piperazine

• ChemBase ID: 474
• Molecular Formular: C4H10N2
• Molecular Mass: 86.1356
• Monoisotopic Mass: 86.08439833
• SMILES: N1CCNCC1
• Canonical SMILES: N1CCNCC1
• InChI: InChI=1S/C4H10N2/c1-2-6-4-3-5-1/h5-6H,1-4H2
• InChIKey: GLUUGHFHXGJENI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: piperazine
• IUPAC Traditional name: piperazine
• Brand Name: Anatensol; Antepan; Antepar; Antiren; Asca-Trol No. 3; Bryrel; Dapotum; Dispermine; Entacyl; Eraverm; Lumbrical; Lyogen; Moditen; Multifuge; Omca; Pacinol; Permitil; Piperazidine; Pipersol; Siqualone; Tasnon; Tensofin; Upixon; Uvilon; Valamina; Vermex; Vermidol; Vermizine; Worm-A-Ton; Worm-away; Wurmirazin
• Synonyms: 1,4-Diazacyclohexane; Piperazine; Triptorelin; Piperazidine; fluphenazine dihydrochloride; Glycine anhydride; Hexahydropyrazine; Diethylenediamine; Diethyleneimine; Diketopiperazine; Piperazin [Germany]; Piperazine Citrate; Piperazin; Piperazine hexahydrate; Piperazine hydrate; Prolixin Decanoate; Piperazine; Anthalazine; PIPERAZINE HEXAHYDRATE; 1,4-Diethylenediamine; Antiren; PIPERAZINE DIHYDROCHLORIDE; Tripiperazine dicitrate; PIPERAZINE CITRATE SALT; PIPERAZINE, ANHYDROUS; Piperazine 99%; Piperazine, anhydrous; 二乙烯二胺; 对二氮己环; 哌嗪; 无水哌嗪

Database IDs

• CAS Number: 142-63-2; 110-85-0; 57773-63-4; 142-64-3; 144-29-6
• EC Number: 205-622-8; 205-551-2; 203-808-3
• MDL Number: MFCD00005953
• Beilstein Number: 102555
• Merck Index: 147464
• PubChem SID: 24887569; 160963937; 24898556; 46507642
• PubChem CID: 4837
• CHEBI ID: 28568
• ATC CODE: L02AE04; P02CB01
• CHEMBL: 1412
• Chemspider ID: 13835459
• DrugBank ID: DB00592
• FEMA ID: 4250
• KEGG ID: D00807
• Unique Ingredient Identifier: 9081Y98W2V; 1RTM4PAL0V
• Wikipedia Title: Triptorelin; Piperazine
• Medline Plus: a697045
• Flavis Number: 14.141

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -4.077815
• LogD (pH = 7.4): -2.859133
• Log P: -0.72880685
• Molar Refractivity: 25.4488 cm^3
• Polarizability: 10.427217 Å^3
• Polar Surface Area: 24.06 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.16
• LOG S: 0.63
• Solubility (Water): 3.71e+02 g/l

PROPERTIES

Physical Property

• Solubility: 150 mg/mL; Freely soluble in water; H2O: soluble0.1 M at 20 °C, clear, colorless
• Apperance: White crystalline solid
• Melting Point: 106°C; 107 - 111 °C; 108-113°C; 108-113°C; 109-112 °C(lit.); 44-45°C
• Boiling Point: 145-146 °C(lit.); 145-148°C; 145-156°C; 146 - 148 °C; 146°C; 146-148°C
• Flash Point: 109 °C; 109°C; 228.2 °F; 87.7°C; 88°C(190°F)
• Auto Ignition Point: 320 °C (DIN 51794)
• Density: 1.1 g/cm^3 at 20 °C; 1.100; 1.110
• Refractive Index: 1.4460
• Vapor Pressure: 0.8 mmHg ( 20 °C); 15 hPa at 50 °C
• Vapor Density: 3.0 (air = 1)
• Absorption Wavelength: λ: 260 nm Amax: 0.035; λ: 280 nm Amax: 0.010
• Hydrophobicity(logP): -0.8
• pKa: 9.8
• pKb: 4.19
• pH: 11.0-12.5 (25 °C, 0.1 M in H2O)

