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142-63-2 molecular structure
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piperazine

ChemBase ID: 474
Molecular Formular: C4H10N2
Molecular Mass: 86.1356
Monoisotopic Mass: 86.08439833
SMILES and InChIs

SMILES:
N1CCNCC1
Canonical SMILES:
N1CCNCC1
InChI:
InChI=1S/C4H10N2/c1-2-6-4-3-5-1/h5-6H,1-4H2
InChIKey:
GLUUGHFHXGJENI-UHFFFAOYSA-N

Cite this record

CBID:474 http://www.chembase.cn/molecule-474.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
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
CAS Number
142-63-2
110-85-0
57773-63-4
142-64-3
144-29-6
EC Number
203-808-3
205-622-8
205-551-2
MDL Number
MFCD00005953
Beilstein Number
102555
Merck Index
147464
PubChem SID
24887569
46507642
24898556
160963937
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
1RTM4PAL0V
9081Y98W2V
Wikipedia Title
Triptorelin
Piperazine
Medline Plus
a697045
Flavis Number
14.141

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
H Acceptors H Donor
LogD (pH = 5.5) -4.077815  LogD (pH = 7.4) -2.859133 
Log P -0.72880685  Molar Refractivity 25.4488 cm3
Polarizability 10.427217 Å3 Polar Surface Area 24.06 Å2
Rotatable Bonds Lipinski's Rule of Five true 
Log P -1.16  LOG S 0.63 
Solubility (Water) 3.71e+02 g/l 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
150 mg/mL expand Show data source
Freely soluble in water expand Show data source
H2O: soluble0.1 M at 20 °C, clear, colorless expand Show data source
Apperance
White crystalline solid expand Show data source
Melting Point
106°C expand Show data source
107 - 111 °C expand Show data source
108-113°C expand Show data source
108-113°C expand Show data source
109-112 °C(lit.) expand Show data source
44-45°C expand Show data source
Boiling Point
145-146 °C(lit.) expand Show data source
145-148°C expand Show data source
145-156°C expand Show data source
146 - 148 °C expand Show data source
146°C expand Show data source
146-148°C expand Show data source
Flash Point
109 °C expand Show data source
109°C expand Show data source
228.2 °F expand Show data source
87.7°C expand Show data source
88°C(190°F) expand Show data source
Auto Ignition Point
320 °C (DIN 51794) expand Show data source
Density
1.1 g/cm3 at 20 °C expand Show data source
1.100 expand Show data source
1.110 expand Show data source
Refractive Index
1.4460 expand Show data source
Vapor Pressure
0.8 mmHg ( 20 °C) expand Show data source
15 hPa at 50 °C expand Show data source
Vapor Density
3.0 (air = 1) expand Show data source
Absorption Wavelength
λ: 260 nm Amax: 0.035 expand Show data source
λ: 280 nm Amax: 0.010 expand Show data source
Hydrophobicity(logP)
-0.8 expand Show data source
pKa
9.8 expand Show data source
pKb
4.19 expand Show data source
pH
11.0-12.5 (25 °C, 0.1 M in H2O) expand Show data source
Storage Condition
Room Temperature (15-30°C) expand Show data source
Room Temperature (15-30°C), Desiccate, Protect from light expand Show data source
Storage Warning
Corrosive/Teratogenic/Irritant/Air Sensitive/Light Sensitive/Moisture Sensitive/Very Hygroscopic/Store under Argon expand Show data source
Hygroscopic expand Show data source
IRRITANT expand Show data source
RTECS
TK7800000 expand Show data source
TL3485000 expand Show data source
TL4025000 expand Show data source
TM0850000 expand Show data source
European Hazard Symbols
Corrosive Corrosive (C) expand Show data source
X expand Show data source
Harmful Harmful (Xn) expand Show data source
UN Number
2579 expand Show data source
UN2579 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
8 expand Show data source
Packing Group
3 expand Show data source
III expand Show data source
Australian Hazchem
2X expand Show data source
Risk Statements
34-42/43-62-63 expand Show data source
63-34-42/43-62 expand Show data source
R:34 expand Show data source
R:34-42/43-52/53 expand Show data source
Safety Statements
22-26-36/37/39-45 expand Show data source
S:22-26-45-61-36/37/39 expand Show data source
S:26-27/28-36/37/39-46-64 expand Show data source
EU Classification
C10 expand Show data source
EU Hazard Identification Number
8B expand Show data source
Emergency Response Guidebook(ERG) Number
153 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
GHS Pictograms
GHS05 expand Show data source
GHS08 expand Show data source
GHS Signal Word
Danger expand Show data source
NFPA704
NFPA 704 diagram
2
2
0
expand Show data source
Explode Limits
14 % expand Show data source
GHS Hazard statements
H314-H317-H334-H361fd expand Show data source
H334-H317-H361-H314 expand Show data source
GHS Precautionary statements
P260-P285-P303+P361+P353-P305+P351+P338-P405-P501A expand Show data source
P261-P280-P305 + P351 + P338-P310 expand Show data source
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 expand Show data source
RID/ADR
UN 2579 8/PG 3 expand Show data source
Admin Routes
Implant expand Show data source
Excretion
Renal expand Show data source
Protein Bound
60-70% expand Show data source
Legal Status
?-only expand Show data source
Pregnancy Category
D expand Show data source
Purity
≥99.0% (T) expand Show data source
93% expand Show data source
95+% expand Show data source
98% expand Show data source
99% expand Show data source
Grade
ReagentPlus® expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Impurities
<1% water expand Show data source
≤1% water expand Show data source
insoluble matter, passes filter test expand Show data source
Cation Traces
Al: ≤5 mg/kg expand Show data source
As: ≤0.1 mg/kg expand Show data source
Ba: ≤5 mg/kg expand Show data source
Bi: ≤5 mg/kg expand Show data source
Ca: ≤10 mg/kg expand Show data source
Cd: ≤5 mg/kg expand Show data source
Co: ≤5 mg/kg expand Show data source
Cr: ≤5 mg/kg expand Show data source
Cu: ≤5 mg/kg expand Show data source
Fe: ≤5 mg/kg expand Show data source
K: ≤50 mg/kg expand Show data source
Li: ≤5 mg/kg expand Show data source
Mg: ≤5 mg/kg expand Show data source
Mn: ≤5 mg/kg expand Show data source
Mo: ≤5 mg/kg expand Show data source
Na: ≤50 mg/kg expand Show data source
Ni: ≤5 mg/kg expand Show data source
Pb: ≤5 mg/kg expand Show data source
Sr: ≤5 mg/kg expand Show data source
Zn: ≤5 mg/kg expand Show data source
Antion Traces
chloride (Cl-): ≤50 mg/kg expand Show data source
sulfate (SO42-): ≤50 mg/kg expand Show data source
λ
0.1 M in H2O expand Show data source
Product Line
BioUltra expand Show data source
Empirical Formula (Hill Notation)
C4H10N2 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals DrugBank DrugBank Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
MP Biomedicals - 02151900 external link
Anhydrous
Crystalline
Purity: 99%
Reagent useful for removal of the FMOC-amino protecting group.
MP Biomedicals - 02102661 external link
Hexahydrate
Crystalline
Purity: 98%
MP Biomedicals - 02156269 external link
Citrate Salt
Crystalline
MP Biomedicals - 02156270 external link
Dihydrochloride
MP Biomedicals - 05216837 external link
MP Biomedicals Rare Chemical collection
DrugBank - DB00592 external link
Item Information
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 external link
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

REFERENCES

REFERENCES

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PATENTS

PATENTS

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