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Piperazine

Catalog No. DB00592 Name DrugBank
CAS Number 110-85-0 Website http://www.ualberta.ca/
M. F. C4H10N2 Telephone (780) 492-3111
M. W. 86.1356 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 474

SYNONYMS

IUPAC name
piperazine
IUPAC Traditional name
piperazine
Brand Name
Valamina
Omca
Worm-away
Wurmirazin
Bryrel
Lumbrical
Multifuge
Tensofin
Uvilon
Vermizine
Anatensol
Antepan
Antiren
Asca-Trol No. 3
Dapotum
Dispermine
Entacyl
Eraverm
Lyogen
Moditen
Pacinol
Permitil
Piperazidine
Pipersol
Siqualone
Tasnon
Vermex
Vermidol
Antepar
Upixon
Worm-A-Ton
Synonyms
fluphenazine dihydrochloride
Prolixin Decanoate
Glycine anhydride
Hexahydropyrazine
Piperazine Citrate
Piperazine hydrate
Diethylenediamine
Diethyleneimine
Diketopiperazine
Piperazin [Germany]
Piperazin
Piperazine hexahydrate

DATABASE IDS

PubChem CID 4837
CAS Number 110-85-0
PubChem SID 46507642

PROPERTIES

Hydrophobicity(logP) -0.8
Solubility 150 mg/mL

DETAILS

Description (English)
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

REFERENCES