Ribavirin

Ribavirin
Klinički podaci
Prodajno ime	Copegus, Rebetol, Rebetron, Rebretron
Drugs.com	Monografija
Način primene	Respiratorno (inhalacija)
Farmakokinetički podaci
Poluvreme eliminacije	9,5 h
Identifikatori
CAS broj	36791-04-5
ATC kod	J05AB04 (WHO)
PubChem	CID 37542
DrugBank	DB00811
ChemSpider	34439
ChEMBL	CHEMBL1643
Hemijski podaci
Formula	C8H12N4O5
Molarna masa	244,205
	SMILES NC(=O)C1=NN(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O; ;
	InChI InChI=1S/C8H12N4O5/c9-6(16)7-10-2-12(11-7)8-5(15)4(14)3(1-13)17-8/h2-5,8,13-15H,1H2,(H2,9,16)/t3-,4-,5-,8-/m1/s1 ; Key:IWUCXVSUMQZMFG-AFCXAGJDSA-N ;
Fizički podaci
Tačka topljenja	174—176 °C (345—349 °F)

Ribavirin je organsko jedinjenje, koje sadrži 8 atoma ugljenika i ima molekulsku masu od 244,205 Da.^[1]^[2]^[3]^[4]^[5]^[6]

Osobine

Osobina	Vrednost
Broj akceptora vodonika	7
Broj donora vodonika	4
Broj rotacionih veza	3
Particioni koeficijent^[7] (ALogP)	-2,7
Rastvorljivost^[8] (logS, log(mol/L))	-0,3
Polarna površina^[9] (PSA, Å²)	143,7

Reference

^ Sidwell RW, Bailey KW, Wong MH, Barnard DL, Smee DF (2005 Oct). . „In vitro and in vivo influenza virus-inhibitory effects of viramidine”. Antiviral Res. 68 (1): 10—7. PMID 16087250. Проверите вредност парамет(а)ра за датум: |date= (помоћ)
^ Sidwell RW, Huffman JH, Khare GP, Allen LB, Witkowski JT, Robins RK: Broad-spectrum antiviral activity of Virazole: 1-beta-D-ribofuranosyl-1,2,4-triazole-3-carboxamide. Science. . . 177 (50): 705—6. 1972 Aug 25. PMID 4340949. Проверите вредност парамет(а)ра за датум: |date= (помоћ); Недостаје или је празан параметар |title= (помоћ)
^ Alvarez D, Dieterich DT, Brau N, Moorehead L, Ball L, Sulkowski MS (2006 Oct). . „Zidovudine use but not weight-based ribavirin dosing impacts anaemia during HCV treatment in HIV-infected persons”. J Viral Hepat. 13 (10): 683—9. PMID 16970600. Проверите вредност парамет(а)ра за датум: |date= (помоћ)
^ Bani-Sadr F, Carrat F, Pol S, Hor R, Rosenthal E, Goujard C, Morand P, Lunel-Fabiani F, Salmon-Ceron D, Piroth L, Pialoux G, Bentata M, Cacoub P, Perronne C: Risk factors for symptomatic mitochondrial toxicity in HIV/hepatitis C virus-coinfected patients during interferon plus ribavirin-based therapy. . J Acquir Immune Defic Syndr. 40 (1): 47—52. 2005 Sep 1. PMID 16123681. Проверите вредност парамет(а)ра за датум: |date= (помоћ); Недостаје или је празан параметар |title= (помоћ)
^ 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

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

Ribavirin

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

[1] Sidwell RW, Bailey KW, Wong MH, Barnard DL, Smee DF (2005 Oct). . „In vitro and in vivo influenza virus-inhibitory effects of viramidine”. Antiviral Res. 68 (1): 10—7. PMID 16087250. Проверите вредност парамет(а)ра за датум: |date= (помоћ)

[2] Sidwell RW, Huffman JH, Khare GP, Allen LB, Witkowski JT, Robins RK: Broad-spectrum antiviral activity of Virazole: 1-beta-D-ribofuranosyl-1,2,4-triazole-3-carboxamide. Science. . . 177 (50): 705—6. 1972 Aug 25. PMID 4340949. Проверите вредност парамет(а)ра за датум: |date= (помоћ); Недостаје или је празан параметар |title= (помоћ)

[3] Alvarez D, Dieterich DT, Brau N, Moorehead L, Ball L, Sulkowski MS (2006 Oct). . „Zidovudine use but not weight-based ribavirin dosing impacts anaemia during HCV treatment in HIV-infected persons”. J Viral Hepat. 13 (10): 683—9. PMID 16970600. Проверите вредност парамет(а)ра за датум: |date= (помоћ)

[4] Bani-Sadr F, Carrat F, Pol S, Hor R, Rosenthal E, Goujard C, Morand P, Lunel-Fabiani F, Salmon-Ceron D, Piroth L, Pialoux G, Bentata M, Cacoub P, Perronne C: Risk factors for symptomatic mitochondrial toxicity in HIV/hepatitis C virus-coinfected patients during interferon plus ribavirin-based therapy. . J Acquir Immune Defic Syndr. 40 (1): 47—52. 2005 Sep 1. PMID 16123681. Проверите вредност парамет(а)ра за датум: |date= (помоћ); Недостаје или је празан параметар |title= (помоћ)

[5] 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.

[6] 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.

[7] 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.

[8] 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.

[9] 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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