ruri Kikura-Hanajiri 19 citations

Direct Analysis in Real Time (DART) is a novel ionization technique that provides for the rapid ionization of small molecules under ambient conditions. To investigate the trend of non-controlled psychotropic plants of abuse in Japan, a rapid screening method, without sample preparation, was developed using DART-time of flight mass spectrometer (TOFMS) for plant products. The major psychotropic...

Analysis of Designer Drugs Detected in the Products Purchased in Fiscal Year 2006

YAKUGAKU ZASSHI October 1, 2008 Nahoko Uchiyama, Ruri Kikura-Hanajiri, Nobuo Kawahara et al. 46 citations

Many psychotropic substances are easily available in Japan via the Internet, thus the spread of drug abuse is becoming more serious problem. To avoid drug abuse, 32 substances have been controlled in Japan since April in 2007 by the Pharmaceutical Affairs Law as designated substances (Shitei-Yakubutsu, classified as 11 tryptamines, 11 phenethylamines, 2 piperazines, 6 alkyl nitrites, 1...

Analytical Data of Designated Substances (Shitei-Yakubutsu) Controlled by the Pharmaceutical Affairs Law in Japan, Part II: Color Test and TLC

YAKUGAKU ZASSHI June 1, 2008 Nahoko Uchiyama, Maiko Kawamura, Hiroyuki Kamakura et al. 17 citations

Many psychotropic substances are readily available in Japan via the Internet. To avoid the spread of drug abuse, some drugs have been controlled as designated substances (Shitei-Yakubutsu) in Japan since 2007 by the Pharmaceutical Affairs Law. Twenty-nine designated substances (classified as tryptamine, phenethylamine and piperazine types) were analyzed using color tests and TLC. The color...

[Authentication and ultra performance liquid chromatography (UPLC)/MS analysis of magic mint, Salvia divinorum and its related plants].

Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 2008 Takuro Maruyama, Hiroyuki Kamakura, Ruri Kikura-Hanajiri et al. 14 citations

Ultra performance liquid chromatography (UPLC)/mass spectrometry (MS) analysis was performed to investigate whether commercial Salvia cultivars available in the Japanese market contain salvinorin A (1), which is an hallucinogen present in magic mint (Salvia divinorum) prior to the regulation of S. divinorum by the Japanese Pharmaceutical Affairs Law. In addition, a previously reported method to...