Safety Information

• Storage Condition: Room Temperature (15-30°C); Room Temperature (15-30°C), Desiccate, Protect from light
• Storage Warning: Corrosive/Teratogenic/Irritant/Air Sensitive/Light Sensitive/Moisture Sensitive/Very Hygroscopic/Store under Argon; Hygroscopic; IRRITANT
• RTECS: TK7800000; TL3485000; TL4025000; TM0850000
• European Hazard Symbols: Corrosive (C); X; Harmful (Xn)
• UN Number: 2579; UN2579
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 3; III
• Australian Hazchem: 2X
• Risk Statements: 34-42/43-62-63; 63-34-42/43-62; R:34; R:34-42/43-52/53
• Safety Statements: 22-26-36/37/39-45; S:22-26-45-61-36/37/39; S:26-27/28-36/37/39-46-64
• EU Classification: C10
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 153
• TSCA Listed: false; 是
• GHS Pictograms: GHS05; GHS08
• GHS Signal Word: Danger
• NFPA704:
  

  2

  2

  0
• Explode Limits: 14 %
• GHS Hazard statements: H314-H317-H334-H361fd; H334-H317-H361-H314
• GHS Precautionary statements: P260-P285-P303+P361+P353-P305+P351+P338-P405-P501A; P261-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2579 8/PG 3

Pharmacology Properties

• Admin Routes: Implant
• Excretion: Renal
• Protein Bound: 60-70%
• Legal Status: ?-only
• Pregnancy Category: D

Product Information

• Purity: ≥99.0% (T); 93%; 95+%; 98%; 99%
• Grade: ReagentPlus®
• Impurities: <1% water; ≤1% water; insoluble matter, passes filter test
• Cation Traces: Al: ≤5 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤5 mg/kg; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤50 mg/kg
• λ: 0.1 M in H2O
• Product Line: BioUltra
• Empirical Formula (Hill Notation): C4H10N2

DETAILS

MP Biomedicals - 02151900

Anhydrous
Crystalline
Purity: 99%
Reagent useful for removal of the FMOC-amino protecting group.

MP Biomedicals - 02102661

Hexahydrate
Crystalline
Purity: 98%

MP Biomedicals - 02156269

Citrate Salt
Crystalline

MP Biomedicals - 02156270

Dihydrochloride

MP Biomedicals - 05216837

MP Biomedicals Rare Chemical collection

DrugBank - DB00592

• Drug Groups: approved
• Description: Piperazine is an organic compound that consists of a six-membered ring containing two opposing nitrogen atoms. Piperazine exists as small alkaline deliquescent crystals with a saline taste.; ; Piperazine was introduced to medicine as a solvent for uric acid. When taken into the body the drug is partly oxidized and partly eliminated unchanged. Outside the body, piperazine has a remarkable power to dissolve uric acid and producing a soluble urate, but in clinical experience it has not proved equally successful.; ; Piperazine was first introduced as an anthelmintic in 1953. A large number of piperazine compounds have anthelmintic action. Their mode of action is generally by paralysing parasites, which allows the host body to easily remove or expel the invading organism.
• Indication: Used as alternative treatment for ascariasis caused by Ascaris lumbricoides (roundworm) and enterobiasis (oxyuriasis) caused by Enterobius vermicularis (pinworm). It is also used to treat partial intestinal obstruction by the common roundworm, a condition primarily occurring in children.
• Pharmacology: Piperazine is an anthelminthic especially useful in the treatment of partial intestinal obstruction caused by Ascaris worms, which is a condition primarily seen in children. Piperazine hydrate and piperazine citrate are the main anthelminthic piperazines.
• Toxicity: LD₅₀ = 5 g/kg (Human, oral). Symptoms of overdose include muscle fatigue, seizures, and difficulty breathing.
• Affected Organisms: Parasitic nematodes and other roundworms
• Biotransformation: About 25% is metabolized in the liver. Piperazine is nitrosated to form N -mononitrosopiperazine (MNPz) in gastric juice, which is then metabolized to N-nitroso-3-hydroxypyrrolidine (NHPYR).
• Absorption: Rapidly absorbed from the gastrointestinal tract
• Protein Binding: 60-70%
• External Links: Wikipedia; Drugs.com

Sigma Aldrich - P45907

Application
Intermediate for a wide range of pharmaceuticals, polymers, dyes, corrosion inhibitors, rubber accelerators and surfactants.
Packaging
1 kg in poly bottle
5 g in glass bottle
100, 500 g in poly bottle
2.5 kg in poly drum
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC