Piperazine | CAS# 110-85-0 (free base) | solvent for uric acid

MedKoo Cat#: 318498 | Name: Piperazine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Piperazine is an organic compound that consists of a six-membered ring containing two nitrogen atoms at opposite positions in the ring. Piperazine exists as small alkaline deliquescent crystals with a saline taste. Piperazine exists as small alkaline deliquescent crystals with a saline taste. Piperazine was introduced to medicine as a solvent for uric acid.

Chemical Structure

Piperazine

CAS#110-85-0 (free base)

Theoretical Analysis

MedKoo Cat#: 318498

Name: Piperazine

CAS#: 110-85-0 (free base)

Chemical Formula: C4H10N2

Exact Mass: 86.0844

Molecular Weight: 86.14

Elemental Analysis: C, 55.78; H, 11.70; N, 32.52

Price and Availability

Size	Price	Availability
1g	USD 150.00	Ready to ship
2g	USD 200.00	Ready to ship
5g	USD 350.00	Ready to ship
10g	USD 550.00	Ready to ship

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Related CAS #

110-85-0 (free base) 142-88-1 (adipate) 144-29-6 (citrate) 7140-78-5 (citrate hydrate) 142-63-2 (hydrate) 18534-18-4 (phosphate) 7433-23-0 (sebacate)

Synonym

Piperazine; Diethylenediamine; Piperazin; 1,4-Diazacyclohexane; Hexahydropyrazine; piperazinesulfate; piperazine tartrate (1:1), (R-(R*,R*))-isomer; piperazine tartrate, (R-(R*,R*))-isomer; piperazinium oleate;

IUPAC/Chemical Name

piperazine

InChi Key

GLUUGHFHXGJENI-UHFFFAOYSA-N

InChi Code

InChI=1S/C4H10N2/c1-2-6-4-3-5-1/h5-6H,1-4H2

SMILES Code

C1CNCCN1

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO, not in water

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Piperazine is an organic compound that consists of a six-membered ring containing two nitrogen atoms at opposite positions in the ring.

In vitro activity:

This work presents a library of 34 piperazine-derived small molecules as potential Flaviviridae NS3 protease inhibitors. The library was developed through a privileged structures-based design and then biologically screened using a live virus phenotypic assay to determine the half-maximal inhibitor concentration (IC50) of each compound against ZIKV and DENV. Two lead compounds, 42 and 44, with promising broad-spectrum activity against ZIKV (IC50 6.6 µM and 1.9 µM respectively) and DENV (IC50 6.7 µM and 1.4 µM respectively) and a good security profile were identified. Reference: Bioorg Chem. 2023 Apr;133:106408. https://pubmed.ncbi.nlm.nih.gov/36801791/

In vivo activity:

LPD (ligustrazine piperazine derivative) treatment dose-dependently reduced Aβ40 and Aβ42 levels in PC12 cells stably transfected with APP695swe and PSEN1dE9. Intragastric administration of LPD for 3 months dose-dependently reversed cognitive deficits in APP/PS1 mice. LPD treatment substantially decreased hippocampal Aβ plaques in APP/PS1 mice and decreased the levels of Aβ40 and Aβ42 in vivo and in vitro. Moreover, LPD treatment induced mitophagy in vivo and in vitro and increased brain 18F-FDG uptake in APP/PS1 mice. Reference: Alzheimers Res Ther. 2022 Oct 11;14(1):150. https://pubmed.ncbi.nlm.nih.gov/36217155/

	Solvent	mg/mL	mM
Solubility
	DMF	30.0	348.28
	DMF:PBS (pH 7.2) (1:2)	0.3	3.83
	DMSO	30.0	348.28
	Ethanol	23.5	272.82
	Water	17.0	197.36

