Metformin

Metformin
Nazivi
	Drugi nazivi Apo-Metformin, Fortamet, Gen-Metformin, Glucophage
Identifikacija
CAS broj	657-24-9 ;
3D model (Jmol)	interaktivna slika;
ChEBI	CHEBI:6801 ;
ChemSpider	3949 ;
DrugBank	DB00331;
ECHA InfoCard	100.010.472
KEGG	C07151 ;
PubChem C ID	4091;
	SMILES CN(C)C(=N)NC(N)=N; ; ; ; ; ;
Svojstva
Hemijska formula	C4H11N5
Molarna masa	129,164
Tačka topljenja	223-226
Farmakologija
Način primene	Oralno
	Farmakokinetika:
Poluvreme eliminacije	8-12 h
Izlučivanje	Renalno
	Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje materijala (na 25 °C [77 °F], 100 kPa).
	verifikuj (šta je ?)
	Reference infokutije

Metformin je organsko jedinjenje, koje sadrži 4 atoma ugljenika i ima molekulsku masu od 129,164 Da.^[4]^[5]^[6]^[7]^[8]^[9]^[10]

Osobine

Osobina	Vrednost
Broj akceptora vodonika	2
Broj donora vodonika	4
Broj rotacionih veza	3
Particioni koeficijent^[11] (ALogP)	-0,7
Rastvorljivost^[12] (logS, log(mol/L))	1,6
Polarna površina^[13] (PSA, Å²)	89,0

Reference

^ 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.
^ 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. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди
^ 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.
^ Witters LA (октобар 2001). . „The blooming of the French lilac”. J Clin Invest. 108 (8): 1105—7. PMC 209536 . PMID 11602616. doi:10.1172/JCI14178.
^ UNGAR G, FREEDMAN L, SHAPIRO SL (мај 1957). . „Pharmacological studies of a new oral hypoglycemic drug”. Proc Soc Exp Biol Med. 95 (1): 190—2. PMID 13432032. doi:10.3181/00379727-95-23163.
^ Lord JM, Flight IH, Norman RJ: Metformin in polycystic ovary syndrome: systematic review and meta-analysis. BMJ. 25;Lord, J. M.; Flight, I. H.; Norman, R. J. (октобар 2003). . „Metformin in polycystic ovary syndrome: Systematic review and meta-analysis”. BMJ (Clinical Research Ed.). 327 (7421): 951—3. PMC 259161 . PMID 14576245. doi:10.1136/bmj.327.7421.951.
^ Marchesini G, Brizi M, Bianchi G, Tomassetti S, Zoli M, Melchionda N: Metformin in non-alcoholic steatohepatitis. Lancet. 15;Marchesini, G.; Brizi, M.; Bianchi, G.; Tomassetti, S.; Zoli, M.; Melchionda, N. (септембар 2001). . „Metformin in non-alcoholic steatohepatitis”. Lancet (London, England). 358 (9285): 893—4. PMID 11567710. doi:10.1016/s0140-6736(01)06042-1.
^ Nair S, Diehl AM, Wiseman M, Farr GH Jr, Perrillo RP (јул 2004). . „Metformin in the treatment of non-alcoholic steatohepatitis: a pilot open label trial”. Aliment Pharmacol Ther. 20 (1): 23—8. PMID 15225167. doi:10.1111/j.1365-2036.2004.02025.x.
^ 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

Clayden, Jonathan; Greeves, Nick; Warren, Stuart; Wothers, Peter (2001). Organic Chemistry (I изд.). Oxford University Press. ISBN 978-0-19-850346-0.
Smith, Michael B.; March, Jerry (2007). Advanced Organic Chemistry: Reactions, Mechanisms, and Structure (6th изд.). New York: Wiley-Interscience. ISBN 0-471-72091-7.
Katritzky A.R.; Pozharskii A.F. (2000). Handbook of Heterocyclic Chemistry (Second изд.). Academic Press. ISBN 0080429882.

Spoljašnje veze

Metformin

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

[1] 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.

[2] 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. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди

[3] 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.

[4] Witters LA (октобар 2001). . „The blooming of the French lilac”. J Clin Invest. 108 (8): 1105—7. PMC 209536 . PMID 11602616. doi:10.1172/JCI14178.

[5] UNGAR G, FREEDMAN L, SHAPIRO SL (мај 1957). . „Pharmacological studies of a new oral hypoglycemic drug”. Proc Soc Exp Biol Med. 95 (1): 190—2. PMID 13432032. doi:10.3181/00379727-95-23163.

[6] Lord JM, Flight IH, Norman RJ: Metformin in polycystic ovary syndrome: systematic review and meta-analysis. BMJ. 25;Lord, J. M.; Flight, I. H.; Norman, R. J. (октобар 2003). . „Metformin in polycystic ovary syndrome: Systematic review and meta-analysis”. BMJ (Clinical Research Ed.). 327 (7421): 951—3. PMC 259161 . PMID 14576245. doi:10.1136/bmj.327.7421.951.

[7] Marchesini G, Brizi M, Bianchi G, Tomassetti S, Zoli M, Melchionda N: Metformin in non-alcoholic steatohepatitis. Lancet. 15;Marchesini, G.; Brizi, M.; Bianchi, G.; Tomassetti, S.; Zoli, M.; Melchionda, N. (септембар 2001). . „Metformin in non-alcoholic steatohepatitis”. Lancet (London, England). 358 (9285): 893—4. PMID 11567710. doi:10.1016/s0140-6736(01)06042-1.

[8] Nair S, Diehl AM, Wiseman M, Farr GH Jr, Perrillo RP (јул 2004). . „Metformin in the treatment of non-alcoholic steatohepatitis: a pilot open label trial”. Aliment Pharmacol Ther. 20 (1): 23—8. PMID 15225167. doi:10.1111/j.1365-2036.2004.02025.x.

[9] 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.

[10] 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.

[11] 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.

[12] 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.

[13] 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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