Alopurinol

Alopurinol
Klinički podaci
Prodajno ime	7HP, Adenock, Ailural, Allo-Puren
Drugs.com	Monografija
Način primene	Oralno
Farmakokinetički podaci
Poluvreme eliminacije	1-3 h
Izlučivanje	Fekalno
Identifikatori
CAS broj	315-30-0
ATC kod	M04AA01 (WHO)
PubChem	CID 2094
DrugBank	DB00437
ChemSpider	2010
ChEBI	CHEBI:40279
ChEMBL	CHEMBL1467
Hemijski podaci
Formula	C5H4N4O
Molarna masa	136,112
	SMILES O=C1N=CN=C2NNC=C12; ;
	InChI InChI=1S/C5H4N4O/c10-5-3-1-8-9-4(3)6-2-7-5/h1-2H,(H2,6,7,8,9,10) ; Key:OFCNXPDARWKPPY-UHFFFAOYSA-N ;
Fizički podaci
Tačka topljenja	350 °C (662 °F)

Alopurinol je organsko jedinjenje, koje sadrži 5 atoma ugljenika i ima molekulsku masu od 136,112 Da.^[1]^[2]^[3]^[4]^[5]^[6]^[7]

Osobine

Osobina	Vrednost
Broj akceptora vodonika	5
Broj donora vodonika	2
Broj rotacionih veza	0
Particioni koeficijent^[8] (ALogP)	-1,5
Rastvorljivost^[9] (logS, log(mol/L))	-0,4
Polarna površina^[10] (PSA, Å²)	65,8

Reference

^ Pacher P, Nivorozhkin A, Szabo C: Therapeutic effects of xanthine oxidase inhibitors: renaissance half a century after the discovery of allopurinol. Pacher, P.; Nivorozhkin, A.; Szabó, C. (2006 Mar). „Therapeutic effects of xanthine oxidase inhibitors: Renaissance half a century after the discovery of allopurinol”. Pharmacol Rev. 58 (1): 87—114. PMC 2233605 . PMID 16507884. doi:10.1124/pr.58.1.6. Проверите вредност парамет(а)ра за датум: |date= (помоћ)
^ Schlesinger N: Diagnosing and treating gout: a review to aid primary care physicians. Schlesinger, N. (2010 Mar). „Diagnosing and treating gout: A review to aid primary care physicians”. Postgrad Med. 122 (2): 157—61. PMID 20203467. doi:10.3810/pgm.2010.03.2133. Проверите вредност парамет(а)ра за датум: |date= (помоћ)
^ Suzuki I, Yamauchi T, Onuma M, Nozaki S: Allopurinol, an inhibitor of uric acid synthesis--can it be used for the treatment of metabolic syndrome and related disorders? Drugs Today (Barc). 2009 May; Suzuki, I.; Yamauchi, T.; Onuma, M.; Nozaki, S. (2009). „Allopurinol, an inhibitor of uric acid synthesis--can it be used for the treatment of metabolic syndrome and related disorders?”. Drugs of Today (Barcelona, Spain : 1998). 45 (5): 363—78. PMID 19584965. doi:10.1358/dot.2009.45.5.1370460.
^ Terkeltaub R: Update on gout: new therapeutic strategies and options. Terkeltaub, R. (2010 Jan). „Update on gout: New therapeutic strategies and options”. Nat Rev Rheumatol. 6 (1): 30—8. PMID 20046204. doi:10.1038/nrrheum.2009.236. Проверите вредност парамет(а)ра за датум: |date= (помоћ)
^ George J, Struthers AD: Role of urate, xanthine oxidase and the effects of allopurinol in vascular oxidative stress. Vasc Health Risk Manag. 5 (1): 265—72. 2009. Недостаје или је празан параметар |title= (помоћ). Epub 2009 Apr 8. PMID 19436671
^ Knox, C.; Law, V.; Jewison, T.; Liu, P.; Ly, S.; Frolkis, A.; Pon, A.; Banco, K.; Mak, C.; Neveu, V.; Djoumbou, Y.; Eisner, R.; Guo, A. C.; Wishart, D. S. (2011). „DrugBank 3.0: A comprehensive resource for 'Omics' research on drugs”. Nucleic Acids Research. 39 (Database issue): D1035—D1041. PMC 3013709 . PMID 21059682. doi:10.1093/nar/gkq1126.
^ Wishart, David S.; Knox, Craig; Guo, An Chi; Cheng, Dean; Shrivastava, Savita; Tzur, Dan; Gautam, Bijaya; Hassanali, Murtaza (2008). „DrugBank: A knowledgebase for drugs, drug actions and drug targets”. Nucleic Acids Research. 36 (Database issue): D901—D906. PMC 2238889 . PMID 18048412. doi:10.1093/nar/gkm958.
^ Ghose, Arup K.; Viswanadhan, Vellarkad N.; Wendoloski, John J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragmental Methods: An Analysis of ALOGP and CLOGP Methods”. The Journal of Physical Chemistry A. 102 (21): 3762—3772. Bibcode:1998JPCA..102.3762G. doi:10.1021/jp980230o.
^ Tetko, Igor V.; Tanchuk, Vsevolod Yu.; Kasheva, Tamara N.; Villa, Alessandro E. P. (2001). „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Journal of Chemical Information and Computer Sciences. 41 (6): 1488—1493. PMID 11749573. doi:10.1021/ci000392t.
^ Ertl, Peter; Rohde, Bernhard; Selzer, Paul (2000). „Fast Calculation of Molecular Polar Surface Area as a Sum of Fragment-Based Contributions and Its Application to the Prediction of Drug Transport Properties”. Journal of Medicinal Chemistry. 43 (20): 3714—3717. PMID 11020286. doi:10.1021/jm000942e.

