Details
Stereochemistry | ACHIRAL |
Molecular Formula | C6H10O4.C4H10N2 |
Molecular Weight | 232.2768 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C1CNCCN1.OC(=O)CCCCC(O)=O
InChI
InChIKey=BVEGEKOBSPXUJS-UHFFFAOYSA-N
InChI=1S/C6H10O4.C4H10N2/c7-5(8)3-1-2-4-6(9)10;1-2-6-4-3-5-1/h1-4H2,(H,7,8)(H,9,10);5-6H,1-4H2
Molecular Formula | C6H10O4 |
Molecular Weight | 146.1412 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Molecular Formula | C4H10N2 |
Molecular Weight | 86.1356 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: http://www.mayoclinic.org/drugs-supplements/piperazine-oral-route/proper-use/drg-20065522Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/27177234 |
Sources: http://www.mayoclinic.org/drugs-supplements/piperazine-oral-route/proper-use/drg-20065522
Curator's Comment: Description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/27177234 |
Piperazine, a six membered nitrogen containing heterocycle, is of great significance to the rational design of drugs. This moiety can be found in a plethora of well-known drugs with various therapeutic uses, such as antipsychotic, antihistamine, antianginal, antidepressant, anticancer, antiviral, cardio protectors, anti-inflammatory, and imaging agents. Slight modification to the substitution pattern on the piperazine nucleus facilitates a recognizable difference in the medicinal potential of the resultant molecules. Piperazine has been used as an antihelmintic drug. Piperazine works by paralyzing the worms. They are then passed in the stool.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/5099003 | https://www.ncbi.nlm.nih.gov/pubmed/7673626
Curator's Comment: Piperazine is neurotoxic.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: UniProtKB: D6BK80_HAECO | D6BJF3_HAECO (GABA receptor subunit) Sources: https://www.ncbi.nlm.nih.gov/pubmed/22075040 |
6.23 mM [EC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | MULTIFUGE Approved UsePiperazine belongs to the family of medicines called anthelmintics. Anthelmintics are used in the treatment of worm infections. Piperazine is used to treat: common roundworms (ascariasis) and pinworms (enterobiasis; oxyuriasis). Launch Date-4.88332788E11 |
Doses
Dose | Population | Adverse events |
---|---|---|
10 mg/m3/h single, respiratory Studied dose Dose: 10 mg/m3/h Route: respiratory Route: single Dose: 10 mg/m3/h Sources: |
unhealthy, 42 years n = 1 Health Status: unhealthy Condition: Occupational asthma Age Group: 42 years Sex: F Population Size: 1 Sources: |
Other AEs: Asthma late onset... |
115 mg/kg 1 times / day steady, oral Highest studied dose Dose: 115 mg/kg, 1 times / day Route: oral Route: steady Dose: 115 mg/kg, 1 times / day Sources: |
unhealthy, 6 years n = 1 Health Status: unhealthy Condition: abdominal pain due to probable worm infestation Age Group: 6 years Sex: F Population Size: 1 Sources: |
Disc. AE: Myoclonus... AEs leading to discontinuation/dose reduction: Myoclonus (1 patient) Sources: |
65 mg/kg 1 times / day steady, oral Recommended Dose: 65 mg/kg, 1 times / day Route: oral Route: steady Dose: 65 mg/kg, 1 times / day Sources: |
unhealthy, 9 years n = 1 Health Status: unhealthy Condition: pinworm or roundworm infections Age Group: 9 years Sex: M Population Size: 1 Sources: |
Disc. AE: Ataxia... AEs leading to discontinuation/dose reduction: Ataxia (1 patient) Sources: |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Asthma late onset | 1 patient | 10 mg/m3/h single, respiratory Studied dose Dose: 10 mg/m3/h Route: respiratory Route: single Dose: 10 mg/m3/h Sources: |
unhealthy, 42 years n = 1 Health Status: unhealthy Condition: Occupational asthma Age Group: 42 years Sex: F Population Size: 1 Sources: |
Myoclonus | 1 patient Disc. AE |
115 mg/kg 1 times / day steady, oral Highest studied dose Dose: 115 mg/kg, 1 times / day Route: oral Route: steady Dose: 115 mg/kg, 1 times / day Sources: |
unhealthy, 6 years n = 1 Health Status: unhealthy Condition: abdominal pain due to probable worm infestation Age Group: 6 years Sex: F Population Size: 1 Sources: |
Ataxia | 1 patient Disc. AE |
65 mg/kg 1 times / day steady, oral Recommended Dose: 65 mg/kg, 1 times / day Route: oral Route: steady Dose: 65 mg/kg, 1 times / day Sources: |
unhealthy, 9 years n = 1 Health Status: unhealthy Condition: pinworm or roundworm infections Age Group: 9 years Sex: M Population Size: 1 Sources: |
PubMed
Title | Date | PubMed |
---|---|---|
Return to fertility after extended chemical castration with a GnRH antagonist. | 2001 |
|
Gonadotrophin-releasing hormone antagonists for assisted conception. | 2001 |
|
Investigation of synthetic peptide hormones by liquid chromatography coupled to pneumatically assisted electrospray ionization mass spectrometry: analysis of a synthesis crude of peptide triptorelin. | 2001 |
|
Dose-dense sequential adjuvant chemotherapy with epirubicin, paclitaxel and CMF in high-risk breast cancer. | 2001 |
|
The state of the art of dynamic coatings. | 2001 |
|
Endoscopic carpal tunnel release and nerve conduction studies. | 2001 |
