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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/REAXYS Number:
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.)

functional group

phenyl

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 It is a potential antidepressant and is an active metabolite of the withdrawn antidepressant drug piberaline.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

signalword

Danger

hcodes

H314,H412

Hazard Classifications

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

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

253.4 °F - closed cup

flash_point_c

123 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCBK7041V
013099/1
048292/1
044196/1
043520/1

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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
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
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)
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
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
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