Benocyclidine

Summary

Benocyclidine, also recognized as benzo​thiophenyl​cyclo​hexylpiperidine (BTCP), represents a psychoactive recreational substance within the arylcyclohexylamine class, closely associated with phencyclidine (PCP). The initial documentation of this compound can be traced back to a patent application submitted by Marc Caron and a team at Duke University in 1997.
This potent and selective dopamine reuptake inhibitor (DRI) substance exhibits psychostimulant properties. Unlike its counterparts, such as phencyclidine and ketamine, benocyclidine is a pure DRI, displaying minimal affinity for the NMDA receptor. As a result, it lacks anticonvulsant, anesthetic, hallucinogenic, or dissociative effects commonly observed with related compounds. Notably, it has been employed for labeling the dopamine transporter.
Furthermore, benocyclidine (BCP) has played a role in scientific endeavors to identify a common pharmacophore for stimulants falling under the DRI category.

Identifiers
IUPAC name
CAS Number112726-66-6 
PubChem CID123692
ChemSpider110266 
UNIIQ1WR6UP7MW
ChEMBLChEMBL279556 
CompTox Dashboard (EPA)DTXSID0042581
Chemical and physical data
FormulaC19H25NS
Molar mass299.48 g·mol−1

Legal status in the United States

Benocyclidine is categorized as a Schedule I controlled substance within Florida and Virginia, rendering it unlawful to purchase, sell, or possess it within these states.
However, at the federal level in the United States, benocyclidine is not subject to scheduling. Nevertheless, it’s important to note that it might be viewed as an analog of PCP. Under such circumstances, any intent related to its acquisition, sale, or possession for human consumption could lead to prosecution under the Federal Analog Act.

FAQ

  • What is Benocyclidine?
  • Benocyclidine, also known as BTCP (benzothiophenylcyclohexylpiperidine), is a psychoactive recreational drug in the arylcyclohexylamine class. It is chemically related to phencyclidine (PCP) and was initially described in a patent application 1997.
  • How does Benocyclidine work?
  • Benocyclidine acts as a potent and selective dopamine reuptake inhibitor (DRI). It is a psychostimulant, but unlike compounds like PCP and ketamine, it is solely a DRI. This means it lacks the anesthetic, hallucinogenic, or dissociative effects associated with other substances in the same class.
  • Is Benocyclidine associated with the NMDA receptor?
  • No, Benocyclidine has negligible affinity for the NMDA receptor, which sets it apart from PCP and ketamine. As a result, it does not produce anticonvulsant, anesthetic, hallucinogenic, or dissociative effects.
  • What are the potential uses of Benocyclidine?
  • Benocyclidine has been used in research to label the dopamine transporter and study its properties. It has also been employed to identify a common pharmacophore for DRI-type stimulants.
  • Is Benocyclidine legal in the United States?
  • Benocyclidine is not federally scheduled in the United States. However, its status may be considered under the Federal Analog Act if there is an intent for human consumption, which could lead to legal consequences.
  • In which states is Benocyclidine a controlled substance?
  • Benocyclidine is categorized as a Schedule I controlled substance in Florida and Virginia, making it illegal to purchase, sell, or possess in these states.
  • Is Benocyclidine safe for consumption?
  • The use of Benocyclidine for recreational purposes is discouraged due to its potential risks and the lack of established safety data. It is important to prioritize health and safety when considering any psychoactive substances.
  • Is Benocyclidine addictive?
  • Like many other stimulant substances, Benocyclidine may have the potential for addiction or abuse. If you have concerns about substance use, it’s advisable to seek professional guidance and support.
  • Can I purchase Benocyclidine for personal use?
  • The legality of obtaining Benocyclidine for personal use varies by location. To ensure compliance with the law, it is essential to be aware of the laws and regulations regarding controlled substances in your jurisdiction.
  • Where can I find more information about Benocyclidine?
  • For comprehensive and up-to-date information on Benocyclidine, you may refer to scientific literature, government health agencies or consult with healthcare professionals who can provide guidance and resources related to substance use and its potential consequences.

References

  1. Patent and Regulatory References: Benocyclidine, known as BTCP (benzothiophenylcyclohexylpiperidine), has patent documentation in PCT Patent Application WO199712513. Additional patent references include US Patents Nos. 5,866,756 and 6,218,595.
  2. Selective for Dopamine Uptake: Research by Vignon and colleagues in 1998 identified BTCP as a new phencyclidine analog with selectivity for the dopamine uptake complex. This property sets it apart from other compounds in its class.
  3. Role of Aromatic Group: Studies by Chaudieu et al. in 1989 explored the impact of the aromatic group in PCP analogs on phencyclidine binding and dopamine uptake inhibition. This research shed light on the structural characteristics of BTCP and related compounds.
  4. Localization in the Brain: Filloux and co-workers in 1989 conducted research to pinpoint the localization of the dopamine uptake complex using [3H]BTCP in the rat brain. This work contributes to our understanding of the compound’s actions in the brain.
  5. In Vivo Labelling: In 1989, Maurice and colleagues conducted in vivo labeling experiments involving the mouse dopamine uptake complex using the phencyclidine derivative [3H]BTCP. This research provides insights into the in vivo properties of BTCP.
  6. Pharmacophore Model: In 2000, Froimowitz and collaborators investigated the conformational preferences of BTCP and its analogs. Their work included incorporating these preferences into a pharmacophore model, advancing our understanding of the compound’s structure-activity relationships.
  7. EcstasyData Testing: Reports indicate that BTCP has been subject to testing, as evidenced by an EcstasyData Testing Result referring to “Blue Butterfly.”
  8. State Scheduling – Virginia: Benocyclidine is classified as a Schedule I controlled substance in the state of Virginia, making its purchase, sale, or possession illegal within the state.
  9. State Scheduling – Florida: Similar to Virginia, Florida also categorizes Benocyclidine as a controlled substance under Chapter 893, making it unlawful to buy, sell, or possess within the state.
  10. Federal Scheduling: Benocyclidine is not federally scheduled in the United States. However, its status may be considered under the Federal Analog Act if there is an intent for human consumption, which could lead to legal consequences.

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