Метронидазол

Метронидазол
Klinički podaci
Prodajno ime	Orvagil, Metronidazol
Drugs.com	Monografija
Način primene	Oralno, intravaginalno, topikalno
Farmakokinetički podaci
Poluvreme eliminacije	6-8 h
Identifikatori
CAS број	443-48-1
ATC kod	A01AB17 (WHO), P01AB01
PubChem	CID 4173
DrugBank	DB00916
ChemSpider	4029
ChEBI	CHEBI:6909
ChEMBL	CHEMBL137
Hemijski podaci
Formula	C6H9N3O3
Molarna masa	171,154
	SMILES CC1=NC=C(N1CCO)[N+]([O-])=O; ;
	InChI InChI=1S/C6H9N3O3/c1-5-7-4-6(9(11)12)8(5)2-3-10/h4,10H,2-3H2,1H3 ; Key:VAOCPAMSLUNLGC-UHFFFAOYSA-N ;
Fizički podaci
Tačka topljenja	1.605 °C (2.921 °F)

Metronidazol je organsko jedinjenje, koje sadrži 6 atoma ugljenika i ima molekulsku masu od 171,154 Da.^[1]^[2]^[3]^[4]^[5]^[6]

Osobine

Osobina	Vrednost
Broj akceptora vodonika	4
Broj donora vodonika	1
Broj rotacionih veza	3
Particioni koeficijent^[7] (ALogP)	-0,3
Rastvorljivost^[8] (logS, log(mol/L))	-1,3
Polarna površina^[9] (PSA, Å²)	83,9

Reference

^ Shennan A, Crawshaw S, Briley A, Hawken J, Seed P, Jones G, Poston L (јануар 2006). „A randomised controlled trial of metronidazole for the prevention of preterm birth in women positive for cervicovaginal fetal fibronectin: the PREMET Study. BJOG”. 113 (1): 65—74. PMID 16398774.
^ Lamont RF: Can antibiotics prevent preterm birth--the pro and con debate. BJOG. 2005 Mar;112 Suppl. 1 67–73
^ Williams CS, Woodcock KR (фебруар 2000). „Do ethanol and metronidazole interact to produce a disulfiram-like reaction? Ann Pharmacother”. 34 (2): 255—7. PMID 10676835.
^ Visapaa JP, Tillonen JS, Kaihovaara PS, Salaspuro MP (јун 2002). „Lack of disulfiram-like reaction with metronidazole and ethanol. Ann Pharmacother”. 36 (6): 971—4. PMID 12022894.
^ 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 AC, Wishart DS (2011). „DrugBank 3.0: a comprehensive resource for omics research on drugs”. Nucleic Acids Res. 39 (Database issue): D1035—41. PMC 3013709 . PMID 21059682. doi:10.1093/nar/gkq1126.
^ David S. Wishart; Craig Knox; An Chi Guo; Dean Cheng; Savita Shrivastava; Dan Tzur; Bijaya Gautam; Murtaza Hassanali (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, A.K.; Viswanadhan V.N. & Wendoloski, J.J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragment Methods: An Analysis of AlogP and CLogP Methods”. J. Phys. Chem. A. 102: 3762—3772. doi:10.1021/jp980230o.
^ Tetko IV, Tanchuk VY, Kasheva TN, Villa AE (2001). „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Chem Inf. Comput. Sci. 41: 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”. J. Med. Chem. 43: 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

Metronidazole

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

[1] Shennan A, Crawshaw S, Briley A, Hawken J, Seed P, Jones G, Poston L (јануар 2006). „A randomised controlled trial of metronidazole for the prevention of preterm birth in women positive for cervicovaginal fetal fibronectin: the PREMET Study. BJOG”. 113 (1): 65—74. PMID 16398774.

[2] Lamont RF: Can antibiotics prevent preterm birth--the pro and con debate. BJOG. 2005 Mar;112 Suppl. 1 67–73

[3] Williams CS, Woodcock KR (фебруар 2000). „Do ethanol and metronidazole interact to produce a disulfiram-like reaction? Ann Pharmacother”. 34 (2): 255—7. PMID 10676835.

[4] Visapaa JP, Tillonen JS, Kaihovaara PS, Salaspuro MP (јун 2002). „Lack of disulfiram-like reaction with metronidazole and ethanol. Ann Pharmacother”. 36 (6): 971—4. PMID 12022894.

[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 AC, Wishart DS (2011). „DrugBank 3.0: a comprehensive resource for omics research on drugs”. Nucleic Acids Res. 39 (Database issue): D1035—41. PMC 3013709 . PMID 21059682. doi:10.1093/nar/gkq1126.

[6] David S. Wishart; Craig Knox; An Chi Guo; Dean Cheng; Savita Shrivastava; Dan Tzur; Bijaya Gautam; Murtaza Hassanali (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.

[7] Ghose, A.K.; Viswanadhan V.N. & Wendoloski, J.J. (1998). „Prediction of Hydrophobic (Lipophilic) Properties of Small Organic Molecules Using Fragment Methods: An Analysis of AlogP and CLogP Methods”. J. Phys. Chem. A. 102: 3762—3772. doi:10.1021/jp980230o.

[8] Tetko IV, Tanchuk VY, Kasheva TN, Villa AE (2001). „Estimation of Aqueous Solubility of Chemical Compounds Using E-State Indices”. Chem Inf. Comput. Sci. 41: 1488—1493. PMID 11749573. doi:10.1021/ci000392t.

[9] 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”. J. Med. Chem. 43: 3714—3717. PMID 11020286. doi:10.1021/jm000942e.

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