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Fenaminska kiselina
Nazivi
	Preferisani IUPAC naziv 2-Anilinobenzojeva kiselina
	Drugi nazivi N-fenilantranilna kiselina
Identifikacija
CAS broj	91-40-7 ;
3D model (Jmol)	interaktivna slika;
ChEBI	CHEBI:34756 ;
ChemSpider	4233 ;
ECHA InfoCard	100.001.879
IUPHAR/BPS	4182;
PubChem C ID	4386;
UNII	952VN06WBB ;
	SMILES C1=CC=C(C=C1)NC2=CC=CC=C2C(=O)O; ; ; ; ; ;
Svojstva
Hemijska formula	C13H11NO2
Molarna masa	213,23 g/mol
	Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje materijala (na 25 °C [77 °F], 100 kPa).
	verifikuj (šta je ?)
	Reference infokutije

Fenaminska kiselina je organsko jedinjenje, koje se, posebno u obliku estra, naziva fenamat.^[3]^‍:458 Ona služi kao matična struktura za nekoliko nesteroidnih antiinflamatornih lekova (NSAID), uključujući mefenaminsku kiselinu, tolfenaminsku kiselinu, flufenaminsku kiselinu i meklofenamsku kiselinu. Ovi lekovi se obično nazivaju „derivati antranilne kiseline“ ili „fenamati“, jer je fenaminska kiselina derivat antranilne kiseline.^[4]^‍:235^[5]^‍:17^[4]

Fenaminska kiselina se može sintetizovati iz 2-hlorobenzojeve kiseline i može se pretvoriti u akridon.^[6]

Osobine

Fenaminska kiselina je organsko jedinjenje, koje sadrži 13 atoma ugljenika i ima molekulsku masu od 213,232 Da.

Osobina	Vrednost
Broj akceptora vodonika	3
Broj donora vodonika	2
Broj rotacionih veza	3
Particioni koeficijent^[7] (ALogP)	3,0
Rastvorljivost^[8] (logS, log(mol/L))	-3,3
Polarna površina^[9] (PSA, Å²)	49,3

Reference

^ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today. 15 (23-24): 1052—7. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди
^ Evan E. Bolton; Yanli Wang; Paul A. Thiessen; Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry. 4: 217—241. doi:10.1016/S1574-1400(08)00012-1.
^ Gupta, PK. Drug NomenclatureUnited States Adopted Names. Ch 27 in Remington: The Science and Practice of Pharmacy, Vol 1. Eds. David B. Troy, Paul Beringer. Lippincott Williams & Wilkins, 2006 ISBN 9780781746731
^ ^а ^б Sriram D, Yogeeswari P. Medicinal Chemistry, 2nd Edition. Pearson Education India, 2010. ISBN 9788131731444
^ Auburn University course material. Jack DeRuiter, Principles of Drug Action 2, Fall 2002 1: Non-Steroidal Antiinflammatory Drugs (NSAIDS)
^ C. F. H. Allen, G. H. W. McKee (1939). „Acridone”. Organic Syntheses. 2: 6. doi:10.15227/orgsyn.019.0006.
^ 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

Clayden, Jonathan; Greeves, Nick; Warren, Stuart; Wothers, Peter (2001). Organic Chemistry (I изд.). Oxford University Press. ISBN 978-0-19-850346-0.
Smith, Michael B.; March, Jerry (2007). Advanced Organic Chemistry: Reactions, Mechanisms, and Structure (6th изд.). New York: Wiley-Interscience. ISBN 0-471-72091-7.
Katritzky A.R.; Pozharskii A.F. (2000). Handbook of Heterocyclic Chemistry (Second изд.). Academic Press. ISBN 0080429882.

Spoljašnje veze

Fenamic acid

[1] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today. 15 (23-24): 1052—7. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди

[2] Evan E. Bolton; Yanli Wang; Paul A. Thiessen; Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry. 4: 217—241. doi:10.1016/S1574-1400(08)00012-1.

[3] Gupta, PK. Drug NomenclatureUnited States Adopted Names. Ch 27 in Remington: The Science and Practice of Pharmacy, Vol 1. Eds. David B. Troy, Paul Beringer. Lippincott Williams & Wilkins, 2006 ISBN 9780781746731

[Sriram-4] а ^б Sriram D, Yogeeswari P. Medicinal Chemistry, 2nd Edition. Pearson Education India, 2010. ISBN 9788131731444

[5] Auburn University course material. Jack DeRuiter, Principles of Drug Action 2, Fall 2002 1: Non-Steroidal Antiinflammatory Drugs (NSAIDS)

[6] C. F. H. Allen, G. H. W. McKee (1939). „Acridone”. Organic Syntheses. 2: 6. doi:10.15227/orgsyn.019.0006.

[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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