Pioglitazon

Pioglitazon
Klinički podaci
Prodajno ime	Actos, Actost, Glustin
Drugs.com	Monografija
Način primene	Oralno
Farmakokinetički podaci
Poluvreme eliminacije	3-7 h
Identifikatori
CAS broj	111025-46-8
ATC kod	A10BG03 (WHO)
PubChem	CID 4829
IUPHAR/BPS	2694
DrugBank	DB01132
ChemSpider	4663
KEGG	C07675
ChEBI	CHEBI:8228
ChEMBL	CHEMBL595
Hemijski podaci
Formula	C19H20N2O3S
Molarna masa	356,439
	SMILES CCC1=CN=C(CCOC2=CC=C(CC3SC(=O)NC3=O)C=C2)C=C1; ;
	InChI InChI=1S/C19H20N2O3S/c1-2-13-3-6-15(20-12-13)9-10-24-16-7-4-14(5-8-16)11-17-18(22)21-19(23)25-17/h3-8,12,17H,2,9-11H2,1H3,(H,21,22,23) ; Key:HYAFETHFCAUJAY-UHFFFAOYSA-N ;
Fizički podaci
Tačka topljenja	183—184 °C (361—363 °F)

Pioglitazon je organsko jedinjenje, koje sadrži 19 atoma ugljenika i ima molekulsku masu od 356,439 Da.^[1]^[2]^[3]^[4]^[5]

Osobine

Osobina	Vrednost
Broj akceptora vodonika	5
Broj donora vodonika	1
Broj rotacionih veza	7
Particioni koeficijent^[6] (ALogP)	3,9
Rastvorljivost^[7] (logS, log(mol/L))	-5,5
Polarna površina^[8] (PSA, Å²)	93,6

Reference

^ Colca, J. R.; McDonald, W. G.; Waldon, D. J.; Leone, J. W.; Lull, J. M.; Bannow, C. A.; Lund, E. T.; Mathews, W. R. (2004). „Identification of a novel mitochondrial protein ("mitoNEET") cross-linked specifically by a thiazolidinedione photoprobe”. American Journal of Physiology. Endocrinology and Metabolism. 286 (2): E252—60. PMID 14570702. doi:10.1152/ajpendo.00424.2003.
^ Paddock, M. L.; Wiley, S. E.; Axelrod, H. L.; Cohen, A. E.; Roy, M.; Abresch, E. C.; Capraro, D.; Murphy, A. N.; Nechushtai, R.; Dixon, J. E.; Jennings, P. A. (2007). „MitoNEET is a uniquely folded 2Fe 2S outer mitochondrial membrane protein stabilized by pioglitazone”. Proceedings of the National Academy of Sciences of the United States of America. 104 (36): 14342—14347. Bibcode:2007PNAS..10414342P. PMC 1963346 . PMID 17766440. doi:10.1073/pnas.0707189104 .
^ Lincoff, A. M.; Wolski, K.; Nicholls, S. J.; Nissen, S. E. (2007-09-12). „Pioglitazone and risk of cardiovascular events in patients with type 2 diabetes mellitus: A meta-analysis of randomized trials”. JAMA. 298 (10): 1180—8. PMID 17848652. doi:10.1001/jama.298.10.1180.
^ 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—41. PMC 3013709 . PMID 21059682. doi:10.1093/nar/gkq1126.
^ Wishart, D. S.; Knox, C.; Guo, A. C.; Cheng, D.; Shrivastava, S.; Tzur, D.; Gautam, B.; Hassanali, M. (2008). „DrugBank: A knowledgebase for drugs, drug actions and drug targets”. Nucleic Acids Research. 36 (Database issue): D901—6. PMC 2238889 . PMID 18048412. doi:10.1093/nar/gkm958.
^ Ghose, A.K.; Viswanadhan V.N. & Wendoloski, J.J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragment Methods: An Analysis of AlogP and CLogP Methods”. J. Phys. Chem. A. 102: 3762—3772. doi:10.1021/jp980230o.
^ Tetko, I. V.; Tanchuk, V. Y.; Kasheva, T. N.; Villa, A. E. (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, P.; Rohde, B.; Selzer, P. (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

Pioglitazone

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

[1] Colca, J. R.; McDonald, W. G.; Waldon, D. J.; Leone, J. W.; Lull, J. M.; Bannow, C. A.; Lund, E. T.; Mathews, W. R. (2004). „Identification of a novel mitochondrial protein ("mitoNEET") cross-linked specifically by a thiazolidinedione photoprobe”. American Journal of Physiology. Endocrinology and Metabolism. 286 (2): E252—60. PMID 14570702. doi:10.1152/ajpendo.00424.2003.

[2] Paddock, M. L.; Wiley, S. E.; Axelrod, H. L.; Cohen, A. E.; Roy, M.; Abresch, E. C.; Capraro, D.; Murphy, A. N.; Nechushtai, R.; Dixon, J. E.; Jennings, P. A. (2007). „MitoNEET is a uniquely folded 2Fe 2S outer mitochondrial membrane protein stabilized by pioglitazone”. Proceedings of the National Academy of Sciences of the United States of America. 104 (36): 14342—14347. Bibcode:2007PNAS..10414342P. PMC 1963346 . PMID 17766440. doi:10.1073/pnas.0707189104 .

[3] Lincoff, A. M.; Wolski, K.; Nicholls, S. J.; Nissen, S. E. (2007-09-12). „Pioglitazone and risk of cardiovascular events in patients with type 2 diabetes mellitus: A meta-analysis of randomized trials”. JAMA. 298 (10): 1180—8. PMID 17848652. doi:10.1001/jama.298.10.1180.

[4] 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—41. PMC 3013709 . PMID 21059682. doi:10.1093/nar/gkq1126.

[5] Wishart, D. S.; Knox, C.; Guo, A. C.; Cheng, D.; Shrivastava, S.; Tzur, D.; Gautam, B.; Hassanali, M. (2008). „DrugBank: A knowledgebase for drugs, drug actions and drug targets”. Nucleic Acids Research. 36 (Database issue): D901—6. PMC 2238889 . PMID 18048412. doi:10.1093/nar/gkm958.

[6] Ghose, A.K.; Viswanadhan V.N. & Wendoloski, J.J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragment Methods: An Analysis of AlogP and CLogP Methods”. J. Phys. Chem. A. 102: 3762—3772. doi:10.1021/jp980230o.

[7] Tetko, I. V.; Tanchuk, V. Y.; Kasheva, T. N.; Villa, A. E. (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.

[8] Ertl, P.; Rohde, B.; Selzer, P. (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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