|
Comparable clinical outcome using the GnRH antagonist ganirelix or a long protocol of the GnRH agonist triptorelin for the prevention of premature LH surges in women undergoing ovarian stimulation. | 2001 Apr |
|
Prospective evaluation of hot flashes during treatment with parenteral estrogen or complete androgen ablation for metastatic carcinoma of the prostate. | 2001 Aug |
|
Diketopiperazine receptors: a novel class of highly selective receptors for binding small peptides. | 2001 Aug 3 |
|
Design, synthesis, and modeling of novel cyclic thrombin receptor-derived peptide analogues of the Ser42-Phe-Leu-Leu-Arg46 motif sequence with fixed conformations of pharmacophoric groups: importance of a Phe/Arg/NH2 cluster for receptor activation and implications in the design of nonpeptide thrombin receptor mimetics. | 2001 Feb 1 |
|
Synthesis and structure-activity relationships of a new model of arylpiperazines. 5. Study of the physicochemical influence of the pharmacophore on 5-HT(1a)/alpha(1)-adrenergic receptor affinity: synthesis of a new derivative with mixed 5-HT(1a)/d(2) antagonist properties. | 2001 Jan 18 |
|
Liquid-phase parallel synthesis of ureas. | 2001 Jan 22 |
|
Efficacy of nafarelin in assisted reproductive technology: a meta-analysis. | 2001 Jan-Feb |
|
Estrogen 'add-back' and lipid profile during GnRH agonist (triptorelin) therapy. | 2001 Jul |
|
Effect of reduced dose of triptorelin at the start of ovarian stimulation on the outcome of IVF: a randomized study. | 2001 Jul |
|
Functional hyperandrogenism detected by corticotropin and GnRH-analogue stimulation tests in women affected by apparently idiopathic hirsutism. | 2001 Jul-Aug |
|
Leuprorelin and triptorelin: new indication. Preoperative treatment of uterine leiomyoma: no proven value. | 2001 Jun |
|
Actions of gonadotropin-releasing hormone antagonists on steroidogenesis in human granulosa lutein cells. | 2001 Jun |
|
Isolation and identification of clozapine metabolites in patient urine. | 2001 Jun |
|
Intermolecular and intramolecular Diels-Alder cycloadditions of 3-ylidenepiperazine-2,5-diones and 5-acyloxy-2(1h)-pyrazinones. | 2001 Jun 1 |
|
Determination of the partition coefficients of a homologous series of ciprofloxacin: influence of the N-4 piperazinyl alkylation on the antimicrobial activity. | 2001 Jun 4 |
|
Investigations of new lead structures for the design of selective estrogen receptor modulators. | 2001 Jun 7 |
|
Investigation of solid-state reactions using variable temperature X-ray powder diffractrometry. I. Aspartame hemihydrate. | 2001 Mar |
|
On the branching of motoneurons. | 2001 Mar |
|
Improved solid-phase peptide synthesis method utilizing alpha-azide-protected amino acids. | 2001 Mar 8 |
|
Tubular aggregates observed in spindle muscle fiber of horse lumbrical muscle. | 2001 May |
|
Requirements for the application of protein sodium dodecyl sulfate-polyacrylamide gel electrophoresis and randomly amplified polymorphic DNA analyses to product speciation. | 2001 May |
|
Effect of column temperature on the behaviour of some angiotensin converting enzyme inhibitors during high-performance liquid chromatographic analysis. | 2001 May 5 |
|
Sex hormone replacement therapy reverses decreased venous distensibility in pharmacologically ovariectomized rats. | 2001 May-Jun |
|
Physical and chemical enhancement of transdermal delivery of triptorelin. | 2001 Nov |
|
Intermetatarsal spaces: analysis with MR bursography, anatomic correlation, and histopathology in cadavers. | 2001 Nov |
|
Comparative study of new benzenesulphonamide fluoroquinolones structurally related to ciprofloxacin against selected ciprofloxacin-susceptible and -resistant Gram-positive cocci. | 2001 Nov |
|
The discovery of anthranilic acid-based MMP inhibitors. Part 3: incorporation of basic amines. | 2001 Nov 19 |
|
Three-dimensional quantitative structure-activity relationship (3D-QSAR) models for a novel class of piperazine-based stromelysin-1 (MMP-3) inhibitors: applying a "divide and conquer" strategy. | 2001 Nov 8 |
|
Solid-phase synthesis of libraries generated from a 4-phenyl-2-carboxy-piperazine scaffold. | 2001 Nov-Dec |
|
New mu-opioid receptor agonists with piperazine moiety. | 2001 Oct |
|
Lumpidin, a novel biomarker of some ochratoxin a producing penicillia. | 2001 Oct |
|
Synthesis and receptor docking studies of N-substituted indole-2-carboxylic acid esters as a search for COX-2 selective enzyme inhibitors. | 2001 Sep |
|
Kinetics and mechanisms of the reactions of 3-methoxyphenyl, 3-chlorophenyl, and 4-cyanophenyl 4-nitrophenyl thionocarbonates with alicyclic amines. | 2001 Sep 7 |
|
Orally-effective, long-acting sorbitol dehydrogenase inhibitors: synthesis, structure-activity relationships, and in vivo evaluations of novel heterocycle-substituted piperazino-pyrimidines. | 2002 Jan 17 |
Patents
Sample Use Guides
No special preparations or other steps (for example, special diet, fasting, other medicines, laxatives, or enemas) are necessary before, during, or immediately after you take piperazine.