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 86.14 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Del Rosario García-Lozano M, Dragoni F, Gallego P, Mazzotta S, López-Gómez A, Boccuto A, Martínez-Cortés C, Rodríguez-Martínez A, Pérez-Sánchez H, Manuel Vega-Pérez J, Antonio Del Campo J, Vicenti I, Vega-Holm M, Iglesias-Guerra F. Piperazine-derived small molecules as potential Flaviviridae NS3 protease inhibitors. In vitro antiviral activity evaluation against Zika and Dengue viruses. Bioorg Chem. 2023 Apr;133:106408. doi: 10.1016/j.bioorg.2023.106408. Epub 2023 Feb 4. PMID: 36801791. 2. Liang T, Xie Z, Dang B, Wang J, Zhang T, Luan X, Lu T, Cao C, Chen X. Discovery of indole-piperazine derivatives as selective histone deacetylase 6 inhibitors with neurite outgrowth-promoting activities and neuroprotective activities. Bioorg Med Chem Lett. 2023 Feb 1;81:129148. doi: 10.1016/j.bmcl.2023.129148. Epub 2023 Jan 21. PMID: 36690041. 3. Li Z, Meng X, Ma G, Liu W, Li W, Cai Q, Wang S, Huang G, Zhang Y. Increasing brain glucose metabolism by ligustrazine piperazine ameliorates cognitive deficits through PPARγ-dependent enhancement of mitophagy in APP/PS1 mice. Alzheimers Res Ther. 2022 Oct 11;14(1):150. doi: 10.1186/s13195-022-01092-7. PMID: 36217155; PMCID: PMC9552451. 4. Ni H, Hatit MZC, Zhao K, Loughrey D, Lokugamage MP, Peck HE, Cid AD, Muralidharan A, Kim Y, Santangelo PJ, Dahlman JE. Piperazine-derived lipid nanoparticles deliver mRNA to immune cells in vivo. Nat Commun. 2022 Aug 15;13(1):4766. doi: 10.1038/s41467-022-32281-5. PMID: 35970837; PMCID: PMC9376583.

In vitro protocol:

In vivo protocol:

1. Li Z, Meng X, Ma G, Liu W, Li W, Cai Q, Wang S, Huang G, Zhang Y. Increasing brain glucose metabolism by ligustrazine piperazine ameliorates cognitive deficits through PPARγ-dependent enhancement of mitophagy in APP/PS1 mice. Alzheimers Res Ther. 2022 Oct 11;14(1):150. doi: 10.1186/s13195-022-01092-7. PMID: 36217155; PMCID: PMC9552451. 2. Ni H, Hatit MZC, Zhao K, Loughrey D, Lokugamage MP, Peck HE, Cid AD, Muralidharan A, Kim Y, Santangelo PJ, Dahlman JE. Piperazine-derived lipid nanoparticles deliver mRNA to immune cells in vivo. Nat Commun. 2022 Aug 15;13(1):4766. doi: 10.1038/s41467-022-32281-5. PMID: 35970837; PMCID: PMC9376583.

