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224952

Sigma-Aldrich

1-Piperonylpiperazine

97%

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About This Item

Empirical Formula (Hill Notation):
C12H16N2O2
CAS Number:
32231-06-4
Molecular Weight:
220.27
EC Number:
250-968-5
MDL number:
MFCD00005834
UNSPSC Code:
12352100
PubChem Substance ID:
24853467
NACRES:
NA.22

assay

97%

bp

147-149 °C/2 mmHg (lit.)

mp

36-40 °C (lit.)

SMILES string

C1CN(CCN1)Cc2ccc3OCOc3c2

InChI

1S/C12H16N2O2/c1-2-11-12(16-9-15-11)7-10(1)8-14-5-3-13-4-6-14/h1-2,7,13H,3-6,8-9H2

InChI key

NBOOZXVYXHATOW-UHFFFAOYSA-N

General description

The effect of 1-piperonylpiperazine on 3,4-methylenedioxymethamphetamine (MDMA) induced neurotoxicity was studied.

Application

1-Piperonylpiperazine was used in the synthesis of acetyl-caffeic acid-1-piperonylpiperazine (HBU-47).

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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K Hashimoto et al.
European journal of pharmacology, 228(2-3), 171-174 (1992-09-01)
The effects of 1-piperonylpiperazine and N,alpha-dimethylpiperonylamine, which are weak inhibitors for [3H]5-hydroxytryptamine (5-HT) uptake, on 3,4-methylenedioxymethamphetamine (MDMA)-induced neurotoxicity were examined. The reductions of serotonergic parameters in the rat cerebral cortex produced by multiple administration of MDMA (10 mg/kg) were attenuated
Seon-Young Park et al.
International immunopharmacology, 19(1), 60-65 (2013-12-24)
In the present study, we synthesized a new hybrid compound by coupling caffeic acid and 1-piperonylpiperazine. The synthetic compound, acetyl-caffeic acid-1-piperonylpiperazine (HBU-47), showed potent anti-inflammatory effects inhibiting lipopolysaccharide (LPS)-induced production of nitric oxide (NO) in RAW264.7 macrophage cells. HBU-47 inhibited
Lilian H J Richter et al.
Journal of pharmaceutical and biomedical analysis, 143, 32-42 (2017-06-12)
Metabolism studies play an important role in clinical and forensic toxicology. Because of potential species differences in metabolism, human samples are best suitable for elucidating metabolism. However, in the case of new psychoactive substances (NPS), human samples of controlled studies
K Hashimoto et al.
Brain research, 590(1-2), 341-344 (1992-09-11)
The neurotoxicity of 3,4-methylenedioxymethamphetamine (MDMA) in rat brain was attenuated significantly by coadministration of several benzylpiperazines (p-nitrobenzylpiperazine, p-chlorobenzylpiperazine and 1-piperonylpiperazine), which were weak inhibitors for [3H]6-nitroquipazine binding to the 5-hydroxytryptamine (5-HT) transporter in rat brain. These results suggest that these
Marcelo Dutra Arbo et al.
Archives of toxicology, 90(12), 3045-3060 (2016-01-29)
The piperazine derivatives most frequently consumed for recreational purposes are 1-benzylpiperazine, 1-(3,4-methylenedioxybenzyl) piperazine, 1-(3-trifluoromethylphenyl) piperazine and 1-(4-methoxyphenyl) piperazine. Generally, they are consumed as capsules, tablets or pills but also in powder or liquid forms. Currently, the precise mechanism by which

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