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13815

Sigma-Aldrich

1-Benzylpiperazine

≥97.0% (GC)

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About This Item

Empirical Formula (Hill Notation):
C11H16N2
CAS Number:
2759-28-6
Molecular Weight:
176.26
Beilstein:
141624
EC Number:
220-423-6
MDL number:
MFCD00005967
UNSPSC Code:
12352100
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 It is a potential antidepressant and is an active metabolite of the withdrawn antidepressant drug piberaline.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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Paul Gee et al.
Clinical toxicology (Philadelphia, Pa.), 48(3), 230-233 (2010-02-27)
1-benzylpiperazine (BZP) is synthetic stimulant. It was legal and openly sold in New Zealand before October 1, 2008. Two cases of life-threatening toxicity associated with BZP use are reported in detail in this article. Case one describes an adult female
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
Ellen I Dixon et al.
International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience, 73, 32-40 (2018-12-28)
From 30 days after birth until the completion of the study, male and female rats were caged in same-sexed twos or threes either with (enriched cages, EC) or without several objects for them to explore (standard cages, SC). From 41
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