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Arzneimittelforschung 2005; 55(3): 172-176 DOI: 10.1055/s-0031-1296840

Analgesics · Anti-inflammatories · Antiphlogistics · Antirheumatic Drugs Editio Cantor Verlag Aulendorf (Germany)

Synthesis with Improved Yield and Study on the Analgesic Effect of 2-

Hydroxyphencyclidine

Ahmadi Abbasa, Shafiezadeh Mahshidb, Fathollahi Yaghoobb, Darvich Mohammad Raoufb, Mahmoudi Alia, Bahmani Manouchehrc, Rahmati Batold

aDepartment of Science, School of Chemistry, Islamic Azad University, Karaj, Iran

bInstitute of Biochemistry and Biophysics (I. B. B.), University of Tehran, Tehran, Iran

cDepartment of Science, School of Chemistry, Islamic Azad University, North Branch, Tehran, Iran

dDepartment of Physiology, Shahed University, Tehran, Iran Further Information

Abstract

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Summary

Phencyclidine (1-(1-phenylcyclohexyl)pi-peridine, CAS 956-90-1, PCP) has shown analgesic effects. Some of its derivatives have been synthesized and their biological properties were studied. Since a hydroxyl group has been added to the position 2 of the cyclohexane ring of PCP, this compound would be more hydrophilic than PCP. This compound was synthesized using a different and improved method with a higher yield. Its analgesic effect was studied using the tail-flick test on rats and was compared with that of ketamine (CAS 1867-66-9).

The results showed that 2-hydroxy-phencyclidine can increase tail-flick latencies as compared to the control group and indicate that the maximum analgesic effect of this compound occurs 2–5 min after its injection while the effect of ketamine is observed 10–25 min after injection.

Zusammenfassung

Synthese mit verbesserter Ausbeute und Untersuchung der analgetischen Wirkung von 2 - Hydroxyphencyclidin

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Phencyclidin (1-(1-Phenylcyclohexyl)-piperidin, CAS 956-90-1, PCP) hat analgetische Wirkung gezeigt. Einige Derivate von PCP werden synthetisiert und ihre biologischen Eigenschaften untersucht. Da eine Hydroxyl-Gruppe in der Position 2 des Cyclohexan-Rings von PCP eingeführt wurde, ist diese Verbindung hydrophiler als PCP. Diese Verbindung wurde nach einer anderen und verbesserten Methode mit höherer Ausbeute synthetisiert. Die analgetische Wirkung wurde im Tail-Flick-Test an Ratten im Vergleich zu Ketamin (CAS 1867-66-9) untersucht.

Die Ergebnisse zeigen, daβ 2-Hydroxy-phencyclidin die Verzögerung beim Tail-Flick-Test im Vergleich zur Kontrollgruppe erhöhen kann, wobei die maximale analgetische Wirkung 2 bis 5 min nach der Verabreichung beobachtet wurde, während der entsprechende Effekt von Ketamin nach 10 bis 25 min auftrat.

Key words

CAS 956-90-1 - 2-Hydroxyphencyclidine, analgesic effect, rat, synthesis - Phencyclidine derivatives

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Faculty Of Basic Science, Science And Research Brunch, Islamic Azad University (IAU), Tehran, Iran.

Hamidian3 1Young Researchers Club, Hamedan Branch, Islamic Azad University, Hamedan, Iran 2Department of the Environment, Hamedan Branch, Islamic Azad University, Hamedan, Iran

Department of Toxicology & Pharmacology, Pharmaceutical Sciences Branch, Islamic Azad University, Tehran, Iran 2- Assistant Professor, Department of Biology, Faculty of Basic Scienses,

Islamic Azad University: Professor, Department of Knowledge and Information Science, Faculty of Humanities, Hamedan Branch, Islamic Azad University, Hamedan, Iran, Corresponding

2- PhD in Urban Planning, Department of Urban Planning, Faculty of Engineering, South Tehran Branch, Islamic Azad University, Tehran, Iran Corresponding Author’s Email:

Student, Department of Environmental Engineering, College of Environmental , West Tehran Branch, Islamic Azad University, Tehran, Iran Peyman Daneshkar Arasteh Associate Professor,

Tehran Research and Sciences Branch, Islamic Azad University, Tehran, Iran [email protected] Email: [email protected], Tel: 09133168336 Abstract Introduction: The components of

*Corresponding Author: Mehdi Salehi Barough, PhD Department of Medical Radiation Engineering, Central Tehran Branch, Islamic Azad University, Tehran, Iran Tel: +9821 44600024