Literatura

Hardman JG, Limbird LE, Gilman AG (2001). Goodman & Gilman's The Pharmacological Basis of Therapeutics (10. изд.). New York: McGraw-Hill. ISBN 0071354697. doi:10.1036/0071422803.
Thomas L. Lemke; David A. Williams, ур. (2007). Foye's Principles of Medicinal Chemistry (6. изд.). Baltimore: Lippincott Willams & Wilkins. ISBN 0781768799.

Spoljašnje veze

Allopurinol

Molimo Vas, obratite pažnju na važno upozorenje
u vezi sa temama iz oblasti medicine (zdravlja).

[1] Pacher P, Nivorozhkin A, Szabo C: Therapeutic effects of xanthine oxidase inhibitors: renaissance half a century after the discovery of allopurinol. Pacher, P.; Nivorozhkin, A.; Szabó, C. (2006 Mar). „Therapeutic effects of xanthine oxidase inhibitors: Renaissance half a century after the discovery of allopurinol”. Pharmacol Rev. 58 (1): 87—114. PMC 2233605 . PMID 16507884. doi:10.1124/pr.58.1.6. Проверите вредност парамет(а)ра за датум: |date= (помоћ)

[2] Schlesinger N: Diagnosing and treating gout: a review to aid primary care physicians. Schlesinger, N. (2010 Mar). „Diagnosing and treating gout: A review to aid primary care physicians”. Postgrad Med. 122 (2): 157—61. PMID 20203467. doi:10.3810/pgm.2010.03.2133. Проверите вредност парамет(а)ра за датум: |date= (помоћ)

[3] Suzuki I, Yamauchi T, Onuma M, Nozaki S: Allopurinol, an inhibitor of uric acid synthesis--can it be used for the treatment of metabolic syndrome and related disorders? Drugs Today (Barc). 2009 May; Suzuki, I.; Yamauchi, T.; Onuma, M.; Nozaki, S. (2009). „Allopurinol, an inhibitor of uric acid synthesis--can it be used for the treatment of metabolic syndrome and related disorders?”. Drugs of Today (Barcelona, Spain : 1998). 45 (5): 363—78. PMID 19584965. doi:10.1358/dot.2009.45.5.1370460.

[4] Terkeltaub R: Update on gout: new therapeutic strategies and options. Terkeltaub, R. (2010 Jan). „Update on gout: New therapeutic strategies and options”. Nat Rev Rheumatol. 6 (1): 30—8. PMID 20046204. doi:10.1038/nrrheum.2009.236. Проверите вредност парамет(а)ра за датум: |date= (помоћ)

[5] George J, Struthers AD: Role of urate, xanthine oxidase and the effects of allopurinol in vascular oxidative stress. Vasc Health Risk Manag. 5 (1): 265—72. 2009. Недостаје или је празан параметар |title= (помоћ). Epub 2009 Apr 8. PMID 19436671

[6] Knox, C.; Law, V.; Jewison, T.; Liu, P.; Ly, S.; Frolkis, A.; Pon, A.; Banco, K.; Mak, C.; Neveu, V.; Djoumbou, Y.; Eisner, R.; Guo, A. C.; Wishart, D. S. (2011). „DrugBank 3.0: A comprehensive resource for 'Omics' research on drugs”. Nucleic Acids Research. 39 (Database issue): D1035—D1041. PMC 3013709 . PMID 21059682. doi:10.1093/nar/gkq1126.

[7] Wishart, David S.; Knox, Craig; Guo, An Chi; Cheng, Dean; Shrivastava, Savita; Tzur, Dan; Gautam, Bijaya; Hassanali, Murtaza (2008). „DrugBank: A knowledgebase for drugs, drug actions and drug targets”. Nucleic Acids Research. 36 (Database issue): D901—D906. PMC 2238889 . PMID 18048412. doi:10.1093/nar/gkm958.

[8] Ghose, Arup K.; Viswanadhan, Vellarkad N.; Wendoloski, John J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragmental Methods: An Analysis of ALOGP and CLOGP Methods”. The Journal of Physical Chemistry A. 102 (21): 3762—3772. Bibcode:1998JPCA..102.3762G. doi:10.1021/jp980230o.

[9] Tetko, Igor V.; Tanchuk, Vsevolod Yu.; Kasheva, Tamara N.; Villa, Alessandro E. P. (2001). „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Journal of Chemical Information and Computer Sciences. 41 (6): 1488—1493. PMID 11749573. doi:10.1021/ci000392t.

[10] Ertl, Peter; Rohde, Bernhard; Selzer, Paul (2000). „Fast Calculation of Molecular Polar Surface Area as a Sum of Fragment-Based Contributions and Its Application to the Prediction of Drug Transport Properties”. Journal of Medicinal Chemistry. 43 (20): 3714—3717. PMID 11020286. doi:10.1021/jm000942e.

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