Piperazin

Piperazin
	piperazin
Drugi nazivi	Heksahidropirazin; Piperazidin; Dietilendiamin
Identifikacija
CAS registarski broj	110-85-0
PubChem	4837
ChemSpider	13835459
UNII	1RTM4PAL0V
DrugBank	DB00592
KEGG	D00807
ChEBI	28568
ChEMBL	CHEMBL1412
ATC code	P02CB01
Jmol-3D slike	Slika 1
SMILES
	C1CNCCN1
InChI
	InChI=1S/C4H10N2/c1-2-6-4-3-5-1/h5-6H,1-4H2 ; Kod: GLUUGHFHXGJENI-UHFFFAOYSA-N InChI=1S/C4H10N2/c1-2-6-4-3-5-1/h5-6H,1-4H2
Svojstva
Molekulska formula	C4H10N2
Molarna masa	86.14 g mol−1
Agregatno stanje	Beli kristali
Tačka topljenja	106 °C, 379 K, 223 °F ()
Tačka ključanja	146 °C, 419 K, 295 °F ()
Rastvorljivost u vodi	Freely soluble
pKa	4.19
Farmakologija
Proteinsko vezivanje	60-70%
Opasnost
NFPA 704	2 2 0
	(šta je ovo?) (verifikuj) ; Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala
	Infobox references

Piperazin je organsko jedinjenje koje se sastoji od šestočlanog prsten. On sadrži dva atoma azota na suprotnim stranama prstena.^[7]^[8] Piperazin se javlja u obliku malih alkalni higroskopnih kristala sa slanim ukusom.

Piperazini su široka klasa hemijskih jedinjenja, mnoga od kojih imaju važne farmakološke osobine.^[9]

Hemija

Piperazin je dobro rastvoran u vodi i etilen glikolu, a nerastvoran je u dietil etru. On je slaba baza sa pK_b vrednošću od 4.19; pH 10% vodenog rastvora je 10.8-11.8. Piperazin lako apsorbuje vodu i ugljen dioksid iz vazduha. Mada se mnogi derivati piperazina prirodno javljaju, sam piperazin se može sintetisati reakcijom alkoholnog amonijaka sa 1,2-dihloroetanom, dejstvom natrijuma i etilen glikola na etilen diamin hidrohlorid, ili redukcijom pirazina sa natrijumom u etanolu.

Povezano

Reference

↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
↑ Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948863. edit
↑ ^6,0 ^6,1 ^6,2 ^6,3 The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (11th izd.). Merck Publishing. 1989. str. 7431. ISBN 0-911910-28-X.
↑ Clayden Jonathan, Nick Greeves, Stuart Warren, Peter Wothers (2001). Organic chemistry. Oxford, Oxfordshire: Oxford University Press. ISBN 0-19-850346-6.
↑ Smith, Michael B.; March, Jerry (2007). Advanced Organic Chemistry: Reactions, Mechanisms, and Structure (6th izd.). New York: Wiley-Interscience. ISBN 0-471-72091-7.
↑ Thomas L. Lemke, David A. Williams, ur. (2007). Foye's Principles of Medicinal Chemistry (6 izd.). Baltimore: Lippincott Willams & Wilkins. ISBN 0-7817-6879-9.

Literatura

Spoljašnje veze

Portal Hemija

Piperazin citrat

[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit

[2] Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.

[3] Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit

[4] Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.

[5] Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP. (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res 40 (Database issue): D1100-7. DOI:10.1093/nar/gkr777. PMID 21948863. edit

[Merck-6] 6,0 ^6,1 ^6,2 ^6,3 The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (11th izd.). Merck Publishing. 1989. str. 7431. ISBN 0-911910-28-X.

[Clayden1st-7] Clayden Jonathan, Nick Greeves, Stuart Warren, Peter Wothers (2001). Organic chemistry. Oxford, Oxfordshire: Oxford University Press. ISBN 0-19-850346-6.

[March6th-8] Smith, Michael B.; March, Jerry (2007). Advanced Organic Chemistry: Reactions, Mechanisms, and Structure (6th izd.). New York: Wiley-Interscience. ISBN 0-471-72091-7.

[Foye-9] Thomas L. Lemke, David A. Williams, ur. (2007). Foye's Principles of Medicinal Chemistry (6 izd.). Baltimore: Lippincott Willams & Wilkins. ISBN 0-7817-6879-9.

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