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.

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