1: Xu G, Yang X, Jiang B, Lei P, Liu X, Wang Q, Zhang X, Ling Y. Synthesis and bioactivities of novel piperazine-containing 1,5-Diphenyl-2-penten-1-one analogues from natural product lead. Bioorg Med Chem Lett. 2016 Apr 1;26(7):1849-53. doi: 10.1016/j.bmcl.2016.01.088. Epub 2016 Feb 13. PubMed PMID: 26906636. 2: Bohnert JA, Schuster S, Kern WV, Karcz T, Olejarz A, Kaczor A, Handzlik J, Kieć-Kononowicz K. Novel Piperazine Arylideneimidazolones Inhibit the AcrAB-TolC Pump in Escherichia coli and Simultaneously Act as Fluorescent Membrane Probes in a Combined Real-Time Influx and Efflux Assay. Antimicrob Agents Chemother. 2016 Mar 25;60(4):1974-83. doi: 10.1128/AAC.01995-15. Print 2016 Apr. PubMed PMID: 26824939. 3: Sawamura S, Hatano M, Takada Y, Hino K, Kawamura T, Tanikawa J, Nakagawa H, Hase H, Nakao A, Hirano M, Rotrattanadumrong R, Kiyonaka S, Mori MX, Nishida M, Hu Y, Inoue R, Nagata R, Mori Y. Screening of Transient Receptor Potential Canonical Channel Activators Identifies Novel Neurotrophic Piperazine Compounds. Mol Pharmacol. 2016 Mar;89(3):348-63. doi: 10.1124/mol.115.102863. Epub 2016 Jan 5. PubMed PMID: 26733543. 4: Walsh SP, Shahripour A, Tang H, de Jesus RK, Teumelsan N, Zhu Y, Frie J, Priest BT, Swensen AM, Alonso-Galicia M, Felix JP, Brochu RM, Bailey T, Thomas-Fowlkes B, Zhou X, Pai LY, Hampton C, Hernandez M, Owens K, Ehrhart J, Roy S, Kaczorowski GJ, Yang L, Garcia ML, Pasternak A. Differentiation of ROMK potency from hERG potency in the phenacetyl piperazine series through heterocycle incorporation. Bioorg Med Chem Lett. 2016 Mar 12. pii: S0960-894X(16)30255-4. doi: 10.1016/j.bmcl.2016.03.035. [Epub ahead of print] PubMed PMID: 27017115. 5: Al-Ghorbani M, Pavankumar GS, Naveen P, Thirusangu P, Prabhakar BT, Khanum SA. Synthesis and an angiolytic role of novel piperazine-benzothiazole analogues on neovascularization, a chief tumoral parameter in neoplastic development. Bioorg Chem. 2016 Apr;65:110-7. doi: 10.1016/j.bioorg.2016.02.006. Epub 2016 Feb 21. PubMed PMID: 26918263. 6: Park JA, Zhang D, Kim DS, Kim SK, Cho SH, Jeong D, Kim JS, Shim JH, Abd El-Aty AM, Shin HC. Development of a high-performance liquid chromatography with fluorescence detection method for quantification of piperazine in animal products by using precolumn derivatization. Food Chem. 2016 Apr 1;196:1331-7. doi: 10.1016/j.foodchem.2015.10.081. Epub 2015 Oct 19. PubMed PMID: 26593624. 7: Safbri SA, Halim SN, Jotani MM, Tiekink ER. Bis[N-(2-hy-droxy-eth-yl)-N-iso-propyl-dithio-carbamato-κ(2) S,S'](piperazine-κN)cadmium: crystal structure and Hirshfeld surface analysis. Acta Crystallogr E Crystallogr Commun. 2016 Jan 13;72(Pt 2):158-63. doi: 10.1107/S2056989016000165. eCollection 2016 Feb 1. PubMed PMID: 26958378; PubMed Central PMCID: PMC4770960. 8: Hong MN, Nam KY, Kim KK, Kim SY, Kim I. The small molecule '1-(4-biphenylylcarbonyl)-4-(5-bromo-2-methoxybenzyl) piperazine oxalate' and its derivatives regulate global protein synthesis by inactivating eukaryotic translation initiation factor 2-alpha. Cell Stress Chaperones. 2016 Feb 12. [Epub ahead of print] PubMed PMID: 26873011. 9: Shimoda Y, Fujinaga M, Hatori A, Yui J, Zhang Y, Nengaki N, Kurihara Y, Yamasaki T, Xie L, Kumata K, Ishii H, Zhang MR. N-(3,4-Dimethylisoxazol-5-yl)piperazine-4-[4-(2-fluoro-4-[(11)C]methylphenyl)thia zol-2-yl]-1-carboxamide: A promising positron emission tomography ligand for fatty acid amide hydrolase. Bioorg Med Chem. 2016 Feb 15;24(4):627-34. doi: 10.1016/j.bmc.2015.12.026. Epub 2015 Dec 15. PubMed PMID: 26740152. 