Piperazine may be taken with or without food or on a full or empty stomach. However, if your doctor tells you to take the medicine a certain way, take it exactly as directed.
For patients taking the granules for oral solution form of piperazine:
Dissolve the contents of 1 packet of granules in 57 mL (about 2 ounces) of water, milk, or fruit juice.
Be sure to drink all of the liquid to get the full dose of medicine.
Take this medicine only as directed. Do not take more of it and do not take it more often than your doctor ordered. To do so may increase the chance of serious side effects.
To help clear up your infection completely, take this medicine in regularly spaced doses as ordered by your doctor. In some infections, a second treatment with this medicine may be required to clear up the infection completely. Do not miss any doses.
For patients taking piperazine for pinworms:
Pinworms may be easily passed from one person to another, especially among persons in the same household. Therefore, all household members may have to be treated at the same time to prevent their infection or reinfection.
Dosing
The dose of this medicine will be different for different patients. Follow your doctor's orders or the directions on the label. The following information includes only the average doses of this medicine. If your dose is different, do not change it unless your doctor tells you to do so.
The amount of medicine that you take depends on the strength of the medicine. Also, the number of doses you take each day, the time allowed between doses, and the length of time you take the medicine depend on the medical problem for which you are using the medicine.
For granules for oral solution dosage form:
For common roundworms or pinworms:
Adults and teenagers—2 grams three times a day for one day. Treatment may need to be repeated in two weeks.
Children—Dose is based on age and/or body weight. Treatment may need to be repeated in two weeks.
Up to 2 years of age: Dose must be determined by your doctor.
2 to 8 years of age: 2 grams once a day for one day.
8 to 14 years of age: 2 grams two times a day for one day.
For oral suspension dosage form:
For common roundworms or pinworms:
Adults and teenagers—1.8 grams every four hours for a total of three doses in one day. Treatment may need to be repeated in two weeks.
Children—Dose is based on age. Treatment may need to be repeated in two weeks.
Up to 2 years of age: 600 milligrams (mg) every four hours for a total of three doses in one day.
2 to 8 years of age: 1.2 grams every six hours for a total of two doses in one day.
8 to 14 years of age: 1.2 grams every four hours for a total of three doses in one day.
For tablet dosage form:
For common roundworms:
Adults and teenagers—3.5 grams (piperazine hexahydrate) per day for two days in a row. Treatment may need to be repeated in one week.
Children—Dose is based on body weight and must be determined by your doctor. However, the usual dose is 75 mg (piperazine hexahydrate) per kilogram (34 mg per pound) of body weight per day for two days in a row. Treatment may need to be repeated in one week.
For pinworms:
Adults and children—Dose is based on body weight and must be determined by your doctor. However, the usual dose is 65 mg (piperazine hexahydrate) per kilogram (29.5 mg per pound) of body weight per day for seven days in a row. Treatment may need to be repeated in one week.
Missed Dose
If you miss a dose of this medicine, take it as soon as possible. However, if it is almost time for your next dose, skip the missed dose and go back to your regular dosing schedule. Do not double doses.
Route of Administration:
Oral
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 16 15:54:43 UTC 2022
by
admin
on
Fri Dec 16 15:54:43 UTC 2022
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Record UNII |
V7P5P122LB
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C250
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DBSALT001654
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142-88-1
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74383
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M8847
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DTXSID2059724
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C75970
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V7P5P122LB
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CHEMBL2106963
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SUB14882MIG
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PIPERAZINE ADIPATE
Created by
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PRIMARY | Description: Colourless crystals or a white, crystalline powder; odourless. Solubility: Soluble in water; practically insoluble in ethanol (~750 g/l) TS and ether R. Category: Anthelmintic. Storage: Piperazine adipate should be kept in a well-closed container. Definition: Piperazine adipate contains not less than 98.0% and not more than 101.0% of C4H10N2,C6H10O4, calculated withreference to the dried substance. | ||
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205-569-0
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C005452
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33746
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ACTIVE MOIETY |