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13815

Sigma-Aldrich

1-Benzylpiperazine

≥97.0% (GC)

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Empirical Formula (Hill Notation):
C11H16N2
CAS Number:
2759-28-6
Molecular Weight:
176.26
Beilstein:
141624
EC Number:
220-423-6
MDL number:
MFCD00005967
PubChem Substance ID:
57647104

Quality Level

100

Assay

≥97.0% (GC)

drug control

USDEA Schedule I; regulated under CDSA - not available from Sigma-Aldrich Canada

refractive index

n20/D 1.547 (lit.)
n20/D 1.547

mp

17-20 °C

density

1.014 g/mL at 25 °C (lit.)

SMILES string

C1CN(CCN1)Cc2ccccc2

InChI

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

InChI key

IQXXEPZFOOTTBA-UHFFFAOYSA-N

Gene Information

rat ... Htr2a(29595) , Htr2c(25187)

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General description

1-Benzylpiperazine has stimulant and euphoric properties. It is commonly used constituent of party pill drugs. It is a potential antidepressant and is an active metabolite of the withdrawn antidepressant drug piberaline.

Application

1-Benzylpiperazine was used to study the inhibition of various acetylcholinesterases by 7-ethyl-10-[4-(1-piperidino)-1-piperidino]carbonyloxycamptothecin and related compounds.

Other Notes

Sales restrictions may apply

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314 - H412

Hazard Classifications

Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

253.4 °F - closed cup

Flash Point(C)

123 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

监管及禁止进口产品

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The crystal structure of the complex of the anticancer prodrug 7-ethyl-10-[4-(1-piperidino)-1-piperidino]-carbonyloxycamptothecin (CPT-11) with Torpedo californica acetylcholinesterase provides a molecular explanation for its cholinergic action.
Harel M, et al.
Molecular Pharmaceutics, 67(6), 1874-1881 (2005)
Márcia Sá Monteiro et al.
Archives of toxicology, 87(6), 929-947 (2013-05-21)
N-benzylpiperazine (BZP) has become popular among recreational drug users as the major active ingredient of "party pills" due to its stimulant and euphoric properties. Before BZP legal restrictions, these pills were sold as a safe and legal alternative to classical
Simon Elliott et al.
Journal of analytical toxicology, 32(2), 172-177 (2008-03-13)
Piperazines such as 1-benzylpiperazine (BZP), 1-(3-trifluromethylphenyl)piperazine (3-TFMPP), and 1-(3-chlorophenyl)piperazine (3-CPP) have become recent drugs of abuse. With stimulant effects comparable to amphetamines but with a lower potency and differential global scheduling status, they have been sold as a supposed legal
Eulalia Olesti et al.
Drug testing and analysis, 12(6), 785-797 (2020-01-18)
The constant legal adaptation of new psychoactive substances (NPS), challenges their evaluation in different fields. In sports, NPS are prohibited in competition with a reporting limit (RL) of 50 ng/mL for the parent compound or a metabolite. However, there is
David M Wood et al.
Therapeutic drug monitoring, 34(4), 363-367 (2012-06-08)
Since the turn of the 21st century, there has been an increase in the availability and use of novel psychoactive substances (also known as "legal highs") across Europe. Currently, there is limited information available on the potential acute toxicity (harms)
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