10: Patel RV, Syed R, Rathi AK, Lee YJ, Sung JS, Keum YS. Chrysin-piperazine conjugates as antioxidant and anticancer agents. Eur J Pharm Sci. 2016 Feb 23. pii: S0928-0987(16)30041-0. doi: 10.1016/j.ejps.2016.02.011. [Epub ahead of print] PubMed PMID: 26924226. 11: Huang P, Xu J, Qi G, Deng F, Xu R, Yan W. Temperature-dependence of the influence of the position-2-methyl group on the structure-directing effect of piperazine in the synthesis of open-framework aluminophosphates. Sci Rep. 2016 Feb 25;6:22019. doi: 10.1038/srep22019. PubMed PMID: 26912387; PubMed Central PMCID: PMC4766482. 12: Arbo MD, Melega S, Stöber R, Schug M, Rempel E, Rahnenführer J, Godoy P, Reif R, Cadenas C, de Lourdes Bastos M, Carmo H, Hengstler JG. Hepatotoxicity of piperazine designer drugs: up-regulation of key enzymes of cholesterol and lipid biosynthesis. Arch Toxicol. 2016 Jan 28. [Epub ahead of print] PubMed PMID: 26821219. 13: Lee MH. Bis(Naphthalimide-Piperazine)-Based Off-On Fluorescent Probe for Acids. J Fluoresc. 2016 Jan 13. [Epub ahead of print] PubMed PMID: 26758055. 14: Lamson NG, Cusimano G, Suri K, Zhang A, Whitehead KA. The pH of Piperazine Derivative Solutions Predicts Their Utility as Transepithelial Permeation Enhancers. Mol Pharm. 2016 Jan 13. [Epub ahead of print] PubMed PMID: 26730955. 15: Bobesh KA, Renuka J, Srilakshmi RR, Yellanki S, Kulkarni P, Yogeeswari P, Sriram D. Replacement of cardiotoxic aminopiperidine linker with piperazine moiety reduces cardiotoxicity? Mycobacterium tuberculosis novel bacterial topoisomerase inhibitors. Bioorg Med Chem. 2016 Jan 1;24(1):42-52. doi: 10.1016/j.bmc.2015.11.039. Epub 2015 Nov 28. PubMed PMID: 26678175. 16: Tekle-Röttering A, Jewell KS, Reisz E, Lutze HV, Ternes TA, Schmidt W, Schmidt TC. Ozonation of piperidine, piperazine and morpholine: Kinetics, stoichiometry, product formation and mechanistic considerations. Water Res. 2016 Jan 1;88:960-71. doi: 10.1016/j.watres.2015.11.027. Epub 2015 Nov 12. PubMed PMID: 26624229. 17: Swidorski JJ, Liu Z, Yin Z, Wang T, Carini DJ, Rahematpura S, Zheng M, Johnson K, Zhang S, Lin PF, Parker DD, Li W, Meanwell NA, Hamann LG, Regueiro-Ren A. Inhibitors of HIV-1 attachment: The discovery and structure-activity relationships of tetrahydroisoquinolines as replacements for the piperazine benzamide in the 3-glyoxylyl 6-azaindole pharmacophore. Bioorg Med Chem Lett. 2016 Jan 1;26(1):160-7. doi: 10.1016/j.bmcl.2015.11.009. Epub 2015 Nov 5. PubMed PMID: 26584882. 18: Demirbaş Ü, Akyüz D, Mermer A, Akçay HT, Demirbaş N, Koca A, Kantekin H. The electrochemical and spectroelectrochemical properties of metal free and metallophthalocyanines containing triazole/piperazine units. Spectrochim Acta A Mol Biomol Spectrosc. 2016 Jan 15;153:478-87. doi: 10.1016/j.saa.2015.08.050. Epub 2015 Sep 3. PubMed PMID: 26397034. 19: Samie N, Muniandy S, Kanthimathi MS, Haerian BS. Mechanism of action of novel piperazine containing a toxicant against human liver cancer cells. PeerJ. 2016 Mar 17;4:e1588. doi: 10.7717/peerj.1588. eCollection 2016. PubMed PMID: 27019772; PubMed Central PMCID: PMC4806608. 20: Kumar JS, Devi TS, Ramkumaar GR, Bright A. Ab initio and density functional theory calculations of molecular structure and vibrational spectra of 4-(2-Hydroxyethyl) piperazine-1-ethanesulfonic acid. Spectrochim Acta A Mol Biomol Spectrosc. 2016 Jan 5;152:509-22. doi: 10.1016/j.saa.2015.07.084. Epub 2015 Jul 23. PubMed PMID: 26278882.