Gabapentin

Gabapentin
Klinički podaci
Prodajno ime	Aclonium, Neurontin, Novo-Gabapentin
Drugs.com	Monografija
Način primene	Oralno
Farmakokinetički podaci
Poluvreme eliminacije	5-7 h
Izlučivanje	Renalno
Identifikatori
CAS broj	60142-96-3
ATC kod	N03AX12 (WHO)
PubChem	CID 3446
DrugBank	DB00996
ChemSpider	3328
ChEMBL	CHEMBL940
Hemijski podaci
Formula	C9H17NO2
Molarna masa	171,237
	SMILES NCC1(CC(O)=O)CCCCC1; ;
	InChI InChI=1S/C9H17NO2/c10-7-9(6-8(11)12)4-2-1-3-5-9/h1-7,10H2,(H,11,12) ; Key:UGJMXCAKCUNAIE-UHFFFAOYSA-N ;
Fizički podaci
Tačka topljenja	162—166 °C (324—331 °F)

Gabapentin je organsko jedinjenje, koje sadrži 9 atoma ugljenika i ima molekulsku masu od 171,237 Da.^[1]^[2]^[3]^[4]^[5]^[6]^[7]^[8]^[9]

Osobine

Osobina	Vrednost
Broj akceptora vodonika	3
Broj donora vodonika	2
Broj rotacionih veza	3
Particioni koeficijent^[10] (ALogP)	-1,5
Rastvorljivost^[11] (logS, log(mol/L))	-2,0
Polarna površina^[12] (PSA, Å²)	63,3

Reference

^ Mathew, N. T.; Rapoport, A.; Saper, J.; Magnus, L.; Klapper, J.; Ramadan, N.; Stacey, B.; Tepper, S. (фебруар 2001). . „Efficacy of gabapentin in migraine prophylaxis”. Headache.. 41 (2): 119—28. PMID 11251695. doi:10.1046/j.1526-4610.2001.111006119.x.
^ Backonja, M. M.; Serra, J. (2004). . „Pharmacologic management part 1: Better-studied neuropathic pain diseases”. Pain Medicine (Malden, Mass.). 5 Suppl 1: S28—47. PMID 14996228. doi:10.1111/j.1526-4637.2004.04020.x.
^ Choudhuri, I.; Sarvananthan, N.; Gottlob, I. (септембар 2007). . „Survey of management of acquired nystagmus in the United Kingdom”. Eye. 21 (9): 1194—7. PMID 16732211. doi:10.1038/sj.eye.6702434.
^ Pande, A. C.; Crockatt, J. G.; Janney, C. A.; Werth, J. L.; Tsaroucha, G. (2000). . „Gabapentin in bipolar disorder: A placebo-controlled trial of adjunctive therapy. Gabapentin Bipolar Disorder Study Group”. Bipolar Disorders. 2 (3 Pt 2): 249—255. PMID 11249802. doi:10.1034/j.1399-5618.2000.20305.x.
^ Su, T. Z.; Feng, M. R.; Weber ML. (јун 2005). . „Mediation of highly concentrative uptake of pregabalin by L-type amino acid transport in Chinese hamster ovary and Caco-2 cells.”. J Pharmacol Exp Ther.. 313 (3): 1406—15. PMID 15769862. doi:10.1124/jpet.104.082255. . Epub 2005 Mar 15. .
^ 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.
^ Khademi S, Ghaffarpasand F, Heiran HR, Asefi A (2010). . „Effects of preoperative gabapentin on postoperative nausea and vomiting after open cholecystectomy: A prospective randomized double-blind placebo-controlled study”. Med Princ Pract. 19 (1): 57—60. PMID 19996621. doi:10.1159/000252836.
^ Bashir F, Bhat KM, Qazi S, Hashia AM (2009). . „A randomized, double blind, placebo controlled study evaluating preventive role of gabapentin for PONV in patients undergoing laparascopic cholecystectomy”. JK Sci. 11: 190—3.
^ 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, 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

Gabapentin

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

[1] Mathew, N. T.; Rapoport, A.; Saper, J.; Magnus, L.; Klapper, J.; Ramadan, N.; Stacey, B.; Tepper, S. (фебруар 2001). . „Efficacy of gabapentin in migraine prophylaxis”. Headache.. 41 (2): 119—28. PMID 11251695. doi:10.1046/j.1526-4610.2001.111006119.x.

[2] Backonja, M. M.; Serra, J. (2004). . „Pharmacologic management part 1: Better-studied neuropathic pain diseases”. Pain Medicine (Malden, Mass.). 5 Suppl 1: S28—47. PMID 14996228. doi:10.1111/j.1526-4637.2004.04020.x.

[3] Choudhuri, I.; Sarvananthan, N.; Gottlob, I. (септембар 2007). . „Survey of management of acquired nystagmus in the United Kingdom”. Eye. 21 (9): 1194—7. PMID 16732211. doi:10.1038/sj.eye.6702434.

[4] Pande, A. C.; Crockatt, J. G.; Janney, C. A.; Werth, J. L.; Tsaroucha, G. (2000). . „Gabapentin in bipolar disorder: A placebo-controlled trial of adjunctive therapy. Gabapentin Bipolar Disorder Study Group”. Bipolar Disorders. 2 (3 Pt 2): 249—255. PMID 11249802. doi:10.1034/j.1399-5618.2000.20305.x.

[5] Su, T. Z.; Feng, M. R.; Weber ML. (јун 2005). . „Mediation of highly concentrative uptake of pregabalin by L-type amino acid transport in Chinese hamster ovary and Caco-2 cells.”. J Pharmacol Exp Ther.. 313 (3): 1406—15. PMID 15769862. doi:10.1124/jpet.104.082255. . Epub 2005 Mar 15. .

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

[7] 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.

[8] Khademi S, Ghaffarpasand F, Heiran HR, Asefi A (2010). . „Effects of preoperative gabapentin on postoperative nausea and vomiting after open cholecystectomy: A prospective randomized double-blind placebo-controlled study”. Med Princ Pract. 19 (1): 57—60. PMID 19996621. doi:10.1159/000252836.

[9] Bashir F, Bhat KM, Qazi S, Hashia AM (2009). . „A randomized, double blind, placebo controlled study evaluating preventive role of gabapentin for PONV in patients undergoing laparascopic cholecystectomy”. JK Sci. 11: 190—3.

[10] 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.

[11] 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.

[12] 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.

[1]

[2]

[3]

[4]

[5]

[6]

[7]

[8]

[9]

[10]

[11]

[12]