1-Benzylpiperazine

HCID 75994CAS 2759-28-6

Substructure search Find similar structures

Basic information

Standard SMILES: c1ccc(CN2CCNCC2)cc1
InChIKey: IQXXEPZFOOTTBA-UHFFFAOYSA-N
Molecular formula: C11H16N2
Average molar mass: 176.26 g/mol
Monoisotopic mass: 176.13134851

Overview

1-benzylpiperazine is a tertiary amino compound that is piperazine substituted by a benzyl group at position 1. It is a serotonergic agonist used as a recreational drug. It has a role as a psychotropic drug, a xenobiotic, a serotonergic agonist and an environmental contaminant.

Names & identifiers

Preferred name: 1-Benzylpiperazine
IUPAC: 1-benzylpiperazine
English name: 1-Benzylpiperazine
Molecular formula: C11H16N2
Molecular weight: 176.26

Names & synonyms

1-BenzylpiperazineBenzylpiperazine2759-28-6N-benzylpiperazine4-BenzylpiperazinePiperazine, 1-(phenylmethyl)-3UG152ZU0ENSC-40889J149.807JDTXSID0022197CHEBI:83537BZP cpd

Show more names

N-BenzylN-(PHENYLMETHYL)PIPERAZINEN-BenylpiperazineTIMTEC-BB SBB007534N-benzyl piperizine1-BENZYL-4-PIPERAZINE

RefChem:907515Egyt-2760DTXCID902197220-423-61-(phenylmethyl)piperazine860027-50-5Piperazine, 1-benzyl-1-Benzyl-piperazine

Database identifiers

CAS: 2759-28-6
PubChem CID: 75994
DTXSID: DTXSID0022197
ChEMBL: CHEMBL113600
ChEBI: CHEBI:83537
UNII: 3UG152ZU0E
EC Number: 220-423-6
Nikkaji: J149.807J

Properties

Computed structural properties

XLogP: 1.3
Topological polar surface area: 15.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 135

Experimental & physicochemical properties

Drugs · 3 items

DEA NFLIS-Drug Category -> Piperazines (Stimulant)

DEA Schedule I Controlled Substance -> Stimulants

Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds

Human DrugsPharmaceuticals

Collision Cross Section138.8 Å² [M+H]+ [CCS Type: DT; Method: single field calibrated]

Physicochemical properties

Melting point: 17 · 17-20 °C
Boiling point: 143 · 143-146/12mm
Density: 1.014 g/mL · 1.014 g/mL at 25 °C(lit.)
refractive index: 20 · n20/D 1.547(lit.)
Flash point: 230 °F · >230 °F
pka: 9.25 · 9.25±0.10(Predicted)
InChI: 1S/C11H16N2/c1-2-4-11(5-3-1)10-13-8-6-12-7-9-13/h1-5,12H,6-10H2
InChIKey: IQXXEPZFOOTTBA-UHFFFAOYSA-N
SMILES: C1CN(CCN1)Cc2ccccc2
CAS DataBase Reference: 2759 · 2759-28-6(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 3 UG152ZU0E · 3UG152ZU0E
NIST Chemistry Reference: 1 · 1-Benzylpiperazine(2759-28-6)
EPA Substance Registry System: 1 · Piperazine, 1-(phenylmethyl)- (2759-28-6)
UNSPSC Code: 12352100 · 12352100
Symbol(GHS): 5 · GHS05
Signal word: Danger
Hazard statements: 314 · H314
Precautionary statements: 260 · P260-P264-P280-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P305+P351+P338-P405-P501
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes: C,Xi
Risk Statements: 34 · 34
Safety Statements: 26 · 26-36/37/39-45
RIDADR: 3267 · UN 3267 8/PG 2
WGK Germany: 3 · 3
F: 9 · 9
Hazard Note: Irritant
TSCA: TSCA listed
HazardClass: 8 · 8
PackingGroup: III
HS Code: 29335995 · 29335995
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 3 Eye · Aquatic Chronic 3Eye Dam. 1Skin Corr. 1B
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 4 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 3 items

DEA schedule I controlled substance

Status: Active Update: 24-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/18709

Piperazine, 1-(phenylmethyl)-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Corr. 1B (100%)

Safety data

F: 9
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
ridadr: UN 3267 8/PG 2
hs_code: 29335995
risk_code: 34
Signal word: Danger
Symbol(GHS): GHS05
hazard_code: C,Xi
hazard_note: Irritant
safety_code: 26-36/37/39-45
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: III
Hazard statements: H314
REACH Registrations: Active
Hazard Classifications: Aquatic Chronic 3Eye Dam. 1Skin Corr. 1B
Precautionary statements: P260-P264-P280-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P305+P351+P338-P405-P501

Chemistry & industry

Uses & manufacturing

Use ClassificationPharmaceuticals

General Manufacturing InformationPiperazine, 1-(phenylmethyl)-: ACTIVE

Applications

Uses1-Benzylpiperazine was used to study the inhibition of various acetylcholinesterases by 7-ethyl-10-[4-(1-piperidino)-1-piperidino]carbonyloxycamptothecin and related compounds.

Upstream & downstream products

Upstream raw materials

Piperazine

Downstream products

1-Boc-(4-benzyl)piperazine Meclozine 2-[4-(tert-Butyl)phenoxy]-5-nitrobenzaldehyde 3-(4-Benzyl-piperazin-1-yl)-propionic acid 2-(4-Benzylpiperazino)benzaldehyde 1-(1-Methyl-4-piperidinyl)piperazine N-Methyl-2-piperazin-1-ylacetamide 1-(2-Aminoethyl)-4-benzylpiperazine BUCLIZINE

Additional notes

DefinitionChEBI: A tertiary amino compound that is piperazine substituted by a benzyl group at position 1. It is a serotonergic agonist used as a recreational drug.