Rifaksimin

Rifaksimin
Klinički podaci
Prodajno ime	Fatroximin, Normix, Rifacol, Ritacol
Drugs.com	Monografija
Način primene	Oralno
Farmakokinetički podaci
Poluvreme eliminacije	6 h
Identifikatori
CAS broj	80621-81-4
ATC kod	A07AA11 (WHO), D06AX11
PubChem	CID 6436173
DrugBank	DB01220
ChemSpider	4940837
ChEMBL	CHEMBL1617
Hemijski podaci
Formula	C43H51N3O11
Molarna masa	785,879
	SMILES CO[C@H]1\C=C\O[C@@]2(C)OC3=C(C)C(O)=C4C(O)=C(NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@@H]1C)C1=C(N=C5C=C(C)C=CN15)C4=C3C2=O; ;
	InChI InChI=1S/C43H51N3O11/c1-19-14-16-46-28(18-19)44-32-29-30-37(50)25(7)40-31(29)41(52)43(9,57-40)55-17-15-27(54-10)22(4)39(56-26(8)47)24(6)36(49)23(5)35(48)20(2)12-11-13-21(3)42(53)45-33(34(32)46)38(30)51/h11-18,20,22-24,27,35-36,39,48-51H,1-10H3,(H,45,53)/b12-11+,17-15+,21-13-/t20-,22+,23+,24+,27-,35-,36+,39+,43-/m0/s1 ; Key:NZCRJKRKKOLAOJ-XRCRFVBUSA-N ;

Rifaksimin je organsko jedinjenje, koje sadrži 43 atoma ugljenika i ima molekulsku masu od 785,879 Da.^[1]^[2]^[3]^[4]^[5]

Osobine

Osobina	Vrednost
Broj akceptora vodonika	12
Broj donora vodonika	5
Broj rotacionih veza	3
Particioni koeficijent^[6] (ALogP)	4,8
Rastvorljivost^[7] (logS, log(mol/L))	-8,2
Polarna površina^[8] (PSA, Å²)	198,4

Reference

^ Cottreau, Jessica; Baker, Shannon F.; Dupont, Herbert L.; Garey, Kevin W. (јул 2010). „Rifaximin: A nonsystemic rifamycin antibiotic for gastrointestinal infections”. Expert Rev Anti Infect Ther. 8 (7): 747—60. PMID 20586560. doi:10.1586/eri.10.58.
^ Williams, R.; Bass, N. (2005). „Rifaximin, a nonabsorbed oral antibiotic, in the treatment of hepatic encephalopathy: Antimicrobial activity, efficacy, and safety”. Rev Gastroenterol Disord. 5 (1): S10—8. PMID 15976747.
^ Koo, Hoonmo L.; Dupont, Herbert L. (јануар 2010). „Rifaximin: A unique gastrointestinal-selective antibiotic for enteric diseases”. Curr Opin Gastroenterol. 26 (1): 17—25. PMC 4737517  . PMID 19881343. doi:10.1097/MOG.0b013e328333dc8d.
^ 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. 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

Rifaximin

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

[1] Cottreau, Jessica; Baker, Shannon F.; Dupont, Herbert L.; Garey, Kevin W. (јул 2010). „Rifaximin: A nonsystemic rifamycin antibiotic for gastrointestinal infections”. Expert Rev Anti Infect Ther. 8 (7): 747—60. PMID 20586560. doi:10.1586/eri.10.58.

[2] Williams, R.; Bass, N. (2005). „Rifaximin, a nonabsorbed oral antibiotic, in the treatment of hepatic encephalopathy: Antimicrobial activity, efficacy, and safety”. Rev Gastroenterol Disord. 5 (1): S10—8. PMID 15976747.

[3] Koo, Hoonmo L.; Dupont, Herbert L. (јануар 2010). „Rifaximin: A unique gastrointestinal-selective antibiotic for enteric diseases”. Curr Opin Gastroenterol. 26 (1): 17—25. PMC 4737517  . PMID 19881343. doi:10.1097/MOG.0b013e328333dc8d.

[4] 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.

[5] 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.

[6] 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. doi:10.1021/jp980230o.

[7] 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.

[8] 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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