5-Fluorovilardin
(преусмерено са 5-Fluoro-vilardin)
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| Identifikacija | |
|---|---|
3D model (Jmol)
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| DrugBank | |
| ECHA InfoCard | 100.162.280 |
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| Svojstva | |
| C7H8FN3O4 | |
| Molarna masa | 217,155 |
Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje materijala (na 25 °C [77 °F], 100 kPa). | |
 verifikuj (šta je  ?)
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| Reference infokutije | |
5-Fluorovilardin je selektivni agonist AMPA receptora,[3][4][5] sa samo ograničenim efektima na kainatni receptor.[6] On je ekscitotoksični neurotoksin kada se koristi in vivo i stoga se retko koristi kod intaktnih životinja, ali se široko koristi za selektivnu stimulaciju AMPA receptora in vitro.[7][8][9] On je strukturno sličan jedinjenju vilardin, koje je takođe agonist za AMPA i kainatne receptore. Vilardine se prirodno javlja u Mariosousa willardiana i Acacia sensu lato.[10][11]
Osobine
[уреди | уреди извор]5-Fluorovilardin je organsko jedinjenje, koje sadrži 7 atoma ugljenika i ima molekulsku masu od 217,155 Da.[12][13]
| Osobina | Vrednost |
|---|---|
| Broj akceptora vodonika | 5 |
| Broj donora vodonika | 3 |
| Broj rotacionih veza | 3 |
| Particioni koeficijent[14] (ALogP) | -4,6 |
| Rastvorljivost[15] (logS, log(mol/L)) | -1,9 |
| Polarna površina[16] (PSA, Å2) | 112,7 |
Reference
[уреди | уреди извор]- ^ 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.
- ^ 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.
- ^ Patneau, DK; Mayer, ML; Jane, DE; Watkins, JC (1992). . „Activation and Desensitization of AMPA / Kainate Receptors by Novel Derivatives of Willardiine”. Journal of Neuroscience. 12 (2): 595—606. PMC 6575614
. PMID 1371315. doi:10.1523/JNEUROSCI.12-02-00595.1992.
- ^ Hawkins, LM; Beaver, KM; Jane, DE; Taylor, PM; Sunter, DC; Roberts, PJ (1995). . „Characterization of the pharmacology and regional distribution of (S)-3H-5-fluorowillardiine binding in rat brain”. British Journal of Pharmacology. 116 (3): 2033—9. PMC 1908955 . PMID 8640342. doi:10.1111/j.1476-5381.1995.tb16408.x.
- ^ Lunn, ML; Ganakas, AM; Mercer, LD; Lawrence, AJ; Beart, PM (1996). . „Localisation and properties of AMPA-insensitive kainate sites: receptor autoradiography and gene expression in rat brain”. Neuroscience Letters. 204 (1–2): 121—4. PMID 8929993. S2CID 36885666. doi:10.1016/0304-3940(96)12335-1.
- ^ Larm, JA; Cheung, NS; Beart, PM (1996). . „(S)-5-fluorowillardiine-mediated neurotoxicity in cultured murine cortical neurones occurs via AMPA and kainate receptors”. European Journal of Pharmacology. 314 (1–2): 249—54. PMID 8957243. doi:10.1016/S0014-2999(96)00633-4.
- ^ Jensen, RJ (1999). . „Responses of directionally selective retinal ganglion cells to activation of AMPA glutamate receptors”. Visual Neuroscience. 16 (2): 205—19. PMID 10367956. S2CID 42955027. doi:10.1017/s0952523899162023.
- ^ Olivera, S; Rodriguez-Ithurralde, D; Henley, JM (2001). . „Regional localization and developmental profile of acetylcholinesterase-evoked increases in 3H-5-fluorowillardiine binding to AMPA receptors in rat brain”. British Journal of Pharmacology. 133 (7): 1055—62. PMC 1572873 . PMID 11487516. doi:10.1038/sj.bjp.0704167.
- ^ Kessler, M; Arai, AC (2006). . „Use of 3H fluorowillardiine to study properties of AMPA receptor allosteric modulators”. Brain Research. 1076 (1): 25—41. PMID 16256076. S2CID 28267484. doi:10.1016/j.brainres.2005.09.024.
- ^ Klaassen, C. D.; John Barr Watkins (2010). „Toxic Agents” (PDF). Casarett and Doull's essentials of toxicology. USA: McGraw-Hill Prof Med/Tech. стр. 374. ISBN 978-0-07-176651-7.
- ^ Atta-ur- Rahman (2000). „Interference of Alkaloids” (PDF). Bioactive Natural Products (Part B), Part 2. Amsterdam: Alsevier Science B. V.. стр. 72. ISBN 9780080542010.
- ^ 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; et al. (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., and 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. Архивирано из оригинала 22. 07. 2014. г. Приступљено 13. 12. 2013.
- ^ 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
[уреди | уреди извор]- 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.
