Primakvin

Primakvin
Klinički podaci
Prodajno ime	Neo-Quipenyl, Primachin
Drugs.com	Monografija
Način primene	Oralno
Farmakokinetički podaci
Poluvreme eliminacije	3,7-7,4 h
Identifikatori
CAS broj	90-34-6
ATC kod	P01BA03 (WHO)
PubChem	CID 4908
DrugBank	DB01087
ChemSpider	4739
KEGG	C07627
ChEBI	CHEBI:8405
ChEMBL	CHEMBL506
Hemijski podaci
Formula	C15H21N3O
Molarna masa	259,347
	SMILES COC1=CC(NC(C)CCCN)=C2N=CC=CC2=C1; ;
	InChI InChI=1S/C15H21N3O/c1-11(5-3-7-16)18-14-10-13(19-2)9-12-6-4-8-17-15(12)14/h4,6,8-11,18H,3,5,7,16H2,1-2H3 ; Key:INDBQLZJXZLFIT-UHFFFAOYSA-N ;
Fizički podaci
Tačka ključanja	177 °C (351 °F)

Primakvin je organsko jedinjenje, koje sadrži 15 atoma ugljenika i ima molekulsku masu od 259,347 Da.^[1]^[2]^[3]^[4]^[5]^[6]^[7]

Osobine

Osobina	Vrednost
Broj akceptora vodonika	4
Broj donora vodonika	2
Broj rotacionih veza	6
Particioni koeficijent^[8] (ALogP)	2,0
Rastvorljivost^[9] (logS, log(mol/L))	-4,2
Polarna površina^[10] (PSA, Å²)	60,2

Reference

^ Mihaly, G. W.; Ward, S. A.; Edwards, G.; Nicholl, D. D.; Orme, M. L.; Breckenridge, A. M. (јун 1985). „Pharmacokinetics of primaquine in man. I. Studies of the absolute bioavailability and effects of dose size”. British Journal of Clinical Pharmacology. 19 (6): 745—50. PMC 1463857 . PMID 4027117. doi:10.1111/j.1365-2125.1985.tb02709.x.
^ ALVING AS; ARNOLD J; HOCKWALD RS; CLAYMAN CB; DERN RJ; BEUTLER E; FLANAGAN CL (август 1955). „Potentiation of the curative action of primaquine in vivax malaria by quinine and chloroquine”. The Journal of Laboratory and Clinical Medicine. 46 (2): 301—6. PMID 13242948.
^ Hill, D. R.; Baird, J. K.; Parise, M. E.; Lewis, L. S.; Ryan, E. T.; Magill, A. J. (септембар 2006). „Primaquine: Report from CDC expert meeting on malaria chemoprophylaxis I”. The American Journal of Tropical Medicine and Hygiene. 75 (3): 402—15. PMID 16968913. doi:10.4269/ajtmh.2006.75.402.
^ Cohen, R. J.; Sachs, J. R.; Wicker, D. J.; Conrad, M. E. (новембар 1968). „Methemoglobinemia provoked by malarial chemoprophylaxis in Vietnam”. The New England Journal of Medicine. 279 (21): 1127—31. PMID 5686480. doi:10.1056/NEJM196811212792102.
^ Coleman, M. D.; Coleman, N. A. (јун 1996). „Drug-induced methaemoglobinaemia. Treatment issues”. Drug Safety. 14 (6): 394—405. PMID 8828017. doi:10.2165/00002018-199614060-00005.
^ 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, 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

Primaquine

[1] Mihaly, G. W.; Ward, S. A.; Edwards, G.; Nicholl, D. D.; Orme, M. L.; Breckenridge, A. M. (јун 1985). „Pharmacokinetics of primaquine in man. I. Studies of the absolute bioavailability and effects of dose size”. British Journal of Clinical Pharmacology. 19 (6): 745—50. PMC 1463857 . PMID 4027117. doi:10.1111/j.1365-2125.1985.tb02709.x.

[2] ALVING AS; ARNOLD J; HOCKWALD RS; CLAYMAN CB; DERN RJ; BEUTLER E; FLANAGAN CL (август 1955). „Potentiation of the curative action of primaquine in vivax malaria by quinine and chloroquine”. The Journal of Laboratory and Clinical Medicine. 46 (2): 301—6. PMID 13242948.

[3] Hill, D. R.; Baird, J. K.; Parise, M. E.; Lewis, L. S.; Ryan, E. T.; Magill, A. J. (септембар 2006). „Primaquine: Report from CDC expert meeting on malaria chemoprophylaxis I”. The American Journal of Tropical Medicine and Hygiene. 75 (3): 402—15. PMID 16968913. doi:10.4269/ajtmh.2006.75.402.

[4] Cohen, R. J.; Sachs, J. R.; Wicker, D. J.; Conrad, M. E. (новембар 1968). „Methemoglobinemia provoked by malarial chemoprophylaxis in Vietnam”. The New England Journal of Medicine. 279 (21): 1127—31. PMID 5686480. doi:10.1056/NEJM196811212792102.

[5] Coleman, M. D.; Coleman, N. A. (јун 1996). „Drug-induced methaemoglobinaemia. Treatment issues”. Drug Safety. 14 (6): 394—405. PMID 8828017. doi:10.2165/00002018-199614060-00005.

[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] 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, 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.

[10] 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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Normativna kontrola
Međunarodne	FAST
Državne	Nemačka Izrael Sjedinjene Države