BENZYLPIPERAZINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H16N2
Molecular Weight	176.2581
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C(N1CCNCC1)C2=CC=CC=C2

InChI

InChIKey=IQXXEPZFOOTTBA-UHFFFAOYSA-N

InChI=1S/C11H16N2/c1-2-4-11(5-3-1)10-13-8-6-12-7-9-13/h1-5,12H,6-10H2

HIDE SMILES / InChI

Molecular Formula	C11H16N2
Molecular Weight	176.2581
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Dopamine transporter 180 Target ID: CHEMBL238 Sources: https://doi.org/10.1080/03036758.2011.557036	Blocker 537
Serotonin 1 (5-HT1) receptor 9 Target ID: CHEMBL2095159 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2448760	Agonist 2678
Adrenergic receptor alpha-2 113 Target ID: CHEMBL2095158 Sources: Chan Wai Yeap, Chan Kee Bian, Ahmad Fahmi, Ahmad Fahmi Lim Abdullah, A Review on Benzylpiperazine and Trifluoromethylphenypiperazine: Origins, Effects, Prevalence and Legal Status. retrieved from: https://www.researchgate.net/publication/266484660_A_Review_on_Benzylpiperazine_and_Trifluoromethylphenypiperazine_Origins_Effects_Prevalence_and_Legal_Status	Antagonist 2778

PubMed

Title	Date	PubMed
[Fatal brain edema after ingestion of ecstasy and benzylpiperazine].	2001 Jul 13	11499262
Piperazinyl benzamidines: synthesis and affinity for the delta opioid receptor.	2001 Jul 9	11425550
Activation of a camptothecin prodrug by specific carboxylesterases as predicted by quantitative structure-activity relationship and molecular docking studies.	2003 Nov	14617791
A2 (N-benzylpiperazine) a new drug of abuse in Sweden.	2004 Jan-Feb	14987428
Schedules of controlled substances; placement of 2,5-dimethoxy-4-(n)-propylthiophenethylamine and N-benzylpiperazine into Schedule I of the Controlled Substances Act. Final rule.	2004 Mar 18	15029891
Development of simultaneous gas chromatography-mass spectrometric and liquid chromatography-electrospray ionization mass spectrometric determination method for the new designer drugs, N-benzylpiperazine (BZP), 1-(3-trifluoromethylphenyl)piperazine (TFMPP) and their main metabolites in urine.	2005 May 25	15833296
Treatment of adolescent rats with 1-benzylpiperazine: a preliminary study of subsequent behavioral effects.	2006 Jul-Aug	16828257
Collapse, reported seizure--and an unexpected pill.	2007 Apr 28	17467520
Piperazine designer drugs of abuse.	2007 Apr 28	17467496
Party on? BZP party pills in New Zealand.	2007 Feb 16	17308559
Chronic benzylpiperazine (BZP) exposure produces behavioral sensitization and cross-sensitization to methamphetamine (MA).	2007 May 11	17125936
Benzylpiperazine: a drug of abuse?	2007 Nov	17606471
1-Benzhydryl-4-(4-chloro-phenyl-sulfonyl)piperazine.	2008 Jan 4	21201390
Partying on? Life after BZP-based party pills.	2008 Oct 3	18841183
Selective suppression of cocaine- versus food-maintained responding by monoamine releasers in rhesus monkeys: benzylpiperazine, (+)phenmetrazine, and 4-benzylpiperidine.	2009 Apr	19151247
Determining the subjective and physiological effects of BZP on human females.	2009 Dec	19777213
Synthesis, optimization and structure-activity relationships of 3,5-disubstituted isoxazolines as new anti-tuberculosis agents.	2009 Feb	18524421
Metabolic interactions with piperazine-based 'party pill' drugs.	2009 Jul	19589229
1-benzylpiperazine (BZP) abuse amongst attendees of the Drug Treatment Centre Board.	2009 Jun	19722361
Structure elucidation of a new designer benzylpiperazine: 4-bromo-2,5-dimethoxybenzylpiperazine.	2009 May 30	19345524
In vivo interactions between BZP and TFMPP (party pill drugs).	2009 Sep 25	19851418
Differences in harm from legal BZP/TFMPP party pills between North Island and South Island users in New Zealand: a case of effective industry self-regulation?	2010 Jan	19359158
Imidazo[4,5-b]pyridine derivatives as inhibitors of Aurora kinases: lead optimization studies toward the identification of an orally bioavailable preclinical development candidate.	2010 Jul 22	20565112
Hydride transfer reactions via ion-neutral complex: fragmentation of protonated N-benzylpiperidines and protonated N-benzylpiperazines in mass spectrometry.	2010 May	20301171
Trazodone, meta-chlorophenylpiperazine (an hallucinogenic drug and trazodone metabolite), and the hallucinogen trifluoromethylphenylpiperazine cross-react with the EMIT®II ecstasy immunoassay in urine.	2010 Nov	21073812
Estrogenic effects and their action mechanism of the major active components of party pill drugs.	2012 Nov 15	23026265
Structure-dependent inhibition of the human α1β2γ2 GABAA receptor by piperazine derivatives: A novel mode of action.	2015 Dec	26344803

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:20:32 GMT 2023` Edited by `admin` on `Fri Dec 15 18:20:32 GMT 2023`
Record UNII	3UG152ZU0E
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BENZYLPIPERAZINE

Systematic Name

English

4-BENZYLPIPERAZINE

Systematic Name

English

N-BENZYLPIPERAZINE

Common Name

English

BZP

Common Name

English

NSC-40889

Code

English

J149.807J

Code

English

1-BENZYLPIPERAZINE

Systematic Name

English

Classification Tree Code System Code

WIKIPEDIA

Designer-drugs-Benzylpiperazine